2007 Juno Awards Humanitarian Award
Many photos from the event can be viewed here.
Two more Juno photos, here and here.
Another Juno photo from the CBC's site.

2007 Gemini Awards Humanitarian Award
Photo from the Gemini's website

2007 Laureate of Excellence Award
From the Health Sciences Centre Foundation of Winnipeg

2005 Saskatchewan Centennial Medal
Awarded to both Tom and Alison Jackson

2005 Alberta Men of Country Music Lifetime Achievement Award

2004 Alberta Motion Picture Industries Association Nominations
Best Performance by an Actor
Distant Drumming: A North of 60 Mystery

Best Host - Male
The Huron Carole

Best Musical or Variety
The Huron Carole

2004 David Billington Award
from the Alberta Motion Picture Industries Association

Honorary Degree 2004
The University of Lethbridge

Honorary Degree 2003
The University of Calgary

Honorary Doctor of Humane Letters 2003
Lakehead University

Saskatchewan Distinguished Service Award 2000-2001

Lifetime Achievement Award 2000
Ontario Country Music Association

Honorary Doctor of Laws Degree
Trent University;  June 2000

Officer of the Order of Canada
2000

Canadian Aboriginal Music Award
Best Producer, 1999 
Tom Jackson and Jon Park Wheeler 
That Side Of the Window

Honorary Doctor of Laws Degree
University of Victoria;  1999
Another photo

Maclean's Honour Roll 1998

Honorary Doctor of Laws Degree 1998
University of Winnipeg

Honorary Doctor of Letters Degree 1998
Laurentian University

American Indian Film Festival Award 1998
Best Song 
Before the Owl Calls My Name

Juno Award Nomination 1998
Best Music of Aboriginal Canada Recording 
That Side of the Window

National Aboriginal Achievement Award 1996

International Humanitarian Award 1996
The Saskatchewan Country Music Association

C.F. Martin Humanitarian Award 1996
Country Music Association 

Juno Award Nomination 1995
Best Music of Aboriginal Canada Recording 
No Regrets

Gemini Award Nominations 1995 1996 1998
Best Performance by an Actor in a Continuing Leading Dramatic Role
North of 60: Ciao, Baby 
North of 60: The Ties That Bind 
North of 60: Suspicious Minds

David Crowchild Memorial Award 1995

Gemini Award Nomination 1994
Best Musical Score 
The Diviners

Gemini Award Nomination 1994
Best Performance by an Actor in a Leading Role in a Dramatic Program or Mini-Series 
The Diviners

American Indian Film Festival Award
Best Supporting Actor 
Medicine River

Manitoba Association of Country Artists Nomination
Best Producer
Love, Lust and Longing

Genie Award Nomination 1987
Best Performance by an Actor in a Supporting Role 
Loyalties