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Chicago styleCouple's trip


There’s no better place for romance 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.

Couple at Gejas

Embrace big-city glamour

Dine by candlelight, catch a Broadway show, and see sparks fly with spectacular fireworks.

Get cozy at hidden gem The Hideout

Have a one-of-a-kind night

Dinner and a movie? Think again. Make it an unforgettable date night with hidden speakeasies, intimate restaurants, and under-the-radar shows.

Beatnik On The River

Dine outdoors

Nothing says romance like dining under the stars. Check out some of our most romantic al fresco restaurants.

Two women touring Chicago

Fall in love with the outdoors

Chicago is the perfect spot for nature lovers, with charming parks, hidden gardens, and sprawling gardens under glass.


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.


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