A Liverpool native, the 31-year-old Orr will be cheering on both his beloved Reds and 21-year-old nephew Jon Flanagan who is turning heads with his play at fullback for Liverpool.
"It's no doubt the biggest game of young Jonathan's career," said Orr, who has been exchanging texts with Flanagan this week.
"Being a big Liverpool fan myself I'll definitely be watching it. So hopefully he plays really well, gets all the plaudits and Liverpool come good and win and set themselves up to take the Premier League title."
The Anfield faithful have dubbed Flanagan the Red Cafu, a tribute to former Brazilian star fullback Cafu.
Even Cafu has taken notice of Flanagan.
"Good to see the RedCafu is playing well! Liverpool amazing to watch!," the Brazilian tweeted last month.
Orr and TFC captain Steven Caldwell, with their sons in tow, took in a recent Reds game at a local pub that serves as home to Canadian Liverpool supporters.