2005 Heartland Film Festival

$50,000 Grand Prize Award (Dramatic Feature)
End of the Spear

Inaugural Vision Award (Short)
A Kiss on The Nose

Pioneering Spirit Award
Mike Tollin and Brian Robbins, Tollin/Robbins Productions

Crystal Heart Award winners
The Baseball Card Shop, A Bear Named Winnie, Dear Francis, Earthling, End of the Spear, Five Children and It, In a Nutshell: A Portrait of Elizabeth Tashjian, The Innocent, Innocent Voices, Kathryn: The Story of a Teller, A Kiss on The Nose, Knock Knock, Lift, The Man Who Walked Between the Towers, Midnight Clear, A Mind of Her Own, Pearl Diver, Shadow of the Swan – A Composer’s Story , Shakespeare Behind Bars, A Silent Night, Thin Ice, Winter/ En Hiver, Wood Diary

Inaugural Audience Choice Awards
Innocent Voices (Dramatic Feature), Earthling (Documentary Feature), The Man Who Walked Between the Towers (Short)
 

2004 Heartland Film Festival

$50,000 Grand Prize Award (Dramatic Feature)
Love’s Brother

Pioneering Spirit Award
Screenwriter Mike Rich

Special Crystal Heart Award for Contribution to Musical Films
Richard M. and Robert B. Sherman

Crystal Heart Award winners
Alone Across Australia, The Angel of Chilside Road, Birthday Boy, Breakfast with Mary & Chet, Burying the Past – Legacy of the Mountain Meadows Massacre, Casanova at Fifty, Chestnut: Hero of Central Park (formerly ChestNut), The Conscientious Objector, Dear Frankie, Flyaway, Full Circle, Hardwood Dreams: Ten Years Later, Killer Diller, Les Choristes (The Chorus), Let Go, Love’s Brother, Miracle Mile, Nellie – A Life Worth Living, A Place Called Home: An Adoption Story, Tackle Box, When Zachary Beaver Came to Town
 

2003 Heartland Film Festival

$50,000 Grand Prize Award (Dramatic Feature)
Saints and Soldiers

Pioneering Spirit Award
Richard Cook, Chairman of Walt Disney Studios

Special Crystal Heart Award for Contribution to Animation Films
Producer Don Hahn

Crystal Heart Award winners
Asylum, Disconcerting Symphony, Hearts as One, I am David, James’ Journey to Jerusalem, Kart Racer, Lost Boys of Sudan, Most, Passing Moments, Saints and Soldiers, Spin, Uncle Nino, What I Want My Words to Do to You, Where the Red Fern Grows

2002 Heartland Film Festival

$50,000 Grand Prize Award (Dramatic Feature)
To End All Wars

Pioneering Spirit Award
Roger Courts, President of Gregory Productions

Crystal Heart Award winners
Abbie Down East, Andy Across the Water, Beyond the Gates, The Collector of Bedford Street, A Final Journey: Tom Stoll, Final Solution, For Gold and Glory, Her Majesty, The Least of These, Little Red Plane, Nine, OT: Our Town, Rocks and Chocolate, Shadowplay, To End All Wars, Touching Wild Horses, Virginia's Run
 

2001 Heartland Film Festival

$50,000 Grand Prize Award (Dramatic Feature)
The War Bride

Pioneering Spirit Award
Charles Champlin, Karl Malden and Robert Wise

Crystal Heart Award winners
Amato: A Love Affair with Opera, Big Mama, Black Soul, The Bus Stops Here, A Change of Plans, Cowboy Up (formerly Ring of Fire), Delivering Milo, Diary of a City Priest, Judy’s Time, Little Secrets (formerly Secret Keeper), Seven Sisters: A Kentucky Portrait, A Sound Education, The War Bride
 

2000 Heartland Film Festival

$50,000 Grand Prize Award (Dramatic Feature)
The Rising Place

Crystal Heart Career Achievement Award
Maureen O'Hara

Crystal Heart Award winners
Dear Sir (Letters to a Union Soldier), Grandfathers and Revolutions, Grandfathers, In the Presence of Healers, Into the Arms of Strangers: Stories of the Kindertransport, John Henry, John John in the Sky, Mutual Love Life, MVP: Most Valuable Primate, The Rising Place, The Testimony of Taliesin Jones, Tom’s Midnight Garden