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(Tip: The Playground, Chicago’s only co-op non-profit improv group, is by-donation-only on Sundays.

And it’s always BYOB.) If Chicago’s improv scene is good enough for Tina Fey, it’s good enough for date night.

If you’re not into wine, Maude’s Liquor Bar serves great cocktails in an intimate setting.

Foodies can walk hand-in-hand through Grant Park’s Taste of Chicago each July.

Guide to Dating in Chicago: Drink If you’re looking for a place to go post-dinner (or instead of dinner), there are plenty of Chicago wine bars and drinking holes perfecting for getting to know someone special.

Guide to Dating in Chicago: Sweet Music Prefer tunes to a laugh?

Live music is a great date idea in any city, but Chicago seems to have this category perfected.

Or check out Unicoi art studio’s Paint the Town Bar Tour where you can enjoy a two-hour painting class at a local pub.

Guide to Dating in Chicago: Go Outside If love is in the air, keep breathing it. Over 552 parks comprise the Chicago Park District, 33 sand beaches welcome loungers and picnickers, and 10 bird and wildlife gardens are great for exploring with a significant other.Chicago’s blues, soul and jazz are legendary, but it’s also the birthplace of house music and has a booming indie scene.The Green Mill Cocktail Lounge is a favorite of trendsetters and old-school jazz aficionados.You will get more interest and responses here than all paid dating sites combined!Over 1,500,000 Daters login every day to Plentyoffish.com, we are the market leader in Canada, UK, Australia, US, Ireland and New Zealand, so come meet and chat with other Chicago singles Register HERE The only 100% Free dating service.Picnic at the 57-acre Museum Campus in Grant Park, then wander through one of the three museums on the property: the Adler Planetarium, the Shedd Aquarium or the Field Museum of Natural History.

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