The Kastles won their fourth consecutive King Trophy when they defeated the Springfield Lasers in the WTT Championship Match.
[1] The Kastles protected Leander Paes, Bobby Reynolds and Anastasia Rodionova from their 2013 squad in the roster draft.
[8] Before the Eastern Conference Championship Match, Bobby Reynolds announced that he would retire from professional tennis at the end of the 2014 WTT season.
The Kastles won the first four sets of the match led by Leander Paes and Bobby Reynolds (5–4 in men's doubles), Jarmila Gajdošová and Anastasia Rodionova (5–2 in women's doubles), Reynolds (5–3 in men's singles) and Rodionova (5–1 in women's singles) to build a 20–10 lead.
[11] On July 13, 2014, the Kastles' incredible 20-set winning streak came to an end when Leander Paes and Bobby Reynolds dropped the third set of men's doubles in the season's sixth match against the Philadelphia Freedoms.
[12] On July 14, 2014, the Kastles saw their 18-match winning streak come to an end when the dropped four of five sets at home against the San Diego Aviators and fell by a score of 22–18.
[13] On July 18, 2014, despite losing their second straight match and third of the last four to fall to a record of 7 wins and 3 losses, the Kastles clinched their fourth consecutive playoff berth when the Philadelphia Freedoms defeated the Boston Lobsters, 25–14.
[16] On July 24, 2014, the Kastles won their fourth consecutive Eastern Conference Championship with a 21–16 overtime victory at home against the Philadelphia Freedoms.
[9] In a bizarre scene during the fourth set of women's doubles, Huber was struck in the back of the head by a Townsend forehand shot.
Playing two against one, Townsend was not permitted to return serves on Huber's side and dropped the set, 5–1, to give the Kastles a commanding 17–11 lead.
[17] Dancevic and Melo took the final set of men's doubles, 5–3, from Paes and Reynolds to cut the Kastles' lead to 20–16 and send the match to overtime.
The Kastles won all five sets en route to the title, They were led by Martina Hingis who was named WTT Finals Most Valuable Player after earning a 5–2 win over Olga Govortsova in the second set of women's singles, teaming with Anastasia Rodionova for a 5–1 win over Govortsova and Līga Dekmeijere in the fourth set of women's doubles and closing out the match with Leander Paes with a 5–4 mixed doubles win over Govortsova and Ross Hutchins.
The Kastles' fourth consecutive championship matched the WTT record set by the Sacramento Capitals who won four straight from 1997 to 2000.