Chicago is back in full swing post-pandemic, drawing in an incredible 55.34 million visitors in 2024 alone – up 6.5% from the previous year! That’s right: the city is nearly back to its record-breaking 2019 peak of 61.58 million tourists (including over 2 million international adventurers).
Whether you’re here for the skyline selfies, deep-dish dreams, or unforgettable museums, the buzz is real and the energy is electric. Buckle up – here’s your forward-thinking, playful guide to the 10 Best Things to Do in Chicago this year.
1. Sail & Spin at Navy Pier
Pull on your comfy sneakers and head to Navy Pier, Chicago’s epic lakeside playground. Nab a ride on the Centennial Wheel for skyline views that’ll make your jaw drop – and yes, you absolutely deserve that photo op. After the spin, explore whimsical gardens, sample deep-dish slices, or catch a sunset cruise.
- Tickets: 🚡 Wheel spins from around $20; special events vary
- Hours: Usually 11 AM–9 PM (check the calendar for late-night fun)
Pro tip: Plan for golden hour – the Pier’s magic hour is worth every minute.
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2. Marvel & Mingle at Millennium Park
Want to meet The Bean? (Cloud Gate for the uninitiated.) Millennium Park is your one-stop for dazzling public art, free summer concerts at the Jay Pritzker Pavilion, and winter ice skating under the skyline. Pop by early to dodge the crowds – or come at dusk when lights twinkle off the stainless-steel sculpture.
- Cost: Free to wander; concert and skating fees apply
- Events: Check the park’s event schedule for pop-up festivals
Fun fact: Spontaneous dance-offs sometimes break out on the Great Lawn – join in!
🧳 Visiting Chicago like you did San Francisco? You’ll love this coast-to-coast vibe shift.
3. Stroll the Chic Chicago Riverwalk
Swipe right on the Riverwalk for a date with architectural brilliance. Whether you’re sipping coffee lakeside, booking a guided boat tour, or renting a kayak, the river’s shimmering reflections never get old.
- Cost: Free to roam; tours and rentals start at ~$20
Conversational nugget: Wave to fellow explorers – it’s the unofficial Riverwalk greeting! 😉
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4. Lose Yourself at The Art Institute of Chicago
Calling all culture vultures: The Art Institute’s halls are bursting with masterpieces, from Van Gogh’s dreamy landscapes to Grant Wood’s classic farmers. Bonus points for nerding out in the modern wing or hunting down that one piece that speaks to your soul.
- Admission: Adults $32; under 14 free
- Hours: 11 AM–5 PM (Thursdays until 8 PM; closed Tuesdays)
Insider wink: Grab a map and play “museum hop” – see how many wings you can conquer in one afternoon.
🎒Visiting multiple cities? Check out our guide to Italy’s best art spots for your next fix.
5. Shop & Sip on The Magnificent Mile
Retail therapy, anyone? The Magnificent Mile lives up to its name: luxury boutiques, historic landmarks, and foodie pit stops. Pop into the Chicago Water Tower, then fuel up with a locally roasted latte before your next splurge.
- Cost: Free to explore (your wallet might disagree)
FYI: Happy hour specials abound – because browsing can be thirsty work.
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6. Cheer at Wrigley Field
Grab your Cubs cap and dive into baseball nostalgia at Wrigley Field. Between the ivy-covered outfield and organ tunes echoing through the stands, every game is a memory in the making.
- Tickets: Starting around $30
- Schedule: Check the Cubs’ official site for game dates
Hot take: Even non-baseball fans find themselves chanting “Go Cubs, go!” by the third inning.
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7. Catch a Show at the Chicago Theatre
That iconic marquee? You’ve seen it in movies. From Broadway tours to stand-up comedy, this ornate venue brings the spotlight to Chicago’s vibrant performing arts scene.
- Tickets: Vary by event
Quick quip: If you hear laughter down State Street at night, it’s probably here.
🎭 Already love cultural cities? Don’t miss our Milan travel guide for more stage-worthy inspiration.
8. Play & Chill at Maggie Daley Park
Climbing walls, mini-golf courses, and whimsical playgrounds make Maggie Daley Park a local fave. In winter, lace up skates for a twirl on the ice ribbon – it’s like dancing on a frozen ribbon weaving through the park.
- Cost: Free entry; activity fees apply
Local secret: The shady picnic spots under the native prairie plants are perfect for a snack break.
9. Bike the Elevated 606 Trail
Transform your commute into an adventure on The 606, an elevated greenway built on former rail lines. Joggers, bikers, and art lovers unite along this urban oasis dotted with murals and skyline peeks.
- Cost: Absolutely free!
Friendly reminder: Helmet hair is a small price to pay for these scenic views.
10. Roam Free at Lincoln Park Zoo
Say hello to lions, penguins, and monkeys – all without an admission fee. Lincoln Park Zoo’s lush grounds and interactive exhibits are perfect for families, date days, or solo wanderers who refuse to act their age.
- Cost: Free; special encounters extra
Fun little fact: The zoo’s picturesque lagoon makes for the prettiest photo backdrop.
Disclaimer: Prices, hours, and event details may vary by season and provider—always confirm the latest rates on official websites.
Bonus Forward-Thinking Tip
Fast-track your fun with the Chicago CityPASS: a bundle of top attractions at up to 50% off. It’s the savvy way to see more, spend less, and still have change for that deep-dish slice you’ll crave.
Chicago in 2025 is calling – pack your sense of wonder (and comfy shoes) and make every moment unforgettable!