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.
Chicago styleCouple's trip
Embrace big-city glamour
Dine by candlelight, catch a Broadway show, and see sparks fly with spectacular fireworks.
Enjoy fondue at the ultra-romantic Geja’s Cafe
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.
Get your heart pumping
From rock climbing with a view to paddle boarding at the beach, Chicago is a match made in heaven for adventure-seeking couples.
Fall in love with the outdoors
Chicago is the perfect spot for nature lovers, with rooftop hideaways, butterfly houses, and sprawling gardens under glass.
Stroll through the scenic Garfield Park Conservatory
Explore hotels, flights, deals, and more
Plan your trip
