Sports events in Kissimmee

Check out happening sports events all around Kissimmee, FL

157th Silver Spurs Rodeo

 Fri, 05 Jun at 07:30 pm 1875 Silver Spur Ln, Kissimmee, FL, United States, Florida 34744

ILAN All Inclusive 2026

 Sat, 23 May at 04:00 pm Island Grove Winery USD 140

Promenade at Sunset Walk "Memorial 4 Day Weekend" May 22nd - May 25th

 Fri, 22 May at 05:00 pm Promenade at Sunset Walk Free

Sunset Walk Orlando - Kids' 4th of July Family Celebration

 Sat, 04 Jul at 11:00 am Promenade at Sunset Walk Free

Medieval Times: Educational Field Trip & Unit Study

Tue, 12 May at 10:30 am Medieval Times Dinner & Tournament - Orlando

Orlando City B vs. Columbus Crew 2

 Sat, 27 Jun at 07:00 pm Osceola County Stadium At Osceola Heritage Park

Spartan Combat Nationals / FAWA State Championships - Both Days

 Sat, 30 May at 07:30 am Events Center at Osceola Heritage Park

Spartan Combat Nationals / FAWA State Championships - Saturday

 Sat, 30 May at 07:30 am Events Center at Osceola Heritage Park

Major League Pickleball

 Thu, 30 Jul at 07:30 am ESPN Wide World of Sports - State Farm Field House

Columbus Crew 2 at Orlando City B at Osceola County Stadium at Osceola Heritage Park

 Sun, 28 Jun at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Orlando City B vs. Inter Miami CF II

 Sun, 24 May at 07:00 pm Osceola County Stadium

Orlando City B vs. Crown Legacy FC

 Sun, 03 May at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Orlando City B vs. Inter Miami CF II

 Sun, 24 May at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Spartan Combat Nationals / FAWA State Championships - Saturday

 Sat, 30 May at 12:00 am Events Center at Osceola Heritage Park

Philadelphia Union II at Orlando City B

 Sun, 21 Jun at 11:00 pm Osceola County Stadium

Atlanta United 2 at Orlando City B

 Sun, 20 Sep at 06:00 pm Osceola County Stadium

Orlando City B vs. Philadelphia Union II

 Sat, 20 Jun at 07:00 pm Osceola County Stadium At Osceola Heritage Park

FUJI BJJ Orlando Spring Championship

 Sat, 23 May at 08:00 am Kissimmee Middle School

Inter Miami CF II at Orlando City B

 Sun, 22 Mar at 11:00 pm Osceola County Stadium

Orlando City B vs. Inter Miami II

 Sat, 23 May at 07:00 pm Osceola County Stadium At Osceola Heritage Park

Philadelphia Union II at Orlando City B at Osceola County Stadium at Osceola Heritage Park

 Sun, 21 Jun at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Spartan Combat Nationals / FAWA State Championships - Sunday

 Sun, 31 May at 12:00 am Events Center at Osceola Heritage Park

TRIB3 3LITE x Champions Lab - MEGA Prospect Camp

 Sat, 23 May at 07:30 am Poinciana High School USD 82 to 109

The Adjutant General's Leadership Summit

 Thu, 28 May at 12:00 am Embassy Suites by Hilton Orlando Lake Buena Vista South

Orlando City B vs. Carolina Core FC

 Sat, 06 Jun at 07:00 pm Osceola County Stadium At Osceola Heritage Park

Columbus Crew 2 at Orlando City B

 Sun, 28 Jun at 11:00 pm Osceola County Stadium

Orlando City B vs. Philadelphia Union II

 Sun, 21 Jun at 07:00 pm Osceola County Stadium

Carolina Core FC at Orlando City B

 Sun, 07 Jun at 11:00 pm Osceola County Stadium

Crown Legacy FC at Orlando City B

 Sun, 03 May at 11:00 pm Osceola County Stadium

Chattanooga FC at Orlando City B

 Wed, 19 Aug at 11:00 pm Osceola County Stadium

Coastal Championship Wrestling at Sun on the Beach

 Fri, 10 Apr at 08:00 pm Sun on the Beach

ESPORTS TOURNAMENT

 Fri, 15 May at 05:00 pm Fortune Road Athletic Complex Free

TEEN KICKBACK LOUNGE

 Fri, 01 May at 06:00 pm Kissimmee City Chambers Park Community Center Free

Singles WEEKEND FISHING KICKBACK

 Fri, 12 Jun at 09:00 am Kissimmee Lakefront Park USD 226 to 376

Orlando City B vs. Carolina Core FC

 Sun, 07 Jun at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Huntsville City FC at Orlando City B at Osceola County Stadium at Osceola Heritage Park

 Sun, 26 Jul at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Orlando City B vs. Huntsville City FC

 Sat, 25 Jul at 07:00 pm Osceola County Stadium At Osceola Heritage Park

FOOTBALL FRIENDS 7V7

 Wed, 06 May at 06:00 pm Kissimmee City Chambers Park Community Center Free

Orlando City B vs. Chattanooga FC

 Wed, 19 Aug at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Orlando City B vs. Crown Legacy FC

 Sun, 30 Aug at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Orlando City B vs. Toronto FC II

 Sun, 13 Sep at 07:00 pm Osceola County Stadium at Osceola Heritage Park

USA Boxing Regional Amateur Tournament Powered By Sugar Bert Boxing

 Fri, 22 May at 12:00 pm Wyndham Orlando Resort & Conference Center USD 34 to 55

Extreme Dwarfanator Wrestling

 Sat, 16 May at 07:00 pm Krush Brau Park

Toronto FC II at Orlando City B

 Sun, 13 Sep at 11:00 pm Osceola County Stadium

CCW Ultimate Wrestling at Sun on the Beach

 Fri, 10 Jul Sun on the Beach

Orlando City B vs. Crown Legacy FC

 Sat, 02 May at 07:00 pm Osceola County Stadium At Osceola Heritage Park

Crown Legacy FC at Orlando City B at Osceola County Stadium at Osceola Heritage Park

 Sun, 03 May at 07:00 pm Osceola County Stadium at Osceola Heritage Park

Orlando City B vs. Atlanta United 2

 Sun, 20 Sep at 02:00 pm Osceola County Stadium at Osceola Heritage Park

Carolina Core FC at Orlando City B at Osceola County Stadium at Osceola Heritage Park

 Sun, 19 Apr at 07:00 pm Osceola County Stadium at Osceola Heritage Park

2026 Florida NBHA State Championship

 Tue, 16 Jun at 03:00 pm Osceola Heritage Park

Parking The Party Animals at Loco Beach Coconuts

 Fri, 29 May at 07:30 am The Stadium at the ESPN Wide World of Sports at Disney

25-26 Track and Field Banquet

 Wed, 27 May at 05:00 pm Osceola High School Free

OPEN PICKLEBALL

 Tue, 21 Apr at 07:30 am Oak Street Park Community Center, North Palm Avenue, Kissimmee, FL, USA Free

Major League Pickleball

 Thu, 30 Jul at 12:00 am ESPN Wide World of Sports State Farm Field House

Inter Miami CF II at Orlando City B at Osceola County Stadium at Osceola Heritage Park

 Sun, 24 May at 07:00 pm Osceola County Stadium at Osceola Heritage Park

MIDNITE BASKETBALL

 Fri, 04 Apr at 06:00 pm Kissimmee City Chambers Park Community Center Free