The Pirates first season proved to be their most successful one, as they won the Calder Cup with a 43–27–10 record. Their next season they had 104 points, but were upset in the 1st round of the playoffs. In the 1995–96 season they again reached the Calder Cup Finals despite a subpar record of 32–34–10, but lost to the Rochester Americans.
Since then, it has been a roller coaster ride for the Pirates. Despite an excellent 100 point season, they were eliminated from the playoffs in the first round in 1999–2000.
For the first four seasons, they were coached by current Nashville Predators head coach Barry Trotz. They played host to the AHL All-Star Classic in 2003.
In the 2006 AHL playoffs, the Pirates went for a thrilling playoff run, only to be defeated by the eventual Calder Cup-winning Hershey Bears in a dramatic seven-game series.
In 2005 the Pirates announced a five year lease extension at the Cumberland County Civic Center, ending speculation that the team might relocate. The Pirates also signed a three year affiliation agreement with the Anaheim Mighty Ducks in 2005, but the Ducks announced on June 3, 2008, that they were affiliating with the Iowa Stars instead of renewing the agreement.
On August 5, 2008, the team announced that Kevin Dineen has been retained as head coach.The market was previously home to:
| Season | Games | Won | Lost | Tied | OTL | SOL | Points | Goals for | Goals against | Standing |
|---|---|---|---|---|---|---|---|---|---|---|
| 1993–94 | 80 | 43 | 27 | 10 | 0 | — | 96 | 328 | 269 | 2nd, North |
| 1994–95 | 80 | 46 | 22 | 12 | 0 | — | 104 | 333 | 233 | 2nd, North |
| 1995–96 | 80 | 32 | 34 | 10 | 4 | — | 78 | 282 | 283 | 3rd, North |
| 1996–97 | 80 | 37 | 26 | 10 | 7 | — | 91 | 279 | 264 | 3rd, New England |
| 1997–98 | 80 | 33 | 33 | 12 | 2 | — | 80 | 241 | 247 | 3rd, Atlantic |
| 1998–99 | 80 | 23 | 48 | 7 | 2 | — | 55 | 214 | 273 | 5th, Atlantic |
| 1999–00 | 80 | 46 | 23 | 10 | 1 | — | 103 | 256 | 202 | 2nd, New England |
| 2000–01 | 80 | 34 | 40 | 4 | 2 | — | 74 | 250 | 280 | 5th, New England |
| 2001–02 | 80 | 30 | 31 | 15 | 4 | — | 79 | 220 | 225 | 4th, North |
| 2002–03 | 80 | 33 | 28 | 13 | 6 | — | 85 | 221 | 195 | 4th, North |
| 2003–04 | 80 | 32 | 27 | 13 | 8 | — | 85 | 156 | 160 | 5th, Atlantic |
| 2004–05 | 80 | 34 | 34 | — | 6 | 6 | 80 | 175 | 242 | 6th, Atlantic |
| 2005–06 | 80 | 53 | 19 | — | 5 | 3 | 114 | 306 | 241 | 1st, Atlantic |
| 2006–07 | 80 | 37 | 31 | — | 3 | 9 | 86 | 225 | 232 | 6th, Atlantic |
| 2007–08 | 80 | 45 | 26 | — | 5 | 4 | 99 | 238 | 215 | 3rd, Atlantic |
| Season | Prelim | 1st round | 2nd round | 3rd round | Finals |
|---|---|---|---|---|---|
| 1993–94 | — | W, 4–1, ALB | W, 4–2, ADIR | bye | W, 4–2, MONC |
| 1994–95 | — | L, 3–4, PROV | — | — | — |
| 1995–96 | — | W, 3–1, WOR | W, 4–2, SPR | W, 4–3, SJNB | L, 3–4, ROCH |
| 1996–97 | — | L, 2–3, SPR | — | — | — |
| 1997–98 | — | W, 3–1, FRED | L, 2–4, SJNB | — | — |
| 1998–99 | Out of playoffs. | ||||
| 1999–00 | — | L, 1–3, WOR | — | — | — |
| 2000–01 | — | L, 0–3, SJNB | — | — | — |
| 2001–02 | Out of playoffs. | ||||
| 2002–03 | L, 1–2, MTB | — | — | — | — |
| 2003–04 | W, 2–0, PROV | L, 1–4, HART | — | — | — |
| 2004–05 | Out of playoffs. | ||||
| 2005–06 | — | W, 4–2, PROV | W, 4–2, HART | L, 3–4, HER | — |
| 2006–07 | Out of playoffs. | ||||
| 2007–08 | — | W, 4–1, HART | W, 4–2, PROV | L, 3–4, WBS | — |

| # | align=left | Player | Catches | Birthplace | |
|---|---|---|---|---|---|
| 1 | Jhonas Enroth | L | Stockholm, Sweden | ||
| 53 | Adam Dennis | L | Toronto, Ontario | ||
| # | align=left | Player | Shoots | Birthplace | |
|---|---|---|---|---|---|
| 4 | Chris Butler | L | St. Louis, Missouri | ||
| 5 | Paul Baier | Summit, New Jersey | |||
| 6 | Mike Weber | L | Pittsburgh, Pennsylvania | ||
| 9 | Mike Card | R | Kitchener, Ontario | ||
| 17 | Marc-Andre Gragnani | L | Montréal, Quebec | ||
| 28 | Mike Kostka | R | Etobicoke, Ontario | ||
| 55 | Michael Funk | L | Abbotsford, British Columbia | ||
| # | align=left | Player | Position | Shoots | Birthplace | |
|---|---|---|---|---|---|---|
| 7 | Dylan Hunter | LW | R | Quebec City, Quebec | ||
| 8 | Marek Zagrapan | C | L | Prešov, Czechoslovakia | ||
| 10 | Tim Kennedy | LW | L | Buffalo, New York | ||
| 11 | Colin Murphy | LW | L | Fort McMurray, Alberta | ||
| 12 | Tyler Bouck | RW | L | Camrose, Alberta | ||
| 15 | Felix Schutz | C | L | Erding, Germany | ||
| 19 | Nathan Gerbe | C | L | Oxford, Michigan | ||
| 21 | Mathieu Darche | LW | L | Montreal, Quebec | ||
| 24 | Jimmy Bonneau | LW | L | Baie-Comeau, Quebec | ||
| 25 | Mark Mancari | RW | R | London, Ontario | ||
| 27 | Colton Fretter | RW | R | Harrow, Ontario | ||
| 37 | Derek Whitmore | LW | L | Rochester, New York | ||
Harry "Hap" Holmes Memorial Award
Louis A. R. Pieri Memorial Award
Dudley "Red" Garrett Memorial Award
Aldege "Baz" Bastien Memorial Award
James H. Ellery Memorial Awards