Things to do in River North, Chicago

things to do in river north chicago

Heading to Chi-Town for your vacation and looking for things to do? Look no further than River North. It's one of the best areas in Chicago, with something for just about everyone. Read on and discover our top picks!

Including:

  • Theater performances
  • Live comedy
  • Arcade fun
  • Nightlife
  • Culture
  • and more!
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Performances to die for

First on our list, let's talk about theater. Chicago has a rich history of performance, from musicians to comics. And thankfully, that includes plays too. There are theater venues all over the city, and even two sublime ones right in River North.

Firstly, one that's gone from strength to strength. In under two decades, the Chicago Shakespeare Theater troupe upgraded from the back of a bar to a huge theater on Navy Pier. This Tony Award-winning group may specialize in the great English writer's work, but they also tackle other works and even musicals. Go check out their brilliant performances when you're visiting River North!

The other choice on our list wears its influence on its sleeve. The Lookingglass Theatre leans into the hallucinogenic weirdness of Alice in Wonderland by taking well-known literary pieces and putting their own weird, hectic twist on them. Founded by David Schwimmer of Friends fame, they're another Tony Award-winning company that does things differently. Go see what's on when you're in town and catch a show!

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Split your sides

Turn that inevitable frown upside down with a spot of comedy. At The Comedy Bar in River North, you won't just get laughs. Yes, they have a weekly rotation of great local and national comics gracing the stage, bringing you a laugh-a-minute experience, but it's also a great place to go eat, drink, and have a good time. A Gino's East residency means they'll bring some of the best deep dish, Chi-Town style pizza right to your table. They offer a wide selection of refreshing beverages to wash it all down, and they even accept event bookings. In town for a birthday? Go book a table and see what all the fuss is about!

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It's all fun and games

If you're in the mood for more fantastic fun, then River North has got you covered - and then some.

If you like your fun tinged in neon and accompanied by the nostalgic sounds of '80s arcades, then get up immediately, leave the house, and head to FTW Chicago. Prepared to be transported back to the prime of the arcade scene, where you'll find old coin-op cabinets with classic games like Pac-Man and Ms. Pac-Man, among other Pac-Man-related games. Challenge your friends and family to a friendly game of air hockey. Fight to the death at the Skee-Ball machines. Or tear your enemies apart on the mini-golf course. You can even win prizes, should you best your enemies utterly and absolutely. All of this fun is backed by a burgeoning bar full of beer and delightfully colored cocktails.

Or, check out Beercade, which offers a massive selection of free arcade machines for you and your friends to play. Combine that with an arcade ton of beers, and some tasty treats on the menu, and you've just found yourself the perfect night out. They even show sports, if you like putting your hopes and dreams in the hands of ludicrously-paid strangers.

Or, work up a sweat at Lucky Strike, Chicago's premier bowling slash ping pong slash pool slash arcade bonanza. Kitted out in real props from The Big Lebowski, it's the perfect place to blow off some steam, grab a drink or a meal, and geek out.

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Nights out

If you prefer your nights out of the less active variety, then guess what? River North has got. You. Covered.

At the Underground Wonder Bar, you'll find delicious Mexican food paired with some brilliant live music from the jazz, blues, and soul scene. They also have rap and R&B-focused open mic sessions each month, and it's open til late. Truly a wonder bar you'll find underground!

If you prefer to add a little electronic music to your dance-y night, Rec Room has great DJs spinning records every week, a cozy dancefloor to embarrass yourself on, and great drinks to boot.

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Art for the heart

Let's switch gears to something less heart-pumping and more mind-opening. We're talking about culture, ladies and gents, and by golly River North has a ton to go see.

For a great collection of great art from all across the globe, head to Chicago's Museum of Contemporary Art. It's one of the biggest collections of modern artwork in the country. Step inside, and you'll find comprehensive galleries, a rotation of exciting exhibits, as well as live performances from artists. Then, when you're all cultured out, grab a bite to eat or a cup of coffee from the on-site cafe.

The Carl Hammer Gallery has a great mix of old and new art styles on display, with paintings, sculptures, and photographs from local artists that will certainly leave you staring and pondering the meaning of life and society.

You'll find a similar mix of interesting and exciting art at the Zolla/Lieberman Gallery. Featuring walls of contemporary art pieces that embrace a wide variety of genres, you're sure to find something that draws the eye. You can even support the local community by picking up a piece for yourself, if you're in the market.

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Bites and delights

And finally, let's end our list with some delicious food. Unsurprisingly, North River is full of fabulous eateries. So, if you're visiting Chicago, grabbing a bite to eat is one of the best things to do!

