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MAY 23rd – MAY 29th

There are LOTS of exciting special events and happenings taking place in the Windy City. From concerts and plays to sporting events and festivals, we invite you to explore like a local – Here are a few of our favorites.

Many performing arts venues require ticket holders 5 and older to show proof of completed vaccination status as well as wear a mask during the performance

chicago bulls player

Chicago cubs

Take the RedLine to Wrigley Field in Chicago’s Lakeview neighborhood to catch the Cubs take on the Cincinnati Reds Monday – Thursday and against the local White Sox, Saturday – Sunday

chicago cultural center Point of interest

art on the mart

Art on the Mart’s Spring series features two, climate-themed projections from artist Carrie Hanson. Twice nightly viewings at 8:30 and 9:00 

Revolution Chicago Bar

white sox

Head to Guaranteed Rate Field in Chicago’s Bridgeport neighborhood to watch the White Sox take on Boston’s Red Sox, Tuesday – Thursday

broadway in chicago oklahoma

Ain't too proud - the life and time of the temptations

This new musical opens Tuesday, May 24th at the Cadillac Palace Theatre and follows The Temptations’  journey from the streets of Detroit to the Rock & Roll Hall of Fame

B.I.C. The Play that Goes Wrong

the play that goes wrong

What would happen if Sherlock Holmes and Monty Python had an illegitimate Broadway baby? You would get this classic murder mystery that is chock-full of mishaps and madcap mania. Performances this week run Tuesday – Sunday at the Broadway Playhouse 

chicago architecture center walking tour wrigley

Architecture Tour

Join the Chicago Architecture Center, Tuesday, May 17th at 11:30am for one of its most popular tours, Must-See Chicago. This fast-paced, 90-minute introductory tour to Chicago features some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art Institute of Chicago, Willis (Sears) Tower, the Chicago Theatre and more!

broadway in chicago oklahoma


After taking Broadway by storm, SIX makes a triumphant return to the CIBC Theatre. From Tudor Queens to Pop Princesses, the SIX wives of Henry VIII take the mic to remix five hundred years of historical heartbreak into an exuberant celebration of 21st-century girl power! Performances this week run Tuesday – Sunday

broadway in chicago oklahoma

to kill a mockingbird

Harper Lee’s Pulitzer Prize-winning masterwork hits the Nederlander Theatre for a limited engagement. Head to The Dearborn prior to curtain for a great pre-show dinner

chicago blackhawks patrick kane

bridge lifts

Grammars get ready… Head to the Riverwalk from 11:00am – 1:00pm every Wednesday and Saturday throughout May to witness the city’s bridge lifts as hundreds of sailboats navigate toward their summertime berths on the Lake Michigan

chicago magic parlour table trick

Movies at Wrigley

Grab the Family and take the RedLine to Wrigley Field for free Movies at Gallagher Way. Premiering Wednesday, May 25th at 6:00pm, Rocketman. Make a return trip Friday for Friday Night Flights, to sample beer from 36 local breweries

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sex tips for straight women from a gay man

Voted Best Comedy for Couples, this hilarious and interactive show has been entertaining audiences across America for over a decade. Performances this week run  Thursday – Saturday at the Greenhouse Theater Center 

chicago cultural center Point of interest

newberry library

Head to Ruggles Hall at the Newberry Library, Thursday, May 26th at 6:00pm for the free public program, Who Belongs? A Conversation about the long History of American Identity

chicago magic parlour table trick

spring awakening

The winner of eight Tony Awards that tells the timeless story of youthful self-discovery is performing at the Ruth Page Center for the Arts. Performances this week run  Thursday – Sunday

chicago bulls player

live blues at kingston mines

The weekend starts Thursday at Kingston Mines. The line-up includes Mississippi Heat and Joanna Connor Thursday, May 26th from 8:00pm – 3:30am. Friday, May 20th Nora Jean Wallace and Joanna Connor jam from 7:30pm – 3:30am and Saturday til 4:30am

auditorium theatre national geographic live wild hope

Friday Fish Fry

Head to the nautical-themed Weather Mark Tavern in the South Loop for the best fish fry in Chicago – according to CBS and the Huffington Post

chicago magic parlour table trick

The magic parlour

This weekend make plans to visit the Palmer House Hotel to experience the trickery of 3rd generation magician Dennis Watkins. Trip Advisors #1 show in Chicago!

chicago cultural center Point of interest

mole de mayo

The weekend of May 27-29, Chicago’s Pilsen neighborhood kicks it up several notches with the only outdoor mole cook-off event celebrating Latino culture and cuisine

chicago cultural center Point of interest

belmont sheffield Music Fest

Many locals consider this street festival to be the unofficial kick-off to summer. This long-standing Lakeview tradition features top musical acts, great food and drinks along with artisan-made crafts art artwork – Saturday and Sunday from 11:00am til 10:00pm

navy pier fireworks

navy pier fireworks

Chicago’s majestic sky spectacle returns to Navy Pier for the 2022 season beginning Saturday, May 28th at 10:00pm. Shows continue every Wednesday at 9:00pm

chicago cultural center Point of interest


Chris, jonny, Guy and Will bring their sensational sounds, supporting their Music of the Spheres World Tour, to Soldier Field for shows, Saturday, May 28th and Sunday the 29th

chicago cultural center Point of interest

Sueños Music Festival

The all-new multi-day musical festival in Grant Park, Saturday, May 28th and Sunday the 29th, celebrates the rich history and diversity of Latin performing arts

chicago cultural center Point of interest

Wolff's Flea Market

Every Sunday between 6:00am – 2:00pm in suburban Rosemont, Wolff’s Flea Market features hundreds of unique vendors who specialize in a bit of everything!

chicago cultural center Point of interest

Gospel brunch

Chicago’s most dragalicious Sunday brunch is in the South Loop at Lips. Two seatings 11:30am and 2:00pm and includes bottomless Champagne, Mimosas and Bloody Mary’s.

See you again!

Keep your bags packed because the Windy City wants you BACK! Here are a few of our  favorite upcoming events that certainly worth coming back for

Wrigley Field sign chicago cubs

It really will be “Sweet home Chicago” the weekend of June 9th – 12th as the annual Chicago Blues Festival takes up residence in Millennium Park.

chicago cultural center Point of interest

Pride Fest returns for 2 fabulous days, Saturday, June 18th and Sunday, June 19th with live music, food and drinks, arts and crafts, drag shows and MUCH more. Continue the party June 26th with Chicago’s Pride Parade, a must-experience spectacle

chicago cultural center Point of interest

The country superstar brings his laid-back beach vibes and tunes to the Windy City this summer – get your tickets now as it is sure to sell out

navy pier fireworks tall ship windy

Head to McCormick Place the weekend of August 5th – 7th and enjoy an experience all about YOU. Cosmic, cosplay and pop culture along with your favorite celebrities, unique exhibitors and incredible artists. Epic memories await!