Weekend 101: 7 Things to Do Around Chicago Feb. 14-16

It’s Valentine’s Day weekend and you can celebrate with a free ride on the Centennial Wheel at Navy Pier, by seeing one of the city’s hottest new shows during Chicago Theatre Week, or at the NBA All-Star Game.

“The Times Are Racing”

Feb. 12-23
Chicago

Joffrey Ballet The Times Are Racing
Joffrey Artists Dara Holmes and Edson Barbosa (Photo by Cheryl Mann.)

The Joffrey Ballet presents this mixed repertory program featuring three Chicago premieres. “Every season, the Joffrey brings the world to Chicago, and this year’s winter repertory program continues that tradition,” says Joffrey Artistic Director Ashley Wheater. This production is also part of Chicago Theatre Week.

Valentine’s Day and National Ferris Wheel Day at Navy Pier

Feb. 13
Chicago

Valentine's Day and National Ferris Wheel Day at Navy Pier
Photo courtesy of Navy Pier.

Navy Pier is celebrating two holidays this week by offering 2,020 free tickets to ride the Centennial Wheel. Tickets are available online and are first-come, first-served.

Chicago Theatre Week 2020

Feb. 13-23
Various

Chicago Theatre Week: SUMMER: The Donna Summer Musical
“SUMMER: The Donna Summer Musical” — Dan’yelle Williamson (Diva Donna), Alex Hairston (Disco Donna), Olivia Elease Hardy (Duckling Donna) and the Company of “SUMMER.” (© Matthew Murphy for MurphyMade.)

For the eighth year, Chicagoans can enjoy discounted tickets to some of the area’s hottest productions. Participants include Broadway in Chicago’s “SUMMER: The Donna Summer Musical,” “Graveyard Shift” at Goodman Theatre, “Grease” at Marriott Theatre, “Bug” at Steppenwolf Theatre Company, “Emma” at Chicago Shakespeare Theater, and “Legally Blonde: The Musical” at Northwestern’s Wirtz Center for the Performing Arts.

2020 NBA All-Star Game

Feb. 14-16
Chicago

The NBA’s best players are heading to Chicago for this year’s All-Star Game, which will feature a new format benefitting Chicago-area charities. Plus, don’t miss the NBA All-Star Celebrity Game presented by Ruffles and NBA Rising Stars on Friday and events like the Taco Bell Skills Challenge and AT&T Slam Dunk on Saturday.

More Can’t-Miss Events:

  • Stop by Cupitol in Evanston or Chicago on Valentine’s Day for chocolate covered strawberries ($2.50 each) and fresh strawberry mimosas ($5).
  • Travel to Mexico Feb. 15 without leaving Chicago as Chicago a cappella presents Fiesta Coral Mexicana, a celebration of the music of Mexico.
  • It’s time to say goodbye (until next season!) to the ice rink at Gallagher Way. Enjoy one more public skate and then show off your artistic creativity at Paint the Ice on Feb. 16.

For even more fun things to do around Chicago…

…check out our 29 of the Best Things to Do in Chicago This February article. And if you still need plans for Valentine’s Day, we’ve got you covered with 11 Valentine’s Day Experiences in Chicago That Will Get Your Heart Racing More Than a Romantic Meal.


Anna Carlson writes the weekly Weekend 101 column and monthly Recommended Events. A graduate of the University of Missouri, her work has been published in Chicago Parent, Inside Columbia Magazine, and Central California Parent Magazine. She is a proud supporter of St. Jude Children’s Research Hospital