| Tuesday, May 21 |
| 9u (Major Division) |
| Olney Pirates (8u) @ Burtonsville Storm | 5:30pm | Columbia Park #3 |
| Damascus Cougars @ Olney Buccaneers | 5:30pm | Olney Manor Park #2 |
| 10u (Rookie Division) |
| Rockville Rockets @ BCC Big Train | 5:30pm | Cabin John Regional Park # 2 |
| Frederick Hustlers @ Diamond Skills Dodgers | 5:30pm | Damascus Regional Park #4 |
| Olney Pirates @ Urbana Hawks | 5:30pm | Urbana District Park # 4 |
| 11u (Pee Wee Division) A League |
| Germantown Hawks @ Burtonsville Storm | 5:30pm | Columbia Park #2 |
| Damascus Cougars @ Frederick Hustlers | 5:30pm | Yellow Springs ES #1 |
| 11u (Pee Wee Division) B League |
| Rockville Rockets @ Sandy Spring Falcons | 5:30pm | Wheaton Regional Park # 2 |
| 12u (Pony Division) A League |
| Olney Pirates @ BCC Big Train | 5:30pm | Ridge Road #2 |
| Frederick Hustlers @ HCYP Raiders | 6:00pm | Kiwanis Wallis Park #1 |
| BCC Bombers @ Olney Buccaneers | 8:00pm | Wheaton Regional Park # 2 |
| 12u (Pony Division) B/C League |
| KOA Sports East @ Damascus Cougars | 5:30pm | Damascus Regional Park #2 |
| 13u/14u (Midget/Intermediate Division) A League |
| Frederick Rangers (14u) @ Maryland Cardinals (13u) | 5:30pm | Century High School |
| Germantown Hawks (14u) @ Olney Pirates (13u) | 5:30pm | Olney Manor Park #1 |
| Olney Pirates (14u) @ Germantown Hawks (13u) | 5:30pm | Ridge Road #1 |
| Lake Shore Graysox (13u) @ Maryland Warriors (14u) | 8:00pm | Wheaton Regional Park # 1 |
| 13u/14u (Midget/Intermediate Division) B League |
| Poolesville Baseball (13u) @ Burtonsville Storm (13u) | 5:30pm | Briggs Chaney Middle School # 3 |
| Olney Buccaneers (14u) @ Rockville Rockets (14u) | 5:30pm | Wheaton Regional Park # 6 |
| Wednesday, May 22 |
| 9u (Major Division) |
| LOUYAA Bears @ Damascus Cougars | 5:30pm | Damascus Regional Park #3 |
| Olney Buccaneers @ Clarksburg Keys | 5:30pm | Hoyles Mill Park |
| BCC Big Train @ Olney Pirates | 5:30pm | Olney Manor Park #2 |
| 10u (Rookie Division) |
| Frederick Hustlers @ Damascus Cougars | 5:30pm | Ovid Hazen Wells Park # 3 |
| 11u (Pee Wee Division) A League |
| BCC Hurricanes @ Olney Pirates | 5:30pm | Wheaton Regional Park # 2 |
| Olney Pirates @ BCC Hurricanes | 8:00pm | Wheaton Regional Park # 2 |
| 12u (Pony Division) B/C League |
| Mt. Airy Bulldogs @ Burtonsville Bandits | 5:30pm | Columbia Park #1 |
| KOA Sports West @ Cobras | 5:30pm | Damascus Regional Park #2 |
| Olney All-Stars @ Rockville Rockets | 5:30pm | Woodley Gardens |
| 13u/14u (Midget/Intermediate Division) A League |
| Germantown Hawks (14u) @ Germantown Hawks (13u) | 8:00pm | Olney Manor Park #1 |
| 13u/14u (Midget/Intermediate Division) B League |
| Burtonsville Storm (13u) @ Express Baseball (14u) | 5:30pm | Briggs Chaney Middle School # 3 |
