Travel Magazine

6 Perfect Winter Date Ideas in Chicago

By Urbanmatter Chicago @UMatterChicago

Warm up with that special someone this winter

The winter season in Chicago can be VERY cold and snowy but also very romantic. If you’d like to take your date downtown, we have some great ideas for you both to enjoy. Get to know your date indoors or snuggle up outdoors with these ideas.

Go ice skating in Millennium Park

winter date chicago

Duh! If you live in Chicago and haven’t gone ice skating in Millennium Park, we suggest you check that off of your bucket list ASAP. Ice skating is the perfect winter date idea because you can only do it once a year outdoors! Plus, you get to listen to Christmas music and enjoy the beautiful Chicago scenery while you do it! And if your date doesn’t know how to ice skate, it gives you a great excuse to hold their hand…


Visit the Lincoln Park ZooLights

winter date chicago

Take your date to the Lincoln Park Zoo for an outstanding light display on select dates in November and December, ending January 1.


Take a ride on the Navy Pier Ferris Wheel

winter date chicago

As the perfect way to end your date night, the Navy Pier ferris wheel is definitely something you have to experience at least once. The atmosphere is very romantic, especially at night, and the views are unforgettable.


Take an enchanting carriage ride

winter date chicago

Make your date feel like Cinderella (or a prince) with a horse-drawn carriage ride through downtown!

Chicago Horse & Carriage, LTD
806 North Michigan Avenue

Noble Horse Carriages
1410 North Orleans Street

Antique Coach & Carriage
1410 North Orleans Street

See the beautiful Buckingham Fountain

winter date chicago

Not only great for pictures, Buckingham Fountain is a famous Chicago landmark that you need to see! The fountain may not be flowing with water, but it will be decorated with holiday lights and décor fit for the holiday season.

Enjoy a romantic dinner indoors

winter date chicago

A go-to idea for any time of year, but sitting across from your significant other in the warm indoors might be the best way to dine. These are some great restaurants to take that special someone.

Bavette’s Bar & Boeuf
218 West Kinzie Street

Geja’s Café
340 West Armitage Avenue

North Pond
2610 North Cannon Drive

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