Chiles High School Timberwolves Spring 2025 Schedule
| Time | Away | Home | Location | |||
| Mon, 2/3/25 to Sun, 2/9/25Week 1 | ||||||
| Tuesday, February 4, 2025 | ||||||
| 5:00 pm | Thomas County Central | vs. | Chiles Varsity | Chiles High School | ||
| Mon, 2/10/25 to Sun, 2/16/25Week 2 | ||||||
| Tuesday, February 11, 2025 | ||||||
| 6:00 pm | Chiles Varsity | vs. | Florida High | Florida State University | ||
| Wednesday, February 12, 2025 | ||||||
| 7:00 pm | Chiles Junior Varsity | vs. | Wakulla | |||
| Thursday, February 13, 2025 | ||||||
| 5:00 pm | Chiles Varsity | vs. | Bartram Trail | Bartram Trail High School | ||
| 7:00 pm | Chiles Junior Varsity | vs. | Lincoln | |||
| Saturday, February 15, 2025 | ||||||
| 1:00 pm | Chiles Varsity | vs. | Maclay | Maclay School | ||
| Mon, 2/17/25 to Sun, 2/23/25Week 3 | ||||||
| Tuesday, February 18, 2025 | ||||||
| 6:00 pm | North Florida Christian | vs. | Chiles Varsity | Chiles High School | ||
| Wednesday, February 19, 2025 | ||||||
| 4:30 pm | Florida High | vs. | Chiles Junior Varsity | |||
| Thursday, February 20, 2025 | ||||||
| 4:30 pm | Lowndes County | vs. | Chiles Junior Varsity | |||
| 6:30 pm | Lowndes County | vs. | Chiles Junior Varsity | |||
| Friday, February 21, 2025 | ||||||
| 5:00 pm | Chiles Junior Varsity | vs. | Leon | |||
| 6:00 pm | Maclay | vs. | Chiles Varsity | Chiles High School | ||
| Saturday, February 22, 2025 | ||||||
| 1:00 pm | Chiles Varsity | vs. | Mosley | Mosley High School | ||
| Mon, 2/24/25 to Sun, 3/2/25Week 4 | ||||||
| Tuesday, February 25, 2025 | ||||||
| 5:00 pm | Chiles Varsity | vs. | Lowndes County | Lowndes County High School | ||
| Wednesday, February 26, 2025 | ||||||
| 4:00 pm | Thomas County Central | vs. | Chiles Junior Varsity | |||
| 6:30 pm | Thomas County Central | vs. | Chiles Junior Varsity | |||
| Thursday, February 27, 2025 | ||||||
| 4:30 pm | Cairo | vs. | Chiles Junior Varsity | Chiles High School | ||
| 6:00 pm | Chiles Varsity | vs. | Colquitt County | Colquitt County High School | ||
| Friday, February 28, 2025 | ||||||
| 4:00 pm | Lincoln | vs. | Chiles Junior Varsity | |||
| 6:30 pm | Lincoln | vs. | Chiles Junior Varsity | |||
| Mon, 3/3/25 to Sun, 3/9/25Week 5 | ||||||
| Monday, March 3, 2025 | ||||||
| 4:30 pm | Colquitt County | vs. | Chiles Junior Varsity | |||
| 7:00 pm | Colquitt County | vs. | Chiles Junior Varsity | |||
| Wednesday, March 5, 2025 | ||||||
| 5:00 pm | Chiles Junior Varsity | vs. | Wakulla | |||
| Thursday, March 6, 2025 | ||||||
| 4:30 pm | Chiles Junior Varsity | vs. | Lowndes County | |||
| 6:00 pm | Lincoln | vs. | Chiles Varsity | Chiles High School | ||
| 7:00 pm | Chiles Junior Varsity | vs. | Lowndes County | |||
| Friday, March 7, 2025 | ||||||
| 6:00 pm | Leon | vs. | Chiles Varsity | Chiles High School | ||
| Mon, 3/10/25 to Sun, 3/16/25Week 6 | ||||||
| Tuesday, March 11, 2025 | ||||||
| 6:00 pm | Chiles Varsity | vs. | Suwanee | Suwanee High School | ||
| Wednesday, March 12, 2025 | ||||||
| 4:00 pm | JP2 | vs. | Chiles Varsity | Chiles High School | ||
| Mon, 3/17/25 to Sun, 3/23/25Week 7 | ||||||
| Tuesday, March 18, 2025 | ||||||
| 4:00 pm | Chiles Junior Varsity | vs. | Lincoln | |||
| 5:30 pm | Chiles Varsity | vs. | McMinn Co (TN) | Arnold High School | ||
| 6:30 pm | Chiles Junior Varsity | vs. | Lincoln | |||
| Wednesday, March 19, 2025 | ||||||
| 4:30 pm | Chiles Junior Varsity | vs. | Colquitt County | Colquitt County High School | ||
| 7:00 pm | Chiles Junior Varsity | vs. | Colquitt County | Colquitt County High School | ||
| Thursday, March 20, 2025 | ||||||
| 4:00 pm | Niceville | vs. | Chiles Varsity | Chiles High School | ||
| Friday, March 21, 2025 | ||||||
| 5:00 pm | Leon | vs. | Chiles Junior Varsity | |||
| Saturday, March 22, 2025 | ||||||
| 1:00 pm | Nease | vs. | Chiles Varsity | Chiles High School | ||
| 4:00 pm | Nease | vs. | Chiles Varsity | Chiles High School | ||
| Mon, 3/24/25 to Sun, 3/30/25Week 8 | ||||||
| Wednesday, March 26, 2025 | ||||||
| 4:30 pm | Chiles Junior Varsity | vs. | Thomas County Central | |||
| 6:00 pm | Wakulla | vs. | Chiles Varsity | Chiles High School | ||
| 7:00 pm | Chiles Junior Varsity | vs. | Thomas County Central | |||
| Friday, March 28, 2025 | ||||||
| 4:00 pm | Chiles Junior Varsity | vs. | Menendez | |||
| 6:30 pm | Chiles Varsity | vs. | Menendez | Menendez | ||
| Saturday, March 29, 2025 | ||||||
| 12:00 pm | Chiles Varsity | vs. | Bishop Kenny | Bishop Kenny High School | ||
| 2:30 pm | Chiles Junior Varsity | vs. | Bishop Kenny | |||
| Mon, 3/31/25 to Sun, 4/6/25Week 9 | ||||||
| Monday, March 31, 2025 | ||||||
| 6:00 pm | Chiles Varsity | vs. | South Walton | South Walton HS | ||
| Tuesday, April 1, 2025 | ||||||
| 6:00 pm | Chiles Varsity | vs. | Lincoln | Lincoln High School | ||
| Wednesday, April 2, 2025 | ||||||
| 5:00 pm | Wakulla | vs. | Chiles Junior Varsity | |||
| Thursday, April 3, 2025 | ||||||
| 6:00 pm | Cairo | vs. | Chiles Varsity | Chiles High School | ||
| Saturday, April 5, 2025 | ||||||
| 1:00 pm | Pace | vs. | Chiles Varsity | Chiles High School | ||
| Mon, 4/7/25 to Sun, 4/13/25Week 10 | ||||||
| Tuesday, April 8, 2025 | ||||||
| 6:30 pm | Columbia | vs. | Chiles Varsity | Chiles High School | ||
| Thursday, April 10, 2025 | ||||||
| 4:30 pm | Chiles Varsity | vs. | North Florida Christian | North Florida Christian | ||
