Chicago date night ideas
Fresh plans around Chicago, from this weekend's highlights to events worth planning ahead for.
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Chicago6 plans
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Chicago Jazz Fest! - Millennium Park
Chicago Jazz Fest! - Millennium Park takes place at Millenium Park. Check the organizer page for final hours and entry details.
Chicago · Millenium ParkMillenium Park
MusicFamilyOutdoor
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Jazz festival
Jazz festival takes place at Millennium Park. Check the organizer page for final hours and entry details.
Chicago · Millennium ParkMillennium Park
MusicFamilyOutdoor
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Chris Klemens
Chris Klemens is scheduled at City Winery - Chicago. Confirm the showtime, age rules, and entry details before you go.
Chicago · City Winery - ChicagoCity Winery - Chicago
ArtsCouplesDate
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Lincoln Park Wine Fest
Get ready to raise a glass 🍷 — the Lincoln Park Wine Fest is proudly celebrating its 10th anniversary 🎉 this year in the heart of Chicago’s Jonquil Park.
Chicago · Jonquil ParkJonquil Park
OutdoorsFamilyOutdoor
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Davide De Pierro
Davide De Pierro is scheduled at City Winery - Chicago. Confirm the showtime, age rules, and entry details before you go.
Chicago · City Winery - ChicagoCity Winery - Chicago
ArtsCouplesDate
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D.L. Hughley
D.L. Hughley is scheduled at City Winery - Chicago. Confirm the showtime, age rules, and entry details before you go.
Chicago · City Winery - ChicagoCity Winery - Chicago
ArtsCouplesDate
New here? Start with Chicago
If you are new to Chicago, IL, start with the kind of day you want instead of a giant list: family-easy, adult/date, group-friendly, or weather-safe.
Family plans should be easy to enter, easy to leave, and clear about bathrooms, food, weather, and parking.
- Check age fit.
- Keep drives short.
- Pick food before the main stop.
Adult plans work best with one timed anchor and a nearby place for food or a walk.
- Check hours.
- Book if needed.
- Keep the route walkable.
Groups need one clear meet-up point and a plan that still works if people arrive late.
- Share the map.
- Pick one anchor.
- Have a backup nearby.
Weather-safe plans should stay close to the original area so the day does not fall apart.
- Check closures.
- Avoid long outdoor walks.
- Use official pages for changes.
What is coming up by place
Local venueMillenium ParkChicago · Millenium Park
Local venueMillennium ParkChicago · Millennium Park
Local venueJonquil ParkChicago · Jonquil Park
Local venueCity Winery - ChicagoChicago · City Winery - Chicago
