What are the best things to do in Chicago this weekend?

Browse Social for weekend plans in Chicago — running groups, yoga sessions, padel matches, hiking trips, language exchanges, coffee meetups, and more. Filter by date (Saturday/Sunday) and activity type to find what fits your weekend.

Are there free things to do in Chicago this weekend?

Yes. Most social plans on Social are free — running groups, coffee meetups, language exchanges, outdoor yoga, and hiking trips all typically cost nothing to join. Paid plans (like padel court bookings) clearly show the price upfront.

How do I meet new people in Chicago on weekends?

The most reliable way is to join a recurring activity rather than a one-off event. Pick something you genuinely enjoy — a Saturday running group, a Sunday yoga session — commit to three weeks in a row, and watch faces become friends. Social makes it easy to find these plans Chicago.

What social activities are available in Chicago on weekends?

Social lists group runs, cycling rides, padel and tennis sessions, yoga classes, hiking trips, board game nights, language exchanges, cooking sessions, dance events, outdoor fitness, meditation groups, music jam sessions, and coffee meetups — all in Chicago.

Things to do in Chicago this weekend

Browse weekend social plans in Chicago — group activities, hobby meetups, and recurring plans that actually happen. Join with one tap.

Browse Chicago weekend plans Back to Chicago

Why weekends matter in Chicago

Chicago weekends are shaped by the lakefront. The 18-mile Lakefront Trail is one of the great urban running and cycling paths in the world — with the skyline on one side and Lake Michigan on the other. Saturdays: group runs at sunrise, yoga in Lincoln Park, cycling with the skyline view. Sundays: brunch culture, board game afternoons, language exchanges in Wicker Park.

Weekend plans in Chicago

Saturday morning group run Weekend padel session Sunday hiking trip Morning yoga in the park Weekend group ride Saturday tennis match Sunday board game night Weekend language exchange Saturday coffee meetup Weekend open water swim Friday or Saturday social dance Saturday outdoor bootcamp Sunday cooking session Weekend jam session Sunday morning meditation

The empty weekend problem

There is a particular kind of dread that comes from a wide-open weekend with no plans. By Sunday evening, that feeling can become something heavier — a sense that everyone else is living more fully. The antidote is simple: one plan you can count on, every week. Social makes that easy.

Browse Chicago weekend plans

FAQs — Things to do in Chicago this weekend

What are the best things to do in Chicago this weekend?: Browse Social for weekend plans in Chicago — running groups, yoga sessions, padel matches, hiking trips, language exchanges, coffee meetups, and more. Filter by date (Saturday/Sunday) and activity type to find what fits your weekend.
Are there free things to do in Chicago this weekend?: Yes. Most social plans on Social are free — running groups, coffee meetups, language exchanges, outdoor yoga, and hiking trips all typically cost nothing to join. Paid plans (like padel court bookings) clearly show the price upfront.
How do I meet new people in Chicago on weekends?: The most reliable way is to join a recurring activity rather than a one-off event. Pick something you genuinely enjoy — a Saturday running group, a Sunday yoga session — commit to three weeks in a row, and watch faces become friends. Social makes it easy to find these plans Chicago.
What social activities are available in Chicago on weekends?: Social lists group runs, cycling rides, padel and tennis sessions, yoga classes, hiking trips, board game nights, language exchanges, cooking sessions, dance events, outdoor fitness, meditation groups, music jam sessions, and coffee meetups — all in Chicago.

Weekend plans in other cities

🇬🇧 London 🇪🇸 Barcelona 🇪🇸 Madrid 🇫🇷 Paris 🇩🇪 Berlin 🇳🇱 Amsterdam All weekend plans →

Make this weekend count in Chicago

Join a plan, meet people, and build the kind of social life you actually enjoy.

Browse Chicago weekend plans

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Things to do in Chicago this weekend

Browse weekend social plans in Chicago — group activities, hobby meetups, and recurring plans that actually happen. Join with one tap.

Browse Chicago weekend plans Back to Chicago

Why weekends matter in Chicago

Weekend plans in Chicago

The empty weekend problem

Browse Chicago weekend plans

FAQs — Things to do in Chicago this weekend

What are the best things to do in Chicago this weekend?: Browse Social for weekend plans in Chicago — running groups, yoga sessions, padel matches, hiking trips, language exchanges, coffee meetups, and more. Filter by date (Saturday/Sunday) and activity type to find what fits your weekend.
Are there free things to do in Chicago this weekend?: Yes. Most social plans on Social are free — running groups, coffee meetups, language exchanges, outdoor yoga, and hiking trips all typically cost nothing to join. Paid plans (like padel court bookings) clearly show the price upfront.
How do I meet new people in Chicago on weekends?: The most reliable way is to join a recurring activity rather than a one-off event. Pick something you genuinely enjoy — a Saturday running group, a Sunday yoga session — commit to three weeks in a row, and watch faces become friends. Social makes it easy to find these plans Chicago.
What social activities are available in Chicago on weekends?: Social lists group runs, cycling rides, padel and tennis sessions, yoga classes, hiking trips, board game nights, language exchanges, cooking sessions, dance events, outdoor fitness, meditation groups, music jam sessions, and coffee meetups — all in Chicago.

Weekend plans in other cities

🇬🇧 London 🇪🇸 Barcelona 🇪🇸 Madrid 🇫🇷 Paris 🇩🇪 Berlin 🇳🇱 Amsterdam All weekend plans →

Make this weekend count in Chicago

Join a plan, meet people, and build the kind of social life you actually enjoy.

Browse Chicago weekend plans