Anniversary Ideas in Chicago

Looking for the perfect way to celebrate your love? Planning a special day is easy with these anniversary ideas in Chicago! From cozy cafes to exciting activities, we've compiled a list of fantastic options to help you create unforgettable memories with your special someone. Get ready to explore the best Chicago has to offer for your anniversary celebration!

Cafes & Coffee

Looking for a cozy and intimate anniversary? Chicago's cafes and coffee shops offer the perfect setting for relaxed conversation and delicious treats, making them ideal spots to celebrate your love.

Aba
Mediterranean restaurant
🍽️

Aba

4.8

$

Celebrate your love at Aba, a romantic Mediterranean spot with a dreamy rooftop vibe!

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

North Pond
American restaurant
🍽️

North Pond

4.7

$

Celebrate your love at North Pond, a romantic American spot with stunning lake views.

2610 N Cannon Dr, Chicago, IL 60614

Restaurants

Looking for a romantic dinner to celebrate your love? Chicago's got you covered with a dazzling array of restaurants, from intimate bistros perfect for whispering sweet nothings to lively spots that set the stage for a memorable night out.

Sepia
Fine dining restaurant
🍽️

Sepia

4.6

$

Celebrate your love at Sepia, with its romantic ambiance and exquisite fine dining.

123 N Jefferson St, Chicago, IL 60661

Oriole
Fine dining restaurant
🍽️

Oriole

4.8

$

Celebrate your love at Oriole, a romantic fine-dining experience with intimate vibes.

661 W Walnut St, Chicago, IL 60661

Bars & Drinks

Looking to clink glasses and celebrate? Chicago's bars offer the perfect vibe for a romantic anniversary, from intimate cocktail lounges to lively spots with a view, setting the stage for a memorable night.

Dearly Beloved
Cocktail bar
🍸

Dearly Beloved

4.6

$

Celebrate your love at Dearly Beloved, a romantic cocktail bar with a cozy, intimate vibe.

900 N Franklin St, Chicago, IL 60610

Three Dots and a Dash
Cocktail bar
🍸

Three Dots and a Dash

4.6

$$$

Escape to a tropical paradise! Three Dots and a Dash offers a romantic, tiki-themed experience.

435 N Clark St, Chicago, IL 60654

Activities

Looking for fun things to do to celebrate your love in Chicago? From romantic restaurants to exciting adventures, these activities offer the perfect backdrop for making lasting memories with your special someone.

Gibsons Italia
Italian restaurant
🍽️

Gibsons Italia

4.7

$

Celebrate your love at Gibsons Italia, a romantic Italian spot with stunning city views!

233 N Canal St, Chicago, IL 60606

Girl & The Goat
New American restaurant
🍽️

Girl & The Goat

4.7

$

Celebrate your love at Girl & The Goat, with its chic vibe and innovative New American dishes.

809 W Randolph St, Chicago, IL 60607

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 sophisticated cocktails
speakeasy chicago craft cocktail bars rooftop bars with cocktails upscale lounge near me
🕯️ Enjoys intimate, cozy settings
romantic restaurants chicago small plates restaurants restaurants with fireplaces hidden gem restaurants
🎨 Values artistic and cultural experiences
theater near me art gallery with wine live jazz clubs museums with late night openings

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

So, there you have it – a range of wonderful anniversary ideas in Chicago to suit every couple! Whether you're into fine dining, thrilling adventures, or simply relaxing with a drink, Chicago has something to offer. To make planning even easier, check out the Perfect Place app for personalized recommendations and reservations to make your anniversary truly perfect.

More Date Ideas You Might Love

Get personalised date ideas

Perfect Place matches venues to their personality — so every date feels thoughtful.

Download Perfect Place now!