The 2014 season is the Harrisburg City Islanders's 11th season of competitive soccer - its eleventh season in the third division of American soccer and its fourth season in USL Pro since the league was first created with the City Islanders as one of the original 10 founder-members.

Source: USL Pro official standings
Rules for classification:1st Head-to-head; 2nd number of matches won; 3rd goal difference.
(CC) = Commissioner's Cup (best regular season record); (A) = Advances to USL Pro Playoffs; (D) = Divisional winners.
Only applicable when the season is not finished:
(Q) = Qualified for the USL Pro Playoffs, but not yet to the particular phase indicated; (E) = Eliminated from playoff-contention.
Standings updated as of September 7, 2014
^†Arizona was deducted two points for fielding an ineligible player on June 21 against LA Galaxy II.

All times in Eastern Time.

Last updated: August 22, 2015
Source: 2014 USL Pro season
Pld = Matches played; Pts = Points; W = Matches won; T = Matches tied; L = Matches lost; GF = Goals for; GA = Goals against; GD = Goal difference

Last updated: August 22, 2015.
Source: 2014 USL Pro season & Game Results
Ground: A = Away; H = Home. Result: T = Tie; L = Loss; W = Win; P = Postponed.

The Islanders finished 8th place at the end of the regular season earning the last playoff seed. The seeding would require the Islanders to play any post-season matches on the road. Despite being considered the underdog of the playoffs, the Islanders advanced past Commissioner's Cup winners, Orlando City SC in the quarterfinals, 4th-seeded Richmond Kickers in the semifinals, ultimately losing to Sacramento Republic in the 2014 Championship final.

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