Things to do in West Loop, Chicago

UPDATED JULY 2024
west loop

Head to Chicago for your vacation and want to know what's good? Give West Loop a try. There's so much to do and see, you might never leave. Here's our list of the best things to do in West Loop, Chicago.

Including:

  • Street Markets
  • Park walks
  • Go bowling
  • Get cultural
  • Try climbing
  • and more!
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Get Marketeering

Let's start this shindig with a smattering of shopping. West Loop has an abundance of markets where you can pick up anything from fresh groceries to hand-crafted jewelry.

If you're looking to wheel, deal, and shave a few bucks off your purchases, head over to Randolph Street Market. In the summer months, you'll find over one hundred vendors taking over the Chicago Journeyman Plumbers Union Hall parking lot. Within this bizarre bazaar, you'll discover stalls filled with antiques, old records, hand-crafted wonders, and other assorted knickknacks.

Or, if food is your purchase of choice, give Chicago's French Market a go. You'll find myriad stalls with fresh produce from all corners of the world, and a host of pop-up restaurants and bakeries selling delicious bites.

Rolling down the lanes

Do you like balls? Do you hate pins? If you answered yes to both of these questions, this next entry will be for you. Punch Bowl Social has taken over West Loop. Their demands? Maximum fun. Their plan? 30,000ft of retro arcade, karaoke, fine dining, and more bowling lanes than you could shake a used pair of shoes at.

Grab a drink, collect some fellows, and go throw some bowling balls down some bowling lanes to drop some bowling pins. It doesn't get much simpler than that. Then, when you're all bowled out, check all the other entertainment on offer, or grab some classic diner food from the on-site restaurant. Yee-haw. It's bowling time, or something.

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Park Life

If the weather is good and you're so inclined, head to a park for a jolly good time! Thankfully, West Loop has some great green spaces, so if you're visiting Chicago, get that green in you.

Perhaps its better-known park is Union Park, where the annual Pitchfork Music Festival brings farmers from all across America to get angry at things. Not really, it's a music festival, and a good one at that. However, if you don't make it in July, there's still loads to do. Pools to jump in, courts to play in, and that sweet grass to relax on.

Or, if you want to entertain the little ones, stop by Mary Bartelme Park. It has an amazing children's playground with unique and exciting play equipment you won't find anywhere else. It's also good for dogs, if your little one walks on four legs.

The Climb

Picture the scene. You're a secret agent, climbing up a rocky cliff face. You receive a call on your sweet futuristic sunglasses. It's your secret spy agency, and they have a job for you. You choose to accept it, and throw the glasses off towards the camera as they self-destruct. Yeah! So if the climbing part of that interests you - and nothing else - head on over to Brooklyn Boulders.

There, you'll find lots of surfaces to climb, which is what you want. If you're a seasoned pro, feel free to hit the walls and do some sweet flips, or whatever climbers do. If you're new to the climbing game, never fear. They have expert trainers on hand to teach you the tricks of the trade. And who knows, maybe they're secret agents too. Hiding in plain sight, at Brooklyn Boulders.

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Would you like to play a game?

If you go to sleep listening to the distinctive cling of pinball tables and assorted beeps and boops of old arcade machines, you might like this next place. Take a running jump into Emporium Arcade Bar and fall into a world of old-school arcade action.

With a slew of pinball-flicking, foosball-spinning, puck-slapping, and pool-shooting fun, it's a lovely place full of joy and smiles. If you have friends, bring them with you, and pump the fun up to stratospheric levels. After you've spent all your money on machines, take out a loan and go enjoy a refreshing cocktail or IPA at the bar. You will love it. Won't you? Yes.

Culture!

If all of that wasn't fun enough for you, how about a little learning and culture to take that fun factor to the next level? At the National Hellenic Museum in West Loop, you'll learn about Greek-American culture, and how Greek immigrants helped make Chicago the city it is today!

