Looking for something fun, romantic, and exciting to do with your significant other in Chicago? Whether you’re going out for a quick date night or celebrating your tenth wedding anniversary with a vacation, there are so many romantic things to do in Chicago for couples. The Windy City has something for every type of couple, from thrills to the arts.
Visit these romantic places and activities the next time you and your loved one visit Chicago.
See the Skyline at 360 Chicago
What’s more romantic than looking out at a city skyline together? Located on the 94th floor of the John Hancock Center, you and your loved one can view Chicago’s cityscape from more than 1,000 feet in the air at 360 Chicago. If you two are the daring type, be sure to try TILT – Chicago’s highest moving attraction.
On TILT, you both will be angled 30° out and over the 94th floor of the building. This exhilarating experience lets you see Chicago from a unique perspective and creates lifelong memories.
Stand Out on the Ledge at Skydeck Chicago
Another option for viewing the breathtaking Chicago skyline is Skydeck Chicago. Make your way to the 103rd floor of Willis Tower for remarkable views and “The Ledge”. While 360 Chicago tilts guests out of the building, The Ledge allows you to stand outside the building in a glass box for a one-of-a-kind sightseeing thrill.
What’s more charming than seeing the Chicago skyline from way up high? It’s no wonder Skydeck Chicago and 360 Chicago are on our list of romantic things to do in Chicago for couples.
Visit the Art Institute of Chicago
Do you and your significant other prefer a date night filled with the arts? If so, stop by the Art Institute of Chicago. Browsing the intriguing art galleries, installations, and exhibitions hand-in-hand is one of the most romantic things to do in Chicago for couples. Plus, if you time your date night right, you may be able to enjoy an event hosted by the institute.
Enjoy the Ambiance of a Rooftop Bar
If you haven’t figured it out by now, viewing the Chicago skyline is a common theme for a charming and romantic visit to the Windy City. While 360 Chicago and Skydeck Chicago provide marvelous views, nothing quite compares to the ambiance of a rooftop bar.
When searching for romantic things to do in Chicago for couples, consider grabbing a drink and a bite to eat at one of these rooftop bars:
Catch a Free Concert or Event at Millennium Park
Everyone knows a romantic night on the town can be pretty pricey. But in Chicago, it doesn’t have to be. Millennium Park hosts numerous free events, concerts, and festivals throughout the year. Coordinate your search for romantic things to do in Chicago for couples with their event calendar for a free, yet charming, date night. Plus, a stroll through Millennium Park is free! To amplify the romance, pack a picnic to share at the park.
Cheer On the Home Team
Do you and your spouse have a shared love of sports? If so, you’re in luck! Chicago is home to a multitude of professional sports teams. But then again, if you’re a true sports fanatic, you already knew that. Be sure to get tickets to a home game for one of the following Chicago teams:
- The Chicago Blackhawks (NHL)
- Chicago Cubs (MLB)
- Chicago White Sox (MLB)
- The Chicago Bears (NFL)
- Chicago Bulls (NBA)
- Chicago Fire (MLS)
Reserve Your Seats for a Concert by the Chicago Symphony Orchestra
If sports aren’t your thing, why not see a concert by the renowned Chicago Symphony Orchestra? You and your loved one will thoroughly enjoy listening to the extraordinary musicians and guest artists. From the classics to contemporary pieces, the orchestra performs a wide range of masterpieces on any given night. Double check their performance calendar to see if their concerts line up with your vacation to Chicago.
Tour the Garfield Park Conservatory
There’s nothing quite as sweet as strolling through the two acres of perfectly landscaped flowers and more at the Garfield Park Conservatory. Featuring six greenhouses and two gigantic exhibition halls, you and your significant other will have a fantastic time exploring one of Chicago’s hidden gems. Be sure to check their event calendar as well. The conservatory offers free yoga, free tours, and so much more throughout the year.
See the Stars at Adler Planetarium
Considering that Chicago is a massive city, the possibility of seeing the stars is slim to none thanks to all of the light pollution. Or is it?
Adler Planetarium, the first planetarium in America, is the perfect place to take your loved one for a romantic night in Chicago. Enjoy one of the many live planetarium shows and stroll through the interactive exhibits hand-in-hand for a night you’ll never forget.
Combine your planetarium trip with one of the other romantic things to do in Chicago for couples, such as a rooftop bar, for a memorable experience.
Laugh Until You Cry at Second City
If you both love improv comedy, you have to see a show at Second City. Many of Saturday Night Live’s notable cast members are Second City alumni, so you could be watching the next up and coming comedian! For those on a first date, what better way to break the ice than possibly being part of the act at an improv comedy show?
Enjoy the Most Romantic Things to Do in Chicago for Couples
From watching the stars to seeing the skyline, Chicago is the perfect place for a romantic date night or vacation. For your convenience (and savings), be sure to purchase your tickets for some of the most romantic things to do in Chicago for couples from Tripster Chicago.