While Chicago may be known as the Windy City, it also receives a fair amount of rain. But that doesn’t mean you have to be stuck inside, staring sullenly out your window. Chicago is filled with attractions that are safe from the weather, with educational museums, thrilling game rooms, and classical theaters, among others.

The best indoor activities in Chicago will take you from the depths of the ocean in the Shedd Aquarium to outer space at the Adler Planetarium, from the tallest building in the city to the heart of Chicago history. In fact, you’ll find that our guide below covers many of the top things to do in Chicago.

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Chicago tours

1 – See the city from above at 360 Chicago Observation Deck

360 Chicago Observation Deck, Downtown Chicago

The 360 Chicago Observation Deck is among the best places to visit in Chicago. Located on the 94th floor of the John Hancock Building, the deck offers some of the most incredible panoramic views of the city, from the Magnificent Mile to Lake Michigan.

Better yet, it has a tilting glass lookout that gives you the feeling of being suspended in the air. Along with the TILT thrill ride, there is also a sky bar and CloudWalk, an artistic optical illusion.

360 Chicago Observation Deck tickets

2 – Discover masterpieces at the Art Institute of Chicago

The Art Institute of Chicago, Illinois

With a permanent collection of nearly 300,000 artworks, the Art Institute of Chicago exhibits everything from classical sculptures to paintings by iconic artists such as Van Gogh and Picasso.

Since its opening in 1879, the Art Institute of Chicago has become one of the best tourist attractions in Chicago. Thanks to its comprehensive exhibitions spanning myriad time periods and locations, you’re guaranteed to have an enlightening experience and encounter masterpieces such as “Nighthawks” by Edward Hopper and “American Gothic” by Grant Wood.

Art Institute of Chicago tickets and tours

3 – Catch a game at the United Center

United Center, Downtown Chicago

Home to the Chicago Bulls and the Chicago Blackhawks, the United Center is a cornerstone of Chicago and one of the largest indoor arenas in the United States. Since its opening in 1994, United Center has hosted over 200 events each year, from hockey and basketball games to live music shows.

Whether you want to catch a game or see one of your favorite musical artists, the United Center has a constant rotation of events, meaning you’ll always be entertained.

United Center tickets

4 – Concoct potions at The Cauldron

The Cauldron Chicago — credit to The Cauldron

Calling all magic fans, it’s time to whip out your wand and start concocting potions at The Cauldron in Chicago. This interactive cocktail class will have you creating some of the most delectable elixirs, and bonding with your fellow wizards.

It’s suitable for all ages, with both alcoholic and non-alcoholic mixes are available. You’ll be welcomed with a dink poured from a magic wand before creating two of your own molecular cocktails or mocktails. Step into The Cauldron and toast to a fantastical experience!

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5 – Make your break with The Escape Game

Escape Game Chicago

When you just want to get away from the rain, why not join The Escape Game Chicago? Test your smarts with family and friends, and see whether you can break free of some of the most immersive and realistic escape rooms in the city.

Whether you attempt the puzzles of “Mission: Mars” or “Prison Break”, there are numerous room available ranging in difficulty. And don’t worry if you get stuck, there are unlimited hints on hand!

6 – Immerse yourself in Candlelight Concerts

Candlelight concerts in Chicago — credit to Fever Up

With tributes ranging from classical music to contemporary artists, Candlelight Concerts offers some of the most stunning live music experiences in Chicago, all under the glow of hundreds of lit candles.

Listen to the tunes of Adele or Bad Bunny as interpreted by a string quartet, or admire the everlasting beauty of Vivaldi’s Four Seasons. Candlelight Concerts are held in numerous venues across the city, and offer a warm and uplifting break from the rain.

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7 – Discover the past at the Field Museum of Natural History

Field Museum of Natural History, Downtown Chicago

The Field Museum of Natural History, commonly known simply as the Field Museum, is one of the premier natural history museums in the world and one of the best museums in Chicago.

Home to over 30 million specimens and objects, the Field Museum has exhibitions covering Ancient Egypt, the mysteries of the ocean, unusual plants and meteorites. One of its most prominent attractions is SUE, the largest and most complete Tyrannosaurus rex specimen ever found. A trip to the Field Museum will turn any rainy day into an enthralling one, especially with free entry on Wednesdays for Illinois residents.

