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Festivals, Fairs & Special Events
Festivals, Fairs & Special Events, Music & Comedy
Tacos and Tequila Music Festival
Tacos & Tequila Festival is your favorite throwback party — where bold flavors, early-2000s hip-hop and R&B, and all-day good vibes collide. Produced by Social House…
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions
The Palette & Chisel Emerging Artists Show
Stop by the historic Palette & Chisel Academy of Fine Arts to explore the Emerging Artists Show—a nation-wide showcase featuring 32 of the country’s talented…
Festivals, Fairs & Special Events
Chicago Gourmet 2026
Chicago Gourmet is back for another incredible year! This year’s theme, “Let Your Tastebuds Dance,” celebrates the shared energy and passion of food and dance.…
Festivals, Fairs & Special Events
Chicago Wellness Week
Chicago Wellness Week September 21–27, 2026 Chicago Wellness Week is a premier citywide wellness festival that transforms Chicago into a destination for health, movement, culture,…
Festivals, Fairs & Special Events
Fall Fest at Lincoln Park Zoo
Chicago’s favorite free and family-friendly festival is back at Lincoln Park Zoo for another season of harvest-time fun! From September through October, stop by the…
Festivals, Fairs & Special Events, Sports & Recreation
Meet Me on Milwaukee (MMoM)
Meet Me on Milwaukee (MMoM) is a pilot series of “pedestrianization” events between Alderman La Spata, the Wicker Park Bucktown Chamber of Commerce (WPBCC), and the…
Festivals, Fairs & Special Events
Before Midnight – A Cinderella Tea Experience at The Ritz-Carlton, Chicago
The Ritz-Carlton Chicago invites families and fairytale lovers to step into a modern Cinderella story with “Before Midnight: A Cinderella Tea Experience,” an enchanting afternoon…
Festivals, Fairs & Special Events
Aladerri International Film Festival
Aladerri International Film Festival (AIFF) is dedicated to the celebration of ‘Short Films’ a multi-day event in Chicago supporting filmmakers and giving them an opportunity…
Festivals, Fairs & Special Events
Clark Street Live
Clark Street Live is a new two-day street festival in Wrigleyville on Clark Street between Addison Street and Newport Avenue. Hours are Saturday, September 26,…
Festivals, Fairs & Special Events, Music & Comedy, Sports & Recreation
WingOut Chicago 2026
WingOut Chicago | Sept 26-27 | Gallagher Way • Chicago Join us at Gallagher Way in Wrigleyville for Chicago’s most mouth-watering outdoor event of the…
Festivals, Fairs & Special Events
WingOut Chicago 2026
Join us at Gallagher Way in Wrigleyville for Chicago’s most mouth-watering outdoor event of the summer! This unforgettable festival brings together the city’s finest wing-slingers…
Festivals, Fairs & Special Events
St. Helen Carnival – Ukrainian Village
Celebrate 20 years of carnival fun in the heart of Chicago’s Ukrainian Village at the St. Helen Carnival, September 24–27, 2026. This free, family-friendly neighborhood…
Festivals, Fairs & Special Events
Sabor Fest
Sabor Fest returns to 18th & Halsted in Pilsen September 25–27, bringing local businesses, food, music, and culture together for a weekend rooted in the…
Festivals, Fairs & Special Events, Sports & Recreation
Park, Tailgate, & Sail
Take the stress out of game day and make your trip to Soldier Field part of the fun! Join Harry Caray’s Navy Pier for Park,…
Festivals, Fairs & Special Events
The Bear Trivia Night – Snakes & Lattes
Join us at Snakes & Lattes Chicago on September 29th for The Bear Trivia Night! Yes, Jeff! Join us on September 29th at Snakes & Lattes Chicago for some high-intensity…
Festivals, Fairs & Special Events, Music & Comedy
The 5th Annual Latina Comedy Festival
For five years running, the Latina Comedy Festival has done something the comedy industry doesn’t do often often enough: handing the mic to Latina comedians…
Festivals, Fairs & Special Events
312 BEER X BETTINARDI: The Chicago Chipping Challenge
Goose Island’s 312 Beer and Bettinardi Golf are teaming up for a limited-edition collaboration celebrating the city both brands call home. To celebrate the collaboration,…
Festivals, Fairs & Special Events, Music & Comedy
The 5th Annual Latina Comedy Festival
For five years running, the Latina Comedy Festival has done something the comedy industry doesn’t do often often enough: handing the mic to Latina comedians…
Festivals, Fairs & Special Events
Fall Fest at Lincoln Park Zoo
Chicago’s favorite free and family-friendly festival is back at Lincoln Park Zoo for another season of harvest-time fun! From September through October, stop by the…
Festivals, Fairs & Special Events
Lincoln Square Ravenswood Apple Fest 2026
The 39th Annual Apple Fest runs on N. Lincoln Avenue between W. Lawrence and W. Sunnyside Avenues in Lincoln Square. Hours are Friday, October 2,…
Festivals, Fairs & Special Events
SAUCED Night Market
The south side of Chicago is about to get a little saucier. On Friday and Saturday, October 2 and 3 from 5 to 10 p.m. at HOSTE (1857…
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions
FashionBar THE SHOWS: October 2026 – The Trans Media Fashion Show
The Trans Media Fashion Show – October 2026 Date: Friday, October 2, 2026 Time: 6:00 PM – 9:00 PM Location: Water Tower Place – Level…
Festivals, Fairs & Special Events, Sports & Recreation, Tours & Attractions
Sumo + Sushi Chicago
The Ultimate Edu-tainment Experience returns to The Fields Studios October 2–4. Spend an unforgettable evening experiencing the excitement, history, and traditions of Japan’s national sport—hosted…
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