Chicago date-night ideas that go beyond dinner and drinks
Written by: Jill Morowitz
If you're like me, date nights look something like this: drinks, dinner, repeat. My husband and I rarely plan ahead, opting to snag an OpenTable reservation somewhere interesting mere hours before the sitter arrives. A few weeks ago this consisted of an incredibly lucky last-minute opening at Parachute, followed by drinks at Ludlow Liquors. If you wind up at Parachute, don't miss its famous Bing Bread—crispy on the outside and loaded with potato, bacon and scallion. Slather on the sour cream butter if you really want to gild the lily.
Hoping to break out of the dinner and drinks rut, I've been brainstorming some new and fun date night ideas for the spring and summer. I've also been mulling over some past dates that could use a refresh. Some are outdoorsy, some are inside, but they're all immersive experiences that are uniquely Chicago. Feel free to "borrow" them and let me know how it goes!
Chicago Magic Lounge
This requires some advance planning since shows sell out, but the experience at Chicago Magic Lounge lives up to the hype. The space is gorgeous and there's magic everywhere you turn—even the bartenders perform tricks! Dining options here are limited to a small plates menu. For something heartier, try nearby Hopleaf or Immm Rice and Beyond. On Sundays, Chicago Magic Lounge offers The Family Show, a great opportunity if you can't book a sitter and want to go somewhere that satisfies both the adults and the kids.
Montrose Point Bird Sanctuary
Who says date night has to be in the evening? If you and your significant other can swing it, head out for an early-morning date at the Montrose Bird Sanctuary. Bring your binoculars to catch a glimpse of some of the 300 species of birds that have been spotted at this world-famous (really) birding destination. Grab coffee, pastries or sandwiches for a picnic, from nearby Dollop Coffee Co. Blessed with a sitter for the whole day? Chicago Architecture Foundation gives tours of nearby Graceland Cemetery. See the final resting places of Chicago's movers and shakers in one of the most serene and beautiful spots in the city. Trust me, it's truly awe-inspiring.
Dusek's and Thalia Hall
This is one of my favorite date-night combos and I wish we did it more often! Enjoy dinner at Dusek's in Pilsen, then head upstairs into one of Chicago's grandest concert venues, Thalia Hall. Granted landmark status in 1989, Thalia Hall was originally built in 1982 and modeled after the Prague Opera House. Plenty of wow factor but still intimate enough to enjoy smaller acts. My pick for an upcoming show? The Jayhawks on July 13. After the show head to the basement bar, Punch House, for a nightcap.
Moonlight Kayak Tour
One of the best ways to see the Chicago River is at night when there are fewer boats and the water is calmer. Wateriders offers a "Moonlight Paddle" tour through downtown Chicago. Enjoy the river when it's all lit up by the lights from bordering skyscrapers. It starts at 8:30pm so there's plenty of time to grab dinner near their dock. Try The Hampton Social for all kinds of fresh seafood like oysters, lobster rolls and crab legs. None of it caught in the river (of course) but it will hopefully still put you in a seafaring mood.
Jill Morowitz is a K-12 CPS graduate and lives with her husband and twin 9-year-old sons in Irving Park. She works part-time from home as a freelance copywriter and writes a popular newsletter called Cookie Knows! where she shares tips and recos about Chicago and beyond.
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Posted on April 26, 2018 at 5:15 PM