Field Museum of Natural History tickets

8 – Dive underwater at Shedd Aquarium

Shedd Aquarium, Downtown Chicago

Rather than getting soaked outside, why not dive underwater at the Shedd Aquarium? One of the top things to do in Downtown Chicago, visiting the Shedd Aquarium will bring you up close to penguins, otters, sharks and dolphins among other fascinating species.

Shedd Aquarium is in fact the third largest aquarium in the Western Hemisphere, and is home to over 32,000 animals. Experience some of the most incredible encounters with beluga whales, or go on a shark feeding tour. You’ll discover marine life like never before.

9 – Go freefalling indoors

indoor skydiving in Chicago, US

Just because it’s raining doesn’t mean you can’t still go skydiving. With iFLY in Chicago, you can go soaring in a vertical wind tunnel and experience the exhilaration of a skydive without having to freefall from a plane.

Don’t worry if you’re a bit nervous, as you’ll receive guidance from a professional instructor. Once you’ve got your bearings, you’ll take off and “fall” at speeds of up to 180 miles per hour. With safety gear included, this is a perfectly secure experience, even for those who are afraid of heights!

Indoor skydiving in Chicago

10 – Admire the stars at Adler Planetarium

Adler Planetarium in Chicago — credit to Adler Planetarium

Bad weather doesn’t mean you can’t still admire the skies. With a trip to Adler Planetarium, you can take a journey into space. The first planetarium in the United States, at the Adler today you can experience shows at its dome theaters, explore exhibits or have fun in the design labs.

The Adler Planetarium welcomes over half a million visitors each year, and with good reason. Offering an education and exciting outing for the whole family, Adler Planetarium should top the list of attractions for any day.

11 – Uncover horrors at the Medieval Torture Museum

Medieval Torture Museum in Chicago — credit to Medieval Torture Museum

Looking for more thrills than chills? At the Medieval Torture Museum, you can discover the numerous, gnarly ways people have inflicted horror on each other. This interactive experience provides a macabre insight into human history in a way that’s surprisingly informative.

The Medieval Torture Museum shines a light on past eras and some of the horrifying methods once used. Children are allowed to visit the museum, but must be accompanied by an adult.

Medieval Torture Museum tickets

12 – Step inside a drawing at 2d Restaurant

2D Restaurant in Chicago — credit to 2d Restaurant

Entering 2d Restaurant is like walking into a comic book — and that’s the entire point. The design of this eatery is entirely hand-drawn, giving you one of the most unique dining experiences, and plenty of opportunities for selfies.

The Asian cuisine restaurant serves up Japanese mochi donuts, Taiwanese fried chicken and Vietnamese coffee among other delicious food and drink options.

13 – Appreciate modern creativity at the Museum of Contemporary Art

The Museum Of Contemporary Art in Chicago

Situated near the historic Water Tower in downtown Chicago, the Museum of Contemporary Art stands as one of the largest contemporary art venues in the United States, offering a diverse range of exhibitions and programs that showcase the work of living artists from around the world.

With a collection of over 2,500 artworks spanning an array of mediums, the Museum of Contemporary Art features pieces by artists such as Andy Warhol, Cindy Sherman and Jeff Koons. The building itself is a work of art to be admired alongside the stunning exhibits.

The Museum of Contemporary Art

14 – Build your world at LEGOLAND Discovery Center

LEGOLAND Discovery Center in Chicago

Enter a world made from LEGO at the LEGOLAND Discovery Center. The perfect day out for kids (and the young at heart), the LEGOLAND Discovery Center offers a two-story indoor arena with a variety of activities.

With rides such as Merlin’s Apprentice and Kingdom Quest, a 4D cinema, a LEGO car race track and opportunities to work with master builders, the LEGOLAND Discovery Center will keep everyone entertained for hours on end.