| Olney Buccaneers (13u) @ Damascus Cougars (13u) | 5:30pm | Damascus Regional Park #1 |
| Urbana Hawks (13u) @ Olney Buccaneers (14u) | 8:00pm | Ridge Road #1 |
| Thursday, May 23 |
| 10u (Rookie Division) |
| Olney Buccaneers @ Damascus Cougars | 5:30pm | Damascus Regional Park #3 |
| Diamond Skills Dodgers @ Urbana Hawks | 5:30pm | Urbana Community Park # 3 |
| 11u (Pee Wee Division) A League |
| Frederick Hustlers @ Olney Buccaneers | 5:30pm | Damascus Regional Park #4 |
| 12u (Pony Division) B/C League |
| Burtonsville Storm @ Urbana Hawks | 5:30pm | Damascus Regional Park #2 |
| Win Within Tribe @ Olney All-Stars | 5:30pm | Wheaton Regional Park # 3 |
| 13u/14u (Midget/Intermediate Division) A League |
| Germantown Hawks (13u) @ Olney Pirates (14u) | 5:30pm | OBGC Community Park #1 |
| Maryland Cardinals (13u) @ Frederick Rangers (14u) | 5:30pm | Ridge Road #1 |
| 13u/14u (Midget/Intermediate Division) B League |
| Rockville Rockets (14u) @ Express Baseball (14u) | 5:30pm | Olney Manor Park #1 |
| Tuesday, May 28 |
| 9u (Major Division) |
| Olney Buccaneers @ Burtonsville Storm | 5:30pm | Columbia Park #3 |
| 10u (Rookie Division) |
| Diamond Skills Dodgers @ BCC Big Train | 5:30pm | Cabin John Regional Park # 2 |
| Olney Pirates @ Rockville Rockets | 5:30pm | Olney Manor Park #2 |
| Olney Buccaneers @ Urbana Hawks | 5:30pm | Urbana District Park # 4 |
| 11u (Pee Wee Division) A League |
| Olney Pirates @ Germantown Hawks | 5:30pm | Ridge Road #2 |
| Olney Buccaneers @ BCC Hurricanes | 5:30pm | Wheaton Regional Park # 2 |
| UMAC Attack @ Frederick Hustlers | 5:30pm | Yellow Springs ES #1 |
| 11u (Pee Wee Division) B League |
| Clarksburg Keys @ Sandy Spring Falcons | 5:30pm | Damascus Regional Park #4 |
| 12u (Pony Division) A League |
| BCC Big Train @ Olney Buccaneers | 8:00pm | Wheaton Regional Park # 2 |
| 12u (Pony Division) B/C League |
| Burtonsville Storm @ KOA Sports West | 5:30pm | Columbia Park #1 |
| Urbana Hawks @ Olney All-Stars | 5:30pm | Damascus Regional Park #2 |
| 13u/14u (Midget/Intermediate Division) A League |
| Damascus Cougars (13u) @ Maryland Cardinals (13u) | 5:30pm | Century High School |
| Lake Shore Graysox (13u) @ Germantown Hawks (13u) | 8:00pm | Wheaton Regional Park # 1 |
| 13u/14u (Midget/Intermediate Division) B League |
| Damascus Cougars (13u) @ Maryland Cardinals (13u) | 5:30pm | Century High School |
| Olney Buccaneers (13u) @ Express Baseball (14u) | 5:30pm | Olney Manor Park #1 |
| Wednesday, May 29 |
| 9u (Major Division) |
| LOUYAA Bears @ Clarksburg Keys | 5:30pm | Hoyles Mill Park |
| Olney Pirates (8u) @ Olney Pirates | 5:30pm | Olney Manor Park #2 |
| 11u (Pee Wee Division) A League |
| Burtonsville Storm @ Damascus Cougars | 5:30pm | Damascus Regional Park #3 |
