Things To Do This Weekend In And Around Chicago: May 24-27

Shannon Blum
May 23, 2019 - 2:35 pm
Things To Do Memorial Day Weekend

CHICAGO (WBBM NEWSRADIO) -- Kick off the unofficial start of summer this Memorial Day Weekend by attending one of the great events the Chicagoland area has to offer. 

From food festivals and fireworks to music and baseball, there is truly something for everyone.

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

Members of the Greater Chicago Chapter of the Korean War Veterans march during the Memorial Day Parade May 27, 2000 in Chicago.
Tim Boyle/Newsmakers

Memorial Day Parade

Chicago's Memorial Day Parade honors all men and women who made the ultimate sacrifice in defense of our country. The Wreath Laying Ceremony will begin at 11 a.m. at Daley Plaza. The parade steps off at noon and proceed south on State Street from Lake Street to Van Buren Street. Crowds line the street, waving flags and paying their respects to members of our armed services as part of this Chicago tradition, which dates all the way back to 1870. Major General Marion Garcia, Commanding General, 200th Military Police Command, United States Army Reserve, will serve as this year’s Grand Marshal. 

Where: State St. from Lake St. to Van Buren

When: Saturday, Wreath Laying Ceremony begins at 11 a.m.; Parade begins at noon

Cost: Free

Aon Summer Fireworks at Navy Pier

Let sparks fly this Memorial Day Weekend! Navy Pier kicks off their summer firework series on Saturday. The show typically lasts about 15 minutes, so don't be late.

Where: Navy Pier, 600 E Grand Ave

When: Saturday, 10:15 p.m.

Cost: Free

WBBM Newsradio/Nancy Harty

Bike The Drive

The most unique bike ride you’ll take all year. Have you ever dreamed of cruising down Lake Shore Drive on your bicycle? Bike the Drive makes that dream a reality for one day a year. Whether you’re new to biking or a seasoned veteran, you’ll find Fifth Third Bike the Drive an event to remember—nearly five hours of car-free riding while enjoying breathtaking views of the city and the lake. 

Where: Lake Shore Drive (from Bryn Mawr Ave to the Museum of Science Industry)

When: Sunday, 5:30 a.m.

Cost: Varies

Belmont-Sheffield Music Festival

Say hello to the unofficial start of Chicago’s summer street fest season! Belmont-Sheffield Music Fest is one of the first of many Chicago summer street festivals. This popular Memorial Day weekend party takes place on Sheffield Avenue in the bustling Lakeview neighborhood just steps from the Belmont El station. The festival features top local tribute bands on the main stage, great eats, drinks, artisans and a second stage featuring entertainment booked by neighborhood venues.

Where: On Sheffield from Belmont to Roscoe St.

When: Saturday & Sunday, 11 a.m. - 5 p.m.

Cost: Free

Mole Sauce

Mole de Mayo

Pilsen's annual Mole de Mayo street festival honors the traditional Mexican sauce, hosting an array of local vendors who serve variations of dish. This year, Mole de Mayo will be celebrating its 10th anniversary! Local chefs and restaurants will face off against one-another to find out whose version of the Mexican staple dish in the best in the city. Meanwhile, an open-air mercado/market will be filled to the brim with local businesses and crafters, while music, dancing, and live Lucha Libre create a truly unique atmosphere.

Where: 1600 W. 18th Street, Chicago, Illinois

When: Friday & Saturday, noon-10 p.m.; Sunday, noon-9 p.m.

Cost: $5 suggested donation, $10 donation for families

WBBM Newsradio/Lisa Fielding

Chicago Athletic Association Skate Nights

The Chicago Athletic Association hotel turns 4 this May! To celebrate, the CAA is inviting you to a two-night Skate Birthday Party at The Track, our pop-up Roller Rink inside Stagg Court. During each two-hour session, guests will be able to strap on some skates and dance to tunes provided by a DJ or participate in lip sync battles (on wheels). Bring your own skates or rent a pair for $5 and enjoy a complimentary cocktail from Apologue Liquers as well as birthday cake from Cindy's.

Where: Chicago Athletic Association, 12 S. Michigan Ave.

When: Friday, 6 p.m. and 9 p.m.; Saturday, 6 p.m. and 9 p.m.

Cost: $20 for a 2-hour session

Lane Tech Memorial Day Carnival

What better way to kickoff summer then at a carnival? Jump on your favorite carnival ride at Lane Tech this weekend. Admission to the event is free, but you'll need to purchase ride tickets (or a wristband good for unlimited rides) if you want to take a spin on any of the attractions.

Where: Lane Tech College Prep High School, 2501 W. Addison St. 

When: Friday, 4-10 p.m.; Saturday & Sunday, noon-10 p.m.; Monday, noon-8 p.m.

Cost: Free, unlimited rides $25–$30


Cheers with some beers this weekend as Dovetail and Begyle team up for an old-fashioned block party over Memorial Day weekend. All proceeds benefit local nonprofit the Friendship Center.

Where: Begyle Brewing Company, 1800 W. Cuyler Ave.

When: Saturday & Sunday, noon

Cost: $5 suggested donation

Cirque Du Soleil: Volta
Matt Beard/Zaldy / ©2017 Cirque du Soleil Inc.

Cirque Du Soleil: Volta

Cirque du Soleil returns to Chicago with VOLTA, a captivating voyage of discovery! Inspired in part by the adventurous spirit that fuels the culture of street sports, VOLTA explores the themes of celebrating differences and unique qualities in a world where technology often isolates people from one another rather than freeing them.

Where: Big Top at Soldier Field, 1410 S. Museum Campus Dr., Gate 14

When: Friday, 4:30 p.m. and 8 p.m.; Saturday, 4:30 p.m. and 8 p.m.; and Sunday, 1:30 p.m. and 5 p.m.

Cost: Varies

Jerry Lai-USA TODAY Sports

Chicago Cubs v. Cincinnati Reds

Nothing says summer in Chicago more than a baseball game. Come out to the Friendly Confines this weekend to watch the Cubbies take on the Reds.

Where: Wrigley Field

When: Friday-Sunday, 1:20 p.m.

Cost: Varies