| | | |
| September 22, 2023 | L | Portland Winterhawks 5 at Wenatchee Wild 6 | Final |
| September 23, 2023 | W | Portland Winterhawks 6 at Kelowna Rockets 5 | Final (OT) |
| September 30, 2023 | W | Portland Winterhawks 6 at Seattle Thunderbirds 1 | Final |
| October 6, 2023 | W | Everett Silvertips 1 at Portland Winterhawks 4 | Final |
| October 7, 2023 | W | Vancouver Giants 2 at Portland Winterhawks 6 | Final |
| October 13, 2023 | W | Kamloops Blazers 1 at Portland Winterhawks 4 | Final |
| October 15, 2023 | W | Tri-City Americans 0 at Portland Winterhawks 7 | Final |
| October 18, 2023 | W | Brandon Wheat Kings 1 at Portland Winterhawks 11 | Final |
| October 21, 2023 | W | Portland Winterhawks 5 at Everett Silvertips 1 | Final |
| October 27, 2023 | L | Portland Winterhawks 1 at Red Deer Rebels 2 | Final |
| October 28, 2023 | L | Portland Winterhawks 4 at Edmonton Oil Kings 5 | Final |
| October 29, 2023 | L | Portland Winterhawks 4 at Calgary Hitmen 7 | Final |
| November 1, 2023 | W | Portland Winterhawks 6 at Medicine Hat Tigers 3 | Final |
| November 3, 2023 | L | Portland Winterhawks 3 at Swift Current Broncos 4 | Final (SO) |
| November 4, 2023 | W | Portland Winterhawks 3 at Lethbridge Hurricanes 1 | Final |
| November 8, 2023 | W | Portland Winterhawks 7 at Kamloops Blazers 3 | Final |
| November 10, 2023 | W | Portland Winterhawks 5 at Vancouver Giants 1 | Final |
| November 17, 2023 | L | Prince Albert Raiders 2 at Portland Winterhawks 1 | Final |
| November 19, 2023 | W | Everett Silvertips 4 at Portland Winterhawks 6 | Final |
| November 22, 2023 | W | Victoria Royals 3 at Portland Winterhawks 4 | Final (SO) |
| November 24, 2023 | L | Portland Winterhawks 3 at Everett Silvertips 6 | Final |
| November 25, 2023 | W | Saskatoon Blades 4 at Portland Winterhawks 5 | Final (OT) |
| November 26, 2023 | L | Spokane Chiefs 5 at Portland Winterhawks 2 | Final |
| December 1, 2023 | L | Portland Winterhawks 3 at Wenatchee Wild 8 | Final |
| December 2, 2023 | L | Wenatchee Wild 6 at Portland Winterhawks 5 | Final (OT) |
| December 3, 2023 | L | Prince George Cougars 4 at Portland Winterhawks 0 | Final |
| December 8, 2023 | W | Spokane Chiefs 5 at Portland Winterhawks 8 | Final |
| December 9, 2023 | W | Seattle Thunderbirds 2 at Portland Winterhawks 7 | Final |
| December 10, 2023 | W | Portland Winterhawks 6 at Everett Silvertips 3 | Final |
| December 13, 2023 | W | Wenatchee Wild 2 at Portland Winterhawks 7 | Final |
| December 15, 2023 | W | Portland Winterhawks 6 at Spokane Chiefs 5 | Final (OT) |
| December 16, 2023 | L | Spokane Chiefs 3 at Portland Winterhawks 1 | Final |
| December 27, 2023 | W | Portland Winterhawks 6 at Tri-City Americans 5 | Final (OT) |
| December 28, 2023 | W | Seattle Thunderbirds 5 at Portland Winterhawks 8 | Final |
| December 31, 2023 | W | Vancouver Giants 0 at Portland Winterhawks 3 | Final |
| January 5, 2024 | W | Everett Silvertips 4 at Portland Winterhawks 5 | Final (SO) |
| January 6, 2024 | W | Prince George Cougars 3 at Portland Winterhawks 4 | Final |
| January 12, 2024 | L | Portland Winterhawks 4 at Seattle Thunderbirds 5 | Final (OT) |
| January 13, 2024 | | Seattle Thunderbirds at Portland Winterhawks | Ppd. |
| January 15, 2024 | W | Kamloops Blazers 1 at Portland Winterhawks 7 | Final |
| January 17, 2024 | W | Portland Winterhawks 5 at Kelowna Rockets 4 | Final |
| January 19, 2024 | L | Portland Winterhawks 2 at Prince George Cougars 3 | Final |
| January 20, 2024 | W | Portland Winterhawks 2 at Prince George Cougars 1 | Final |
