Free Things to Do Near Chicago Children’s Museum

Laugh, explore, and wander—family-friendly free fun by the Children’s Museum.

Published: July 30, 2025
 Chicago Children’s Museum

After a creative morning at the Chicago Children’s Museum, you don’t need to spend a cent—just step outside. Surrounding Navy Pier and the Museum Campus lies a treasure trove of free, family-friendly destinations: waterfront strolls, splash‑play fountains, imaginative playgrounds, art installations, green spaces, and serene parks. Whether you’re looking for a calming bluff by the lake or a playful detour to stretch little legs, these 20 nearby experiences bring kid‑approved wonder and scenic charm—without costing a thing.

Stroll the Pier & Waterfront Plaza (0 min walk) 

Right outside the Children’s Museum, Navy Pier’s boardwalk opens up into a free, family-friendly playground of activity. Kids can wave at the boats, watch the giant Centennial Wheel turn, and marvel at pop-up performers. The public art dotted throughout offers great conversation starters, and plenty of benches make for easy snack breaks. The scenic views of Lake Michigan and the Chicago skyline offer the perfect photo backdrop. On weekends, you might catch free performances, markets, or open-air shows. It’s stroller-friendly, wide, and full of energy—ideal for families looking to stretch their legs after the museum. It’s also a great place to people-watch, grab a free pamphlet from the visitor center, or simply wander without a plan. Whether you follow the boardwalk toward Polk Bros Park or sit and enjoy the view, the Waterfront Plaza lets you keep the fun going for free. 

Polk Bros Park & Fountain (1 min walk) 

Just outside the museum’s main entrance, Polk Bros Park is a dynamic green space designed for families. The fountain area—active during warmer months—becomes a splash playground for children, with timed jets spraying mist and water into the air. It’s pure joy on a hot summer day. Kids can cool off while parents relax under shaded trees or lounge on the wide grassy lawns nearby. The park is often home to free events, from summer movie screenings to seasonal concerts and community festivals. Its landscaping includes flower beds, paved walking paths, and seating for tired legs. The location is ideal too—just steps from the museum, food vendors, and restrooms. It’s the kind of place where you can spend 10 minutes or an entire afternoon, depending on your mood. With skyline views, a musical backdrop, and space to roam, Polk Bros Park is a budget-friendly gem for all ages. 

Playcubes Playground (2 min walk) 

Located within Polk Bros Park, Playcubes Playground is more than just a play area—it’s a creative space where architecture and imagination meet. The play structures here are sculptural and geometric, allowing kids to invent their own games as they climb, crawl, slide, and jump. It’s colorful, well-maintained, and designed to inspire open-ended play. While little ones explore, parents can rest on benches that circle the space or grab a nearby coffee and stay within sight. It’s never overcrowded and blends beautifully into the park’s leafy surroundings. Because it’s part of the public park, it’s always free and open to all. Whether you’re visiting before the museum opens or winding down your day, this playground offers the perfect energy outlet. Bring sunscreen, a snack, and your camera—this one often turns into a full afternoon of fun. 

Lakefront Trail Walk (2 min walk) 

The Lakefront Trail is one of Chicago’s crown jewels, and it starts just steps away from the Children’s Museum. This free, multi-use path hugs the edge of Lake Michigan and stretches for miles—but even a short segment provides stunning city and lake views. For families, it’s a great way to introduce kids to urban nature. Bring scooters, strollers, or just walking shoes, and head north or south along the waterfront. There are plenty of rest stops, playgrounds, grassy patches, and public art to keep things interesting. Sailboats dot the lake, birds soar overhead, and street musicians occasionally add to the vibe. You can use it to reach nearby beaches or connect to parks and gardens. It’s also incredibly calming—an ideal contrast to the sensory buzz of the museum. There’s no entrance fee, no time limit, and no shortage of things to see along this scenic free route. 

Jane Addams Memorial Park (5 min walk) 

Jane Addams Memorial Park

A short stroll from the pier, Jane Addams Memorial Park offers a peaceful break from busier spots. It honors Jane Addams, the first American woman to win the Nobel Peace Prize, and includes a statue commemorating her legacy. But it’s also a beautifully designed green space, perfect for a picnic, a sit-down with a storybook, or a breather between attractions. Shady trees, manicured flower beds, and plenty of benches create a relaxed vibe that appeals to adults and children alike. It’s less crowded than nearby parks, so it’s ideal for quiet moments or one-on-one time with a child. The paved paths are stroller-accessible, and the views of Navy Pier and Lake Michigan are postcard-worthy. Whether you need a snack stop or a quick nature fix, this hidden gem combines history and serenity with no entrance fee required. 

