Skip to consent to cookiesSkip navigation
events-cat-special-events

Upcoming Chicago Events

Check out what's happening all around Chicago.

Maifest Chicago 2025
May31
Festivals, Fairs & Special Events

Maifest Chicago 2025

Maifest is Back! Admission is free & open to all agesJoin us May 29 – June 1, 2025at our same awesome temporary spot:4521 N. Lincoln…

Saturday, May 31st
12:00 p.m.10:00 p.m.
Maifest Chicago
4521 N. Lincoln Avenue
Wolff’s Flea Market Opening Day
Jun1
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, June 1st
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Division Street Farmers Market
Jun1
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, June 1st
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Glenwood Sunday Market in Rogers Park
Jun1
Festivals, Fairs & Special Events

Glenwood Sunday Market in Rogers Park

The nonprofit Rogers Park Business Alliance (RPBA) announces 23 local vendors for the 16th anniversary season of the Glenwood Sunday Market, which will operate every…

Sunday, June 1st
9:00 a.m.2:00 p.m.
Glenwood Alfresco
Chicago ScavHunt 2025: Flavors of the City
Jun1
Festivals, Fairs & Special Events

Chicago ScavHunt 2025: Flavors of the City

From May 30th – June 1st, downtown Chicago streets will be occupied by explorers and scavenger hunters competing in the 4th Annual eATLAS Adventures to…

Sunday, June 1st
10:00 a.m.9:00 p.m.
Downtown Chicago
Chicago’s Midway, Movies, and the 1893 World’s Fair Guided Walking Tour
Jun1
Festivals, Fairs & Special Events, Sports & Recreation, Tours & Attractions

Chicago’s Midway, Movies, and the 1893 World’s Fair Guided Walking Tour

Step into the heart of the 1893 Chicago World’s Fair as you explore the Midway Plaisance and its fascinating history. Your itinerary on this 75-minute guided…

Sunday, June 1st
11:00 a.m.12:30 p.m.
Midway Plaisance
Maifest Chicago 2025
Jun1
Festivals, Fairs & Special Events

Maifest Chicago 2025

Maifest is Back! Admission is free & open to all agesJoin us May 29 – June 1, 2025at our same awesome temporary spot:4521 N. Lincoln…

Sunday, June 1st
12:00 p.m.10:00 p.m.
Maifest Chicago
4521 N. Lincoln Avenue
Porchfest Lakeview
Jun1
Festivals, Fairs & Special Events, Theatre & Performing Arts

Porchfest Lakeview

Porhcfest is a music festival that takes place on front porches. With neighbors hosting the concerts and local musicians performing, it captures the essence of…

Sunday, June 1st
1:00 p.m.5:00 p.m.
West Lakeview
Corner of Lincoln & Marshfield
Division Street Farmers Market
Jun2
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, June 2nd
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Summer Screenings: Free Films All Summer Long
Jun2
Aug20
Festivals, Fairs & Special Events

Summer Screenings: Free Films All Summer Long

🍿 The Summer Screenings program is back with free screenings of 21 films from 21 countries! This year’s theme is Summer of Love! Love has…

Monday, June 2nd
6:30 p.m.Wednesday, August 20th
9:00 p.m.
Chicago Cultural Center and Chicago History Museum
Division Street Farmers Market
Jun3
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, June 3rd
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
The Farmer at The Green
Jun3
Festivals, Fairs & Special Events

The Farmer at The Green

The Farmer at The Green, presented by BMO, is a downtown Chicago farmers market. Shop for fresh, seasonal produce and locally made products from Chicago-based…

Tuesday, June 3rd
11:00 a.m.3:00 p.m.
The Green at 320
320 S. Canal St.
Celebrating Jacques Pépin’s 90th Birthday at Asador Bastian
Jun3
Festivals, Fairs & Special Events

