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 |
2020 Winter Challenge Results
| Flight | Pos | Challenger | Flight | Pos | Challengee | Winner | Score |
| 2 | 1 | Bennett / Kaufman | 1 | 7 | Van Ess / Wietfeldt | ||
| 2 | 2 | Deligtisch / Stallings | 1 | 6 | Sibbett / Wheeler | ||
| 3 | 1 | Hott / Wallace | 2 | 7 | Bazata / Castiglione | ||
| 3 | 2 | Eccleston / Howe | 2 | 6 | John / Leverone | ||
| 4 | 1 | Altieri / Finkel | 3 | 7 | Fewster / Hopkins | ||
| 4 | 2 | Orteig / Prazenka | 3 | 6 | Brennan / Dunlop | ||
| 5 | 1 | Gilbert / Segalas | 4 | 6 | Hetherington / Tuttle | ||
| 5 | 2 | Austin / Mason | 4 | 5 | McKeever / Trager | ||
| 6 | 1 | Ladley / Wells | 5 | 6 | Hearle / Laverne | ||
| 6 | 2 | Benton / Prescott | 5 | 5 | Forrest / Hanno | ||
| 7 | 1 | Breed / Maechling | 6 | 6 | Pal / Siegel | ||
| 7 | 2 | Lore / Maynard | 6 | 5 | Dathan / Potter | ||
| W2 | 1 | Kerchoff / Solache | W1 | 7 | Graham / Reagan | ||
| W2 | 2 | Frieders / Sadowski | W1 | 6 | Brennan / Johnson |
Teams highlighted in yellow above are teams involved in ties, see explanations below
| Flight | Pos | Notes |
| 1 | 6 | Sibbett / Wheeler lost to Prochilo / Shonfield to finish 6th |
| 2 | 1 | In a 3-way tie, Bennett / Kaufman defeated both Deligtisch / Stallings and Russo / Waldron to finish 1st |
| 2 | 2 | In the 2nd tiebreaker, Deligtisch / Stallings defeated Russo / Waldron to finish 2nd |
| 3 | 2 | Eccleston / Howe defeated Huang / Wang to finsih 2nd |
| 3 | 6 | Brennan / Dunlop defeated Fewster / Hopkins (by default) to finish 6th |
| 3 | 7 | Fewster / Hopkins lost to Brennan / Dunlop (by default) to finish 7th |
| 6 | 1 | In a 3-way tie, Benton / Prescott, Frick / Rogers, Ladley / Wells each won 1 match against the other 2 |
| Next, Benton / Prescott & Ladley / Wells won 3 sets, while Frick / Rogers won 2 (to finish 3rd) | ||
| Finally, Ladley / Wells defeated Benton / Prescott to finish 1st | ||
| 6 | 2 | Benton / Prescott lost to Ladley / Wells to finish 2nd |