Skip to consent to cookiesSkip navigation
371A3386

Chicago styleCouple's trip

StarStarStarStar

There’s no better place for a romantic getaway than Chicago. We’ve got all the big city glitz and glamour, plus candle-lit restaurants, cozy hotels, and one-of-a-kind date night activities. Come fall in love with Chicago.

www.AdamAlexanderPhoto.com©Adam Alexander Photography 2019

Plan a Chicago date night

Make it a perfect Chicago date night with candlelit dinners, fireworks cruises, and show-stopping entertainment.

gold-coast

Enjoy a bucket list meal

There's nothing more romantic than dinner at the perfect restaurant. Discover places with waterfront views, moody ambiance, and award-winning cuisine.

Auditorium Theatre in Chicago

Create unforgettable memories

Impress your date with these only-in-Chicago experiences, from soaring views to intimate museums.

Two women touring Chicago

Fall in love with an inclusive city

Chicago loves love, which means we're a welcoming haven for all couples. Explore top LGBTQ+ attractions and nightlife.

AIRE_bbef4d39-8be7-4a8d-95a6-6277e97385f8

Make it a weekend getaway

Turn date night into a weekend away in the city, complete with a stay at a top hotel.

Clayton Hauck for Choose Chicago

Find your own adventure

From rock climbing with a view to paddle boarding at the beach, Chicago is a match made in heaven for adventure-seeking couples.

bean-night

Explore Chicago hotels, flights, deals, and more

Plan your trip

Expedia
Expedia
Expedia
Expedia

CTA Newsletter

Chicago Newsletter

Stay in the know

Sign up

visitors_guide_2024_cover

Chicago Visitors Guide

Start planning today

Get the guide