Milton Lee Olive Park Fountains (6 min walk) 

This peaceful park honors Vietnam War hero Milton Lee Olive III and offers a serene escape from the nearby buzz of Navy Pier. Located just behind Jane Addams Park, it’s known for its reflecting fountains and skyline views. The fountains provide playful, interactive fun for kids in warmer months, while the open lawns and shaded paths invite rest and reflection. It’s a great spot to enjoy a packed lunch or let kids roam freely in a safe, green space with the lake on one side and Chicago’s towers on the other. The circular design encourages exploration, and it often feels like a quiet retreat despite being so central. Plus, it’s a great place to catch the sunset if you’re still exploring into the evening. The whole experience is free, picturesque, and perfect for families in need of a calm yet interesting detour close to the museum. 

Gateway Park Public Art Walk (1 min walk) 

Before even entering the Children’s Museum, families will pass through Gateway Park—a space that feels like a welcoming prelude to the rest of Navy Pier. It’s not just a lawn; it’s a free outdoor gallery showcasing sculptures, murals, and other public art pieces. Each installation sparks curiosity, often drawing questions from kids and creating perfect teachable moments. In the warmer months, this area comes alive with scheduled performances, popup markets, and interactive installations. There are benches for grownups, paved paths for strollers, and plenty of space for kids to run around. The changing art keeps it fresh—frequent visits never feel the same. It’s also a good meet-up spot, with wide visibility and easy access to restrooms and concessions. Whether you’re killing time before a timed-entry slot or winding down after a visit, Gateway Park turns a simple walk into a free cultural moment. 

Chicago Riverwalk East End (10 min walk) 

Families willing to walk just a little west of Navy Pier will be rewarded with the eastern stretch of the Chicago Riverwalk—a gorgeous public promenade along the water. It’s stroller-friendly, wide, and full of visual interest: passing boats, historic bridges, kayakers, and even ducks and geese. Along the way, you’ll find public seating areas, colorful murals, and often live music or pop-up performances, especially in the summer. For kids, it’s a chance to explore Chicago’s riverfront up close; for parents, it’s a relaxing alternative to busy roads and sidewalks. Best of all, this area is completely free and never feels rushed. It’s a great midday break after a morning at the museum—or a final destination if you’re heading back toward downtown. Don’t miss the Vietnam Veterans Memorial plaza for a quiet, contemplative moment amid your urban adventure. 

Polk Bros Performance Lawns Events (0 min walk) 

Set just outside the museum at the west end of Navy Pier, the Polk Bros Park performance lawns regularly host free events perfect for families. From summer concerts and dance showcases to yoga sessions and community parades, there’s often something happening on these expansive green spaces. Even when nothing’s scheduled, the space itself is worth a visit. Kids can roll down the gentle slopes, fly a kite, or run freely while adults take in the skyline views. These lawns act as an unofficial town square for the Pier and are easy to access from any nearby attraction. Event details are often posted online or at the park’s edges, so it’s worth checking what’s on when you arrive. It’s another reason why you don’t need to spend money at Navy Pier—just bring a blanket, some snacks, and settle in for an afternoon of free entertainment. 

Crown Fountain at Millennium Park (25 min walk or 10 min transit) 

crown fountain

While a bit farther away, Crown Fountain in Millennium Park is well worth the short transit ride or scenic walk from Navy Pier. This interactive public art installation features two towering glass video screens that display faces of Chicago residents, which periodically “spit” water—much to kids’ delight. The large reflecting pool between the towers becomes a splash zone in summer, creating a playful environment that’s both artistic and fun. It’s a rare place where modern art becomes a fully immersive, family-friendly experience. Bring towels and water shoes if you're visiting on a hot day! Parents can relax on benches or watch from shady spots while children dart through the shallow water. Like the rest of Millennium Park, this space is free to access and always buzzing with activity. It’s part art, part playground, and entirely worth a detour if your day includes downtown adventures. 

Olive Park Beach (8 min walk) 

A short walk north brings you to a hidden stretch of sand at Olive Park Beach—often quieter than nearby hotspots. This lakefront gem gives kids a chance to splash in the water or build sandcastles while parents take in sweeping views of Navy Pier and the skyline. It’s small, but charming, and the surrounding grassy areas and benches offer space for a low-key lunch break. There are public restrooms nearby, and because it’s not a major beach, it tends to feel more local and relaxed. The walking path to get there is also part of the fun—winding past gardens and fountains with views across the lake. No fees, no rentals—just sun, sand, and skyline. It’s the kind of spot that makes you appreciate Chicago’s mix of city energy and natural beauty, all within easy walking distance of the museum. 

