Template:SeasonBySeason HellmouthIICup MILF
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- In Hellmouth II/Season 2 the Milwaukee Flamingos were the #4 seed in the Hot League.
- They lost the Hot League Division Series to the Jersey OSHA Violations 1-3.
- In Hellmouth II/Season 3 the Milwaukee Flamingos were the #1 seed in the Hot League.
- They defeated the Alewife Arsonists 3-1 in the Hot League Division Series.
- They lost the Hot League Championship Series to the Fargo Flea Flickers 3-4.
- In Hellmouth II/Season 7 the Milwaukee Flamingos were the #4 seed in the Hot League.
- They defeated the Jersey OSHA Violations 3-2 in the Hot League Division Series.
- They clinched the pennant by defeating the San Francisco Boat Shoes 4-3 in the Hot League Championship Series.
- They lost the Hellmouth II Cup Series to the Albuquerque Solarpunks , 1-4.
- In Hellmouth II/Season 9 the Milwaukee Flamingos were the #1 seed in the Hot League.
- They were swept in the Hot League Division Series by the Alewife Arsonists .
- In Hellmouth II/Season 12 the Milwaukee Flamingos were the #2 seed in the Hot League.
- They lost the Hot League Division Series to the Vegas Vampires 2-3.
- In Hellmouth II/Season 14 the Milwaukee Flamingos were the #3 seed in the Hot League.
- They swept the Detroit Grape Chews 3-0 in the Hot League Division Series.
- They lost the Hot League Championship Series to the Delaware Corporate Shells 2-4.
- In Hellmouth II/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 1-3.
- In Hellmouth II/Season 17 the Milwaukee Flamingos were the #2 seed in the Hot League.
- They lost the Hot League Division Series to the San Francisco Boat Shoes 2-3.
- In Hellmouth II/Season 21 the Milwaukee Flamingos were the #4 seed in the Hot League.
- They were swept in the Hot League Division Series by the Fargo Flea Flickers .
- In Hellmouth II/Season 24 the Milwaukee Flamingos were the #3 seed in the Hot League.
- They were swept in the Hot League Division Series by the Sugar Grove Eavesdroppers .