Or, if you want to see some awe-inspiring art, check out the Kavi Gupta Gallery. Inside, you'll find artworks of all shapes and sizes to ponder over. Does it get any more cultural than that? No, it does not.

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State of the Union Station

Want to see one of Chicago's most recognizable landmarks up close? West Loop has you covered with Union Station. Built back in the 1920s, it's the transport hub that brings many out-of-towers into the city.

Its Art Deco stylings are so iconic that it's featured in heaps of Hollywood productions. The Untouchables, Catch Me If You Can, Blade Runner, and many, many more have shot iconic scenes in this very building. So go see it for yourself, and snap some sweet pics for your socials because you know you will.

Grab a bite

Phew, all the doing things and seeing stuff is bound to make you hungry. Thankfully, West Loop has plenty of places to refuel. In the mood for something meaty? Check out El Che Steakhouse for some prime cuts, refreshing drinks, and good times. Prefer your meat between two buns? Give Smyth and The Loyalist a go. Looking for something continental? Hit up avec for some Mediterranean delights.

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Grab a drink

And finally, let's end our list on the drinks menu. West Loop has lots of bars and pubs to drown some suds. Head to Lone Wolf or Haymarket Pub for your craft beer needs, with plenty of local Chicago brews on tap. For some exotic cocktails, give Kumiko a try, which provides a Japanese twist on the usual mixer affair. If you want a variety of spirits, stumble to CH Distillery.

And that's our list of things to do in West Loop, Chicago! Enjoy!

Dom Bewley
Go City Travel Expert

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chicago in may
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Chicago in May

