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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, August 24th
6:00 a.m. – 2:00 p.m.Wolff’s Flea Market
6920 N Mannheim RdFestivals, 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, August 24th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Festivals, Fairs & Special Events
EEEEEATSCON Chicago
EEEEEATSCON Chicago 2025 Details Tickets: On sale July 1 at 10 a.m. CT at eeeeeatscon.com exclusively for Chase cardholders. When: August 23-24, 2025 Chase Sapphire…
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…
Festivals, Fairs & Special Events
The Lawndale Route 66 Festival
The Lawndale Route 66 Festival, taking place on Sunday, August 24, 2025, from 10:00 AM to 7:00 PM, along a historic stretch of Route 66…
Sunday, August 24th
10:00 a.m. – 7:00 p.m.Chicago’s Historic Route 66 (Lawndale)
3800 W. Ogden Ave.Festivals, Fairs & Special Events
Thirsty Ears Festival
The Thirsty Ears Festival, now in its tenth year, is Chicago’s only classical music street festival. For two days we close Wilson Ave. to feature…
Sunday, August 24th
1:00 p.m. – 9:00 p.m.ACM School of Music
1758 W. Wilson St.Festivals, Fairs & Special Events
Chicago International Boat Show
Chicago International Boat Show August 21–24, 2025 | Navy Pier Marina & Festival Grounds The Chicago International Boat Show launches this summer with an all-new…
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, August 25th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Festivals, Fairs & Special Events, Music & Comedy, Tours & Attractions
Broadway Night at the Grant Park Music Festival
For over 90 years, the Grant Park Music Festival has offered free classical music in the heart of Chicago. This weekend, Celebrate the enduring legacy…
Monday, August 25th
6:30 p.m. – 10:45 p.m.Millennium Park
201 E Randolph StreetFestivals, 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, August 26th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.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…
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, August 27th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Festivals, Fairs & Special Events, Tours & Attractions
Chicago Fireworks Signature Dinner Cruise on Lake Michigan
Elevate your evening with a delicious dinner and jaw-dropping panoramic views of the Navy Pier fireworks display illuminating the Chicago city skyline! On our Fireworks…
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, August 28th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Festivals, Fairs & Special Events
Thursday Night Out
Thursday is the new Friday in Downtown Oak Park! Thursday Night Out opens for its 20th Season, every Thursday from June 5 through August 28,…
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, August 29th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Festivals, Fairs & Special Events
Chicago Vegan Farmers Market
A weekly farmers market featuring fresh produce, baked goods, vintage clothing and other items has kicked off in West Town — and its offerings are…
Festivals, Fairs & Special Events
Taste of Polonia
Join us for an unforgettable four-day festival featuring nonstop live music, captivating dance performances, authentic Polish cuisine and beer, engaging exhibitions, local vendors, a lively…
Friday, August 29th
5:00 p.m. – 10:30 p.m.Copernicus Center
5216 W Lawrence AvenueFestivals, 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, August 29th
6:00 p.m. – 8:00 p.m.Jackson Junge Gallery
1389 N Milwaukee AveFestivals, 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, August 30th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Festivals, Fairs & Special Events
Englewood Village Market
Grow Greater Englewood’s 6th Annual Englewood Village Market kicks off on Saturday, June 14th to connect residents with Black-owned businesses and activities rooted in Black…
Saturday, August 30th
9:00 a.m. – 2:00 p.m.Englewood Village Plaza
5800 S HalstedFestivals, Fairs & Special Events
WingOut Chicago 2025
Discover WingOut Chicago: The Ultimate Chicken Wing Block Party Join us at Gallagher Way in Wrigleyville for Chicago’s most mouth-watering outdoor event of the summer!…
Saturday, August 30th
11:30 a.m. – 8:00 p.m.Gallagher Way
3635 North Clark StreetFestivals, Fairs & Special Events
Taste of Polonia
Join us for an unforgettable four-day festival featuring nonstop live music, captivating dance performances, authentic Polish cuisine and beer, engaging exhibitions, local vendors, a lively…
Saturday, August 30th
12:00 p.m. – 10:30 p.m.Copernicus Center
5216 W Lawrence AvenueFestivals, Fairs & Special Events, Tours & Attractions
Chicago Fireworks Signature Dinner Cruise on Lake Michigan
Elevate your evening with a delicious dinner and jaw-dropping panoramic views of the Navy Pier fireworks display illuminating the Chicago city skyline! On our Fireworks…

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