Things To Do This Weekend In And Around Chicago: Feb. 14-16

Shannon Blum
February 14, 2020 - 7:34 am

CHICAGO (WBBM NEWSRADIO) -- Happy Valentine's Day weekend, Chicago! There are plenty of restaurants and events offering specials for you to celebrate all weekend long — and there are even anti-Valentine's Day events if the holiday is not your thing. Outside of the holiday, there are plenty of fun events going on to keep you moving and warm. 

For the first time in three decades, Chicago hosts the NBA All-Star weekend. There are plenty of events happening all weekend, as well as watch parties and concerts. The Chicago Auto Show continues this weekend at McCormick Place; and the Chicago Botanic Garden Orchid Show is in full bloom. Chicago Theatre Week kicks off this weekend, so if you want to see a show at a discounted price, now is the time to do it! It is the last weekend to check out Chicago Black Restaurant Week. And so much more!


Here's a look at things to do this weekend in and around Chicago.

United Center
Jonathan Daniel/Getty Images

NBA All-Star Weekend

For the first time in three decades, Chicago will host the NBA All-Star Game. The All-Star weekend will feature a variety of events including the NBA All-Star Celebrity Game on Friday at Wintrust Arena, All-Star Saturday Night, and the 69th Annual NBA All-Star Game on Sunday at the United Center. The NBA All-Star Game will have teams led by LeBron James and Giannis Antetokounmpo face off against each other. Chance the Rapper will be performing during halftime. And while tickets for Sunday’s game are sold out, you can take in the excitement and watch the game live at Soldier Field with over 20 NBA and NFL players. It’s Chicago largest viewing party and is hosted by Ed Lover, Kid Capri and more. More info.

Where: United Center  

When: Events all weekend; 69th Annual NBA All-Star Game, Sunday, 7 p.m.

Cost: Varies

Chicago Auto Show
WBBM Newsradio/Jennifer Keiper

Chicago Auto Show

Go take a ride! The annual Chicago Auto Show roars back to McCormick Place to showcase the latest and greatest developments in the world of cars, trucks, SUVs, and concept cars. In total, nearly 1,000 different vehicles will be on display. Additionally, attendees will also have the opportunity to see numerous accessories and auto-related exhibits, competition vehicles and project, antique and collector cars. The Chicago Auto Show is the largest auto show in North America and has been held more times than any other auto exposition on the continent. This year marks the 112th edition of the Chicago Auto Show. More info.

Where: McCormick Place, 2301 S. King Dr.  

When: Saturday, Feb. 8-Monday, Feb. 17; 10 a.m.-10 p.m. (8 p.m. Feb. 17)

Cost: $13, kids and seniors $8, Free Admission for children 6 and younger


Chicago Botanic Garden Orchid Show

It may be cold outside, but it is warm inside at the Orchid Show! The Chicago Botanic Garden plays with color in artistic installations and feature 10,000 brilliant blooms in unexpected ways: via a towering kaleidoscope, a floating carpet, and a dramatic chandelier, designed to be lit and transformed by the winter sun. Every weekend during the show, orchids are for sale at the Orchid Marketplace. And on Thursdays, check out Orchids After Hours. More info.

Where: Chicago Botanic Garden, 1000 Lake Cook Road, Glencoe

When: Saturday, Feb. 8-Sunday, March 22; 10 a.m.-4 p.m.

Cost: Varies  

Chicago Theatre Week

Experience Chicago’s fearless theatre scene for just $15 or $30 (or less!) from Feb. 13 – 23, 2020. Chicago Theatre Week features value-priced tickets to more than 100 performances at theatres across the city, from musicals to improv to dramas and beyond. More info.

Where: Varies

When: Feb. 13-23

Cost: Varies

Naked Art

The Naked Scavenger Hunt at the Art Institute

Art goes au naturel in this naughty tour of the Art Institute of Chicago. You’ll scrutinize bathing beauties, Peeping Toms, sultry sirens, a muscleman who’ll ruin his birthday suit while wrestling a lion, a woman enjoying a golden shower from Zeus, cads and cuckolds, provocative Picassos, dangerous natives, a mystic who’s gone too far with the SlimFast, and much more. Blushing is optional as you answer tricky questions about these works of art with your teammates. No previous experience with art, or nudity, is required. More info.

Where: Art Institute Chicago, 111 S. Michigan Ave., Chicago

When: Friday, 5 p.m.; Saturday, 1 p.m.; Sunday, 1 p.m.

Cost: $38


Arlington Home & Garden Show

If you like the idea of quality home improvement, then head to the Arlington Home & Garden Show. The show offers free admission and free parking! More info.

