[5] Due to Ontario COVID-19 public health orders still in effect as of mid-October 2021, all in-person entertainment festivities for the 108th Grey Cup in Hamilton in 2021 were cancelled.

[8] Per the latest Collective Bargaining Agreement signed in 2022, the league had the option of starting the 2023 season by up to 30 days sooner, which could have significantly altered the date of this game.

[14] In the playoffs, the team handily defeated the Hamilton Tiger-Cats 27–12 in the East Semi-Final as they held their opponent to four field goals and no touchdowns.

[16] The Blue Bombers secured a playoff spot for the seventh straight season in their 13th game with a victory over the Saskatchewan Roughriders in the Banjo Bowl on September 9, 2023.

[17] However, the Winnipeg Blue Bombers did face a challenge for first place in the West Division from the BC Lions as the two teams had identical 11–4 records heading into their week 16 match-up that would determine who won the season series.

[25] Montreal then responded with a seven-play, 77-yard drive, highlighted by Austin Mack's 31-yard catch, which ended with William Stanback scoring a 32-yard rushing touchdown to close out the first quarter.

[26] In the second quarter, Montreal was unable to capitalize on a turnover after rookie defensive back Kabion Ento stripped Winnipeg's Oliveira of the ball.

[25] The two teams then punted back and forth until Winnipeg's special teams forced a fumble from returner James Letcher Jr.[25] Alouettes' head coach Jason Maas challenged the play for a no yards penalty, but the call stood and the Blue Bombers took possession on the Alouettes' 29-yard line with 5:33 remaining in the half.

[25][26] Montreal received the kickoff to begin the second half where Fajardo completed a 33-yard pass to Mack who made a one-handed catch while being pulled down by his left arm by Demerio Houston.

[24][25] On the next play, Fajardo threw a 23-yard touchdown pass to Cole Spieker to cut the Blue Bombers' lead to three points.

[24][25] The Alouettes were unable to score on the ensuing drive, but a 61-yard punt by Joseph Zema pinned the Blue Bombers on their own nine-yard line.

[25] On the second play of the fourth quarter, Fajardo was intercepted by Evan Holm on a deep pass intended for Mack, which gave Winnipeg possession at their own 21-yard line.

[25] The Alouettes had a quick three-play drive that ended in a Mack 13-yard touchdown reception from Fajardo and Montreal took their first lead of the game.

[25][27] On the following kickoff, Janarion Grant returned the ball to Winnipeg's 54-yard line to set up good field position for their next drive.

[24][25] Fajardo then rushed for 13 yards to set up a third-and-five where Maas called for a deep pass to Spieker, who made a 31-yard catch at the Winnipeg 19-yard line.