LEGOLAND Discovery tickets

15 – Unleash the imagination at Chicago Children’s Museum

Chicago Children’s Museum, Downtown Chicago — credit to Chicago Children’s Museum

The Chicago Children’s Museum isn’t so much a museum as it is a giant playground. Designed to facilitate play and learning experiences that are fundamental to children’s development, the Chicago Children’s Museum offers everything from arts programs to STEM experiments.

Whether your child wants to have fun in Circusville, climb the Cloud Buster, or explore Kids Town, they will have the freedom to discover and unleash their imaginations in a safe and educational environment.

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A Journey Through Time – Titanic: The Exhibition!

Imagine stepping back in time and reliving the glory days of the Titanic. Get an authentic boarding pass, explore carefully recreated environments, and take the opportunity to admire over 300 historical artifacts in this immersive exhibition. Take a journey into the past as the history of the world’s most famous ship is brought to life.

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16 – Walk on air at the Willis Tower Skydeck

Willis Tower Skydeck in Chicago

The Willis Tower isn’t just Chicago’s tallest building — it’s the third tallest in the Western Hemisphere. So with the Willis Tower Skydeck located on the 103rd floor, you know you’re up for a sightseeing experience like no other.

From the Skydeck, you can see up to 50 miles away and across four states. If you’re up for an adrenaline rush, you can also step onto the Ledge — a glass box extending 4.3 feet out of the Skydeck. Witness Chicago bustling about beneath your feet, and take the ultimate selfie, if you dare.

Willis Tower Skydeck tickets

Read more: Cheap Skydeck Chicago Tickets – How to Save up to 20%

17 – Uncover cultural heritage at Chicago Theatre

Chicago Theatre, Downtown Chicago

The Chicago Theatre is one of the city’s most iconic venues, easily identifiable by its bright and bold marquee. Opened in 1921, it’s remained one of Chicago’s top attractions, not only for the range of entertainment it provides, but for its historic appeal.

One of the best ways to experience this landmark is on a Behind-the-Scenes Chicago Theatre Tour. These tours will reveal the architectural details of the building, from its grand staircase to its opulent auditorium. You’ll also see walls where the likes of Frank Sinatra, Dolly Parton and Dean Martin have signed their names.

Chicago Theatre tickets

18 – Go beer tasting with The Barrel Run

The Barrel Run in Chicago — credit to The Barrel Run

Take your beer tastings in Chicago to a new level by hitting up numerous breweries — from a barrel bus. The Barrel Run bus is designed in the shape of a barrel, with decor reflecting elements from the brewing process.

On a Barrel Run tour, you’ll hop inside the barrel and make stops at three different locations, indulging in a tasting at each. You’ll also get to tour one brewing production facility for inside look at the beer-making process. Don’t forget your camera on this tour — you’ll want to remember your one-of-a-kind journey, especially if you’ve had a few!

Barrel Run bus tours

19 – Explore the indoor gardens of Garfield Park Conservatory

Garfield Park Conservatory in Chicago

A rainy day in Chicago doesn’t mean you can’t still be outside. At Garfield Park Conservatory, you can explore eight indoor gardens featuring plants from around the world. From the Fern Room to the Desert House, discover an array of species under the comfortable cover of the glass roofs.

Admire Persian lilies, chocolate trees, and prickly pears among other fascinating flora. Make sure to visit the Show House to see some of the most stunning floral displays, and the Horticulture Hall, where bistro tables provide a space for relaxation or having a snack.

20 – Listen to Chicago blues at Buddy Guy’s Legends

Buddy Guy’s Legends, Downtown Chicago

Buddy Guy’s Legends is a renowned blues club located in the heart of Chicago. Founded in 1989 by the legendary blues guitarist Buddy Guy, the venue has earned its reputation as a cornerstone of the Chicago blues scene, showcasing both established and emerging talent.

Buddy Guy still performs every January, and when he’s in town you might spot him at the bar. Attending a show at Legends will expose you to the lasting legacy of Chicago blues, its own unique music genre. Buddy Guy’s Legends is one of the last few bars where you can still experience music like this, making it a must-visit.

21 – Unpack the city’s past with the Chicago History Museum

Chicago History Museum, US — left and bottom right: credit to Chicago History Museum

Delve into Chicago’s storied past at the Chicago History Museum. Dedicated to the city’s heritage, the museum will reveal the little-known facts about Chicago and provide insight into how it became the destination it is today.