Spring has sprung, and summer is just around the corner. That big yellow ball in the sky isn't so shy anymore. That's right y'all, it's May. Time to shuffle off the light jackets and risk it in just a t-shirt or summer dress. Whether you're hitting the Windy City for a vacation, or a resident wondering how to spend the newfound warmth, never fear! This list caters to you all. Scroll down, and find out what you shouldn't miss in Chicago in May. Featuring: Skydeck Chicago River Cruises Navy Pier funfair Bike rides The Zoo and more! Chicago in May: What to Expect May is when temperatures will start to climb. Generally, you'll find tops of around 68-70°F, or 20-21°C, and dips of around 50-51°F, or 9-10°C. So, pack some lighter clothes for the days, and some warmer jackets and sweaters for the nights. There's a chance of rain too, so pack your best umbrella, just to be safe. Chicago in May: What to Do Skydeck Chicago Looking for thrills, buddy? How about heading up to the 103rd floor and overlooking the city at over 1,300ft? If that sounds like just the ticket, then check out Skydeck Chicago! Formerly the Sears Tower, Skydeck gives you amazing views across the city and beyond. In fact, you can see four different states from the viewing platform! Spot key Chicago landmarks, and if you dare, head out onto The Ledge, a see-through, glass-floored platform. See the city right beneath your feet. Not for the faint of heart, but if you've already made the journey up to the top, why not go the extra step? We dare you. Then, when you're done, ride the Multimedia elevator all the way down to terra firma, and learn about landmarks as you pass them. Shoreline Architecture River Cruise Do you like water? Not just inside your body, but outside too? Does the thought of riding Poseidon's waves while seeing some sweet buildings get you giddy? Well, check this out. Hop aboard a Shoreline Architecture River Cruise and do just that. Chicago in May is the perfect time to catch a ride. The city has heaps of interesting architecture to see, including works from building men like Goldberg and van der Rohe. Plus, you'll learn about the Great Fire in the 19th century that helped shape the metropolis it has become today. Make sure you take some sweet snaps for your social media, so people think you're cooler than you really are. Learning and boats - does it get much better than that? Navy Pier Do you like rides? Are you looking for an exhilarating experience in the city? Then you're looking for none other than Navy Pier. This 50-acre seaside locale is one of the biggest tourism draws in Chicago. Perhaps the pier's biggest attraction is the Centennial Wheel, a colossal Ferris Wheel that towers over the boardwalk. Rising to over 200ft at its peak, you'll get amazing views all the way to Lake Michigan. And, if those pesky clouds show their grey faces, never fear, as each gondola is a closed unit. On top of all that, there are plenty of other rides to try out, bites to eat, and drinks to wash it all down. Pick up a souvenir while you're at it. Stop by the Zoo Why not make the most of the May weather by visiting the zoo in Chicago? Lincoln Park Zoo is a wonderland of animals, with thousands to see and meet. There's the Sea Lion Pool where, shock horror, the sea lions hang out. Or, if you like your mammals landlocked, there's the Center for African Apes, with an assortment of apes and gorillas to see. Then, head into the lion's den at Kovier Lion House, which houses more big cats than you could shake a paw at. Beyond that, you can take a cruise of the South Lake Lagoon, or check out some of the rides. The Lionel Train Adventure is perfect for kids, taking passengers on a trip to explore the surrounding woodland. There's also the Endangered Species Carousel, where riders can hop aboard nearly 50 replicas of endangered animals and help raise awareness of their plight. Then, grab a bite at the cafe, or pick up a stuffed animal for the little one. Bike and Roll Want to see the sights in Chicago, but make the most of the May weather? Then hop on a two-wheeler and get some exercise while you're at it! Hire a bike, and go exploring. Glide beside Chicago's lakefront, discover the city's many trails and green lanes to avoid traffic, and see all the city's wonders while breathing in that great fresh air. Bring some food and a few drinks, find a spot to settle, and put together a mid-ride picnic. A great way to spend a sunny day in the windy city. Play ball If you're a sports fan, you may have heard of the game they call 'baseball.' One person throws a ball, the other hits it with a bat, and then everyone runs around trying to catch it. That about sums it up. Well, if that sounds like you, then you'll be well aware of the Chicago Cubs. A trip to their stadium at Wrigley Field might appeal to all sports fans, as the atmosphere is notoriously infectious. And not in the mask-wearing, 6ft apart way. This century-old ground is home to baseball games throughout the year, so why not check one out and see what all the fuss is about? Get flowery Fancy yourself a bit of a Greenfingers? Then you might be interested in a visit to one of the country's biggest and best botanical gardens! The Garfield Park Conservatory houses thousands of flora beneath its glass dome, and in May, it's the location of the 2022 Spring Flower Show. So if you want to see some award-winning tulips, daffodils, and other flowers you know and love, go check it out! Relax and see the city If you want to give those dear legs of yours a rest, why not hop on a bus and get a tour of the town? A Gray Line Chicago Grand Tour takes you around all of the city's biggest landmarks, including Orchestra Hall, Lake Point Towers, and Lincoln Park Conservatory, all the way to Grant Park. You even have the opportunity to hop off and go exploring at certain points, as long as the bus isn't delayed! And that's everything you need to know about Chicago in May!
Dom Bewley
Friends celebrating a birthday in Chicago
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Top things to do in Chicago for birthdays

