Valentine’s Day in Chicago

Valentine’s Day is just around the corner, but it’s not too late to make some fun plans! Here’s our guide for what to do on Valentine’s Day in Chicago.

Cupid’s Undie Run
February 11, 2017

There’s still time to get your tickets to Chicago’s Cupid’s Undie Run event! Besides the goofy fun that comes with running, then drinking in your skivvies, the more serious side of Cupid’s Undie Run is a cause that’s near and dear to many participants’ hearts. Cupid’s Undie Run proceeds benefits the Children’s Tumor Foundation, which funds research to find the cure for Neurofibromatosis. Fundraise enough money and you’ll earn some awesome swag – or unlimited drinks during the event!

#DateMe: An OKCupid Experiment
Multiple dates, including February 14, 2017

Whether your Valentine’s date is someone you just met on Tinder, or someone you’ve been dating for awhile, #DateMe: An OKCupid Experiment, is a light-hearted way to spend the evening. Mixed-media illustrates the stories of 38 “undateable” profiles, and what happened when they were launched into the wild.

Fondue at Geja’s Cafe

It doesn’t get more romantic than a fondue dinner for two at Geja’s Cafe, featuring cheese, chocolate, and wine. Just be sure to bring someone special! Expectations will be high as over 16,000 proposals have happened at this special Lincoln Park spot. Make sure to get in your reservations now, before they book up! As a backup, North Pond is another perfectly romantic Valentine’s Day restaurant.

Another Sad Love Song Karaoke

Don’t cry at home if you’re alone on Valentine’s Day in Chicago. Instead, head on over to Crown Liquors for a hilariously-themed karaoke night. As a bonus, Old Styles are $2, which means you’ll be a cheap date for yourself – or can find a cheap date at the bar. Though admission is free, donations benefiting the Chicago Women’s Health Center are encouraged. 

Date Night at Ignite Glass Studios

Get a little hands-on with your Valentine’s Day date with this workshop at Ignite Glass Studios. Together, you’ll be learning the art of glassblowing to create a heart shape of your design. Enjoy sparkling wines and chocolate too! 

What will you be doing this Valentine’s Day in Chicago? If you have another idea to add to this list, we’d love to hear it in the comments!

Author: Maddy Osman, an SEO Content Strategist who has a passion for blogging. Her lifestyle blog, ChicagoCheapAss, shows young adults how to find the best deals and values in Chicago!