Elisa Carlson Piano Bar
May14
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Elisa Carlson Piano Bar

Elisa Carlson is an accomplished singer/multi-instrumentalist who performs as a piano bar entertainer in Chicago and around the world. She specializes in high-energy, request-driven, sing-along…

Thursday, May 14th
7:30 p.m.11:30 p.m.
The Redhead Piano Bar
16 W Ontario st
Lou Ella Rose and Friends: The Great Filipino Songbook
May15
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Lou Ella Rose and Friends: The Great Filipino Songbook

The Great Filipino Songbook beckons you into the Golden Age of Filipino song, where tender kundimans and stirring melodies shaped a people’s identity. Reimagined by…

Friday, May 15th
7:00 p.m.
Epiphany Center for the Arts
201 South Ashland Avenue
Third Friday at Zhou B Art Center
May15
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Third Friday at Zhou B Art Center

Explore our building. Chat with the artists. Let your curiosity set the pace. Sift through multiple galleries and studios; with 50 artists in residence, each…

Friday, May 15th
7:00 p.m.10:00 p.m.
Zhou B Art Center
1029 West 35th Street
Indoor Farmers Market
May16
Festivals, Fairs & Special Events

Indoor Farmers Market

As our outdoor season wraps up, we’re heading inside for the colder months. Come support local vendors and farmers, and stock up on your favorite…

Saturday, May 16th
10:00 a.m.2:00 p.m.
2800 N Milwaukee Ave
2800 N Milwaukee Ave
Jazz Zing! with Ava Logan
May16
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Jazz Zing! with Ava Logan

Take a journey with me down a musical memory lane! The landscape is wide with music from Jazz to Latin to Blues and more, as…

Saturday, May 16th
7:00 p.m.
Haven Entertainment Center
932 East 43rd Street
Muse — Pure Magic
May17
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Muse — Pure Magic

Muse is a unique cabaret and burlesque experience with a focus on live music. The musings continue with 2026’s Chicago Cabaret Week! Join Boobs Radley,…

Sunday, May 17th
3:00 p.m.5:30 p.m.
Newport Theatre
956 W Newport Ave
Quirky (Quirky songs written by quirky songwriters sung by a quirky singer)
May17
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Quirky (Quirky songs written by quirky songwriters sung by a quirky singer)

Since when do irreverence and genuine warmth go together? Since “Quirky”! Come hear a mix of offbeat, funny, honest and uplifting songs about love, longing…

Sunday, May 17th
6:00 p.m.9:00 p.m.
Fulton Street Collective
1821 W Hubbard St UNIT 307
Summer Kickoff at Lincoln Park Zoo
May22
May26
Festivals, Fairs & Special Events

Summer Kickoff at Lincoln Park Zoo

Sunshine season starts here! Celebrate the start of warmer weather and sunnier days at Lincoln Park Zoo’s Summer Kickoff, a free and family-friendly celebration on…

Friday, May 22nd
10:00 a.m.Tuesday, May 26th
5:00 p.m.
Lincoln Park Zoo
2400 N. Cannon Drive
Viceroy Spirited Series featuring Don Julio
May22
Festivals, Fairs & Special Events

Viceroy Spirited Series featuring Don Julio

Viceroy Spirited Series featuring Don Julio May 22 Location: Somerset Hours: 6:00 PM Cost: $125 Join us for the much-anticipated return of the Don Julio Dinner,…

Friday, May 22nd
6:00 p.m.9:00 p.m.
Somerset
1112 N State St
Adults Night Out: Block Party at Lincoln Park Zoo
May22
Festivals, Fairs & Special Events

Adults Night Out: Block Party at Lincoln Park Zoo

Start the summer off right at Lincoln Park Zoo! Adults Night Out: Block Party is exclusively for the 21+ crowd to enjoy the zoo with…

Friday, May 22nd
6:30 p.m.10:00 p.m.
Lincoln Park Zoo
2400 N. Cannon Drive
Indoor Farmers Market
May23
Festivals, Fairs & Special Events

Indoor Farmers Market

As our outdoor season wraps up, we’re heading inside for the colder months. Come support local vendors and farmers, and stock up on your favorite…

Saturday, May 23rd
10:00 a.m.2:00 p.m.
2800 N Milwaukee Ave
2800 N Milwaukee Ave
Randolph Street Market
May23
Festivals, Fairs & Special Events

Randolph Street Market

Joining other world-class cities, including Paris, London, LA, and New York, Chicago’s Randolph Street Market is a key market event destination that locals and fans…