Celebrating Jacques Pépin’s 90th Birthday at Asador Bastian

This celebration is part of a nationwide series of 90 dinners leading up to Jacques Pépin’s 90th birthday in December 2025. The campaign, which preserves,…

Tuesday, June 3rd
6:00 p.m.10:00 p.m.
Asador Bastian
214 West Erie St
Ron Chernow on Mark Twain
Jun3
Festivals, Fairs & Special Events

Ron Chernow on Mark Twain

Acclaimed author Ron Chernow, of Hamilton fame, is one of the most renowned voices in history and politics. Recipient of the 2015 National Humanities Medal,…

Tuesday, June 3rd
7:00 p.m.8:30 p.m.
First United Methodist Church at the Chicago Temple
77 W Washington St
Division Street Farmers Market
Jun4
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, June 4th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Dame Myra Hess Memorial Concerts | Trio Rai
Jun4
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Dame Myra Hess Memorial Concerts | Trio Rai

DAME MYRA HESS MEMORIAL CONCERTS | TRIO RAI Tiffany Chang, violin Leland Ko, cello Motti Fang-Bentov, piano   Program Melanie Bonis – Soir et Matin,…

Wednesday, June 4th
12:15 p.m.1:00 p.m.
Seventeenth Church of Christ, Scientist, Chicago
55 E. Wacker Drive
Celebrating Jacques Pépin’s 90th Birthday at The Publican
Jun4
Festivals, Fairs & Special Events

Celebrating Jacques Pépin’s 90th Birthday at The Publican

This celebration is part of a nationwide series of 90 dinners leading up to Jacques Pépin’s 90th birthday in December 2025. The campaign, which preserves,…

Wednesday, June 4th
6:00 p.m.10:00 p.m.
The Publican
837 West Fulton Market
Summer Screenings: Free Films All Summer Long
Jun4
Aug22
Festivals, Fairs & Special Events

Summer Screenings: Free Films All Summer Long

🍿 The Summer Screenings program is back with free screenings of 21 films from 21 countries! This year’s theme is Summer of Love! Love has…

Wednesday, June 4th
6:30 p.m.Friday, August 22nd
9:00 p.m.
Chicago Cultural Center and Chicago History Museum
Division Street Farmers Market
Jun5
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.

Thursday, June 5th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Celebrating Jacques Pépin’s 90th Birthday at Cafe Yaya
Jun5
Festivals, Fairs & Special Events

Celebrating Jacques Pépin’s 90th Birthday at Cafe Yaya

This celebration is part of a nationwide series of 90 dinners leading up to Jacques Pépin’s 90th birthday in December 2025. The campaign, which preserves, protects,…

Thursday, June 5th
6:00 p.m.10:00 p.m.
Cafe Yaya
2431 N Lincoln Ave
Division Street Farmers Market
Jun6
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.

Friday, June 6th
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
SPIN Chicago First Fridays – “Dare to Play As You Are”
Jun6
Festivals, Fairs & Special Events

SPIN Chicago First Fridays – “Dare to Play As You Are”

Bringing the party and the pride to your city, join SPIN Chicago on the first Friday of June for a celebration of ping pong, play,…

Friday, June 6th
12:00 p.m.2:00 p.m.
SPIN Chicago
344 N State St, Chicago, IL 60654
Chicago Blues Festival
Jun6
Festivals, Fairs & Special Events, Music & Comedy

Chicago Blues Festival

The largest FREE Blues festival in the world, the festival features top tier talent performing in Chicago’s Millennium Park.

Friday, June 6th
12:00 p.m.9:00 p.m.
Millennium Park
201 E Randolph St
Wicker Park Bucktown’s “First Fridays” Art Walk
Jun6
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, June 6th
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
bean-night

Explore Chicago hotels, flights, deals, and more

Plan your trip

Expedia
Expedia
Expedia
Expedia

CTA Newsletter

Chicago Newsletter

Stay in the know

Sign up

OVG25_enews_cover_for website footer

Chicago Visitors Guide

Start planning today

Get the guide