A birthday is a great excuse to push the boat out and treat yourself to something beyond the everyday. When it comes to things to do in Chicago for birthdays you’re not limited to a night out in a speakeasy-style bar or a smart restaurant – although both are excellent options for sharing the special day with friends and family. In fact, the windy city is a breeze when it comes to finding unique ways to mark a birthday. Don’t believe us? Just take a look at our pick of the crop! Spend your birthday on the beach Because of the city’s location on the western shores of Lake Michigan, summer babies can spend the day on the sands of any of Chicago’s beaches. For atmosphere, head to North Avenue Beach, one of the most popular. Decked out with volleyball courts, jet ski and other water sports rentals and even WiFi, there’s something for everyone. A short walk from the Museum of Science and Industry, 57th Street Beach is generally a little more laid back, although still provides the chance to try your hand at stand-up paddleboarding or canoeing from its northern end once you’ve soaked up enough of the sun from the yellow-orange sand. For the ultimate in tranquility, consider heading to Promontory Point in Burnham Park instead, where the sand is replaced with stepped limestone blocks and plenty of opportunity for a picnic. But don’t do away with your swimwear if you celebrate your birthday during the winter months. Simply switch the beach for one of the city’s top spas. Lounge by a temperature-controlled indoor pool whilst cocktails I brought to you, feel rejuvenated with a full body massage, or soak in a wine bath – the antioxidants are said to be kind to the skin. Celebrate with a glass in hand If bathing in the stuff seems like a waste, you’re in luck – the nearest vineyards are just a few miles out of the city. Stripped free of snobbery, the Valentino Vineyards manage to cram 20 different varieties of grape into their 20 acres roughly 30 minutes’ drive from downtown. Their tasting room becomes a hive of activity during the summer months, hosting tastings of their award-winning vintages, tours of the vineyard and seminars for anyone keen to learn a little more. Sticking firmly downtown, on clear evenings the city’s rooftop bars are other ways to celebrate your birthday in Chicago. Perched on top of the buildings of Navy Pier beside Centennial Wheel, Offshore Rooftop & Bar has entered the record books as the largest rooftop bar in the world. Thanks to a retractable roof, its third-story views of Lake Michigan can be enjoyed for birthdays at any time of year. If you’re after a space that’s a little more intimate, head to upmarket Homestead on the Roof in West Town whose food menu is as good as its cocktail list. Alternatively, take the elevator as far as it will go in your hotel – it’s more than likely any downtown stay has its own rooftop perch. Party with a view The Chicago skyline is difficult to tire of and fun things to do for a birthday in Chicago include taking in the city from its tallest buildings. Once the tallest building on Earth, and still one of its loftiest, the Willis Tower contains Chicago’s highest vantage point without recourse to a parachute or helicopter – the Skydeck. Over 1300 feet up on the 103rd floor, sunset is the prime time to visit. To make things extra special, the 99th floor contains a second space with the same panoramic views of the city that can be hired out for private events. The Skydeck isn’t the only fun thing to do for a birthday in Chicago where you’ll find personalized treatment. Head back to Navy Pier and you can step aboard the Centennial Wheel’s VIP gondola. Its plush interior has enough seating for four, ideal for smaller gatherings. If our previous mention of helicopters piqued your interest, you’ve got various options for taking to the air. Most operators hover around the skyscrapers of downtown before skirting the lakeshore on a flight that will leave you enthralled, mildly terrified or a bit of both. Dine in style Back on the ground, Chicago has plenty of places to treat the taste buds. Going all out, there’s somewhere in the region of 20 Michelin-star restaurants adorning the Near North and Near West Side neighborhoods alongside Lincoln Square, South Loop and Chinatown. Top billing goes to two star Moody Tongue, pairing a seasonal tasting menu with their very own beers, whilst Spiaggia has brought the culinary world’s top award to Italian cuisine for more than a decade. In addition to cuisine which passes muster for the Michelin team, Chinatown has spots turning out incredible flavors without breaking the bank, whether it’s the chili heat of Szechwan, crunch of deep-fried dim sum or freshly-baked barbecue pork buns that take your fancy. Elsewhere in the city, those looking for a relaxed approach to dining might want to combine it with a couple of hours of fun at a bowling alley – both family-friendly and weatherproof options for things to do on your birthday in Chicago. Go City does the hard work so you have a birthday to remember Birthdays don’t come cheap, unless of course you’re in Chicago with Go City. We give visitors to the world’s top cities huge savings on admission to top attractions, including many of the things to do in Chicago for birthdays we’ve mentioned in this post. Not only is taking advantage of this reduced attraction admission incredibly easy, but you’ll generally get to skip the ticket line and keep much of the flexibility that’s important when on vacation. Not sure where to start? Follow @GoCity on Facebook and Instagram for what’s hot and what’s not right around the globe!
Ian Packham

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