Outdoor Date Ideas in Chicago
Looking for some fun and romantic outdoor date ideas in chicago? You've come to the right place! This guide is packed with suggestions, from cozy cafes and delicious restaurants to lively bars and exciting activities, all perfect for enjoying the beautiful Chicago weather with your special someone. Get ready to plan your next unforgettable date!
Cafes & Coffee
Need a caffeine fix while you connect? Chicago's cafes offer charming outdoor spaces perfect for sipping lattes, sharing pastries, and enjoying relaxed conversation in a cozy, open-air setting.
Ludlow Charlingtons Coffee Shop
$
Enjoy outdoor seating at Ludlow Charlingtons for coffee and people-watching!
2425 N Clark St, Chicago, IL 60614
The Wormhole Coffee
$
Grab coffee & enjoy the patio at Wormhole! Its retro vibe is perfect for a chill outdoor date.
1462 N Milwaukee Ave, Chicago, IL 60622
Restaurants
Chicago's restaurant scene really shines when the weather's nice, offering tons of spots with patios, rooftops, and sidewalk seating perfect for sharing a meal and some quality time with your date.
Aba
$
Aba's rooftop patio with Mediterranean fare is perfect for a romantic, breezy date!
302 N Green St 3rd Floor, Chicago, IL 60607
River Roast
$$
Enjoy the river views at River Roast, a lively spot perfect for outdoor dining and sharing plates.
315 N LaSalle St, Chicago, IL 60654
Bars & Drinks
Chicago's got a vibrant bar scene, and luckily, many spots offer patios and outdoor spaces perfect for sipping cocktails and sparking conversation. From cozy rooftops to lively beer gardens, these venues set the stage for relaxed and memorable outdoor dates.
LH Rooftop
$$$
Enjoy skyline views at LH Rooftop, perfect for cocktails and a romantic, upscale vibe!
85 E Wacker Dr 22nd Floor, Chicago, IL 60601
Cindy's Rooftop
$$$
Cindy's Rooftop offers stunning city views perfect for a romantic, upscale outdoor date.
12 S Michigan Ave, Chicago, IL 60603
Activities
Ready to ditch the dinner-and-a-movie routine? Chicago's got a ton of awesome outdoor activities that make for a memorable date, blending fresh air with fun and conversation starters galore.
OLIO E PIÙ
$
Cozy Italian with a great patio; perfect for sharing pasta al fresco!
445 N Dearborn St, Chicago, IL 60654
Gibsons Italia
$
Enjoy upscale Italian with stunning city views; the patio is perfect for a romantic evening.
233 N Canal St, Chicago, IL 60606
What Perfect Place Would Search For
Tell us about your date's preferences, and here's the kind of searches we'd run to find the perfect venues:
The app finds actual venues matching these searches, ranked by how well they fit your date's personality.
So there you have it – a whole host of fantastic outdoor date ideas in chicago to inspire your next outing. We hope this guide helps you create lasting memories. For even more tailored recommendations and the perfect place to set the scene, be sure to check out the Perfect Place app!
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