The 2005 Portland Timbers season was the 5th season for the Portland Timbers—the 3rd incarnation of a club to bear the Timbers name—of the now-defunct USL First Division, the second-tier league of the United States and Canada at the time.

Commissioner's Cup, bye to semifinal round of playoffs Bye to semifinal round of playoffs First round of playoffs Source: [1] Pld = Matches played; Pts = Points; W = Matches won; T = Matches tied; L = Matches lost; GF = Goals for; GA = Goals against; GD = Goal difference Richmond Kickers won 5–4 on Penalty kicks after tying both games 0–0.

First Team F: Fabian Dawkins (Atlanta Silverbacks); Jason Jordan (Vancouver Whitecaps) (MVP & Leading Goalscorer); Mauricio Salles (Puerto Rico Islanders) M: Hugo Alcaraz-Cuellar (Portland Timbers); Mauro Biello (Montreal Impact); Steve Klein (Vancouver Whitecaps); Kirk Wilson (Rochester Raging Rhinos) D: Gabriel Gervais (Montreal Impact); Taylor Graham (Seattle Sounders) (Defender of the Year); Scot Thompson (Portland Timbers) G: Greg Sutton (Montreal Impact) (Goalkeeper of the Year) Coach: Nick De Santis (Montreal Impact) (Coach of the Year) Second Team F: Dan Antoniuk (Portland Timbers); Johnny Menyongar (Minnesota Thunder); Melvin Tarley (Minnesota Thunder) M: Darren Caskey (Virginia Beach Mariners); Jeff Matteo (Minnesota Thunder); Rodrigo Rios (Atlanta Silverbacks); Petter Villegas (Puerto Rico Islanders)) D: Ben Hollingsworth (Charleston Battery); Peter Luzak (Richmond Kickers); Nevio Pizzolitto (Montreal Impact) G: Preston Burpo (Seattle Sounders)

Note: Flags indicate national team as defined under FIFA eligibility rules; some limited exceptions apply.

USL-1 Assist Leader[5] USL-1 All-League First Team[6] USL-1 All-League Second Team[6] USL-1 Player of the Week[7] USL-1 Team of the Week[7] All players contracted to the club during the season included.