
Upcoming Chicago Events
Check out what's happening all around Chicago.
Search events
Events Search and Views Navigation
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, October 5th
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, October 5th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.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
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, October 5th
10:00 a.m. – 3:00 p.m.Maxwell Street Market
800 S. Desplaines St.Festivals, Fairs & Special Events
Boo! at the Zoo
Get ready for a fang-tastic time at BOO! at the Zoo, Brookfield Zoo Chicago’s family-friendly Halloween celebration. This event is packed with not-so-scary thrills, festive decorations,…
Tours & Attractions
Big Bus Tours’ Hop-On, Hop-Off Tour
Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…
Tours & Attractions
The World Within: Chicago’s Original & Best Architecture Interiors Tour
“Everything has beauty, but not everyone sees it.” (Confucius) Everyone does a boat tour when they visit Chicago. But as fun as that is, it’s…
Festivals, Fairs & Special Events
Ninth Annual Lincoln Park Wine Fest
Wines from Around the World Featured at 9thAnnual Lincoln Park Wine Fest in Jonquil Park October 3-5 Wine tastings, a food and beverage market, sommeliers on hand…
Sunday, October 5th
11:00 a.m. – 7:00 p.m.Jonquil Park
1001 W. Wrightwood AvenueFestivals, Fairs & Special Events
Simone’s Bar Sweet 16 Anniversary Celebration and 1st Annual Block Party
Event Name:Simone’s Sweet 16 Block Party Admission:Free Description (Event Overview):Celebrate 16 years of community, music, and culture at Simone’s Sweet 16 Block Party in Chicago’s…
Sunday, October 5th
11:30 a.m. – 10:00 p.m.Simone’s bar Simone’s Bar 960 W 18th Street, Chicago, IL 60608
960 W 18th StreetSports & Recreation, Tours & Attractions
Rappel In Northwest Chicago
Conquer your limits at 168 feet up and rappel down the Westin Chicago Northwest in Itasca Illinois. Professional equipment provided and no experience needed. Trained…
Sunday, October 5th
12:00 p.m. – 3:00 p.m.Westin Chicago Northwest
400 Park Blvd.Tours & Attractions
Seadog Architecture Tour on the Chicago River
Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…
Sunday, October 5th
12:30 p.m. – 1:30 p.m.City Cruises – River Esplanade
455 N Cityfront Plaza DrTours & Attractions
EXP Presents Horizon of Khufu
Be among the first to experience EXP Rosemont, a brand-new 26,000-square-foot immersive destination blending art, science and technology through rotating world-class experiences. Opening its doors…
Festivals, Fairs & Special Events, Music & Comedy
Crossing Borders // La Caccina // Holocene
Ear Taxi Festival presents an ear taxi concert. Celebrate contemporary music with powerful performances from Crossing Borders Music, La Caccina, and Holocene. Crossing Borders’ program…
Sunday, October 5th
2:00 p.m. – 5:00 p.m.PianoForte Chicago
1335 South Michigan AvenueFestivals, Fairs & Special Events, Theatre & Performing Arts
FashionBar The Shows: October 2025 – Modest, Formal, Evening Wear
The closing runway of October 2025, this event presents modest fashion alongside formal and evening wear collections, bringing elegance, refinement, and cultural expression to the…
Sunday, October 5th
2:00 p.m. – 6:00 p.m.Water Tower Place
835 N Michigan AveTours & Attractions
90 Minute Architecture River Tour in Chicago
Experience Chicago’s Best 90-Min Architecture Boat Tour starting May 3, 2025! Led by expert tour guides, this is perfect for all ages. Explore the city’s…
Sunday, October 5th
5:00 p.m. – 7:00 p.m.Summer Of George
900 South Wells StreetTours & Attractions
Big Bus Tours’ Sunset Live Tour
Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available May 8 through…
Museums, Galleries & Exhibitions, Tours & Attractions
Franz West: Millennium Park
Franz West” Millennium Park features two monumental installations by West: Stonehenge (2011) and Dorit (2002), set against the iconic backdrop of Millennium Park. Stonehenge, with…
Monday, October 6thMillennium Park
201 E Randolph StFestivals, Fairs & Special Events
Ear Taxi Festival
The Ear Taxi Festival 2025, themed “The Composer’s Voice,” is a landmark event showcasing contemporary concert music across Chicagoland from October 3 through November 2,…
Monday, October 6thThe Harris Theater for Music and Dance
205 East 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.
Monday, October 6th
7:00 a.m. – 12:00 p.m.30 W. Division St.
30 W. Division St.Tours & Attractions
Homeschool Days at PEPPA PIG World of Play Chicago
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
Monday, October 6th
10:00 a.m. – 5:00 p.m.Peppa Pig World of Play Chicago
5 Woodfield MallFestivals, Fairs & Special Events
Boo! at the Zoo
Get ready for a fang-tastic time at BOO! at the Zoo, Brookfield Zoo Chicago’s family-friendly Halloween celebration. This event is packed with not-so-scary thrills, festive decorations,…
Tours & Attractions
Big Bus Tours’ Hop-On, Hop-Off Tour
Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…
Tours & Attractions
The World Within: Chicago’s Original & Best Architecture Interiors Tour
“Everything has beauty, but not everyone sees it.” (Confucius) Everyone does a boat tour when they visit Chicago. But as fun as that is, it’s…
Tours & Attractions
Seadog Architecture Tour on the Chicago River
Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…
Monday, October 6th
12:30 p.m. – 1:30 p.m.City Cruises – River Esplanade
455 N Cityfront Plaza Dr

Explore Chicago hotels, flights, deals, and more
Your Favorites
Quick access links
Made with in Chicago