First Date Ideas in Chicago
Looking for the perfect way to kick off a romance? Finding great first-date ideas in Chicago can seem overwhelming, but don't worry, we've got you covered! This guide breaks down some fantastic options across the city, from cozy cafes to lively bars and everything in between, helping you plan a memorable date that's sure to impress.
Cafes & Coffee
Looking for a low-key, conversation-friendly first date? Chicago's cafes and coffee shops offer the perfect setting to sip, chat, and get to know each other without the pressure of a full meal or loud atmosphere.
3 Arts Club Cafe at RH Chicago
$$
Romantic vibes are guaranteed at 3 Arts Club Cafe, with its gorgeous, grand atrium setting!
1300 N Dearborn St, Chicago, IL 60610
Iguana Cafe
$
Cozy European spot, Iguana Cafe, offers delicious food at a great price, perfect for relaxed conversation.
517 N Halsted St, Chicago, IL 60642
Restaurants
Chicago's got a seriously delicious restaurant scene, and these spots are perfect for a first date because they offer great food, a cool vibe, and conversation-sparking atmosphere without being too stuffy.
Gibsons Italia
$
Impress with skyline views & upscale Italian, perfect for wowing on date one.
233 N Canal St, Chicago, IL 60606
Aba
$
Cozy up at Aba, a dreamy Mediterranean spot perfect for sharing plates and sparking conversation.
302 N Green St 3rd Floor, Chicago, IL 60607
Bars & Drinks
Chicago's bar scene offers the perfect low-pressure environment for a first date, with plenty of opportunities to chat, people-watch, and maybe even discover a new favorite cocktail together. From cozy speakeasies to lively rooftop bars, these spots provide the ideal backdrop for sparking conversation and making a connection.
Gilt Bar
$
A dimly lit, upscale American spot perfect for intimate conversation; share plates and enjoy!
230 W Kinzie St, Chicago, IL 60654
Sparrow
$$
Cozy up at Sparrow's dimly lit, intimate space—perfect for easy conversation and cocktails!
12 W Elm St, Chicago, IL 60610
Activities
Looking for a fun first date in Chicago? These activities offer a mix of conversation starters, shared experiences, and opportunities to gauge your compatibility – perfect for getting to know someone new!
Storyville Chicago
$$
Cozy up at Storyville Chicago, a dimly lit bar perfect for intimate chats over cocktails.
712 N Clark St, Chicago, IL 60654
The Franklin Room
$
Dimly lit and intimate, The Franklin Room sets a cozy mood, perfect for getting to know each other.
675 N Franklin St, Chicago, IL 60654
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 collection of amazing first-date ideas in Chicago to get you started! Whether you're a local or just visiting, these suggestions offer a diverse range of experiences to suit any couple. And for even more personalized recommendations, be sure to check out the Perfect Place app to discover the perfect spot for your next date!
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