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Lexa Maxa: Give Me Jazz!
May14
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Lexa Maxa: Give Me Jazz!

Lexa Maxa is back this Chicago Cabaret Week with her band but this time with brand new original jazz songs! Come listen to classical jazz…

Wednesday, May 14th
8:00 p.m.10:00 p.m.
Davenport’s Piano Bar & Cabaret
1383 N Milwaukee Ave
Lynne Jordan—Naughty Divas: blues & double entendre to disco
May15
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Lynne Jordan—Naughty Divas: blues & double entendre to disco

Chicago’s favorite Diva, Lynne Jordan, presents a night of cabaret that covers the full spectrum of dynamic hits. From classic Blues and sneaky double entendre…

Thursday, May 15th
5:00 p.m.9:00 p.m.
The Cliff Dwellers
200 S. Michigan Ave, 22nd Fl
Sarah Siddons Swell Soirée-The Fabulous Fifties
May15
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Sarah Siddons Swell Soirée-The Fabulous Fifties

Join us for an evening with a little bit of rhythm and blues, rock and roll, honky-tonk country, swing and Broadway. The 1950’s, besides being…

Thursday, May 15th
6:00 p.m.7:30 p.m.
PianoForte Chicago
1335 South Michigan Avenue
NoMI Garden Maison Marché: Season Opener
May16
Festivals, Fairs & Special Events

NoMI Garden Maison Marché: Season Opener

NoMI Garden Maison Marché: Season Opener Friday, May 16 from 5:00 p.m. – 7:00 p.m. 7th Floor of Park Hyatt Chicago $125 Early Bird Admission…

Friday, May 16th
5:00 p.m.7:00 p.m.
NoMI
800 N. Michigan Ave
Wicker Park Bucktown’s “First Fridays” Art Walk
May16
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Wicker Park Bucktown’s “First Fridays” Art Walk

The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All…

Friday, May 16th
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
Joan Collaso & The Family
May16
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Joan Collaso & The Family

Joan Collaso will be performing her repertoire of beloved songs.  Emmy award winner and international vocalist, Joan was born, raised and is living in Chicago.…

Friday, May 16th
7:30 p.m.10:00 p.m.
Haven Entertainment Center
932 E 43rd St
Just In Styne: Karen Sings Jule!
May16
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Just In Styne: Karen Sings Jule!

Davenport’s will present the return of Broadway, concert and recording star Karen Mason with a performance of her celebrated show honoring Jule Styne, one of…

Friday, May 16th
8:00 p.m.9:30 p.m.
Davenport’s Piano Bar & Cabaret
1383 N Milwaukee Ave
Division Street Farmers Market
May17
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Saturday, May 17th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Fourth Annual Pullman Railroad Days
May17
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Fourth Annual Pullman Railroad Days

Step into history at the Fourth Annual Pullman Railroad Days! The Fourth Annual Pullman Railroad Days is arriving May 17~18, 2025 with a station full…

Saturday, May 17th
10:00 a.m.5:00 p.m.
Pullman National Historic Park
614 E. 113th Street
I’m M$. B’havin with my $exagenarian$
May17
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

I’m M$. B’havin with my $exagenarian$

The music and entertainment of I’m M$. B’Havin and her Sexagenarians’ band is a unique blend of Blues, Jazz, R&B and a good time for…

Saturday, May 17th
9:00 p.m.11:30 p.m.
The Tonk
1800 S Racine Ave
Wolff’s Flea Market Opening Day
May18
Festivals, Fairs & Special Events

Wolff’s Flea Market Opening Day

Wolff’s Flea Market announces opening day April 20, 2025. Join us for our 34th season outdoors at the Allstate Arena, Rosemont. Sundays 6am-2pm through October…

Sunday, May 18th
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Division Street Farmers Market
May18
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Sunday, May 18th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Maxwell Street Market
May18
Festivals, Fairs & Special Events

Maxwell Street Market

Visitors to the Maxwell Street Market will experience an eclectic mix of foods and finds—including handmade crafts, resale housewares, clothing, and much more.

Sunday, May 18th
10:00 a.m.3:00 p.m.
Maxwell Street Market
800 S. Desplaines St.
Fourth Annual Pullman Railroad Days
May18
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Fourth Annual Pullman Railroad Days

Step into history at the Fourth Annual Pullman Railroad Days! The Fourth Annual Pullman Railroad Days is arriving May 17~18, 2025 with a station full…

Sunday, May 18th
10:00 a.m.5:00 p.m.
Pullman National Historic Park
614 E. 113th Street
Dan Nadel and Chris Ware on Robert Crumb
May18
Festivals, Fairs & Special Events

Dan Nadel and Chris Ware on Robert Crumb

Robert Crumb’s comics inspired generations of readers and cartoonists. Join us as curator and cultural writer Dan Nadel — who just published the first biography…

Sunday, May 18th
10:30 a.m.11:30 a.m.
Chicago History Museum
1601 N. Clark St.
The Swingin Sisters: Swingin thru the 60’s
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

The Swingin Sisters: Swingin thru the 60’s

The Swingin’ Sisters use their amazing harmonies to interpret the swinging songs of the 1960s. This show will renew your love and appreciation for these…

Sunday, May 18th
12:00 p.m.1:30 p.m.
Le Piano
6970 N. Glenwood Ave.
The Indoor Farmers Market at Water Tower Place
May18
Festivals, Fairs & Special Events

The Indoor Farmers Market at Water Tower Place

Date/Time: Sundays, 12pm – 4pm, from January 12th through Sunday, March 30th Location: Water Tower Place (835 N. Michigan Ave), Level 4 Description: Chicago’s Water Tower Place has…

Sunday, May 18th
12:00 p.m.4:00 p.m.
Water Tower Place
821 N. Michigan Ave.
Andy Bossov & Friends Celebrate Allan Sherman at 100!
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Andy Bossov & Friends Celebrate Allan Sherman at 100!

Who doesn’t remember “Hello Muddah, Hello Fadduh”? But parodist Allan Sherman wrote so many more songs than that and inspired all punny people after him.…

Sunday, May 18th
2:00 p.m.3:30 p.m.
Congregation Bene Shalom
4435 Oakton Street
Acts Of Kindness Cabaret — Final Bow
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Acts Of Kindness Cabaret — Final Bow

Celebrate 20 years of music, kindness, and community with Acts Of Kindness Cabaret (AOKC) as we take our final bow. For two decades, AOKC has…

Sunday, May 18th
3:00 p.m.5:30 p.m.
Chicago Theater Works
1113 W. Belmont Ave.
Love, Chaos, and Dinner at Teatro Zinzanni
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Love, Chaos, and Dinner at Teatro Zinzanni

The most unique and magical experience in Chicago! “You have to see to believe.” – Forbes Teatro ZinZanni’s signature show offers an unforgettable sensory experience.…

Sunday, May 18th
4:00 p.m.6:30 p.m.
Teatro ZinZanni
32 W Randolph St. 14th Floor
Sam Fazio Sings the Classics
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Sam Fazio Sings the Classics

Close out our Cabaret Week with Chicago-based vocalist Sam Fazio. Fazio has established a name for himself in the music scene over the years with…

Sunday, May 18th
7:00 p.m.9:00 p.m.
Vincent Restaurant
1475 W Balmoral Ave
Division Street Farmers Market
May19
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Monday, May 19th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Division Street Farmers Market
May20
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Tuesday, May 20th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Division Street Farmers Market
May21
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Wednesday, May 21st
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
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