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 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 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 .