| Olney Pirates @ Olney Buccaneers | 8:00pm | Wheaton Regional Park # 2 |
| 12u (Pony Division) A League |
| Olney Pirates @ HCYP Raiders | 6:00pm | Kiwanis Wallis Park #1 |
| BCC Bombers @ Frederick Hustlers | 6:00pm | Yellow Springs ES #1 |
| 12u (Pony Division) B/C League |
| Burtonsville Bandits @ LOUYAA Lightning | 5:30pm | Damascus Regional Park #2 |
| Cobras @ KOA Sports East | 5:30pm | Wheaton Regional Park # 2 |
| 13u/14u (Midget/Intermediate Division) A League |
| Burtonsville Storm (13u) @ Olney Pirates (13u) | 5:30pm | Olney Manor Park #1 |
| Poolesville Baseball (13u) @ Germantown Hawks (13u) | 5:30pm | Ridge Road #1 |
| 13u/14u (Midget/Intermediate Division) B League |
| Burtonsville Storm (13u) @ Olney Pirates (13u) | 5:30pm | Olney Manor Park #1 |
| Poolesville Baseball (13u) @ Germantown Hawks (13u) | 5:30pm | Ridge Road #1 |
| Thursday, May 30 |
| 9u (Major Division) |
| Damascus Cougars @ BCC Big Train | 5:30pm | Cabin John Regional Park # 6 |
| 10u (Rookie Division) |
| Frederick Hustlers @ Damascus Cougars | 5:30pm | Damascus Regional Park #3 |
| 11u (Pee Wee Division) B League |
| KOA Sports East @ Rockville Rockets | 5:30pm | Wheaton Regional Park # 3 |
| 12u (Pony Division) B/C League |
| Damascus Cougars @ Germantown Hawks | 5:30pm | Damascus Regional Park #4 |
| Friday, May 31 |
| 9u (Major Division) |
| Olney Pirates (8u) @ Damascus Cougars | 5:30pm | Ridge Road #2 |
| 11u (Pee Wee Division) B League |
| KOA Sports West @ Olney All-Stars | 5:30pm | Wheaton Regional Park # 2 |
| KOA Sports West @ Olney All-Stars | 8:00pm | Wheaton Regional Park # 2 |
| Saturday, Jun 1 |
| 9u (Major Division) |
| Burtonsville Storm @ Clarksburg Keys | 12:00pm | Ridge Road #2 |
| Olney Pirates (8u) @ LOUYAA Bears | 1:30pm | Utica Park #5 |
| 10u (Rookie Division) |
| Damascus Cougars @ BCC Big Train | 9:00am | Cabin John Regional Park # 2 |
| Frederick Hustlers @ Rockville Rockets | 10:00am | Welsh Park # 2 |
| 11u (Pee Wee Division) B League |
| Clarksburg Keys @ Sandy Spring Falcons | 9:00am | Arora Hills Park #2 |
| Sandy Spring Falcons @ Clarksburg Keys | 11:30am | Arora Hills Park #2 |
| 12u (Pony Division) B/C League |
| Olney All-Stars @ Damascus Cougars | 9:30am | Damascus Regional Park #2 |
| Win Within Tribe @ Burtonsville Bandits | 10:00am | Columbia Park #1 |
| BCC Big Train @ Germantown Hawks | 11:30am | Cabin John Regional Park # 2 |
| LOUYAA Lightning @ KOA Sports East | 11:30am | Cabin John Regional Park # 3 |
| Urbana Hawks @ Burtonsville Storm | 1:00pm | Columbia Park #1 |
| Mt. Airy Bulldogs @ KOA Sports West | 2:00pm | Cabin John Regional Park # 3 |
| 13u/14u (Midget/Intermediate Division) A League |
| Maryland Cardinals (13u) @ Burtonsville Storm (13u) | 1:00pm | Briggs Chaney Middle School # 3 |
| Damascus Cougars (13u) @ Lake Shore Graysox (13u) | 1:00pm | Lake Shore Park |
