Template:SeasonBySeason HellmouthCup MILF

In Season 2 the Milwaukee Flamingos were the #4 seed in the Hot League.
- They defeated the Alewife Arsonists 3-2 in the Hot League Division Series.
- They lost the Hot League Championship Series to the Orlando Business Majors 2-3.
In Season 3 the Milwaukee Flamingos did not reach the postseason.
- They narrowly missed the postseason by losing the tiebreaker to the Orlando Business Majors .
In Season 5 the Milwaukee Flamingos were the #1 seed in the Hot League.
- They defeated the Detroit Grape Chews 3-2 in the Hot League Division Series.
- They clinched the pennant by sweeping the Sacramento Boot Lickers 3-0 in the Hot League Championship Series.
- They lost the Hellmouth Cup Series to the Elko Astronauts , 2-4.
In Season 7 the Milwaukee Flamingos were the #4 seed in the Hot League.
- They were swept in the Hot League Division Series by the Alewife Arsonists .
In Season 8 the Milwaukee Flamingos were the #4 seed in the Hot League.
- They lost the Hot League Division Series to the Detroit Grape Chews 2-3.
In Season 9 the Milwaukee Flamingos were the #3 seed in the Hot League.
- They defeated the Alewife Arsonists 3-1 in the Hot League Division Series.
- They clinched the pennant by defeating the Orlando Business Majors 3-2 in the Hot League Championship Series.
- They became Hellmouth Cup champions by defeating the Tucson Butchers 4-1.
In Season 10 the Milwaukee Flamingos were the #4 seed in the Hot League.
- They swept the Delaware Corporate Shells 3-0 in the Hot League Division Series.
- They clinched the pennant by defeating the San Francisco Boat Shoes 3-2 in the Hot League Championship Series.
- They became Hellmouth Cup champions by defeating the Tucson Butchers 4-3.
In Season 11 the Milwaukee Flamingos did not reach the postseason.
- They were the first Hot League team to be eliminated from the postseason (Partytime) on day 45.
- They finished in last place in the Hot League.
In Season 13 the Milwaukee Flamingos were the #2 seed in the Hot League.
- They swept the Alewife Arsonists 3-0 in the Hot League Division Series.
- They clinched the pennant by sweeping the San Francisco Boat Shoes 3-0 in the Hot League Championship Series.
- They became Hellmouth Cup champions by defeating the Elko Astronauts 4-2.
In Season 15 the Milwaukee Flamingos were the #1 seed in the Hot League.
- They lost the Hot League Division Series to the Detroit Grape Chews 2-3.
In Season 16 the Milwaukee Flamingos did not reach the postseason.
- They finished in last place in the Hot League.
In Season 18 the Milwaukee Flamingos did not reach the postseason.
- They were the first Hot League team to be eliminated from the postseason (Partytime) on day 44.
- They finished in last place in the Hot League.
In Season 19 the Milwaukee Flamingos did not reach the postseason.
- They were the first Hot League team to be eliminated from the postseason (Partytime) on day 44.
- They finished in last place in the Hot League.
In Season 20 the Milwaukee Flamingos did not reach the postseason.
- They were the first Hot League team to be eliminated from the postseason (Partytime) on day 41.
- They finished in last place in the Hot League.
In Season 21 the Milwaukee Flamingos were the #1 seed in the Hot League.
- They defeated the Albuquerque Solarpunks 3-2 in the Hot League Division Series.
- They lost the Hot League Championship Series to the Sacramento Boot Lickers 2-3.
In Season 24 the Milwaukee Flamingos did not reach the postseason.
- They narrowly missed the postseason by losing the tiebreaker to the Delaware Corporate Shells .