Romantic Things to Do in Chicago

Romantic Things To Do in Chicago

Chicago is a city with style and verve, and its beautiful parks, picturesque waterways, and vertiginous heights all make the perfect backdrop to a romantic excursion. From 2-passenger helicopter flights to Lake Michigan cruises and after-dark speakeasy visits, here’s how to enjoy a special trip to Chicago with your significant other.

Cruise Lake Michigan at sunset

Lake Michigan is a classic Chicago experience.

Enjoy a couple’s photo shoot in Millennium Park

Explore the greenery and public artworks of Millennium Park.

Sip cocktails in the city’s speakeasies

During its Prohibition-era heyday, Chicago was filled with speakeasies.

Book a private helicopter tour

Few views of Chicago can compare with the ones afforded by a helicopter.