City Gallery in the Historic Water Tower (20 min walk or 10 min bus) 

It’s worth heading inland toward the Magnificent Mile for a free cultural stop at the City Gallery in the Historic Water Tower. This charming, castle-like building houses rotating photography and art exhibits that showcase Chicago talent. The space is small and manageable for kids with short attention spans, and the architecture alone feels like a fairytale discovery. Admission is always free, and while it’s more of a quick stop than a long visit, it adds a dash of culture and curiosity to your downtown itinerary. Plus, it's a cool, quiet escape on hot days. Outside, there are flowerbeds, benches, and the photogenic tower rising above the street. It’s a great place to mix sightseeing with storytelling—let your kids imagine what the tower might have been used for in the past, then head across the street to window-shop or grab a snack. 

Maggie Daley Park (25 min walk or 10 min transit) 

If your kids still have energy to burn, Maggie Daley Park is a wonderland worth the walk or quick bus ride. This free, massive public park is filled with whimsical play structures, climbing walls, suspension bridges, and themed zones that feel more like an adventure story than a city park. Everything is designed for exploration, and there’s something for every age—from toddlers to tweens. You’ll find picnic areas, winding paths, and splash zones in summer. The views of downtown add an extra layer of wow-factor, and it connects directly to Millennium Park for a seamless day out. Even better? It’s totally free. Families often spend hours here without even realizing it. It’s a great place to unwind, meet local families, and get that rare combo of physical activity and creative play—all in one beautiful green space. 

Chicago Cultural Center (20 min walk or 10 min transit) 

Chicago Cultural Center

One of the city’s best-kept secrets for free art and architecture, the Chicago Cultural Center is as visually stunning as it is welcoming. Families can step inside and marvel at intricate mosaics, grand staircases, and the world’s largest Tiffany glass dome. There are always free exhibits to explore—ranging from interactive installations to local art and cultural showcases. The quiet halls give everyone a breather from the busy streets, and staff are used to visitors of all ages, making it surprisingly kid-friendly. It’s also near Millennium Park, so you can combine stops easily. Even if you just do a quick wander through, it feels like a moment of calm grandeur in the middle of the city. It’s indoors, free, and beautiful—a triple win for families seeking a cultural pit stop after the museum. 

 

Ohio Street Beach (15 min walk) 

For a beach day without the commute, Ohio Street Beach is your go-to. Located just east of the Magnificent Mile and an easy walk from Navy Pier, this crescent-shaped beach is calm, family-friendly, and has gentle waters ideal for younger swimmers. It’s one of the best places to take in skyline views while dipping your toes in Lake Michigan. The walk to get there is lovely too—along the Lakefront Trail and past a few free public art spots. There are showers, restrooms, and a small café nearby if you need a bite. It’s never as busy as North Avenue Beach, which makes it feel like a little local secret. Bring a towel, sunscreen, and maybe a bucket or two, and let the kids go wild with beach play. Best of all? It’s totally free, and you’ll feel miles away from the city despite being right in the middle of it. 

Millennium Park (25 min walk or 10 min transit) 

Millennium Park is a must-visit even if you’ve been before—especially since it’s entirely free. Beyond the famous Cloud Gate sculpture (aka “The Bean”), you’ll find Crown Fountain’s interactive video towers that splash water, open lawns perfect for cartwheels and picnics, and public art installations that change seasonally. The park regularly hosts free music performances and family events in the Jay Pritzker Pavilion. Kids love running around the wide open spaces, while grownups can enjoy shady garden paths or the tranquil Lurie Garden nearby. It’s a bit of a walk or a short bus ride from the museum, but totally worth it for an afternoon in the heart of downtown. You’ll also find clean public restrooms, seasonal pop-ups, and a friendly, welcoming atmosphere for tourists and locals alike. Pack a lunch, bring your curiosity, and let the city entertain you—without spending a dime. 

Chicago Riverwalk (20 min walk or 10 min transit) 

The Chicago Riverwalk is a scenic, bustling promenade lined with public art, relaxing spots to sit, and plenty of space to stroll along the water. While some of the attractions and eateries here cost money, the walk itself is entirely free—and endlessly interesting. Kids will love spotting kayakers, water taxis, and bridges that tilt up for boat traffic. There are often musicians playing, and the people-watching is top-tier. You can pick up a free self-guided architecture walking tour online and spot landmarks like the Wrigley Building, Marina Towers, and the DuSable Bridge. There are ramps for strollers and places to stop and rest or grab a snack if you like. It’s especially nice at sunset when the river glows gold and the city lights flicker on. It’s a wonderful way to wind down a day that started at Navy Pier with a totally different perspective on the city. 

