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 you event using our online form or pdf form.

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

CHICAGO WHITE SOX BASEBALL Mar 27, 2025 - Sep 21, 2025

Chicago White Sox

Guaranteed Rate Field

Chicago, IL

$ o s

BRIDGES OF WILL COUNTY Apr 1, 2025 - Jun 30, 2025

Goodenow Grove Nature Preserve

Dutton Road, north of Goodenow Road

Beecher, IL

c o s

BRIDGES OF WILL COUNTY Apr 1, 2025 - Jun 30, 2025

Goodenow Grove Nature Preserve

Dutton Road, north of Goodenow Road

Beecher, IL

c o s

TALL GRASS ARTS ASSOCIATION PRESENTS: CHICAGO SOCIETY OF ART ... Apr 26, 2025 - May 31, 2025

TALL GRASS ARTS ASSOCIATION

367 Artists Walk

Park Forest, IL

c d

SWAP O RAMA FLEA MARKET (W,SA-SU) May 3, 2025 - Oct 29, 2025

Swap O Rama Flea Market

4350 West 129th Street

Alsip, IL

$ d o

PEOTONE WINDMILL TOURS (SU) May 4, 2025 - Oct 26, 2025

Peotone Windmill

427 West Corning Avenue

Peotone, IL

c d

PEOTONE MARKET ON MAIN (1ST & 3RD TU) May 6, 2025 - Sep 16, 2025

124 West Main Street

Peotone, IL

ag o

FARMERS MARKET - PALOS HEIGHTS (W) May 7, 2025 - Oct 8, 2025

City of Palos Heights

7607 West College Drive

Palos Heights, IL

ag c d o

CHICAGO STARS FC SOCCER May 10, 2025 - Nov 2, 2025

SEATGEEK STADIUM

7000 South Harlem Avenue

Bridgeview, IL

$ o s

EVERGREEN PARK FARMERS MARKET (TH) May 15, 2025 - Oct 30, 2025

Yukich Fields

8900 South Kedzie Avenue

Evergreen Park, IL

CENTENNIAL PARK AQUATIC CENTER May 24, 2025 - Sep 1, 2025

15600 West Avenue at Fun Drive

Orland Park, IL

$ o

MEMORIAL DAY UNLIMITED ATTRACTIONS AT HAUNTED TRAILS May 26, 2025

Haunted Trails Family Amusement Pk

1423 North Broadway (Rt. 53)

Joliet, IL

$ h o s

MEMORIAL DAY CELEBRATION May 26, 2025

Ara Pace Veterans Memorial

14700 S. Ravinia Avenue

Orland Park, IL

c h o

MEMORIAL DAY PARADE May 26, 2025

Historic Downtown Matteson

Main Street & 215th Street

Matteson, IL

h m p

SOUTH HOLLAND MEMORIAL DAY PARADE May 26, 2025

Starts at 170th Street & South Park Ave Ends at Veterans Memorial Park

450 East 160th Place

South Holland, IL

h o p

MEMORIAL DAY UNLIMITED ATTRACTIONS AT HAUNTED TRAILS May 26, 2025

Haunted Trails Family Entertainment Center

7759 South Harlem Avenue

Burbank, IL

$ h o s

WINDY CITY THUNDERBOLTS BASEBALL May 27, 2025 - May 29, 2025

Windy City ThunderBolts

Ozinga Field

Crestwood, IL

$ o s

PUPS AND PLANTS PROMENADE May 28, 2025

Plum Valley Preserve

South of Burville Road, East of 394

Crete, IL

o s

LADY RED KARAOKE EVENT May 28, 2025

Chug a Lug Pub and Grill

18409 South Halsted Street

Glenwood, IL

PAINT SIP AND SHOP May 30, 2025

The Nest & Company

11306 West SouthWest Highway

Orland Park, IL

SENIOR SOCIALS May 30, 2025

Richton Park Community Center

4445 Sauk Trail

Richton Park, IL

LOCKROCKS: FEATURING KASHMIR AND HI INFIDELITY BANDS May 30, 2025

Dellwood Park

199 E. Woods Dr.

Lockport, IL

m o

HOWL AT THE MOON May 30, 2025

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

$ c m

PROJECT ONWARD May 30, 2025 - Jul 3, 2025

Christopher Art Gallery

Prairie State College

Chicago Heights, IL

c d

CHICAGO HOUNDS VS. NOLA GOLD May 31, 2025

SEATGEEK STADIUM

7000 South Harlem Avenue

Bridgeview, IL

$ o s

CRAFT SHOW May 31, 2025

Will County Fair Association

Will County Fairgrounds

Peotone, IL

GOSPEL FEST May 31, 2025

Living Grace Church

20100 Lakewood Avenue

Lynwood, IL

c m

ORLAND PARK FOUNDER'S DAY May 31, 2025

Senator John Humphrey House

9830 W. 144th Place

Orland Park, IL

SPRING WINE WALK May 31, 2025

Fox Pointe

18138 Henry Street

Lansing, IL

$ o

WARRIOR RUCK May 31, 2025

22057 South Pfeiffer Road

Frankfort, IL

o s

CHICAGO CORVETTE ROAD DOGS AUTO SHOW May 31, 2025

Ozinga Field

14011 Kenton Avenue

Crestwood, IL

o s

RECORD COLLECTORS SHOW May 31, 2025

Quality Inn - Georgios Banquets Of Orland Park

8800 West 159th Street (Route 6)

Orland Park, IL

$ c d

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