With exhibitions focusing on topics such as the Great Fire of 1871 and the city’s Polish communities, you can gain a greater appreciation for Chicago outside of the usual tourist hotspots. The museum is home to over 20 million items, each of which will offer a new perspective on Chicago’s heritage.

Chicago History Museum tickets

22 – Celebrate Chicago Symphony Orchestra’s musical legacy

credit to Chicago Symphony Orchestra Association

Since its founding in 1891, the Chicago Symphony Orchestra has retained its status as one of the most renowned orchestras in the world. With concerts ranging from classical to contemporary, attending a performance by the Chicago Symphony Orchestra is one of the best indoor activities in the city.

Hosted in the breathtaking Symphony Center with its excellent acoustics, you’ll experience a melodic journey that takes you through time. There are hundreds of performances each year, so you will certainly find something pleasing to the ear.

Chicago Symphony Orchestra tickets

23 – Challenge your perception at the Museum of Illusions

Museum of Illusions, Downtown Chicago — credit to Museum of Illusions Chicago

Get your camera ready for a trip to the discombobulating Museum of Illusions in Chicago. Experience multiple rooms and installations that will challenge your perception, and encounter images that will have you questioning reality.

Interact with the various exhibits and play around with the numerous possibilities. An outing to the Museum of Illusions guarantees fun for the whole family.

Museum of Illusions tickets

24 – Watch the antics of the Blue Man Group

Blue Man Show in Downtown Chicago

The Blue Man Group has solidified itself as an American pop culture phenomenon ever since its founding in 1987. With regular shows in Chicago, you won’t want to miss your chance experiencing the humorous antics and creative skills of these talented performers.

Performing at the Briar Street Theater, the Blue Man Group will put on a musical show like no other, incorporating unlikely instruments and the latest technology.

Blue Man Show tickets

25 – Cry with laughter at Chicago’s best comedy clubs

best comedy clubs in Downtown Chicago — credit to Timothy M. Schmidt / The Second City

Is the rainy weather getting you down? Fear not, for a pick-me-up is just around the corner in Chicago. Home to numerous comedy clubs that host performances just about every night, you’re guaranteed to have a rollicking time out.

Stop by the Laugh Factory for some of the best standup in Chicago, or The Second City to experience the talent of the oldest improvisational group in the city. Take your laughs to the next level at The iO Theater, where you can be taken along the humorous journey of longform improv.

26 – Discover the Ernest Hemingway Birthplace Museum

Ernest Hemingway Birthplace Museum in Illinois — credit to Ernest Hemingway Birthplace Museum

While Ernest Hemingway may often be associated with his favorite haunt in Key West, he was in fact born and bred in Chicago. At the Ernest Hemingway Birthplace Museum in Oak Park, you can learn more about the famed writer’s early years.

The house was in fact built by his maternal grandparents, and was the first in Oak Park to have electricity. Hemingway was born here in 1899, and spent the first six years of his life in the Queen Anne home. Guided tours of the museum will provide you with intimate insight into Hemingway’s family and his journey to becoming one of the most revered authors.

27 – Find vintage treasure at Volo Auto Museum

Volo Auto Museum in Illinois

Despite being located about 1.5 hours out of the Chicago city center, the Volo Auto Museum is well worth the drive. Founded in 1960, the museum is renowned for its extensive collection of vintage, classic, and muscle cars, as well as rare, antique, and collectible vehicles.

This family-run museum features hundreds of cars, and has grown to also include boats, planes and even trains. While perfect for the whole family to enjoy, the Volo Auto Museum is a bucket-list item for petrol heads.

28 – Soak in thermal waters at AIRE Ancient Baths

AIRE Ancient Baths in Chicago — credit to AIRE Ancient Baths

Experience the atmosphere of traditional Roman baths right in the heart of the city with AIRE Ancient Baths Chicago. Located in a refurbished 1900s factory, AIRE Chicago offers a spa experience reminiscent of bygone eras.