Chicago Public Library – Harold Washington Library Center (30 min transit) 

Harold Washington Library Cente

If you’re up for a transit ride, the Harold Washington Library Center is a delightfully unexpected stop for families. This downtown public library is more than just books—it’s a nine-floor cultural hub with a dedicated children’s library, free reading programs, and stunning architecture. The rooftop winter garden is especially magical, with a glass dome ceiling that lets in natural light while offering a calm, quiet escape from the city noise. The children's section includes interactive areas, storytime spaces, and cozy nooks to relax with a picture book. There are often art exhibits on display, and teens will find their own tech-friendly zone too. It’s ideal on rainy days or when you need an air-conditioned space to recharge. It’s welcoming, free, and family-friendly in every way. For something a little slower-paced after a day of exploring, this spot is a surprisingly enriching addition to your trip. 

 

The McCormick Bridgehouse & Chicago River Museum (15 min transit, seasonal) 

This petite museum located inside a working bridge tower is one of Chicago’s most charming secrets. It’s only open seasonally (usually May–October), but admission is free on select days. Even when the interior is closed, the outside of the bridgehouse is a treat to admire. When open, you can climb the spiral staircase inside the tower to learn about Chicago’s river system, bridge engineering, and the history of the riverfront—plus get up-close views of the giant gears in action during bridge lifts. The top floor offers unique views of the river and city skyline. It’s perfect for curious kids who love machines or stories of the city’s evolution. Located along the Riverwalk, it’s a great tie-in with a stroll or boat-watching session. The compact size means you won’t be overwhelmed, and the chance to explore inside a bridge makes it especially memorable. 

Chicago Greeter Neighborhood Walks (must pre-book, meets near Millennium Park) 

Want to learn about the city through a local’s eyes? The Chicago Greeter program offers free guided neighborhood walks with a trained volunteer—just book a few days ahead. These walks are available in multiple languages and tailored to your interests. Whether you want to explore Chicago’s architecture, lakefront, food culture, or history, there’s likely a match. Greeters are passionate locals who can show you things you’d never spot on your own—hidden alleyways, art installations, or secret skyline viewpoints. It’s ideal for families who enjoy learning through conversation, and kids often get a kick out of asking their own questions. The walks usually begin near Millennium Park and stretch into nearby neighborhoods. Though you’ll need to plan a bit in advance, it’s totally worth it for a fun, friendly, and free way to deepen your experience of Chicago. 

 

From splashing fountains and lakeside trails to city views and imaginative playgrounds, there’s a world of free fun just steps from the Chicago Children’s Museum. Whether you're making a day of it at Navy Pier or venturing further into the city, these experiences prove you don’t need to spend a lot to create lasting memories. Let the kids run wild, soak up the skyline, and explore a side of Chicago that’s playful, scenic, and completely budget-friendly. 

You haven't seen anything yet! These spots around the Chicago History Museum are must-sees. And don't forget to check out attractions near the Museum of Science and Industry.

Step up your sightseeing with Go City®.   

We make it easy to explore the best a city has to offer. We’re talking top attractions, hidden gems and local tours, all for one low price. Plus you'll enjoy guaranteed savings, compared to buying individual attraction tickets.  

See more, do more, and experience more with Go City® - just choose a pass to get started! 

Powered by AI

This article was generated with the help of AI to provide accurate and up-to-date information. The Go City team has reviewed and curated the content to ensure it meets our quality standards for accuracy and relevance.

Continue reading

west loop
Blog

Things to do in West Loop, Chicago

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! 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. 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. 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. 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. 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
Night time view of the Navy Pier Ferris wheel in Chicago
Blog

