| Trophy | Division | Horse | Year |
| The Harvest Social Perpetual Trophy - The Cwik Family | High Point Horse | Worth The Wait | 2009 |
| The Great Music Perpetual Trophy - The Schmechtig Family | Reserve High Point Horse | Palace Blues | 2009 |
| The Trolard-Leetz Perpetual Trophy - Donna Leetz and Audrey Symowicz | NIHJA Senior Medal | Ali Cibon | 2009 |
| The Iron Will Perpetual Trophy | NIHJA Adult Mini Medal | Robin Buckley | 2009 |
| The Opacich-St. John Perpetual Trophy | NIHJA Children's Mini Medal | Marisa Malevitis | 2009 |
| NIHJA Junior Medal | Alexandra Veleris | 2009 |
| Showplace Productions Perpetual Trophy | NIHJA Children's Medal | Paige Peterson | 2009 |
| The Cibon Sisters Perpetual Trophy | Amateur Adult Equitation | Sharon Brown | 2009 |
| The Ledges Sporting Horses Trophy | Beginner Adult Equitation | Amy Hall | 2009 |
| The Keep The Change Perpetual Trophy - The Garraway Family | Beginner Children's Equitation | Taylor Sutton | 2009 |
| The Dark Secret Perpetual Trophy - Jessica Ocheskey | Combined Jumper | Theodore | 2009 |
| The Clune Construction Co., Barrington Saddlery & Foxly Farm Perpetual Trophy | Junior Equitation 14 & Under | Jessica Budinger | 2009 |
| The John R. DeBeir Memorial Trophy | Junior Equitation 15-17 | Laura Lafnitzegger | 2009 |
| The Showplace Productions Trophy | Limit Adult Equitation | Rebecca Grill | 2009 |
| The Elizabeth & William Johnson Perpetual Trophy | Long Stirrup Equitation | Stephanie Graham | 2009 |
| The Battaglia Family Perpetual Trophy | Modified Adult Equitation | Jessica Ocheskey | 2009 |
| The Marketing Synergy Inc. Perpetual Trophy | Modified Children's Equitation | Andrea Meltzer | 2009 |
| The Foxly Farm Perpetual Trophy - Barbara Babcock-Clune | Short Sturrip Equitation | Olivia Woodson | 2009 |
| The Dressed to Impress Perpetual Trophy - Kati Cibon | Amateur Adult Hunter | Palace Blues | 2009 |
| The Commissar Perpetual Trophy - Pamela Carr | Beginner Adult Hunter | Gee Whiz | 2009 |
| The In The Pinque Perpetual Trophy - The Lemanski & Sterba Families | Beginner Children's Hunter | Violet | 2009 |
| The Dark Secret Perpetual Trophy - Jessica Ocheskey | Junior/Amateur Jumper | Theodore | 2009 |
| The John Ricardo Mikita Perpetual Trophy - Kathie Deering | Low Working Hunter | Sandman | 2009 |
| The Northwestern Equitation Center Perpetual Trophy | Children's Hunter | In The Red | 2009 |
| The Nilsson Family Perpetual Trophy | Junior Hunter 14 & Under | Hercules | 2009 |
| The Admiral's Cap Perpetual Trophy - Danielle Dietrich | Junior Hunter 15-17 | Inner DJ | 2009 |
| The Showplace Productions Trophy | Limit Adult Hunter | Slainte | 2009 |
| The Liberty Farm Perpetual Trophy | Limit Children's Hunter | Abracadabra | 2009 |
| The Canadian Sunset Perpetual Trophy | Large Hunter | Verbazen | 2009 |
| The Seven's Prospect Perpetual Trophy - Sarah Hutcheon | Training Jumper | C'est La Vie | 2009 |
| The Daniel Jayne Perpetual Trophy - The Lachmans | Limit Childrens Equitation | Hallie Baketz | 2009 |
| Jill Reinhold Memorial Trophy | Modified Adult Hunter | Blessed Conquista | 2009 |
| The Orion Riding Academy Perpetual Trophy | Long Stirrup Hunter | Crosby's Comet | 2009 |
| The Wienold Family Perpetual Trophy | Modified Children's Hunter | Luck of the Draw | 2009 |
| The Rumaki Memorial Trophy - Kathie Deering | Non-Pro Hunter | Classical | 2009 |
| The PF Flyer Memorial Trophy - Fran Snow | Non-Thoroughbred Hunter | Sandman | 2009 |
| The Going Grey Perpetual Trophy | Novice Adult Hunter | Optimistic | 2009 |
| Thoroughbred Hunter | Palace Blues | 2009 |
| The Kurt H. Jonatat Memorial Trophy - Lori DeBeir | Novice Hunter | Worth The Wait | 2009 |
| The Goldman Family Perpetual Trophy | Low Training Jumper | C'est La Vie | 2009 |
| The He's My Buddy Perpetual Trophy - The Muti Family | Open Hunter | Palace Blues | 2009 |
| The Game Boy Pony Hunter Trophy | Pony Hunter | Luck of the Draw | 2009 |
| The Northwestern Show Jumpers Perpetual Trophy | Pre-Green Hunter | Worth The Wait | 2009 |
| Sunday Cresent Perpetual Trophy | Small Hunter | Palace Blues | 2009 |
| The Renguso Family Perpetual Trophy | Short Stirrup Hunter | Kasteneda | 2009 |
| Shane's Pride Perpetual Trophy - The Frederick Family | Training Hunter | Flawless | 2009 |
| The Clayson-Lorenz Co. Perpetual Trophy | Regular Working Hunter | Palace Blues | 2009 |