For fans of Asian cuisine, there's Sunda Chicago, which features a menu brimming with Asian fusion dishes, sushi, and cocktails. They also have a happy hour menu, and do a brunch every week too, so no matter when you're hungry, you'll be satisfied! Top it all off with a chic, modern design, and you've got yourself a great restaurant.

The Smith, on the other hand, will tickle your New American sensibilities, with delicious modern takes on American classics. If the weather's good, you'll find a large garden there with enough table space to spread out and make the most of the sunshine.

Or, if you're feeling continental, Ema has delicious, authentic Mediterranean dishes that are sure to hit the spot!

And that'll do it for the best things to do in River North, Chicago!

Dom Bewley
Go City Travel Expert

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Rainbow crosswalk in Boystown, Chicago
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Things to do in Chicago for Pride Day

The Chicago Pride Parade is one of the most highly attended festivals of its kind on the planet, pulling in something like a million revelers every year. No surprise really, given Chicago is one of the most LGBTQ-friendly cities in the States, its Northalsted neighborhood (aka Boystown) a vibrant community hub that was the first in the country to be officially recognized as a gay village. The city’s colorful month-long June Pride party is, as you might expect, a fairly flamboyant affair, taking in karaoke nights, drag brunches, art shows, skate parties, marching bands, club nights and much more. Raise your rainbow flag and read on for our guide to some of the best things to do in Chicago during Pride month. Spend the Day in Boystown There’s no better way to familiarize yourself with Chicago’s LGBTQ+ history and culture than with a visit to the Legacy Walk in Boystown. Take a stroll along the North Halsted Street Corridor between Belmont Avenue and Grace Street, where this unique open-air museum takes the form of 35-or-so steel ‘rainbow pylons’. Each standing 25 feet tall, the pylons act as monuments to those legends who helped shape the LGBTQ+ movement in Chicago and beyond, with bronze plaques commemorating individuals including James Baldwin, Josephine Baker, Harvey Milk, Oscar Wilde, Jose Sarria and Freddie Mercury, plus pivotal events like the 1969 Stonewall Riots. Afterwards, make time to check out some of the neighborhood’s other beloved LGBTQ+ hotspots, including the Center on Halsted, a community hub that’s home to the Hoover-Leppen Theater and Billie Jean King Recreation Hall among other facilities. Head up to the roof for tip-top neighborhood views that become yet more colorful during Pride month, thanks to the increased proliferation of rainbow flags and bunting that decorate the streets below. Hungry? You’re in luck. Boystown also happens to be home to some of the best brunch spots in town. Hit up local institution Drew’s on Halsted for eggs every which way accompanied by breakfast martinis and live DJs. Or mosey on over to the smart, literary Wilde Bar & Restaurant, named after guess who? Of course, the LGBTQ+ nightlife in this lively enclave is just about as good as it gets, running the gamut from karaoke parties to dive bars, drag nights and hedonistic all-night dance parties. Try Sidetrack, The Closet, Roscoe's, Hydrate and the Kit Kat Lounge for some of the very best. LGBTQ+ Art & Culture There’s plenty more going across Chicago through the month of June. Check press listings for comedy, cabaret and drag performances hosted by the likes of Boystown stalwarts the Newport Theater, Dorothy and the Whiskey Girl Tavern.  Many of the city’s largest cultural institutions also run LGBTQ-themed programs and exhibitions during Pride month. For example, the Field Museum, one of the biggest and best natural history museums in the world, hosts an annual drag pageant as well as events around the role of sex and gender in the natural world.  Meanwhile, the American Writers Museum runs readings, workshops and tours spotlighting the work of LGBTQ+ authors whose writings are exhibited here, including the likes of James Baldwin, Maurice Sendak and Susan Sontag. There are events for kids at Chicago Public Library branches including Logan Square and South Shore, with drag and rainbow story times to keep the little ‘uns entertained, and an annual party down at Navy Pier, which is usually held the day before the Pride march. It’s an all-day event that features live music, marching bands, DJs and more, and is conveniently close to all those seaside fairground rides for a spot of old-school fun and relaxation between bouts of dancing! General admission to a number of these attractions (plus many more tours and activities around Chicago) are included with a Go Chicago pass. You could save up to 50% on entry to the likes of Navy Pier, the Field Museum, the Shedd Aquarium, 360 Chicago and more. Note that additional tickets may be required for entry to some Pride-themed events. Find out more about the Go Chicago pass and get yours here. The Pride Parade and Festival As the climax of Chicago’s Pride month approaches, all attention turns towards Chicago Pride Fest and the annual parade. The Parade takes place on the last Sunday of June with Pride Fest traditionally falling on the Friday and Saturday of the same weekend (or sometimes the weekend before). Pride Fest gets the party started in earnest with two days of live performances across three stages, everything from international pop stars to the very best of Chicago’s DJ and drag scenes. Add to that 150+ food and beverage vendors and you have all the ingredients you require for a top shindig. The festival takes place on Halsted Street, from Addison to Grace St, and is free to enter, though there’s a suggested $15 donation to help pay performers and festival workers, as well as supporting local community programs. Big-name stars to grace the stages here include M People’s Heather Small, Natasha Bedingfeld, Chaka Khan, and the Chicago Gay Men’s Chorus. Find out more about this year’s Pride Fest, including the entertainment line-up, here. The main event takes place on the last Sunday of the month, and draws the biggest crowds of the month. The Chicago Pride Parade sets off from around Sheridan and Broadway at 11AM, painting a rainbow across Northalsted as it weaves its way along and around Halsted to Lincoln Park – a distance of over six kilometers. Nab your spot to watch as dozens of flamboyant floats, revelers in outlandish costumes and live performers cruise past, complete with marching bands, stilt walkers, drag kings and queens, and more. The area surrounding Belmont and Addison stations tends to get the most busy, so arrive early if you want a decent view, or bodyswerve it altogether if claustrophobic crowds ain’t your thang. Rest assured there are plenty less densely packed locations: you’ll find for example that you have a little more breathing space towards the start of the route, and on its east side. Find about more about this year’s Chicago Pride Parade here. Save on Chicago’s Most Popular Attractions Don’t miss the opportunity to check out some of Chicago’s top tours, activities and attractions while you’re in town. You could save up to 50% with a Go Chicago pass. Find out more and choose yours here.
Stuart Bak
Stuart Bak
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Fun Facts About Chicago: Your Essential Trivia

