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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | ERA | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Derek Duffy | 1.533 | 2003 | |
| 2 | Nick Bradley | 1.643 | 2006 | |
| 3 | Ken Brandon | 1.658 | 2019 | |
| 4 | Craig Breslow | 1.672 | 2011 | |
| 5 | Brad Penny | 1.804 | 2007 | |
| 6 | Geremi Gonzalez | 1.879 | 2007 | |
| 7 | Tom Coughlans | 1.979 | 2012 | |
| 8 | Ryan Harrison | 2.000 | 2005 | |
| 9 | Roger Bailey | 2.008 | 2007 | |
| 10 | António Ortíz | 2.029 | 2001 | |
| 11 | Jerome Williams | 2.039 | 2011 | |
| 12 | Jeff Haley | 2.045 | 2008 | |
| 13 | Kyle Lynch | 2.072 | 2014 | |
| 13 | Juan Vega | 2.072 | 2015 | |
| 15 | Denny Bautista | 2.081 | 2007 | |
| 16 | Ryan Sherman | 2.160 | 2011 | |
| 17 | Osvaldo Fernandez | 2.164 | 1996 | |
| 18 | Jorge Sosa | 2.205 | 2006 | |
| 19 | Stephen Smith | 2.213 | 2009 | |
| 20 | Bob Foreman | 2.216 | 2013 | |
| 21 | Luke Prokopec | 2.229 | 2001 | |
| 22 | Craig Breslow | 2.237 | 2010 | |
| 23 | Scott Winchester | 2.250 | 2003 | |
| 23 | Kyle Dawson | 2.250 | 2012 | |
| 23 | Bill Nichols | 2.250 | 2016 | |
| 26 | Ron Wilson | 2.254 | 2005 | |
| 27 | Craig Breslow | 2.283 | 2009 | |
| 28 | Steve Hayes | 2.292 | 2017 | |
| 28 | Wynn Cooke | 2.292 | 2008 | |
| 30 | Ryan Bowen | 2.304 | 1991 | |
| 31 | Lee Gentry | 2.318 | 2001 | |
| 32 | Dave Márquez | 2.321 | 2016 | |
| 33 | Carlos Trinidad | 2.358 | 2002 | |
| 34 | Ian Kennedy | 2.366 | 2009 | |
| 35 | Jesús Pinamango | 2.367 | 2008 | |
| 35 | Greg Perry# | 2.367 | 2023 | |
| 37 | Alejandro Sosa | 2.372 | 2007 | |
| 38 | Jair Jurrjens | 2.375 | 2013 | |
| 39 | Joaquin Benoit | 2.381 | 2007 | |
| 40 | Glendon Rusch | 2.382 | 2010 | |
| 41 | Chuck Smith | 2.400 | 2009 | |
| 42 | Mike King# | 2.405 | 2030 | |
| 43 | Jason Yoder | 2.410 | 2023 | |
| 44 | Tim Redding | 2.413 | 2008 | |
| 45 | Blake Thompson | 2.414 | 2005 | |
| 46 | Bradley McGuire | 2.418 | 2019 | |
| 47 | Jake Peavy | 2.419 | 2002 | |
| 48 | Eric Milton | 2.426 | 1998 | |
| 49 | Brad Penny | 2.431 | 2004 | |
| 50 | Les Huggins | 2.446 | 2014 | |
| 51 | Kyle Hanson | 2.450 | 2004 | |
| 51 | Max Scherzer | 2.450 | 2009 | |
| 53 | Gustavo Chacin | 2.455 | 2005 | |
| 54 | Brad Penny | 2.460 | 2006 | |
| 55 | Stanley High | 2.463 | 2017 | |
| 56 | Mike Bishop | 2.470 | 2002 | |
| 57 | António Ortíz | 2.473 | 2009 | |
| 58 | Julio Teheran | 2.479 | 2015 | |
| 59 | Francisco Chimilio | 2.480 | 2003 | |
| 60 | Stan Spencer | 2.500 | 1998 | |
| 61 | Jason Williams | 2.502 | 2015 | |
| 61 | Byron Guffin | 2.502 | 2012 | |
| 63 | Nelson Taylor# | 2.508 | 2027 | |
| 64 | Dave Coggin | 2.510 | 2002 | |
| 65 | Jaime Garza | 2.514 | 2004 | |
| 66 | Bob Martin | 2.517 | 2016 | |
| 67 | Chuck Smith | 2.522 | 2011 | |
| 68 | Ameirin Pavlenov | 2.524 | 2012 | |
| 69 | Dave Allen | 2.527 | 2003 | |
| 70 | Denny Brooks | 2.530 | 2024 | |
| 71 | Doug Jones | 2.531 | 2022 | |
| 72 | Donne Wall | 2.535 | 1996 | |
| 73 | Ryan Jensen | 2.537 | 2007 | |
| 73 | Chuck Smith | 2.537 | 2010 | |
| 75 | Joba Chamberlain | 2.539 | 2012 | |
| 76 | Ron Delaney | 2.541 | 2022 | |
| 77 | Chris Montgomery | 2.547 | 2010 | |
| 78 | Kris Benson | 2.556 | 2008 | |
| 79 | Mark Redman | 2.557 | 2008 | |
| 80 | Frank Green | 2.571 | 2005 | |
| 81 | Ron Evans | 2.574 | 2017 | |
| 82 | Walt Black | 2.580 | 2016 | |
| 82 | Douglas Fletcher | 2.580 | 2002 | |
| 82 | Pablo Salazar | 2.580 | 2008 | |
| 85 | Frank Edwards | 2.584 | 2012 | |
| 86 | Chris C George | 2.586 | 2007 | |
| 87 | Frank Edwards | 2.588 | 2017 | |
| 88 | Jermaine Perkins | 2.596 | 2015 | |
| 89 | Nick Baker | 2.598 | 2015 | |
| 90 | Xavier Fallon | 2.601 | 2023 | |
| 90 | Todd Coffey | 2.601 | 2009 | |
| 90 | Frank Larkin | 2.601 | 2001 | |
| 93 | Byron Guffin | 2.602 | 2014 | |
| 94 | Sweetbreads Mayer | 2.613 | 2005 | |
| 95 | Will Davidson | 2.618 | 2013 | |
| 96 | Kris Benson | 2.619 | 2007 | |
| 97 | Denis Boucher | 2.622 | 1996 | |
| 98 | Steve Taylor | 2.624 | 2022 | |
| 99 | Veríssimo Hervedeiro | 2.630 | 2006 | |
| 100 | Gio Gonzalez | 2.634 | 2013 |
