Click on the years below to see past results. Please note the 2012 Fall challenges were cancelled due to Super Storm Sandy and the 2020 Fall challenges were cancelled due to COVID 19.
| Fall: | 2024 | 2023 | 2022 | 2021 | 2020 | 2019 | 2018 | 2017 | 2016 | 2015 | 2014 | 2013 | 2012 | 2011 | 2010 | 2009 | 2008 | 2007 | 2006 | 2005 | 2004 |
| Winter: | 2024 | 2023 | 2022 | 2021 | 2020 | 2019 | 2018 | 2017 | 2016 | 2015 | 2014 | 2013 | 2012 | 2011 | 2010 | 2009 | 2008 | 2007 | 2006 | 2005 |
2023 Winter Challenge Results
| Flight | Pos | Challenger | Flight | Pos | Challengee | Winner | Score |
| 2 | 1 | Prazenka / Van Ess | 1 | 7 | Huang / Wang | Huang / Wang | 6-3, 6-3 |
| 2 | 2 | Christie / Howe | 1 | 6 | Eccleston / Scanlon | Eccleston / Scanlon | 6-4, 6-4 |
| 3 | 1 | Casey / McClave | 2 | 7 | Maechling / Radecki | Maechling / Radecki | 6-4, 7-6 |
| 3 | 2 | Augustine / Russo | 2 | 6 | Gelnaw / Whitman | Augustine / Russo | default |
| 4 | 1 | Donnelly / Singh | 3 | 8 | McKeever / Trager | Donnelly / Singh | 7-6, 4-6, 6-0 |
| 4 | 2 | Ivanov / Quigley | 3 | 7 | Ladley / Wells | Ivanov / Quigley | default |
| 5 | 1 | Shumway / Solache | 4 | 7 | Bakal / Savelli | Shumway / Solache | default |
| 5 | 2 | Dathan / Potter | 4 | 6 | Benton / Prescott | Dathan / Potter | default |
| 6 | 1 | Fillingham / Hole | 5 | 7 | MacBeth / Turner | Fillingham / Hole | default |
| 6 | 2 | Bieliauskiene / Hermann | 5 | 6 | Gelston / Nussbaum | ||
| W2 | 1 | Fisher / Jablons | W1 | 8 | Nelson / Yao | Fisher / Jablons | default |
| W2 | 2 | Heron / Tierney | W1 | 7 | Johnson / Reagan | Heron / Tierney | 6-2, 6-3 |
| W3 | 1 | Hargrove / Hennessy | W2 | 8 | Sousa / Stevenson | Hargrove / Hennessy | default |
| W3 | 2 | Tseng / Wilkinson | W2 | 7 | Casey / Guzzetti | Casey / Guzzetti | 0-6, 6-1, 6-1 |
Teams highlighted in yellow above are teams involved in ties, see explanations below
| Flight | Pos | Notes |
| 2 | 1 | Prazenka / Van Ess defeated Christie / Howe to finish 1st |
| 2 | 2 | Christie / Howe lost to Prazenka / Van Ess to finish 2nd |
| 5 | 6 | Gelston / Nussbaum lost to Ciavarelli / DiMuzio to finish 6th |