Where: Arlington Racecourse, 2200 Euclid Ave., Arlington Heights

When: Saturday & Sunday, 10 a.m.-5 p.m.

Cost: Free

New Year ➡️ New Look. V8 Bomber and Hot Wheels Racing #1 are back and BIGGER than ever. #HotWheelsMonsterTrucksLive Get tickets:

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Hot Wheels Monster Trucks Live

Hot Wheels Monster Trucks Live is coming to the Sears Centre Arena this weekend! The tour delivers an immersive experience of Monster Truck fans, bringing audiences the only opportunity to see real-life versions of the iconic Hot Wheels monster trucks toys including Bone Shaker, Tiger Shark, V8 Bomber, Demo Derby, and Hot Wheels Racing 1. In addition, the tour will host a Crash Zone Pre-Show Party 2 ½ hours prior to every performance. The event is free for ticket holders and allows fans to enter the competition floor before the show to gain exclusive access to their favorite Hot Wheels Monster Trucks and drivers. More info.

Where: Sears Centre Arena, 5333 Prairie Stone Pkwy, Hoffman Estates

When: Saturday, 12:30 and 7:30 p.m.; Sunday, 1:30 p.m.

Cost: $29-44

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Chicago Black Restaurant Week

Designed to recognize African-American–owned eateries in the Chicagoland area, Chicago Black Restaurant Week returns Feb. 9-16. Coinciding with the end of Chicago Restaurant Week, diners can take advantage of discounts and special menus at more than 35 participating restaurants. More info.

Where: Various locations throughout Chicago and surrounding suburbs

When: Sunday, Feb. 9-Sunday, Feb. 16

Cost: Varies

Jack Frost Winter Village & Christmas Tree Farm
Jack Frost Winter Village & Christmas Tree Farm

Jack Frost Winter Village & Christmas Tree Farm

There’s no need to head inside when the weather turns cold. The dropping temperatures, first snowfalls, and icy ambience awakens your need to go outside and play. And that's why winter is the best time to throw a massive, outdoor festival in downtown Chicago! The creative mastermind team behind Jack’s Pumpkin Pop-Up and Frosty’s Christmas Pop-Up Bar, are back for the first time ever, larger-than-life, multi-sensory spectacle of Holiday lights, unique winter Instagram photo opportunities, an Christmas Tree Farm and S-now much more! More info.

Where: 1455 N. Elston Ave.

When: Now through March; Monday-Friday 4-10 p.m.; Saturday & Sunday, 11 a.m.-10 p.m.

Cost: Varies

Millennium Park Ice Rink
Ice-skating at the Millennium Park ice rink (Mike Ramsey/WBBM Newsradio)

Ice Skating in Millennium Park

Skate under the Chicago skyline at the McCormick Tribune Ice Rink in Millennium Park. Admission to the rink is free, and you can rent skates for $13–$15. The most popular time to hit the rink is in the evening, so show up earlier if you don't feel like waiting in line for your chance to slide around. Take advantage of free skating lessons on Fridays at 11 a.m. and Saturdays and Sundays at 9 a.m. If it seems too warm to skate, call ahead—this rink is open through March 8, weather permitting. More info.

Where: Millennium Park, 55 N. Michigan Ave. 

When: Friday, Nov. 15-March 8 (weather permitting)

Cost: Free, skate rentals $13–$15

WBBM Newsradio/Nancy Harty

Ice Skating at Maggie Daley Park

Situated in the heart of downtown Chicago, with the city's sweeping skyline as a backdrop, the Skating Ribbon at Maggie Daley Park is a winter attraction unlike any other. The skating ribbon is dramatically different from typical civic ice rinks, creating a multi-sensory activity that is integrated into the landscape. Skaters can experience “alpine in the city” as they lace up their ice skates and follow a path twice the length of a lap around a traditional skating rink. More info.

Where: Maggie Daley Park, 337 E. Randolph St. 

When: Friday, Nov. 15-March (weather permitting)

Cost: Free, skate rentals $13–$15

Winterland at Gallagher Way
Gallagher Way Chicago/Facebook

Winterland at Gallagher Way

The Cubs may be hibernating for the winter, but Gallagher Way provides some excellent reasons to hang out in Wrigleyville during baseball's off-season. The public square's Winterland event series offers an array of seasonal, family-friendly activities, including an 8,000-square-foot ice rink, curling and skating lessons, holiday movie screenings and more. More info.

Where: Gallagher Way, 3637 N. Clark St.  

When: Wednesday, Jan. 15-Sunday, Feb. 16

Cost: Free, event/activity pricing varies