Things to do in Chicago at Night Time

A mighty metropolis renowned for its world-class museums, fine restaurants and frankly epic city skyline, the Windy City is, if anything, even more thrilling at night. There’s an absolute abundance of attractions and activities worth staying up late for, from galleries and ghost tours to deep dish pizza and old-school jazz joints. Hop aboard for our whistle stop guide to some of the best things you can do in Chicago at night time. Skyline Views Chicago’s sensational skyline is the envy of cities across the States. Take a leisurely evening stroll along Lake Shore Drive or the Chicago Riverwalk and you’ll soon find out why. We’re talking soaring skyscrapers that include the awesome Willis Tower (for many years the tallest building on the planet, fact fans) and the iconic neo-gothic Tribune Tower. Incredible enough to look at during the day, these architectural titans really come into their own by night, lighting up to produce one of the world’s most recognizable cityscapes. See them from the water on a night cruise of Lake Michigan, when widescreen views of the illuminated city reflect beautifully in the glassy waters that lap the shoreline. Head in the Clouds You’ve checked it out from ground level, now take in birds’ eye views from atop some of the Western world’s loftiest skyscrapers. You need nerves of steel to ascend to Skydeck Chicago atop the Willis Tower. At 1,353 feet and 103 floors up, it’s only the highest observation deck in the United States. No wonder then that you can see four states from up here, as well as Chicago landmarks including Navy Pier, Lake Michigan and the Magnificent Mile. Daredevils/masochists can even step out onto The Ledge to see the lights of the Windy City twinkling far beneath their feet. A little closer to terra firma at a mere 1,030 feet up, 360 Chicago adds the option to experience TILT, a sky-high thrill ride in which willing victims participants climb onto a moving glass platform which then – yup, you guessed it – tilts riders forward to a perilous angle over the city. Very much not for the faint of heart.  Bean There, Done That For a unique perspective on the iconic Chicago skyline, hit up The Bean on the AT&T Plaza at Millennium Park. This huge stainless steel sculpture by British artist Anish Kapoor – officially named Cloud Gate, but more commonly known as The Bean due to its shape – has quickly become a Windy City icon. Visit at night, when the bright lights of the Michigan Avenue skyscrapers reflect on its gleaming surface, creating hallucinatory magic-mirror cityscapes that bend, twist and morph as you walk around and underneath it. Check listings for al fresco evening concerts elsewhere in Millennium Park during summer. Take a Tour There are dozens of ways to get under the skin of night time Chicago without, you know, the tedium and inconvenience of poring over a guidebook for hours. Take to the skies on a twilight helicopter tour over Lake Michigan and that famous city skyline; hear all about the Windy City’s ghosts and gangsters on a spooky walking tour; or – perhaps best of all – join a foodie tour that gives you the chance to tuck into unmissable local delicacies such as Chicago-style hot dogs, Italian beef sandwiches, and deep dish pizza. Yum. Museum Lates Chicago has a frankly superb selection of museums and galleries, many of which have regular late opening hours, allowing you to ogle Old Masters, contemporary masterpieces and ancient artifacts in relative peace and quiet. Hit up the Art Institute of Chicago on Thursday evenings, when you can check out significant pieces from Hopper, van Gogh, Picasso, Matisse, O’Keeffe and more until 8PM. Other Windy City institutions including the Chicago History Museum and Museum of Science & Industry run ‘happy hour’ events that run as late as 10PM, and the Adler Planetarium’s late Wednesday openings provide a stellar option for whiling away chilly winter evenings. Animal Magic Museums and galleries a little too stuffy for you? Fear not! Take an evening walk on Chicago’s wild side at the Lincoln Park Zoo where, on balmy summer evenings, the park stays open late for adult-only events that include the likes of wine festivals and craft beer tasting. There’s nothing quite like the roar of a nearby African lion or cackle of a laughing kookaburra to get the party started. Meanwhile over at the Shedd Aquarium, night time events for adults include animal encounters, cocktail evenings and salsa classes, though not necessarily all at the same time. Navy Pier A tad nippy in winter, but a vibrant waterfront treasure on summer nights, Navy Pier is where it’s at for old-school seaside-style vibes. That’s largely thanks to the fab Ferris wheel that dominates the shoreline here, but after-dark firework displays, buzzy rooftop bars, live music, fab fast food joints and delectable dessert stores all add to the fiesta atmosphere. Grab an original rainbow ice cream (that’s orange sherbet, pistachio, Palmer House, chocolate and strawberry stacked high on a cone) and tuck in as the sun sets over the water. All That Jazz Hipster joints abound in downtown Chicago, and the Green Mill Cocktail Lounge, with its distinctive lime green neon sign, should be at the top of every bucket list. This century-old Chicago institution was once a favorite of Al Capone and his band of bootleggers, who used tunnels underneath the bar to smuggle booze during Prohibition. So grab a seat in Capone’s old booth, order up a Manhattan, and enjoy some of the finest jazz acts in town, just like Big Al used to do. Blues fans are also well-served in Chicago, thanks to the likes of Kingston Mines, Buddy Guy’s Legends and the House of Blues, while scuzz-rockers can get their fix at hipper-than-thou dive bars including Pilsen’s beloved Skylark and the Rainbo Club in Wicker Park. Save on attractions in Chicago Save on admission to Chicago attractions with Go City. Check out @GoCity on Instagram for the latest top tips and attraction info.
Stuart Bak
Stuart Bak

Have a 5% discount, on us!

Sign up to our newsletter and receive exclusive discounts, trip inspiration and attraction updates straight to your inbox.