14 Exciting Date Night Ideas in Chicagoland

Spice up your next date night with these fun activities.

You finally have a babysitter! (cue the confetti falling from the ceiling). Resist the urge to catch some much-needed shut eye in a parking lot, make a Target run or do the boring old dinner and a movie routine.

Chicagoland has so many underground options for unique date night experiences, and we’ve rounded up all of the activities to make your next date night extra special.

Special events

The Office Experience

Now open

If you love binge-watching The Office with your significant another, now’s your chance to tour Dunder Mifflin on your next date night. The Office comes to life with this pop-up experience including set recreations, costumes and props from the show and more.  

What the Constitution Means to Me

Oct. 26-Nov. 7, 2021

Miss the theater? The national tour of What the Constitution Means to Me returns to Chicago starring Heidi, where she reenacts her debate competitions of the American document as a teenager.

Adults Night Out: The Great Pumpkin Glow

Oct. 28, 2021

Adults-only nights at the Lincoln Park Zoo gives you a chance to have some fun at the zoo without kids! Activities include live music, animal chats, free carousel rides, cash bars, a haunted trail and more.


Oct. 29, 2021

Adults can enjoy their own version of trick-or-treating with this Halloween bar crawl at Parkway Bank Park. Stops include Adobe Gilas, Bub City, Five Roses, Kings Dining & Entertainment, Park Tavern and Sugar Factory. 

Haunted Hotel Halloween Ball

Oct. 30, 2021

Have you partied at one of the most haunted spots in Chicagoland? The annual Halloween ball at Congress Plaza Hotel is back. You can even book an overnight stay if you want to take your Halloween date night to the next level.

Jack’s Pumpkin Pop-Up

Through Oct. 31, 2021

You might be tired of pumpkin patches, but what about a city one just for the grown-ups to enjoy? Including three full service bars, you can enjoy a corn maze, carnival games, axe throwing, photo opps and more.


Opens Nov. 3, 2021

There’s a new mini golf bar and restaurant coming to Oakbrook Center this fall. While families are welcome during the day, you can make it a date night since only ages 21 and older are welcomed after 8 p.m.    

Bronzeville Art District Art Tour

Nov. 19 and Dec. 17, 2021

Explore Bronzeville with a free art tour where you can explore galleries and studios in the area. Stops featured are Blanc Gallery, Bronzeville Artist Lofts, Faie Afrikan Art, Gallery Guichard and South Side Community Art Center. 

More date night ideas

Catch a magic show at Chicago Magic Lounge

Chicago Magic Lounge aims to bring the lost art of close-up style magic back to its birthplace in the Windy City. This incredibly designed space features a hidden entrance in the middle of a laundromat. Once inside, magicians will dazzle you and your date free of charge behind the art deco inspired bar.

Make a wooden sign at Board & Brush

  • Various locations in Chicagoland

Bring your Pinterest board to life by working alongside your date to make a custom DIY decor piece for your home. Board and Brush features hundreds of personalized farmhouse-style signs, coat racks, clocks, and more that look great in any space. Most Board & Brush locations are BYOB.

Craft your own cocktail at Hollow Leg

If your only specialty is a vodka cranberry, it’s time to up your bartending abilities. Hollow Leg offers private and group mixology courses that’ll teach you the art and science behind making the perfect drink. Find and discover the unique flavor profiles of your date.

Channel your inner lumberjack at Bad Axe Throwing

Experience the thrill of throwing an axe directly at a target. No prior knowledge of the sport is needed, as coaches brief participants on safety rules and provide thorough demonstrations before letting you run wild. Insider tip: Given the number of things that could go wrong if alcohol were involved, it is prohibited.

Feel like a kid again at Lucky Strike Social

As a parent, you’ve probably been to your fair share of arcades and bowling alleys. Lucky Strike Social recreates the entertaining atmosphere for adults by enforcing a 21 and older age policy after 9 p.m.

Create your signature scent at Scentcerely Yours

With a variety of options like brown sugar, campfire or basmati rice, you’ll bound to find the perfect scent. Choose from a candle, lotion, scrub, and more, then gift your creation to the other. Pro tip: You’ll need at least 90 minutes for a candle to set. Lotions can be made quickly.

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