You can also shoot bows and arrows in Humboldt Park at Archery Bow Range Chicago or chuck axes at the wall at joints like Bad Axe (both are /hour for walk-ins, with cheaper rates for groups and other options too).
There is perhaps no easier winter date than at one of Chicago's fine tiki bars: immediately fun, warm, and cozy, the only way you can screw this up is to start talking politics.
Lake Geneva is never a bad idea, and an even closer option would be to check out the underrated small town of Woodstock to take in the annual winter spectacle that is Groundhog Days.
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Let’s go bowling.” This indoor sport where you're encouraged to drink is one of the great fun equalizers we have on this planet.
Luckily, Chicago is brimming with lively bowling options like Diversey River Bowl and Southport Lanes.
If your relationship can survive a clown class, it can survive anything. No matter where you are in the city, it’s guaranteed to be warmer in the Garfield Park Conservatory, which is brimming with lush plant life year-round.
After a winter of staring at gray skies and barren concrete, the vibrant greenery is a sight for sore eyes.
Take your date to the next level with either a day trip to a local ski “resort” like Villa Olivia or the newly renovated Wilmot Mountain, or test your relationship with an overnight trip a bit further afield somewhere like Devil’s Head or Cascade Mountain.