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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 your 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

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

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

Orland Square

288 Orland Square Drive

Orland Park, IL

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

STEP BACK INTO A 1950S CHRISTMAS & HANUKKAH (W,SA) Nov 29, 2025 - Jan 3, 2026

1950s Park Forest House Museum/St. Mary's Catholic Church

227 Monee Road

Park Forest, IL

$ c h

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

Centennial Park

15600 West Avenue

Orland Park, IL

$ o

LETTERS TO SANTA Dec 1, 2025 - Dec 19, 2025

Matteson Community Center

20642 Matteson Avenue

Matteson, IL

DECEMBER DASH VIRTUAL 5K Dec 1, 2025 - Dec 31, 2025

Virtual

Beecher, IL

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FESTIVAL OF LIGHTS, CHRISTMAS AROUND THE WORLD (M-TH,SA) Dec 1, 2025 - Jan 6, 2026

Lansing Public Library, Lower Level

2750 Indiana Avenue

Lansing, IL

c d h

12 DAYS OF HOLIDAY BEERS AND CHEERS Dec 13, 2025 - Dec 24, 2025

Flossmoor Station Restaurant & Brewery

1035 Sterling Avenue

Flossmoor, IL

A NAT KING COLE CHRISTMAS WITH LORENZO RUSH, JR Dec 16, 2025

Nathan Manilow Theatre

410 Lakewood Boulevard

Park Forest, IL

CHRISTMAS WITH C.S. LEWIS Dec 16, 2025 - Dec 21, 2025

Broadway Playhouse

175 East Chestnut Street

Chicago, IL

$ d h

BOOK CLUB: ‘THE BACKYARD BIRD CHRONICLES’ BY AMY TAN Dec 17, 2025

Plum Creek Nature Center

27064 South Dutton Road

Beecher, IL

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THURSDAY NIGHT TRIVIA! Dec 18, 2025

THORNTON DISTILLING CO.

400 East Margaret Street

Thornton, IL

SENIOR FUN DAY IN DECEMBER Dec 18, 2025

Richton Park Community Center

4445 Sauk Trail

Richton Park, IL

BE A BETTER BIRDER: BIRDING ETHICS (VIRTUAL) Dec 18, 2025

Zoom

Orland Park, IL

INTRODUCTION TO IRISH SINGING Dec 18, 2025

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

$ c

LIGHT UP THE TRAIL WALK Dec 18, 2025 - Dec 21, 2025

Irons Oaks Environmental Learning Center

20000 Western Ave

Olympia Fields, IL

$ h

HOLIDAY MAGIC Dec 18, 2025 - Dec 21, 2025

Brookfield Zoo Chicago

8400 31st Street

Brookfield, IL

$ d h m o

RORY MAKEM – HOLIDAY SHOW Dec 19, 2025

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

$ c h

MANNHEIM STEAMROLLER CHRISTMAS BY CHIP DAVIS Dec 20, 2025

James M. Nederlander Theatre

24 West Randolph Street

Chicago, IL

$ d h

FITNESS HIKE Dec 20, 2025

Orland Grassland Land And Water Reserve

West 167th Street, West of South LaGrange Road

Orland Park, IL

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MUSIC FROM A CHARLIE BROWN CHRISTMAS LIVE! Dec 20, 2025

First Lutheran Church

2519 Grove Street

Blue Island, IL

$ h

IPO HOLIDAY FESTIVAL-A CELEBRATION OF VOICE & MUSIC Dec 20, 2025

Ozinga Chapel @ Trinity Christian College

6601 West College Drive

Palos Heights, IL

$ c h m

SOLSTICE CELEBRATION Dec 20, 2025

Camp Shabbona Woods

15810 South Torrence Avenue

South Holland, IL

c d o

FIRESIDE CHAT WITH FEATURED AUTHORS Dec 20, 2025

Beyond The Book Bookstore

18063 Dixie Highway

Homewood, IL

BOOK SIGNING WITH AUTHOR CLOTHILDE EWING Dec 21, 2025

Beyond The Book Bookstore

18063 Dixie Highway

Homewood, IL

CHICAGO IRISH SINGERS CLUB Dec 21, 2025

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

WINTER BREAK UNLIMITED ATTRACTIONS WRISTBAND Dec 22, 2025 - Jan 5, 2026

Enchanted Castle Family Entertainment Center

1103 South Main Street

Lombard, IL

$ h s

WINTER BREAK UNLIMITED INDOOR ATTRACTIONS WRISTBAND Dec 22, 2025 - Jan 5, 2026

Haunted Trails Family Entertainment Ctr

1423 North Broadway Street

Joliet, IL

$ h s

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