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What's happening in Chicago this weekend
Lakefront runs, deep dish debates, and jazz in the South Loop. Chicago is big, bold, and always welcoming.
Join the WaitlistHappening now in Chicago
Lakefront Trail run
10K along Lake Michigan. Flat, scenic, and windy.
Coffee at Intelligentsia
The OG third wave. Millennium Park location is great.
Basketball at the Outdoor Courts
Pickup games at Foster Beach. Lake views.
Coming up this week
Deep dish at Lou Malnati's
Buttercrust debate continues. Bring your appetite.
Yoga at Maggie Daley Park
Morning session with skyline backdrop.
Jazz night in the South Loop
Live jazz at a legendary venue. Cocktails and soul.
Photography at The Bean
Cloud Gate reflections at golden hour. Iconic.
Cycling along the 606 Trail
Elevated trail through Wicker Park. Great urban ride.
Climbing at First Ascent
Bouldering in Avondale. Excellent setting.
Your guide to Chicago
Don't miss
Ride the elevated L train through the Loop for an architectural sightseeing tour
Explore the 606 Trail on a bike — a converted rail line above the streets
Catch a free jazz show at the Green Mill in Uptown on a weeknight
Kayak on the Chicago River and look up at the skyscrapers from water level
Local tips
Deep-dish is for tourists — locals eat tavern-style thin crust
Wind off the lake is brutal in winter — dress for 10 degrees colder than forecast
Tip 20% at restaurants — service workers rely on it here
Neighbourhoods
Good to know
- Language
- English
- Currency
- US Dollar (USD)
- Best time to visit
- May-Oct
- Getting around
- L train and buses
- Cost level
- Moderate to high
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