CHECK OUT OUR CHICAGO SOUTHLAND TRAVEL INSPIRATIONS

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.

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

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

Centennial Park

15600 West Avenue

Orland Park, IL

$ o

HOLIDAY TREE RECYCLING PROGRAM Dec 26, 2025 - Jan 17, 2026

Park Forest Aqua Center Parking Lot

30 North Orchard

Park Forest, IL

JUAN FERNÁNDEZ – PHOTOGRAPHY Jan 5, 2026 - Jan 29, 2026

Christopher Art Gallery

202 South Halsted Street

Chicago Heights, IL

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FEDERAL DUCK STAMP ART DISPLAY Jan 7, 2026 - Feb 22, 2026

Plum Creek Nature Center

27064 South Dutton Road

Beecher, IL

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DUCK HUNT HIKE Jan 7, 2026 - Mar 2, 2026

Plum Creek Nature Center

27064 South Dutton Road

Beecher, IL

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THURSDAY NIGHT TRIVIA! Jan 8, 2026

THORNTON DISTILLING CO.

400 East Margaret Street

Thornton, IL

HOUSE MUSIC AQUA CLASS Jan 9, 2026

Chicago Heights Park District

1400 Chicago Road

Chicago Heights, IL

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MEET A BEEKEEPER Jan 10, 2026

Plum Creek Nature Center

27064 South Dutton Road

Beecher, IL

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MONTHLY MASS & BREAKFAST Jan 11, 2026

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

$ ag c

SOUTH OF CHI FAMILY IMPROV Jan 11, 2026

Freedom Hall / Nathan Manilow Theatre

410 Lakewood Boulevard

Park Forest, IL

$ c

EUREKA DAY Jan 13, 2026 - Feb 22, 2026

Broadway Playhouse At Water Tower Place

175 East Chestnut Street

Chicago, IL

$ c

CRAFTERNOON: SNOW INSPIRED ART Jan 14, 2026

Camp Sullivan

14630 Oak Park Avenue

Oak Forest, IL

WEE WONDERS: SNOWFLAKES Jan 14, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

RECEPTION: JUAN FERNÁNDEZ – PHOTOGRAPHY Jan 14, 2026

Christopher Art Gallery

202 South Halsted Street

Chicago Heights, IL

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THE ZONE FITNESS CENTER FREE DAY Jan 14, 2026

The Zone Fitness Center

15601 South Central Avenue

Oak Forest, IL

THURSDAY NIGHT TRIVIA! Jan 15, 2026

THORNTON DISTILLING CO.

400 East Margaret Street

Thornton, IL

WINTER BRR-DING Jan 17, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

HOO EATS WHOM Jan 18, 2026

Thorn Creek Woods Nature Preserve

247 Monee Road

Park Forest, IL

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SPORTS CARDS AND MORE SHOW Jan 18, 2026

Orland Park Civic Center

14750 Ravinia Avenue

Orland Park, IL

$ d s

WEE WONDERS: SNOWFLAKES Jan 18, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

RESTORATION & S'MORES Jan 19, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

MLK, JR. DAY OF SERVICE Jan 19, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

MLK GOSPEL CELEBRATION WITH TINA JENKINS-CRAWLEY Jan 19, 2026

Nathan Manilow Theatre

410 Lakewood Boulevard

Park Forest, IL

FIBER ARTS & COZY CRAFTING Jan 21, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

THURSDAY NIGHT TRIVIA! Jan 22, 2026

THORNTON DISTILLING CO.

400 East Margaret Street

Thornton, IL

BE A BETTER BIRDER: GETTING STARTED (VIRTUAL) Jan 22, 2026

Zoom

Orland Park, IL

NATURE PHOTOGRAPHY Jan 23, 2026

Sauk Trail Woods-Central

Forest Preserve Drive, South of West 26th Street

South Chicago Heights, IL

CHICAGO HOOLEY Jan 23, 2026 - Jan 25, 2026

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

$ c

FOREST BATHING EXPERIENCE Jan 24, 2026

Irons Oaks Environmental Learning Center

20000 Western Avenue

Olympia Fields, IL

$ o

SOUP-ER BOWL HIKE TO THE BRIDGE Jan 24, 2026

Plum Creek Nature Center

27064 South Dutton Road

Beecher, IL

ag c o s

LEARN YOUR BIRDS BY SPRING (EVERY SUNDAY) Jan 25, 2026 - Mar 1, 2026

Thorn Creek Woods Nature Preserve

247 Monee Road

Park Forest, IL

$ c o s

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