Take a swim in thermal baths among industrial architecture, or indulge in a relaxing massage. Numerous experiences are available, ranging from self-care rituals to activities for couples to enjoy together.

29 – Explore Chicago’s medley of museums

Museum of Science and Industry in Chicago — Museum of Science and Industry

Among the best indoor activities in Chicago is a visit to one of its myriad museums. The city is home to a number of fascinating and enlightening museums, any of which will provide for an intriguing day out.

At the Museum of Science and Industry, one of the largest science museums in the world, you can enter a coal mine or discover a WWII submarine. To uncover more about the biological sciences, make a stop at the Peggy Notebaert Nature Museum, where you can encounter a haven of butterflies and exhibits on various species.

For a more historical venture, visit the National Museum Of Mexican Art to discover 3,600 years of Mexican artistry, and the DuSable Museum of African American History for a deep dive into Black heritage. Meanwhile, the Driehaus Museum places the focus on architecture and design, with displays of grand pianos and intricate lamps.

Museum of Science and Industry tickets

30 – Visit the world’s biggest Starbucks

Starbucks Reserve Roastery in Chicago

Discover the largest Starbucks in the world right in Chicago! Located on the Magnificent Mile, this Starbucks Reserve Roastery has five stories, connected by copper tubes that transport coffee beans.

Each floor is dedicated to a different theme and offering, from rare coffees to pastries and cocktails. The Starbucks Reserve Roastery is notable not only for its delectable food and drinks, but for its incredible design. You may come for the coffee, but you’ll certainly stay for the architectural experience.

31 – Enjoy a night at the Lyric Opera of Chicago

Lyric Opera of Chicago, US — credit to Lyric Opera of Chicago

The Lyric Opera of Chicago is a revered institution in the city, and the perfect place for a classy night out on the town. Located in the Lyric Opera House, one of the most beautiful venues in America, the Lyric Opera frequently puts on performances of classics such as Aida.

While a visit to the opera might seem like the purview of a more elite type, the Lyric Opera is dedicated to making the art of opera accessible and relevant to all audience members, with discounted ticket options and community programs.

32 – Delve into the literary arts at the American Writers Museum

American Writers Museum, Downtown Chicago — credit to American Writers Museum

The American Writers Museum is the first of its kind in the United States. Dedicated to the written word and the Americans behind them, this museum places the focus on the power of writing and the enduring legacy of its nation’s scribes.

With exhibits focusing on topics from the discipline of writing, to the history of the artform and even on Chicago’s literary voices, you’ll gain a new-found appreciation for the impact of America’s writers, whether they’re authors, journalists or poets.

American Writers Museum tickets

33 – Try your hand at WhirlyBall

You can’t really compare WhirlyBall to any other game. A combination of basketball, lacrosse, hockey and bumper cars, WhirlyBall is in a category of its own. It also might just be the most fun you’ll have!

WhirlyBall Chicago gives you the chance to try your hand at this unique sport, where you and your team aim to shoot a wiffle ball at a hanging target — all while driving a bumper car. For even more good times, you can also enjoy a game of LaserTag or some bowling at the venue.

34 – Taste Chicago’s cuisine at the Time Out Market

Time Out Market Chicago, US

Situated on Fulton Market, Time Out Market Chicago is your ultimate destination for a range of eats and drinks. This 50,000 square foot market features food from the best restaurants and chefs in the city, all in one place.

Featuring Latin American, Greek and German-American cuisine, you’ll find a smorgasbord of dishes that will tickle your taste buds. Whether you’re a carnivore, a vegetarian or just simply have a sweet tooth, Time Out Market has got you covered.

35 – Watch Broadway at the James M. Nederlander Theatre

James M. Nederlander Theatre in Chicago

Broadway isn’t confined to New York City. In Chicago, you can catch the top Broadway shows at the James M. Nederlander Theatre. While this venue once fell into disrepair, it has been restored to its former glory, featuring opulent interiors and the best live stage shows.

With numerous shows on offer, from Peter Pan to Mamma Mia, you can enjoy the glitz and glam of a classic Broadway production. Seats may sell out quickly, so grab your tickets!

