Tired of the same old dinner and a movie routine? Spice things up with some seriously fun, quirky and unforgettable date night ideas around Chicago!
Let your creative sides shine in an instructor led paint and sip experience. No experience necessary!
Paint and Sip Chicago | Classpop!
It's so much fun! I love that every detail is planned for you. Everything is prepaid, so you can just enjoy the adventure!
Lincoln Park Mystery Picnic: Self-Guided Foodie Adventure - Chicago
The whole crowd gets involved. I had a lot of fun!
The Dinner Detective Murder Mystery Dinner Show in Chicago
There are several options to choose from here. This makes for a nice, relaxing experience.
Candlelight Concerts in Chicago Tickets 2025 - Fever
Get moving! Dancing releases feel-good endorphins. Who doesn't love to feel good?
Dance Classes Chicago - Classpop!
I have never been on a jury before, participating in this manner is a fun and interesting time!
The Jury Experience - Chicago - Tickets - Fever
Even imperfect pieces are fun to create!
Pottery Classes Chicago | Classpop!
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North of Chicago sits this gem of a venue. Take the train to Highland Park (or drive), for a concert. There are a wide variety of well-know performers. Sit in the lawn, bring your own cooler or purchase food and beverages there. Hands down, my favorite concert venue.
Ravinia Festival in Highland Park - Groupon
I love making custom candles! This is a fun thing to do with your significant other.
Love After Dark: Couples Candle Making Class (Chicago) Tickets
This is a great way to have fun, and capture the memories of the day.
Photography Classes Chicago | Classpop!
Axe throwing? YES!! So much fun!
Black Oak Axe Throwing at Combat Chicago - From $17.10 - Groupon
Not only is this a cool experience, the Metropolitan Club is on the 67th floor of the Willis Tower, offering breathtaking views.
Sensory Feast Chicago: A Dining Experience Tickets - Fever
Cooking together is a great bonding experience. Highly recommend!
Cooking Classes Chicago - Classpop!
It's fun and delicious learning how to make different drink concoctions.
Mixology Classes Chicago - Classpop!
Feel like staying in? How about virtual wine tasting?
Virtual Wine Tasting | Classpop!
This is a beautiful place to walk, hold hands, and talk. Several events are held throughout the year, and there are also dining options.
Botanical Garden in Chicago - Deals Up to 70% Off | Groupon
