Contests

View our General Contest Rules.

Enter to win 2 tickets to Big Stuff

Prairie Theatre Exchange, Saturday January 24, 2026, 7:30 pm

Contest ends January 12 at 12pm

Enter to win 2 tickets to Big Stuff

A hilarious and heartfelt exploration of the things we leave behind. Big Stuff turns some of life’s big questions into big laughs.

Prairie Theatre Exchange, Saturday January 24, 2026, 7:30 pm

No purchase necessary. Contest deadline is noon on January 12, 2026. Winner(s) will be contacted by phone or email and must correctly answer a time-limited, skill-testing question to claim their prize. Employees of the Free Press and any participating sponsors are not eligible to win. This information is used only by the Winnipeg Free Press and is not sold, bartered, traded or given to any other parties.

Simply fill out the form below to enter.

Enter to win 2 tickets to Stafylakis & Theofanidis: Sunset

Centennial Concert Hall, Thursday January 29, 2026, 7:30 pm

Contest ends January 22 at 12pm

Enter to win 2 tickets to Stafylakis & Theofanidis: Sunset

Centennial Concert Hall, Thursday January 29, 2026, 7:30 pm

No purchase necessary. Contest deadline is noon on January 22, 2026. Winner(s) will be contacted by phone or email and must correctly answer a time-limited, skill-testing question to claim their prize. Employees of the Free Press and any participating sponsors are not eligible to win. This information is used only by the Winnipeg Free Press and is not sold, bartered, traded or given to any other parties.

Simply fill out the form below to enter.

Enter to win 2 tickets to WSO – Brawl at the Hall

Wednesday, February 4, 2026, 7:30 pm | Winnipeg Symphony Orchestra Centennial Concert Hall

Contest ends January 29 at 12pm

Enter to win 2 tickets to WSO – Brawl at the Hall

Winnipeg Symphony Orchestra teams up with Winnipeg Professional Wrestling to bring you an unforgettable mashup of music and wrestling!

Wednesday, February 4, 2026, 7:30 pm | Winnipeg Symphony Orchestra Centennial Concert Hall

No purchase necessary. Contest deadline is noon on January 29, 2026. Winner(s) will be contacted by phone or email and must correctly answer a time-limited, skill-testing question to claim their prize. Employees of the Free Press and any participating sponsors are not eligible to win. This information is used only by the Winnipeg Free Press and is not sold, bartered, traded or given to any other parties.

Simply fill out the form below to enter.

Enter to win 2 tickets to WSO – Jill Barber: Under Paris Skies

Friday, February 6, 2026, 7:30 pm | Centennial Concert Hall

Contest ends February 2 at 12pm

Enter to win 2 tickets to WSO – Jill Barber: Under Paris Skies

Friday, February 6, 2026, 7:30 pm | Centennial Concert Hall

No purchase necessary. Contest deadline is noon on February 2, 2026. Winner(s) will be contacted by phone or email and must correctly answer a time-limited, skill-testing question to claim their prize. Employees of the Free Press and any participating sponsors are not eligible to win. This information is used only by the Winnipeg Free Press and is not sold, bartered, traded or given to any other parties.

Simply fill out the form below to enter.