| Event | Rank | Mark | By | Meet |
| B-Mile | 1 | 4:05.04 | Wynne, Henry (2013) (Staples, CT) (US#4) | adidas Grand Prix(NY), 2013-05-25(#2) |
| B-Mile | 2 | 4:05.72 | Coombs, Gavin (2004) (Griswold, CT) (US#4) | AOC Outdoor Nat(NC), 2004-06-19(#1) |
| B-Mile | 3 | 4:06.88 | Alvarado, Christian (2014) (Fairfield Prep, CT) (US#12) | NB Outdoor Nationals(NC), 2014-06-15(#1) |
| B-Mile | 4 | 4:09.80 | Cabral, Donn (2008) (Glastonbury, CT) (US#5) | Hartford Public OUT(CT), 2008-05-10(#1) |
| B-Mile | 5 | 4:10.99 | Fraser, John (1999) (Hall, CT) (US#7) | FL Outdoor Nat(NC), 1999-06-12(#5) |
| B-Mile | 6 | 4:11.16 | Brown, Spencer (2015) (Wilton, CT) (US#37) | Danbury Dream Invitational(CT), 2014-05-17(#1) |
| B-Mile | 7 | 4:11.17 | Chisholm, Matthew (2014) (Farmington, CT) (US#38) | Danbury Dream Invitational(CT), 2014-05-17(#2) |
| B-Mile | 8 | 4:13.20 | Van Der Els, Eric (2016) (Brien Mcmahon, CT) (US#66) | Danbury Dream Invitational(CT), 2015-05-15(#2) |
| B-Mile | 9 | 4:13.48 | Ahearn, Willie (2008) (Danbury, CT) (US#17) | Hartford Public OUT(CT), 2008-05-10(#3) |
| B-Mile | 10 | 4:14.03 | Gilbert, Austin (2015) (Ridgefield, CT) (US#82) | Danbury Dream Invitational(CT), 2015-05-15(#3) |
| B-Mile | 11 | 4:14.07 | Piscatelli, Steven (2010) (Weston, CT) (US#47) | Hartford Public HS Invite(CT), 2010-05-08(#4) |
| B-Mile | 12 | 4:14.95 | McGovern, Brian (2001) (Fairfield Prep, CT) (US#25) | Herbster Classic(NC), 2000-05-20(#5) |
| B-Mile | 13 | 4:15.31 | Kozak, Mickey (2014) (Danbury, CT) (US#82) | Danbury Dream Invitational(CT), 2014-05-17(#3) |
| B-Mile | 14 | 4:15.84 | Levine, Alex (2011) (Danbury, CT) (US#53) | Danbury Dream Invite(CT), 2011-05-21(#1) |
| B-Mile | 15 | 4:15.86 | Neish, Randall (2016) (Glastonbury, CT) | Danbury Dream Invitational(CT), 2015-05-15(#4) |
| B-Mile | 16 | 4:16.10 | Pajor, Ryan (2011) (Glastonbury, CT) (US#66) | Danbury Dream Invite(CT), 2010-05-22(#4) |
| B-Mile | 17 | 4:16.68 | Nestor, Daniel (2011) (Daniel Hand, CT) (US#62) | Danbury Dream Invite(CT), 2011-05-21(#2) |
| B-Mile | 18 | 4:16.78 | Shurtleff, Clark (2012) (Amity Regional, CT) (US#63) | Lindy Remigino Invitational(CT), 2011-05-07(#2) |
| B-Mile | 19 | 4:17.07 | Sogaard, Kristian (2015) (Ridgefield, CT) | Danbury Dream Invitational(CT), 2015-05-15(#6) |
| B-Mile | 20 | 4:17.46 | Somok, Kevin (2000) (Pomperaug Regional, CT) (US#31) | Hartford Public Inv(CT), 2000-05-13(#2) |
| B-Mile | 21 | 4:17.48 | Mullins, Corey (2015) (Danbury, CT) | Danbury Dream Invitational(CT), 2015-05-15(#7) |
| B-Mile | 22 | 4:17.52 | Haji, Ahmed (2004) (Conard, CT) (US#44) | AOC Outdoor Nat(NC), 2004-06-19(#16) |
| B-Mile | 23 | 4:17.64 | Giard, Darryl (1999) (Uncasville, CT) (US#30) | Hartford Public(CT), 1999-05-08(#4) |
| B-Mile | 24 | 4:17.68 | Noonan, Armstrong (2016) (Darien, CT) | NB Outdoor Nationals - Emerging Elites(NC), 2014-06-15(#11) |
| B-Mile | 25 | 4:17.73 | Valasquez, Dhahran (14) (Capital Prep, CT) | Danbury Dream Invitational(CT), 2012-05-19(#1) |
| B-Mile | 26 | 4:17.78 | Warnick, Harry (2012) (Fairfield Warde, CT) | Danbury Dream Invitational(CT), 2012-05-19(#2) |
| | | National Elites above. State Elites below | | |
