Third Date Ideas in Chicago

Looking to impress on a date? You've come to the right place! We've compiled a list of fantastic third-date ideas in chicago, designed to spark conversation, create lasting memories, and maybe even lead to a fourth date. From cozy cafes to exciting activities, we've got something for every couple's vibe.

Cafes & Coffee

Need a chill but still stimulating third date? Chicago's cafes and coffee shops offer the perfect blend of casual conversation and shared experiences, making it easy to connect and build on your existing rapport.

3 Arts Club Cafe at RH Chicago
Restaurant
🍽️

3 Arts Club Cafe at RH Chicago

4.6

$$

Cozy and romantic, 3 Arts Club Cafe is perfect for a third date with its stunning chandelier.

1300 N Dearborn St, Chicago, IL 60610

Aba
Mediterranean restaurant
🍽️

Aba

4.8

$

Shareable plates & lush vibes make Aba perfect for a relaxed third date.

302 N Green St 3rd Floor, Chicago, IL 60607

Restaurants

Okay, so you've made it to date number three – congrats! These Chicago restaurants are perfect for upping the romance and conversation, offering delicious food and ambiance that's sure to impress and keep the good times rolling.

Gibsons Italia
Italian restaurant
🍽️

Gibsons Italia

4.7

$

Impress with Italian at Gibsons Italia; the romantic city views are perfect for connecting.

233 N Canal St, Chicago, IL 60606

Provare Chicago
Italian restaurant
🍽️

Provare Chicago

4.8

$

Cozy Italian spot, perfect for deep chats. The pasta is divine!

1523 W Chicago Ave, Chicago, IL 60642

Bars & Drinks

Ready to level up your Chicago date night? Bars and drinks are a classic for a reason – they offer a relaxed vibe perfect for deeper conversation and a chance to see if your connection has real chemistry.

Three Dots and a Dash
Cocktail bar
🍸

Three Dots and a Dash

4.6

$$$

Impress on date three: a tropical escape with killer tiki drinks!

435 N Clark St, Chicago, IL 60654

Gus' Sip & Dip
Bar
🍸

Gus' Sip & Dip

4.9

$

Cozy vibes at Gus' Sip & Dip are perfect for deepening connection; share small plates & cocktails!

51 W Hubbard St Suite 100, Chicago, IL 60654

Activities

Okay, you've made it to the third date – congrats! These Chicago activities are perfect for getting to know each other better, sparking conversation, and seeing if there's real connection beyond the initial spark.

Chicago Murder Mystery Tour
Tourist attraction
πŸ“

Chicago Murder Mystery Tour

5

$$

Solve a thrilling mystery while exploring Chicago! It's interactive, fun, and perfect for getting to know each other.

806 N Michigan Ave, Chicago, IL 60611

Game Night Out
Amusement center
πŸ“

Game Night Out

5

$$

Level up your third date at Game Night Out! Enjoy arcade games & friendly competition.

2828 N Clark St Unit 401, Chicago, IL 60657

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:

🎨 Appreciates art and culture
art galleries museums with late hours live theater independent movie theaters
πŸ—£οΈ Enjoys lively conversation
speakeasies wine bars with small plates comedy clubs board game cafes
🍰 Has a sweet tooth and enjoys dessert
fancy dessert restaurants chocolate shops ice cream parlors cocktail bars with dessert menus

The app finds actual venues matching these searches, ranked by how well they fit your date's personality.

So, there you have it – a diverse selection of third-date ideas in chicago to suit any personality or preference. We hope this guide helps you plan a memorable evening! To make planning even easier, check out the Perfect Place app, which can help you find and book the perfect spot for your next adventure.

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