| Mon, 7/29/24 to Sun, 8/4/24Week 1 |
| Monday, July 29, 2024 |
| —:— — | 2025 Tournament Sign up Begins! Let's Go! | |
| Mon, 6/16/25 to Sun, 6/22/25Week 2 |
| Monday, June 16, 2025 |
| —:— — | Legends of the Summer Final Schedule Release | |
| Thursday, June 19, 2025 |
| —:— — | Legends of Summer Tourney Begins! | |
| Mon, 6/23/25 to Sun, 6/29/25Week 3 |
| Tuesday, June 24, 2025 |
| —:— — | NorthsideSlam/Diamond Wars Final Schedule Release | |
| Thursday, June 26, 2025 |
| —:— — | Northside Slam & Diamond Wars Tourney Begins! | |
| Mon, 7/7/25 to Sun, 7/13/25Week 4 |
| Tuesday, July 8, 2025 |
| —:— — | BlueMonster Smackdown Final Schedule Release | |
| Thursday, July 10, 2025 |
| —:— — | Lakeside Challenge & Blue Monster Smackdown Begins | |
| Sunday, July 13, 2025 |
| 9:00 am | LZ 360 Bison Travelino 15U | | vs. | CC Baseball Showcase 15U | | Evanston Baseball Stadium #1 |
| Mon, 7/14/25 to Sun, 7/20/25Week 5 |
| Tuesday, July 15, 2025 |
| —:— — | SavageShowdown/BattleSandlot FinalSchedule Release | |
| Thursday, July 17, 2025 |
| —:— — | Savage Showdown, Battle of the Sandlot! | |
| 1:45 pm | Dunham Bulls 16U | 10W | vs. | Top Tier North Navy 16U | 7L | Evanston Baseball Field #2 |
| 1:45 pm | Windy City Friedrich 16U | 4L | vs. | Chicago Warriors Gold 16U | 6W | Evanston Baseball Stadium #1 |
| 3:45 pm | Windy City White 16U | 2L | vs. | Top Tier North White 16U | 4W | Evanston Baseball Field #2 |
| 3:45 pm | FP Vipers 16U | 8W | vs. | Chicago Warriors Black 16U | 2L | Evanston Baseball Stadium #1 |
| 5:45 pm | FP Vipers 16U | 2W | vs. | Windy City White 16U | 1L | Evanston Baseball Field #2 |
| 5:45 pm | Chicago Warriors White 16U | 0L | vs. | Windy City Martinez 16U | 10W | Evanston Baseball Stadium #1 |
| Friday, July 18, 2025 |
| 9:45 am | LZ 360 Bison Travelino 15U | 2T | vs. | Windy City Martinez 16U | 2T | Evanston Baseball Field #2 |
| 9:45 am | Screw City Generals 15U | 1L | vs. | CC Baseball Showcase 15U | 8W | Evanston Baseball Stadium #1 |
| 11:45 am | LZ 360 Bison Travelino 15U | 7W | vs. | Screw City Generals 15U | 2L | Evanston Baseball Stadium #1 |
| 1:45 pm | Chicago Warriors Black 16U | 8T | vs. | CC Baseball Showcase 15U | 8T | Evanston Baseball Field #2 |
| 1:45 pm | Chicago Warriors Gold 16U | 1L | vs. | Dunham Bulls 16U | 6W | Evanston Baseball Stadium #1 |
| 3:45 pm | Chicago Warriors White 16U | 0L | vs. | Warrenville Cyclones 16U | 10W | Evanston Baseball Field #2 |
| 3:45 pm | Chicago Warriors Black 16U | 4W | vs. | Top Tier North White 16U | 1L | Evanston Baseball Stadium #1 |
| 5:45 pm | Windy City Martinez 16U | 16W | vs. | Northern Illinois Stampede 16U | 2L | Evanston Baseball Field #2 |
| 5:45 pm | Windy City Friedrich 16U | 2L | vs. | Top Tier North Navy 16U | 7W | Evanston Baseball Stadium #1 |
| Saturday, July 19, 2025 |
| 9:00 am | Chicago Warriors Black 16U | 0L | vs. | Windy City White 16U | 9W | Evanston Baseball Stadium #1 |
| Sunday, July 20, 2025 |
| 9:00 am | Screw City Generals 15U | 6W | vs. | Chicago Warriors White 16U | 0L | Evanston Baseball Field #2 |
| 9:00 am | LZ 360 Bison Travelino 15U | 4L | vs. | CC Baseball Showcase 15U | 6W | Evanston Baseball Stadium #1 |
| 11:00 am | FP Vipers 16U | 3L | vs. | Top Tier North White 16U | 5W | Evanston Baseball Field #2 |
| 11:00 am | Chicago Warriors Gold 16U | 5L | vs. | Top Tier North Navy 16U | 11W | Evanston Baseball Stadium #1 |
| 1:00 pm | Dunham Bulls 16U | 5W | vs. | Windy City Friedrich 16U | 1L | Evanston Baseball Field #2 |
| 1:00 pm | Warrenville Cyclones 16U | 8W | vs. | Northern Illinois Stampede 16U | 3L | Evanston Baseball Stadium #1 |
| 3:00 pm | Northern Illinois Stampede 16U | | vs. | Chicago Warriors White 16U | | Evanston Baseball Field #2 |
| 3:00 pm | Windy City Martinez 16U | | vs. | Warrenville Cyclones 16U | | Evanston Baseball Stadium #1 |
| 5:00 pm | Top Tier North White 16U | | vs. | CC Baseball Showcase 15U | | Evanston Baseball Field #2 |
| 5:00 pm | Dunham Bulls 16U | | vs. | #1 Seed vs #2 Seed- Will Play for Champ | | Evanston Baseball Stadium #1 |
| Mon, 9/15/25 to Sun, 9/21/25Week 6 |
| Monday, September 15, 2025 |
| —:— — | 2026 Tournament Signup Begins! | |
| Mon, 6/8/26 to Sun, 6/14/26Week 7 |
| Thursday, June 11, 2026 |
| —:— — | 15U Legends of the Summer Tourney Begins! | Evanston Baseball Stadium #1 |
| Mon, 6/15/26 to Sun, 6/21/26Week 8 |
| Thursday, June 18, 2026 |
| —:— — | 17/18U Diamond Wars Begins! | Evanston Baseball Stadium #1 |
| Mon, 6/22/26 to Sun, 6/28/26Week 9 |
| Thursday, June 25, 2026 |
| —:— — | 16U Northside Slam Tourney Begins! | Kerry Wood |
| Mon, 7/6/26 to Sun, 7/12/26Week 10 |
| Thursday, July 9, 2026 |
| —:— — | 7/9 Blue Monster Smackdown Begins! | Evanston Baseball Stadium #1 |
| Mon, 7/13/26 to Sun, 7/19/26Week 11 |
| Thursday, July 16, 2026 |
| —:— — | 16U Savage Showdown Begins! | Evanston Baseball Stadium #1 |
| —:— — | 17/18U Battle of the Sandlot Begins! | Evanston Baseball Stadium #1 |