| B-Mile | 27 | 4:18.25 | Pugliese, David (2012) (Xavier, CT) | Danbury Dream Invitational(CT), 2012-05-19(#3) |
| B-Mile | 28 | 4:18.67 | Crafa, Joe (2013) (Rocky Hill, CT) | Danbury Dream Invitational(CT), 2012-05-19(#4) |
| B-Mile | 29 | 4:18.79 | Feinstein, Jacob (2013) (Newtown, CT) | Danbury Dream Invite(CT), 2011-05-21(#3) |
| B-Mile | 30 | 4:18.81 | Shive, Steve (2001) (East Hartford, CT) | Hartford Public Inv(CT), 2000-05-13(#3) |
| B-Mile | 31 | 4:18.85 | Lewis, James (2016) (Staples, CT) | Danbury Dream Invitational(CT), 2015-05-15(#9) |
| B-Mile | 32 | 4:19.16 | Haff, Andrew (2012) (Daniel Hand, CT) | Lindy Remigino Invitational(CT), 2011-05-07(#4) |
| B-Mile | 33 | 4:19.25 | Klau, Ari (2015) (Hall, CT) | Danbury Dream Invitational(CT), 2015-05-15(#10) |
| B-Mile | 34 | 4:19.89 | Duprey, Mike (Bristol Central, CT) | Danbury Dream Invite(CT), 2011-05-21(#4) |
| B-Mile | 35 | 4:20.28 | Cocco, John (2010) (Amity Regional, CT) | Hartford Public Schools Inv(CT), 2009-05-09(#4) |
| B-Mile | 36 | 4:20.93 | Mannion, Tyler (2014) (Brookfield, CT) | Danbury Dream Invitational(CT), 2014-05-17(#6) |
| B-Mile | 37 | 4:21.01 | O'Connor, Kevin (1999) (E.O. Smith, CT) | FL Outdoor Nat(NC), 1999-06-12(#18) |
| B-Mile | 38 | 4:21.03 | Rog, Connor (2012) (Fairfield Prep, CT) | Danbury Dream Invitational(CT), 2012-05-19(#7) |
| B-Mile | 39 | 4:21.15 | Cotton, David (2010) (Daniel Hand, CT) | Hartford Public HS Invite(CT), 2010-05-08(#9) |
| B-Mile | 40 | 4:21.42 | Poirier, Brian (2012) (Northwest Catholic, CT) | Lindy Remigino Invitational(CT), 2011-05-07(#8) |
| B-Mile | 41 | 4:21.97 | Clark, Cole (2015) (Weston, CT) | Danbury Dream Invitational(CT), 2015-05-15(#11) |
| B-Mile | 42 | 4:22.07 | Gornbein, Chase (2016) (Staples, CT) | Danbury Dream Invitational(CT), 2015-05-15(#12) |
| B-Mile | 43 | 4:22.10 | Laemel, Ryan (2010) (Amity Regional, CT) | Hartford Public Schools Inv(CT), 2009-05-09(#5) |
| B-Mile | 44 | 4:22.66 | Mullins, Cory (2015) (Danbury, CT) | Loucks Games(NY), 2015-05-09(#22) |
| B-Mile | 45 | 4:23.09 | Annelli, Jon (Xavier, CT) | Danbury Dream Invite(CT), 2011-05-21(#5) |
| B-Mile | 46 | 4:23.13 | Tan, Alex (2014) (Rocky Hill, CT) | Danbury Dream Invitational(CT), 2014-05-17(#7) |
| B-Mile | 47 | 4:23.37 | O'Heron, Danny (2012) (Torrington, CT) | Hartford Public HS Invite(CT), 2010-05-08(#11) |
| B-Mile | 48 | 4:23.79 | Porizky, Josh (Fitch, CT) | Hartford Public Schools Inv(CT), 2009-05-09(#8) |
| B-Mile | 49 | 4:24.34 | Frasco, Michael (2011) (Fairfield Ludlow, CT) | Lindy Remigino Invitational(CT), 2011-05-07(#11) |
| B-Mile | 50 | 4:25.50 | Tomasso, Edward (2015) (Farmington, CT) | Danbury Dream Invitational(CT), 2014-05-17(#8) |
| B-Mile | 51 | 4:25.53 | Waterman, Eric (2015) (Danbury, CT) | Loucks Games(NY), 2015-05-09(#28) |
| B-Mile | 52 | 4:26.10 | Arredondo, Julio (2015) (Danbury, CT) | Danbury Dream Invitational(CT), 2015-05-15(#13) |
| B-Mile | 53 | 4:26.17 | Fox, Ryan (2015) (Danbury, CT) | Danbury Dream Invitational(CT), 2015-05-15(#14) |
| B-Mile | 54 | 4:26.40 | Hopper, Trevor (2014) (Ridgefield, CT) | Danbury Dream Invitational(CT), 2014-05-17(#9) |
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