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 |
2017 Winter Challenge Results
| Flight | Pos | Challenger | Flight | Pos | Challengee | Winner | Score |
| 2 | 1 | Brown / Howe | 1 | 8 | Fox / Kloud | Brown / Howe | 6-3, 6-3 |
| 2 | 2 | Prochilo / Shonfield | 1 | 7 | Blair / Warner | Blair / Warner | 6-1, 4-6, 7-5 |
| 3 | 1 | Deligtisch / Stallings | 2 | 7 | Hanratti / Imbruce | Deligtisch / Stallings | default |
| 3 | 2 | Burns / John | 2 | 6 | Baldwin / Laughton | ||
| 4 | 1 | Schmitz / Walker | 3 | 7 | Corcoran / Dunn | Schmitz / Walker | default |
| 4 | 2 | Dial / Radecki | 3 | 6 | Beecher / Hladick | Beecher / Hladick | 6-0, 7-5 |
| 5 | 1 | Thomson / Tucker | 4 | 7 | Murphy / Wilson | ||
| 5 | 2 | Leverone / Perkins | 4 | 6 | Sanders / Smith | ||
| 6 | 1 | Reilly / Tatum | 5 | 7 | O'Neil / Williamson | Reilly / Tatum | 6-0, 6-1 |
| 6 | 2 | McKeever / Trager | 5 | 6 | Mitchell / Warren | McKeever / Trager | 6-2, 6-2 |
| 7 | 1 | Lindberg / Nelson | 6 | 7 | Galavis / Prescott | ||
| 7 | 2 | Laska / Mitchell | 6 | 6 | Leslie / Wronski | Laska / Mitchell | default |
| W2 | 1 | Graham / Reagan | W1 | 7 | Smicka / Steele | Smicka / Steele | 6-4, 6-4 |
| W2 | 2 | Dinger / Simpson | W1 | 6 | Norley / Ruggieri | Dinger / Simpson | 7-6, 6-2 |
Teams highlighted in yellow above are teams involved in ties, see explanations below
| Flight | Pos | Notes |
| 3 | 2 | Burns / John defeated Root / Tierney to finish 2nd |
| 4 | 2 | Dial / Radecki defeated Bazata / Castiglione to finish 2nd |
| 4 | 6 | Sanders / Smith lost to DeMarino / Zoccolillo to finish 6th |
| 5 | 1 | Thomson / Tucker defeated Leverone / Perkins to finish 1st |
| 5 | 2 | Leverone / Perkins lost to Thomson / Tucker to finish 2nd |
| 5 | 6 | Mitchell / Warren and O'Neil / Williamson did not play each other, so in the 4th tiebreaker, |
| 5 | 7 | Mitchell / Warren won 27 games to finished 6th and O'Neil / Williamson won 18 games to finish 7th |
| 6 | 2 | In a 3-way tie, Dynan / Ho, Hayes / Sorensen, McKeever / Trager each won 1 match against the other 2 |
| 6 | 2 | In the 2nd tiebreaker, Dynan / Ho and McKeever / Trager each won 3 sets, while Hayes / Sorensen won 2 |
| 6 | 2 | With 2 teams remaining, we revert back to tiebreaker #1 where McKeever / Trager beat Dynan / Ho to finish 2nd |
| 6 | 6 | Galavis / Prescott and Leslie / Wronski did not play each other, so in the 4th tiebreaker, |
| 6 | 7 | Leslie / Wronski won 29 games to finished 6th and Galavis / Prescott won 27 games to finish 7th |
| W2 | 2 | Dinger / Simpson defeated Moutran / Pearl to finish 2nd |