James M. Nederlander Theatre tickets

36 – Relish the Original Rainbow Cone

The Original Rainbow Cone in Chicago — credit to The Original Rainbow Cone

Since 1926, The Original Rainbow Cone ice cream shop has been serving some of the best flavors in Chicago. Founded by “Grandpa Joe” Sapp, it’s remained a cornerstone of Chicago, with new stores and trucks popping up across the city.

The Rainbow Cone is a one-of-a-kind dessert, with its signature flavors of chocolate, strawberry, palmer house, pistachio, and orange sherbet. It’s even sliced, not scooped! More flavors are available, as well as other delicacies such as shakes, donuts and cakes.

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The Drunk Shakespeare Society: Where cocktails and classics meet

Mix cocktails and classics for an unforgettable evening at the Drunk Shakespeare Society. A hidden gem behind the Chicago Theater, the Shakespearean show sets the stage for five fearless actors to take on Shakespeare after downing some drinks, creating a hilariously unique performance each time.

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37 – Embark on a magical journey at the Trickery

Magic Show Trickery Chicago

Revel in a night of intrigue and hilarity at the Trickery Chicago. This magic show will leave you scratching your head and laughing out loud at the same time, thanks to Aaron’s incredible performance.

Set in a cozy theater, you’ll be able to the tricks up close. Better yet, you can bring your own drinks in, and there are cups and bottle openers available for use.

Trickery Chicago Magic Show tickets

38 – Cut into medical history at the International Museum of Surgical Science

International Museum of Surgical Science, Downtown Chicago

Discover North America’s only museum dedicated to surgery at the International Museum of Surgical Science. With a collection of over 7,000 artifacts, this museum provides fascinating insight into the history and development of surgery around the world.

Explore exhibitions on everything from apothecary to surgical technology. There are also 600 works of fine art that depict historic procedures, providing you with an unparalleled view into the progression of modern medicine.

Surgical Science Museum tickets

39 – Dine at Chicago’s best restaurants

Chicago has one of the best food scenes in the world, featuring everything from street food staples to Michelin-star restaurants.

For a taste of some of the most delectable meat in the city, make a stop at Johnny’s Beef, where you can enjoy traditional Italian sandwiches, gyros and burgers.

There’s no shortage of upmarket dining either. An experience at the Michelin-starred Boka will leave you salivating, while Alinea, named one of the best restaurants in the world, is poised to challenge your perception of food itself.

40 – Get a taste of fun at the Museum of Ice Cream

Museum of Ice cream in Chicago — credit to Museum of Ice Cream

Ice cream has such a special place in the hearts of Chicagoans, there’s even a museum dedicated to it. The Museum of Ice Cream isn’t so much an exhibition as a dessert-themed playground, with a sprinkle pool and a putt-putt golf course.

Of course, there’s plenty of ice cream too. You can taste unlimited treats in different flavors, including an ice cream hot dog. Being a museum, there are more informative exhibits too, revealing the history behind this delicious delicacy.

Museum of Ice Cream tickets

41 – Escape into virtual reality at The Raven Room

The Raven Room in Chicago — credit to The Raven Room

The Raven Room is taking your arcade experience to new heights with virtual reality. Play a variety of games, from sports to escape rooms, on your own or with a group. Your game will be projected onto a screen, meaning everyone can watch the fun.

A staff member will be on hand to direct you through the experience, and you can book out a bistro table for up to 4 people and enjoy a fully-stocked bar. But VR isn’t the only attraction. Karaoke, drag extravaganzas and community events are all hosted here.

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Discover the future of art

“Art of the Future” is a groundbreaking exhibition at Block 37 in Chicago that blends art and technology to create an immersive experience in the world of digital art and augmented reality (AR). This exhibition invites visitors to step into the metaverse and explore augmented reality holograms and artworks by leading artists in the digital sphere, revealing the future of art.

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42 – Jazz it up at the Green Mill

Green Mill in Chicago

The Green Mill is a Chicago institute, having welcomed guests for over 100 years, including the likes of Al Capone and Frank Sinatra. This jazz club keeps swinging with the times, regularly hosting live shows and slam poetry nights.

A night here is as loose as they come, as the Green Mill doesn’t accept reservations and only takes cash. Flow with the music and let yourself be a part of Chicago history.