| Olney Buccaneers (13u) @ Germantown Hawks (13u) | 5:30pm | Olney Manor Park #1 |
| 13u/14u (Midget/Intermediate Division) B League |
| Maryland Cardinals (13u) @ Burtonsville Storm (13u) | 1:00pm | Briggs Chaney Middle School # 3 |
| Damascus Cougars (13u) @ Lake Shore Graysox (13u) | 1:00pm | Lake Shore Park |
| Olney Buccaneers (13u) @ Germantown Hawks (13u) | 5:30pm | Olney Manor Park #1 |
| Sunday, Jun 2 |
| 9u (Major Division) |
| LOUYAA Bears @ Burtonsville Storm | 1:00pm | Columbia Park #3 |
| 10u (Rookie Division) |
| Olney Buccaneers @ Olney Pirates | 9:30am | OBGC Community Park #3 |
| BCC Big Train @ Diamond Skills Dodgers | 12:00pm | Olney Manor Park #2 |
| 11u (Pee Wee Division) A League |
| Germantown Hawks @ UMAC Attack | 12:00pm | Taylor Park |
| BCC Hurricanes @ Damascus Cougars | 2:00pm | Ridge Road #2 |
| UMAC Attack @ Germantown Hawks | 3:00pm | Taylor Park |
| Damascus Cougars @ BCC Hurricanes | 4:30pm | Ridge Road #2 |
| 11u (Pee Wee Division) B League |
| KOA Sports East @ Rockville Rockets | 4:30pm | Wheaton Regional Park # 3 |
| Rockville Rockets @ KOA Sports East | 7:00pm | Wheaton Regional Park # 3 |
| 12u (Pony Division) B/C League |
| KOA Sports West @ Burtonsville Bandits | 9:30am | Columbia Park #1 |
| Urbana Hawks @ Olney All-Stars | 9:30am | OBGC Community Park #4 |
| Olney Buccaneers @ Damascus Cougars | 9:30am | OBGC Community Park #5 |
| KOA Sports West @ Burtonsville Bandits | 12:00pm | Columbia Park #1 |
| Mt. Airy Bulldogs @ Cobras | 2:00pm | Mount Airy Carnival Grounds |
| Rockville Rockets @ Burtonsville Storm | 3:00pm | Columbia Park #1 |
| LOUYAA Lightning @ Win Within Tribe | 4:00pm | Utica Park #4 |
| Win Within Tribe @ LOUYAA Lightning | 5:00pm | Utica Park #4 |
| 13u/14u (Midget/Intermediate Division) A League |
| Maryland Cardinals (13u) @ Poolesville Baseball (13u) | 12:00pm | Poolesville High School |
| Lake Shore Graysox (13u) @ Urbana Hawks (13u) | 12:00pm | Urbana HS |
| Olney Pirates (13u) @ Olney Buccaneers (13u) | 5:00pm | OBGC Community Park #1 |
| 13u/14u (Midget/Intermediate Division) B League |
| Damascus Cougars (13u) @ Urbana Hawks (13u) | 11:30am | Urbana HS |
| Maryland Cardinals (13u) @ Poolesville Baseball (13u) | 12:00pm | Poolesville High School |
| Lake Shore Graysox (13u) @ Urbana Hawks (13u) | 12:00pm | Urbana HS |
| Olney Pirates (13u) @ Olney Buccaneers (13u) | 5:00pm | OBGC Community Park #1 |
| Monday, Jun 3 |
| 12u (Pony Division) A League |
| Olney Buccaneers @ BCC Big Train | 5:30pm | Cabin John Regional Park # 2 |
| 13u/14u (Midget/Intermediate Division) A League |
| Olney Pirates (13u) @ Maryland Cardinals (13u) | 4:45pm | OBGC Community Park #1 |
| Maryland Cardinals (13u) @ Olney Pirates (13u) | 5:30pm | OBGC Community Park #1 |