How much do you know about Chicago? Test your knowledge of the Windy City with our trivia below. These fun facts are sure to come in handy on your Chicago vacation! Top Chicago facts 1-10 The world’s very first skyscraper was erected in the city in 1885. Skydeck Chicago is a film star! Catch a glimpse of the experience in Ferris Bueller’s Day Off. The Willis Tower is the eighth tallest building in the world, coming in at 1,450 feet and 110 stories tall. Chicago invented deep-dish pizza. The Navy Pier Centennial Wheel was preceded by an iconic Ferris wheel, which welcomed over 17 million riders in its ten-year life span. Historic Route 66 begins in Chicago (and terminates in Santa Monica, CA). The Field Museum’s newest addition is Máximo the Titanosaur: the largest dinosaur ever discovered, weighing 70 tons. Chicago is known as “The Windy City” for the bombast of its politicians—not for its weather. Chicago is home to an impressive 56 museums, including the famous Art Institute of Chicago. The Taste of Chicago — a summer legend in Chicago — is the world’s largest free outdoor food festival. Top Chicago facts 11-20 The Museum of Contemporary Art is the only museum in the city to feature dozens of works with the title, “Untitled.” Batman’s iconic Gotham City was based on Chicago; not, as many people assume, NYC. The Lincoln Park Zoo is one of the world’s rare free zoos. Malört, one of the most distinctive liquors in the world (and some say the most unpalatable), was created in Chicago. Today, more than 90% of the national consumption of Malört is still confined to the greater Chicago area. The Adler Planetarium was America’s first planetarium. The Adler Planetarium is also one of the best places to get a great view of the skyline. The Museum of Science and Industry is one of the largest science museums in the world, with more than 400,000 square feet of exhibit space. The renowned Pablo Picasso sculpture, created specifically for the city and located in Richard J. Daley Plaza, weighs an intimidating 162 tons. It is also called 'Untitled'. Chicago's Brookfield Zoo was the first such institution in the world to successfully perform brain surgery on a gorilla. The Brookfield Zoo is also known for its majestic fountain, named for Theodore Roosevelt, the 26th President of the United States who is remembered for expanding protections on wildlife. Top Chicago facts 21-25 The Chicago Theater's grand lobby is inspired by the Royal Chapel at Versailles. The Chicago Theater also boasts one of the oldest Wurlitzer pipe organs remaining in existence. The Ernest Hemingway Home was the first house to have electricity in Oak Park. The American Writer’s Museum is the only museum in the world devoted exclusively to American writers and their works. The Shedd Aquarium has more than 32,000 animal inhabitants. Save on attractions Admission to many popular Chicago attractions is included with a pass for Chicago with Go City®. You could make big savings vs paying at the gate. Share your trip with us Follow us on Facebook and Instagram, and share your adventure with us. Tag us at @GoCity and use #GoCityPass on your travel photos to keep us up to date with your vacation!
Katie Sagal

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