43 – Throw some badass axes

Bad Axe Throwing in Chicago — credit to Bad Axe Throwing

Have you got some anger you need to get out? Or are you simply looking for a fun time with a twist? There’s a solution for that — axe throwing. With Bad Axe Throwing, you can try your hand at hitting targets with specially designed axes.

Suitable for both young and old, axe throwing is a safe experienced led by professional coaches. Located on the West Loop, you can walk in or pre-book for a longer period of time.

44 – Go bowling at Lucky Strike Chicago

Hit up some of the coolest bowling lanes in the city at Lucky Strike Chicago. Fitted with black lights, comfy seats and HD video screens, this is the place for you and your friends or family to enjoy some competitive fun.

If bowling isn’t your thing, there’s also an arcade, billiards and ping pong. And should you get hungry from all of the excitement, there’s a cafe serving up burgers, wings, beers and cocktails.

45 – Revel in a burlesque show at The Newport Theater

The Newport Theater in Chicago — credit to The Newport Theater

Known as Chicago’s home for fringe theater, The Newport Theater hosts some of the most exciting performances, from burlesque shows and drag performances to variety showcases.

With 125 seats at the theater, you can enjoy a small and intimate production while sipping on drinks from the bar. If you’re interested in getting on stage yourself, you can even sign up for some classes!

Burlesque Show tickets

46 – Simulate your golf game at The Green

The Green in Chicago — credit to The Green

Whether you want to practice your swing or start learning how to play, The Green offers state-of-the-art indoor golf simulation. Through immersive experiences, you can test your skills on a variety of different courses or have a fun game with friends.

There’s even a range of surfaces for you to practice on, and opportunities for chipping and putting. When you’ve finished your game or you’re taking a break, you can dine on an array of snacks or drink down a cocktail.

47 – Tour the iconic buildings of Frank Lloyd Wright

Frank Lloyd Wright Trust in Chicago

In Chicago, discover the phenomenal creations of one of America’s preeminent architects, Frank Lloyd Wright. The designer made his mark in the city with two notable buildings, the Frank Lloyd Wright Home & Studio and the Frederick C. Robie House.

In 1889, Wright built his home in Oak Park, where you can today enjoy a tour of the interiors and studio where he developed his Prairie style. The famed Robie House is considered the culmination of Wright’s unique vision. On a tour here, you can uncover the details of this Prairie house, from its history to its furnishings.

Robie House tickets

48 – Dine and detect with a mystery dinner show

The Dinner Detective in Chicago — credit to The Dinner Detective

It’s time to test your investigative skills at The Dinner Detective Murder Mystery Dinner Show. This immersive event combines a delicious dinner with the thrill of a mystery, inviting the whole room to partake.

What makes this show stand out is that the actors are planted among the audience, meaning you could be sitting next to the culprit! You’re in for head-scratching whodunnit, as well as a load of laughs and surprises.

49 – Sip on afternoon tea at the Drake Hotel

Afternoon tea in Palm Court - Drake Hotel in Chicago — credit to Drake Hotel

One of the best indoor activities in Chicago is treating yourself and your loved ones to an afternoon tea at the Palm Court in the Drake Hotel. This promises to be a luxurious excursion, since even the Queen and Princess Diana have dined here.

Choose from a selection of 17 teas, from black to herbal and green, alongside a three-tier tray of delectable bites, including finger sandwiches and scones.

50 – Experience cinema magic at The Logan Theatre

The Logan Theatre in Chicago

Watching a film at The Logan Theatre is not like your typical movie-going experience. This venue has been around since 1915, and has remained a family-run Chicago staple. While you can watch the latest releases here, you’ll do so amid lovingly restored furnishings reflecting the original Art Deco design.

There is also a fully-stocked bar and a range of snacks available, making for a cozy time out on a rainy day.

51 – Get your heart racing with indoor karting

K1 Speed in Chicago — credit to K1 Speed

If you’re looking for a bit more excitement, why not hit some indoor karting tracks? K1 Speed has numerous locations on the outskirts of Chicago, and with their dynamic electric karts you can reach speeds of up to 45 miles per hour.

