Plot your getaway from an escape room
When on a date, it’s always good to have an escape plan in case things go sideways. But instead of faking an emergency, book a trip to a local escape room like Room X Escape where you can choose your own adventure like trying to escape an old house with secret treasure before the creepy pirate returns for his stash.
Experience a night at the museum
Every third Thursday of the month, Adler After Dark -- one of our best museums -- welcomes in couples for themed events that include live entertainment, museum access, unlimited sky shows, and some of the best skyline views in the city. General admission is just $19 a person.
Head underground to navigate the city
The Chicago Pedway was created for the very purpose of navigating the city to lessen the impact of the cold and snow of winter, so it’s the perfect place to explore this season with an adventurous date. You can also hop on the L and scour the city for burgers, if that’s your thing (hint: it’s your thing).
Get really weird around the city
If you’re looking to get weird in Chicago, a date to an off-the-beaten-path location like the International Museum of Surgical Science is a pretty good bet. You can also check out a leather museum with its own dungeon, screening room, and leather bar. Fortunately, we have a guide to weird things that will make this an easy search. Our quirks bring us closer, after all.