Saturday, May 23rd
10:00 a.m.5:00 p.m.
1341 W. Randolph Street, Chicago, IL 60607
1341 W. Randolph Street
Randolph Street Market
May24
Festivals, Fairs & Special Events

Randolph Street Market

Joining other world-class cities, including Paris, London, LA, and New York, Chicago’s Randolph Street Market is a key market event destination that locals and fans…

Sunday, May 24th
10:00 a.m.5:00 p.m.
1341 W. Randolph Street, Chicago, IL 60607
1341 W. Randolph Street
Comic Court: Chicago’s #1 Comedy Court Show
May26
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Comic Court: Chicago’s #1 Comedy Court Show

Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…

Tuesday, May 26th
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Indoor Farmers Market
May30
Festivals, Fairs & Special Events

Indoor Farmers Market

As our outdoor season wraps up, we’re heading inside for the colder months. Come support local vendors and farmers, and stock up on your favorite…

Saturday, May 30th
10:00 a.m.2:00 p.m.
2800 N Milwaukee Ave
2800 N Milwaukee Ave
Indoor Farmers Market
Jun6
Festivals, Fairs & Special Events

Indoor Farmers Market

As our outdoor season wraps up, we’re heading inside for the colder months. Come support local vendors and farmers, and stock up on your favorite…

Saturday, June 6th
10:00 a.m.2:00 p.m.
2800 N Milwaukee Ave
2800 N Milwaukee Ave
The 79th Annual 57th Street Art Fair
Jun6
Festivals, Fairs & Special Events

The 79th Annual 57th Street Art Fair

The 79th Annual 57th Street Art Fair returns June 6, 11 AM–6 PM, and Sunday, June 7, 10 AM–5 PM, featuring nearly 200 artists and…

Saturday, June 6th
11:00 a.m.6:00 p.m.
57th Street, Hyde Park
57th Street, Hyde Park, IL
The 79th Annual 57th Street Art Fair
Jun7
Festivals, Fairs & Special Events

The 79th Annual 57th Street Art Fair

The 79th Annual 57th Street Art Fair returns June 6, 11 AM–6 PM, and Sunday, June 7, 10 AM–5 PM, featuring nearly 200 artists and…

Sunday, June 7th
10:00 a.m.5:00 p.m.
57th Street, Hyde Park
57th Street, Hyde Park, IL
Melissa Etheridge: RISE at Brookfield Zoo Chicago
Jun7
Festivals, Fairs & Special Events, Music & Comedy

Melissa Etheridge: RISE at Brookfield Zoo Chicago

The ultimate summer evenings await at Roaring Nights, Brookfield Zoo Chicago’s premier summer concert series! Get ready to turn up the volume for unforgettable nights…

Sunday, June 7th
7:00 p.m.9:00 p.m.
Brookfield Zoo Chicago
3300 Golf Rd
Hot Rod Power Tour 2026
Jun8
Festivals, Fairs & Special Events, Sports & Recreation

Hot Rod Power Tour 2026

It’s been years in the making, and now it’s official; the 2026 HOT ROD Power Tour will cruise along legendary Route 66 as the world’s…

Monday, June 8th
9:00 a.m.5:00 p.m.
Hot Rod Power Tour
3200 S Chicago St
Comic Court: Chicago’s #1 Comedy Court Show
Jun9
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Comic Court: Chicago’s #1 Comedy Court Show

Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…

Tuesday, June 9th
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Bernstein West Side Story
Jun10
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Bernstein West Side Story

Artistic Director and Principal Conductor Giancarlo Guerrero opens the 2026 Grant Park Music Festival season in style with Leonard Bernstein’s jazzy, Latin-inspired Symphonic Dances from…

Wednesday, June 10th
6:30 p.m.8:00 p.m.
Millennium Park
201 E Randolph Street
Family Fun Fur-iday at Lincoln Park Zoo
Jun12
Festivals, Fairs & Special Events

Family Fun Fur-iday at Lincoln Park Zoo

Grab your “pack” and end your week on the wild side! Family Fun Fur-iday offers kids and their grown-ups a chance to make memories as…

Friday, June 12th
6:00 p.m.9:00 p.m.
Lincoln Park Zoo
2400 N. Cannon Drive
Indoor Farmers Market
Jun13
Festivals, Fairs & Special Events

Indoor Farmers Market

As our outdoor season wraps up, we’re heading inside for the colder months. Come support local vendors and farmers, and stock up on your favorite…

Saturday, June 13th
10:00 a.m.2:00 p.m.
2800 N Milwaukee Ave
2800 N Milwaukee Ave