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Categories/Chicago Festivals and Events

A festive market scene in Chicago with decorated booths and a large Christmas tree, people enjoying food and drinks in a snowy setting.

Chicago Christmas Market: A Winter Wonderland Experience

Discover the magic of Chicago's Christmas Market this winter season.

4/12/2025•Claudio Gutmann
A lively Halloween parade scene featuring a colorful float with pumpkins and ghosts, surrounded by people in costumes and a twilight sky.

Chicago Halloween Parade: Spooktacular Fun for Everyone

Join the festive fun at Chicago's Halloween Parade for all ages!

4/12/2025•Claudio Gutmann
A lively outdoor festival in Chicago with families participating in activities, colorful food stalls, and a warm sunset.

Chicago Fest: A Family-Friendly Celebration of Culture

Explore Chicago Fest, a vibrant celebration of culture for families.

4/12/2025•Claudio Gutmann
A lively outdoor scene of the Chicago Jazz Festival, showcasing diverse crowds enjoying live music under a warm sunset.

Chicago Jazz Festival: A Tribute to the City's Jazz Heritage

Discover the rich history and impact of the Chicago Jazz Festival.

4/12/2025•Claudio Gutmann
A lively scene of the Chicago Pride Parade with a colorful float, rainbow flags, and diverse participants celebrating in bright costumes under a blue sky.

Chicago Pride Parade: Celebrating Diversity and Inclusion

Explore the Chicago Pride Parade, a joyful celebration of diversity.

4/10/2025•Claudio Gutmann
A bustling outdoor food festival in Chicago with chefs serving gourmet dishes and visitors sampling food amidst the city skyline.

Chicago Gourmet: A Food Lover's Paradise in the Windy City

Explore Chicago Gourmet, a delightful celebration of culinary artistry.

4/9/2025•Claudio Gutmann
A lively outdoor festival scene with a diverse crowd enjoying live blues music, illuminated stage lights, and the Chicago skyline at sunset.

Chicago Blues Festival: Celebrating the Heart of the City

Explore the Chicago Blues Festival and its vibrant cultural significance.

4/9/2025•Claudio Gutmann
Aerial view of the Chicago Air and Water Show with military jets flying over Lake Michigan and spectators on the beach.

Chicago Air and Water Show: A Spectacular Annual Event

Discover the excitement of Chicago’s annual Air and Water Show.

4/9/2025•Claudio Gutmann
A lively music festival scene in Grant Park, Chicago, with diverse attendees dancing and enjoying performances, set against the city skyline.

Lollapalooza: The Ultimate Music Festival Experience in Chicago

Explore the vibrant experience of Lollapalooza in Chicago.

4/9/2025•Claudio Gutmann
Participants in colorful costumes jumping into icy water at North Avenue Beach with spectators cheering in winter clothing.

Discover Chicago's Iconic Festivals: A Year-Round Celebration

Uncover Chicago's iconic festivals that bring joy year-round.

3/12/2025•Claudio Gutmann