25 must-do spots across the city. This free City Pack from Who's In? collects 25 hand-picked Chicago favorites — restaurants, bars, cafés, museums, parks, and things to do — each one mapped and ready to turn into a plan. Save the ones you love, then text a link and see who's in.
The caramelized-crust deep dish locals argue is the city's best — get the pan pizza.
The original Italian beef — order it 'dipped, hot' and eat it standing up.
Stephanie Izard's hard-to-book West Loop hit — wood-fired small plates made for sharing.
Mediterranean small plates on the Mag Mile — their whole motto is 'cheese, swine & wine.'
A Loop breakfast institution since 1923, with free doughnut holes while you wait.
Char-dogs, cheese fries, and famously rowdy late-night banter in Lincoln Park.
Rick Bayless's casual spot for Mexican tortas, caldos, and fresh churros in River North.
Capone's old haunt — a gorgeous 1907 jazz club still hosting nightly sets in Uptown.
A century-old ice-cream parlor known for giant sundaes — the Beatles stopped in back in '65.
World-class collection — the Impressionists and 'American Gothic' — and an easy half-day right downtown.
Huge and hands-on — the U-505 submarine and the walk-through coal mine are the classics.
Meet Sue the T. rex and a sprawling natural-history collection on the lakefront Museum Campus.
America's first planetarium — and arguably the best postcard skyline view in the city, right out front.
Instagram-ready immersive art, including a Yayoi Kusama Infinity Mirror Room, in the West Loop.
Home of 'The Bean' (Cloud Gate), the can't-miss downtown photo and warm-weather people-watching.
Walk the river downtown — patios, drinks, and architecture at water level.
A free, jungle-like glasshouse — one of the largest conservatories in the country.
An old elevated rail line turned a 2.7-mile walking-and-biking trail across the Northwest Side.
Lakefront aquarium with beluga whales and a stunning skyline view from the Oceanarium windows.
Step onto The Ledge, glass boxes 1,353 feet up, for the biggest view of the city.
Lakefront pier with the Centennial Wheel, boat rides, and summer fireworks.
The single best intro to Chicago: see the skyline's greatest buildings from the river.
One of the last free zoos in the country, right in Lincoln Park — easy for any group.
The legendary improv stage that launched Belushi, Murray, Fey, and Colbert.
Catch a Cubs game (or a tour) at the ivy-walled 1914 ballpark in Wrigleyville.
75 local favorites for real exploring — 75 deeper local favorites. Unlock the full list with Who's In? Pro in the app.
25 of the newest spots to try this summer — 25 new spots, refreshed for Summer 2026. Unlock the full list with Who's In? Pro in the app.
Found your spot? In Who's In? you can turn any place into a plan, text the link, and see who's in — no app required to RSVP.
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