| January 26, 2024 | W | Portland Winterhawks 3 at Tri-City Americans 2 | Final |
| January 27, 2024 | W | Portland Winterhawks 5 at Spokane Chiefs 4 | Final |
| January 28, 2024 | W | Seattle Thunderbirds 1 at Portland Winterhawks 4 | Final |
| January 31, 2024 | L | Kelowna Rockets 4 at Portland Winterhawks 3 | Final |
| February 2, 2024 | W | Kelowna Rockets 1 at Portland Winterhawks 11 | Final |
| February 3, 2024 | W | Portland Winterhawks 7 at Seattle Thunderbirds 1 | Final |
| February 4, 2024 | W | Tri-City Americans 2 at Portland Winterhawks 5 | Final |
| February 10, 2024 | W | Seattle Thunderbirds 1 at Portland Winterhawks 4 | Final |
| February 13, 2024 | W | Everett Silvertips 2 at Portland Winterhawks 10 | Final |
| February 16, 2024 | L | Portland Winterhawks 1 at Vancouver Giants 3 | Final |
| February 17, 2024 | W | Vancouver Giants 3 at Portland Winterhawks 8 | Final |
| February 18, 2024 | L | Portland Winterhawks 0 at Everett Silvertips 4 | Final |
| February 23, 2024 | W | Portland Winterhawks 6 at Victoria Royals 2 | Final |
| February 24, 2024 | W | Portland Winterhawks 5 at Victoria Royals 2 | Final |
| February 28, 2024 | L | Moose Jaw Warriors 4 at Portland Winterhawks 3 | Final |
| March 1, 2024 | W | Regina Pats 0 at Portland Winterhawks 3 | Final |
| March 2, 2024 | W | Victoria Royals 4 at Portland Winterhawks 5 | Final (OT) |
| March 6, 2024 | W | Portland Winterhawks 6 at Kamloops Blazers 4 | Final |
| March 9, 2024 | W | Wenatchee Wild 1 at Portland Winterhawks 7 | Final |
| March 12, 2024 | W | Portland Winterhawks 3 at Spokane Chiefs 2 | Final |
| March 15, 2024 | W | Tri-City Americans 1 at Portland Winterhawks 11 | Final |
| March 16, 2024 | W | Portland Winterhawks 5 at Wenatchee Wild 3 | Final |
| March 17, 2024 | L | Portland Winterhawks 4 at Seattle Thunderbirds 5 | Final (OT) |
| March 22, 2024 | L | Portland Winterhawks 3 at Tri-City Americans 4 | Final (OT) |
| March 23, 2024 | W | Seattle Thunderbirds 4 at Portland Winterhawks 7 | Final |
| March 24, 2024 | W | Portland Winterhawks 4 at Seattle Thunderbirds 3 | Final (SO) |
| March 29, 2024 | W | Victoria Royals 3 at Portland Winterhawks 4 (Playoff Gm. 1) | Final |
| March 30, 2024 | W | Victoria Royals 1 at Portland Winterhawks 5 (Playoff Gm. 2) | Final |
| April 2, 2024 | W | Portland Winterhawks 6 at Victoria Royals 5 (Playoff Gm. 3) | Final |
| April 3, 2024 | W | Portland Winterhawks 4 at Victoria Royals 1 (Playoff Gm. 4) | Final |
| April 12, 2024 | W | Everett Silvertips 2 at Portland Winterhawks 8 (Playoff Gm. 1) | Final |
| April 13, 2024 | W | Everett Silvertips 1 at Portland Winterhawks 6 (Playoff Gm. 2) | Final |
| April 15, 2024 | W | Portland Winterhawks 4 at Everett Silvertips 3 (Playoff Gm. 3) | Final (OT) |
| April 19, 2024 | W | Portland Winterhawks 5 at Everett Silvertips 0 (Playoff Gm. 4) | Final |
| April 26, 2024 | | Portland Winterhawks at Prince George Cougars (Playoff Gm. 1) | 10:00 p.m. |
| April 27, 2024 | | Portland Winterhawks at Prince George Cougars (Playoff Gm. 2) | 9:00 p.m. |
| April 29, 2024 | | Prince George Cougars at Portland Winterhawks (Playoff Gm. 3) | 10:00 p.m. |
| May 1, 2024 | | Prince George Cougars at Portland Winterhawks (Playoff Gm. 4) | 10:00 p.m. |
| May 2, 2024 | | Prince George Cougars at Portland Winterhawks (Playoff Gm. 5, if nec.) | 10:00 p.m. |
| May 6, 2024 | | Portland Winterhawks at Prince George Cougars (Playoff Gm. 6, if nec.) | 10:00 p.m. |
| May 7, 2024 | | Portland Winterhawks at Prince George Cougars (Playoff Gm. 7, if nec.) | 10:00 p.m. |
Portland Winterhawks Schedule
