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The 2014 Liberty to Freedom Swim was on September 13.
| Place | No | Name | Age | Time | Notes | |
| 1 | 933 | Steve Sholdra | 20 | 56:14 | ||
| 2 | 942 | Joel Rubenstein | 44 | 1:05:26 | ||
| 3 | 936 | Simona Dwass | 17 | 1:07:48 | ||
| 4 | 934 | Peter Gladstone | 14 | 1:08:18 | Wetsuit | |
| 5 | 937 | Elke Hofman | 42 | 1:08:23 | ||
| 6 | 935 | Chris Samuel | 53 | 1:12:18 | ||
| 7 | 938 | Emma Hansen | 32 | 1:13:02 | ||
| 8 | 950 | Vladimir Gavroff | 48 | 1:15:19 | ||
| 9 | 941 | Susie Grant Owen | 45 | 1:17:50 | ||
| 10 | 947 | Robert Gonzalez | 59 | 1:18:19 | Wetsuit | |
| 11 | 954 | Rich Bernstein | 68 | 1:19:03 | ||
| 12 | 943 | Lori Carena | 60 | 1:19:28 | ||
| 13 | 939 | Henry Bowe | 25 | 1:19:48 | ||
| 14 | 951 | Elik Hirsch | 42 | 1:20:10 | ||
| 15 | 960 | Jaimie Monahan | 35 | 1:20:41 | ||
| 16 | 953 | Eric Witzke | 54 | 1:21:15 | ||
| 17 | 962 | Mary Grace McAlevy | 50 | 1:23:18 | Wetsuit | |
| 18 | 955 | Shelley Hughes | 50 | 1:24:22 | ||
| 19 | 948 | Ken Inadomi | 59 | 1:24:46 | Wetsuit | |
| 20 | 949 | Polly Knewstub | 42 | 1:27:13 | ||
| 21 | 952 | Abigail Weiss | 38 | 1:28:35 | ||
| 22 | 965 | Jessica Marino | 32 | 1:29:09 | Wetsuit | |
| 23 | 969 | Glenn Duphiney | 43 | 1:29:14 | Wetsuit | |
| 24 | 957 | Brian Jankowsky | 56 | 1:30:05 | ||
| 25 | 966 | John Baker | 33 | 1:33:42 | Wetsuit | |
| 26 | 963 | Ryan Baker | 31 | 1:33:50 | Wetsuit | |
| 27 | 959 | Lorraine Witzke | 57 | 1:35:20 | Wetsuit | |
| 28 | 956 | Eric Applegate | 51 | 1:38:08 | ||
| 29 | 961 | Joshua Gurfein | 46 | 1:47:11 | ||
| 964 | Nick Fernandez | 22 | DNF | |||
| 968 | Miles Baker | 25 | DNF | Wetsuit | ||
| 967 | Steven Goran | 56 | DNF | |||
| 940 | Christine Lynders | 41 | DNF |