At Enchanted Castle, you can also zip around tight corners in an electric kart, or choose from a range of other activities such as bumper cars, laser tag and a catapult ride.

52 – Have a Game Night Out

Game Night Out in Chicago — credit to Game Night Out

Take your game night to a whole new level at Game Night Out, a private apartment-style venue with expertly-designed, original games that will test you and you friends. From puzzles to trivia, you’ll tackle it all under the guidance of a games host.

With all the fun you’ll probably work up an appetite, but luckily you can organize catering for your event and arrange food and drinks beforehand.

53 – Stir up a storm in a cooking class

A rainy day is the perfect opportunity to whip up something delicious in the kitchen, and with numerous cooking classes in Chicago, you have the opportunity to widen your skillset.

Check out the options at Cozymeal Cooking Classes, where you can choose to learn how to make everything from sushi to pasta from the city’s top chefs. The Chopping Block offers mixology classes and lessons on vegan treats, as well as workshops on knife skills. At Bettie’s Chicago, a retro diner themed venue, try your hand at baking bread and pastries under the guidance of Bettie herself.

54 – Enter the Immersive Gamebox

Immersive Gamebox in Chicago — credit to Immersive Gamebox

Step inside the Immersive Gamebox in Oak Brook and interact with advanced technology for an unparalleled gaming experience. You can choose from a variety of games suitable for different ages, from classics like Tetris to Squid Game-inspired adventures.

With games lasting between 30 and 90 minutes, you’ll be engrossed in the Immersive Gamebox world. Whether you’re looking for a family-friendly experience or seeking a unique date night option, you’ll find what you need at the tap of a finger.

55 – Hit Chicago’s electrifying clubbing scene

The Underground in Chicago — credit to The Underground

Chicago’s nightlife scene is as diverse and vibrant as the city itself, offering a wide range of options that cater to various tastes and preferences. Whether you’re into live music, dance clubs, or cozy bars, Chicago comes alive after dark with an energy that is both exciting and inviting.

Some of the best locales around include the Smartbar, an independent nightclub that has been pulsing for over 40 years featuring DJs from around the world. At The Underground, you’ll find a subterranean playground for a night of drinks and dancing.

How to get to Chicago?

Whether you’re traveling to Chicago by car, train or plane, the city is easily accessible thanks its well-oiled public transportation system.

Amtrak offers train rides from other cities such as Minneapolis and New York to Chicago Union Station, and local bus and train services run in the city itself.

If you’re flying in to Chicago, you’ll likely land at O’Hare International Airport, where you can catch a bus, taxi or train into the city. Alternatively, have a look at airport transfers in Chicago for door-to-door services.

Where to stay in Chicago?

As a bustling metropolis, Chicago has no shortage of accommodation options. From hotels to guesthouses, private apartments to entire penthouses, you can find the right option according to your budget and needs.

Depending on what you want to experience in the city, you can situate yourself in areas such as the Loop in Downtown Chicago, the central Magnificent Mile, or the quieter Lincoln Park.

best hotels in Chicago

Visiting Chicago on a budget?

Exploring Chicago’s wide range of attractions can add up quickly. But with a Chicago pass, you can enjoy discounts on numerous experiences.

The Go Chicago Explorer Pass allows you to choose between 2 and 7 attractions that you can get discounts on, while the Chicago CityPASS gives you access to 5 of the top attractions, including the Shedd Aquarium and Skydeck Chicago.

Where to go next?

While Chicago is the largest city in the Midwest and a central hub, there are many more fun things to see and do in neighboring states.

Whether that’s the breweries of Milwaukee, the cultural landmarks of Minneapolis, the iconic arch of St. Louis, the monuments of Indianapolis, or the motor museums of Detroit, there is plenty to experience in these Midwestern cities.

Final thoughts

There’s no shortage of things to do in Chicago when it rains. You might find that it’s even the perfect opportunity to discover some hidden gems or expand your horizons. The best indoor activities in Chicago offer some of the greatest adventures in the city, so don’t be afraid to get a little wet in transit.

Happy exploring!

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55 Best Indoor Activities in Chicago When it Rains