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Events

The Chicago Southland has the hottest music acts, a wide variety of incredible cultural festivals, breathtaking seasonal events, wonderful organic farmers markets, amazing art shows and hundreds of theater performances throughout the region. None of that tickle your fancy? Browse our complete list and we promise you’ll find exactly what you’re looking for! Looking to include your event within our calendar of events? Submit you event using our online form.

Below are the next 32 upcoming events in the Chicago Southland.

GIGGLES WITHOUT LIMITS COMEDY COMPETITION May 21, 2025 - Dec 17, 2025

5055 West 111th Street

Alsip, IL

WOODS WALK Sep 1, 2025 - Nov 30, 2025

Forest Preserve District of Will County Trails

Various locations

Beecher, IL

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WOODS WALK Nov 1, 2025 - Nov 30, 2025

Forest Preserve District of Will County Trails

Various locations

Beecher, IL

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HIBERNATE, MIGRATE, ACCLIMATE Nov 1, 2025 - Dec 28, 2025

Plum Creek Nature Center

27064 South Dutton Road

Beecher, IL

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SWAP O RAMA FLEA MARKET (W,SA-SU) Nov 1, 2025 - Apr 29, 2026

Swap O Rama Flea Market

4350 West 129th Street

Alsip, IL

$ d o

HELL’S KITCHEN Nov 7, 2025 - Nov 30, 2025

James M. Nederlander Theatre

24 West Randolph Street

Chicago, IL

$ c m

SANTA PHOTO EXPERIENCE Nov 7, 2025 - Dec 24, 2025

Orland Square

288 Orland Square Drive

Orland Park, IL

VETERANS ART EXHIBITION (M-TH) Nov 10, 2025 - Dec 11, 2025

Christopher Art Gallery

202 South Halsted Street

Chicago Heights, IL

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A BEAUTIFUL NOISE Nov 19, 2025 - Nov 30, 2025

Cadillac Palace Theatre

151 West Randolph Street

Chicago, IL

$ c m

MCCORD'S ANNUAL HOLIDAY SHOPPE (M-SA) Nov 20, 2025 - Dec 24, 2025

Mccord Gallery & Cultural Center

9602 West Creek Road

Palos Park, IL

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ANNUAL HOLIDAY SHOW AND SALE (TU-SA) Nov 22, 2025 - Jan 3, 2026

TALL GRASS ARTS ASSOCIATION

367 Artists Walk

Park Forest, IL

c d h

THANKSGIVING BREAK UNLIMITED ATTRACTIONS WRISTBAND Nov 24, 2025 - Nov 28, 2025

Enchanted Castle Family Entertainment Center

1103 South Main Street

Lombard, IL

$ h s

THANKSGIVING BREAK UNLIMITED INDOOR ATTRACTIONS WRISTBAND Nov 24, 2025 - Nov 28, 2025

Haunted Trails Family Entertainment Ctr

1423 North Broadway Street

Joliet, IL

$ h s

LETTERS FROM SANTA Nov 24, 2025 - Dec 5, 2025

Oak Forest Park District

15601 South Central Avenue

Oak Forest, IL

$ h s

MAGICAL CIRQUE CHRISTMAS Nov 25, 2025 - Nov 30, 2025

CIBC Theatre

175 East Chestnut Street

Chicago, IL

$ c d h

TEEN EXPLORATION DAY: CRAFTERNOON Nov 26, 2025

Camp Sullivan

14630 Oak Park Avenue

Oak Forest, IL

TURKEY TROT Nov 27, 2025

Orland Park Village Hall

14700 South Ravinia Avenue

Orland Park, IL

$ o

THURSDAY NIGHT TRIVIA! Nov 27, 2025

THORNTON DISTILLING CO.

400 East Margaret Street

Thornton, IL

THANKSGIVING BUFFET Nov 27, 2025

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

$ c

JERRY ROSSEN AUCTION Nov 28, 2025

Will County Fairgrounds

710 South West Street

Peotone, IL

TREE LIGHTING CEREMONY Nov 28, 2025

Matteson Village Hall

4900 Village Commons

Matteson, IL

AN AFTERNOON WITH FRIENDS: NATURAL HISTORY OF DRAGONFLIES Nov 28, 2025

Park Forest Village Hall

350 Victory Drive

Park Forest, IL

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HOLIDAY MAGIC Nov 28, 2025 - Nov 30, 2025

Brookfield Zoo Chicago

8400 31st Street

Brookfield, IL

$ d h m o

TREE LIGHTING Nov 29, 2025

Flossmoor Park

2449 Flossmoor Road

Flossmoor, IL

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SMALL BUSINESS POP UP SHOP Nov 29, 2025

Richton Park Community Center Gymnasium

4445 Sauk Trail

Richton Park, IL

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HOLIDAY EXTRAVAGANZA CRAFT FAIR Nov 29, 2025

Wintrust Sports Complex

5499 West 65th Street

Bedford Park, IL

HOLIDAY EXTRAVAGANZA Nov 29, 2025

Wintrust Sports Complex

5499 West 65th Street

Bedford Park, IL

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TREE LIGHTING CEREMONY/SANTA & MRS. CLAUS WELCOME HOLIDAY KI ... Nov 29, 2025

Fox Pointe

18138 Henry Street

Lansing, IL

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WINTER WONDERLAND ICE RINK Nov 29, 2025 - Feb 22, 2026

Centennial Park

15600 West Avenue

Orland Park, IL

$ o

CHICAGO RIDGE VILLAGE TREE LIGHTING Nov 30, 2025

Village of Chicago Ridge

10455 South Ridgeland Avenue

Chicago Ridge, IL

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SCARVES, HATS, & WHAT-HAVE-YOUS Nov 30, 2025

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

c d

THE CARRAIG CHALLENGE Nov 30, 2025

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

$ c

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