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 |
2013 Winter Challenge Results
| Flight | Pos | Challenger | Flight | Pos | Challengee | Winner | Score |
| 2 | 1 | Clough / Dupont | 1 | 7 | Burr / Minter | Clough / Dupont | walk over |
| 2 | 2 | Kaye / Turk | 1 | 6 | Hijkoop / Trinklein | Kaye / Turk | 6-1, 6-2 |
| 3 | 1 | Shen / Yee | 2 | 7 | Gould / Gould | Shen / Yee | walk over |
| 3 | 2 | Morse / Russo | 2 | 6 | Gesing / Van Ess | Morse / Russo | 7-5, 6-7, 6-4 |
| 4 | 1 | Fannon / Galavis | 3 | 7 | Appel / Singh | Fannon / Galavis | 5-7, 6-4, 6-3 |
| 4 | 2 | Ansaldi / D'Virgilio | 3 | 6 | Hriston-Zech / Wray | Ansaldi / D'Virgilio | default |
| 5 | 1 | Paine / Simon | 4 | 7 | Casey / Peter | Paine / Simon | default |
| 5 | 2 | Conley / Rechtermann | 4 | 6 | Deambrosio / Rosoff | Conley / Rechtermann | 6-3, 6-4 |
| 6 | 1 | Howe / Schaefer | 5 | 7 | Karr / Trager | Howe / Schaefer | 6-2, 4-6, 6-4 |
| 6 | 2 | Goodyear / Jones | 5 | 6 | English / Murphy | Goodyear / Jones | 4-6, 6-1, 6-0 |
| 7 | 1 | Gaeta / Sullivan | 6 | 7 | Buttrick / Walker | Gaeta / Sullivan | 6-1, 6-3 |
| 7 | 2 | Motherway / Root | 6 | 6 | Lydon / Wilson | Motherway / Root | 6-2, 7-6 |
| 8 | 1 | Clarke / de Kanter | 7 | 7 | Mijne / Woods | Clarke / de Kanter | default |
| 8 | 2 | Root / Tierney | 7 | 6 | Kurtzman / Rosseel | Kurtzman / Rosseel | 6-3, 7-6 |
Teams highlighted in yellow above are teams involved in ties, see explanations below
| Flight | Pos | Notes |
| 1 | 6 | Hijkoop / Trinklein lost to Duhamal / Stevenson to finish 6th |
| 3 | 6 | There was a 3 way time for the bottom of flight 3, Grzymski / John, Appel / Singh and Hriston-Zech / Wray |
| There should have been 3 matches played between these 3 teams, but only 1 was completed | ||
| Grzymski / John beat Hriston-Zech / Wray to finish 5th and Hriston-Zech / Wray and Appel / Singh did not play | ||
| Therefore, we go to the 3rd tiebreaker (games won for the season) | ||
| 3 | 7 | Here Hriston-Zech / Wray won 55 games to finish 6th and Appel / Singh won 39 to finish 7th |
| 4 | 1 | In a 3 way tie, Fannon / Galavis, Ansaldi / D'Virgilio and Casey / O'Connor each won 1 match against the other 2 |
| In the 2nd tiebreaker, Fannon / Galavis finished 1st with 3 sets whereas the teams won only 2 | ||
| 4 | 2 | With Fannon / Galavis first, Ansaldi / D'Virgilio beat Casey / O'Connor to finish 2nd |
| 4 | 6 | Deambrosio / Rosoff lost to Heron / Parrott to finish 6th |
| 5 | 1 | Paine / Simon beat Conley / Rechtermann to finish 1st |
| 5 | 2 | Conley / Rechtermann lost to Paine / Simon to finish 2nd |
| 5 | 6 | English / Murphy beat Karr / Trager to finish 6th |
| 5 | 7 | Karr / Trager lost to English / Murphy to finish 7th |
| 7 | 6 | Kurtzman / Rosseel beat Mijne / Woods to finish 6th |
| 7 | 7 | Mijne / Woods lost to Kurtzman / Rosseel to finish 7th |