Template:SeasonBySeason HellmouthIVCup MILF

In Hellmouth IV/Season 1 the Milwaukee Flamingos were the #4 seed in the Hot League.
- They lost the Hot League Division Series to the Fargo Flea Flickers 2-3.
In Hellmouth IV/Season 2 the Milwaukee Flamingos were the #4 seed in the Hot League.
- They defeated the San Francisco Boat Shoes 3-2 in the Hot League Division Series.
- They clinched the pennant by defeating the Detroit Grape Chews 4-2 in the Hot League Championship Series.
- They became Hellmouth IV Cup champions by defeating the Salt Lake Turbulence 4-1.
In Hellmouth IV/Season 3 the Milwaukee Flamingos did not reach the postseason.
- They narrowly missed the postseason by losing the tiebreaker to the Alewife Arsonists .
In Hellmouth IV/Season 4 the Milwaukee Flamingos were the #4 seed in the Hot League.
- They defeated the Vegas Vampires 3-2 in the Hot League Division Series.
- They were swept in the Hot League Championship Series by the Delaware Corporate Shells .
In Hellmouth IV/Season 6 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 Hellmouth IV/Season 7 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.
In Hellmouth IV/Season 10 the Milwaukee Flamingos did not reach the postseason.
- They narrowly missed the postseason by losing the tiebreaker to the Sugar Grove Eavesdroppers .
In Hellmouth IV/Season 11 the Milwaukee Flamingos were the #2 seed in the Hot League.
- They lost the Hot League Division Series to the Jersey OSHA Violations 1-3.
In Hellmouth IV/Season 15 the Milwaukee Flamingos were the #1 seed in the Hot League.
- They defeated the Boylston Boogers 3-1 in the Hot League Division Series.
- They clinched the pennant by defeating the Detroit Grape Chews 4-2 in the Hot League Championship Series.
- They were swept in the Hellmouth IV Cup Series by the Albuquerque Solarpunks .
In Hellmouth IV/Season 16 the Milwaukee Flamingos did not reach the postseason.
- They were the first Hot League team to be eliminated from the postseason (Partytime) on day 43.
- They finished in last place in the Hot League.
In Hellmouth IV/Season 17 the Milwaukee Flamingos were the #1 seed in the Hot League.
- They lost the Hot League Division Series to the Boylston Boogers 1-3.
In Hellmouth IV/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 46.
- They finished in last place in the Hot League.
In Hellmouth IV/Season 23 the Milwaukee Flamingos did not reach the postseason.
- They were the first Hot League team to be eliminated from the postseason (Partytime) on day 46.