soccer Soccer

Portland vs. San Jose Picks: Timbers Misery to Continue at Providence Park (May 23)

Published May 20, 4:47am ET by

Alex Dudley - Betting Preview Analyst and Sports Writer

Last updated May 20, 4:47am ET

Pick status
MLS action is set for Providence Park on May 23. Find the odds and our Portland vs. San Jose picks here.

Credit: Shutterstock

Updated May 20, 4:47am ET

  • Portland Timbers have failed to win in their last two MLS fixtures
  • San Jose Earthquakes have lost back-to-back fixtures

The pressure will be on the San Jose Earthquakes to bounce back to form on May 23 when they travel to the Portland Timbers in the MLS.

The Earthquakes had led the Western Conference a few weeks ago, but they have surrendered their advantage following back-to-back losses.

Portland vs. San Jose Overview Watch On: Apple TV

DATE & TIME

Saturday, May 23, 2026 @ 9:30 PM ET
Portland
Providence Park, Portland
San Jose
GAME ODDS
BetOnline
Portland +153
DRAW +285
San Jose +153

Inconsistent Timbers Aiming to Bounce Back

Phil Neville’s Portland have been one of the most inconsistent teams in the Western Conference so far this season, as they have been unable to record back-to-back wins in 2026.

They will likely be frustrated that they haven’t been able to build on a recent 6-0 win over Sporting KC, having played out a draw with Montreal and losing at Inter Miami in their last two. A glimmer of hope can be taken from their home record, as the Timbers have lost just once in five at Providence Park, compared to six defeats in eight on the road.

ALSO SEE: Coca-Cola 600 Picks, Odds & Preview (May 24)

Possible Lineup
(4-3-3) Pantemis (GK); Bye, Surman, Miller, Fory; Bassett, Costa, Chara; Velde, Kelsy, Antony

Pressure on Earthquakes to Respond

Bruce Arena’s San Jose Earthquakes have dropped to second in the Western Conference following a poor run of results. There will be pressure on the team to respond this weekend after failing to win in their last four, which includes defeats in their previous two.

Defensive issues have been apparent in their previous two outings, as they have allowed six goals in losses against the Seattle Sounders and FC Dallas. However, San Jose have been largely reliable on the road this season, winning five of their seven fixtures, and scoring 2.14 goals per game.

Possible Lineup
(4-2-3-1) Daniel (GK); Kikanovic, Munie, Roberts, Jasinski; Vieira, Harkes; Bouda, Leroux, Ricketts; Judd
Portland vs. San Jose Head-to-Head Record
TOTAL Portland San Jose DRAWS
Games 49 23 12 14
Goals 130 76 54

Portland vs. San Jose Picks

The Earthquakes have won just three of their last 29 away matches against the Timbers. Therefore, there could be value in the betting to side with the hosts extending their excellent record at Providence Park with a much-needed win on Saturday.

Pick
Portland (+153)
New Player Bonus
50% up to $1000
Further Reading
Red Sox vs Royals MLB Odds, Picks, and Predictions (May 20)
❔
Red Sox vs Royals MLB Odds, Picks, and Predictions (May 20)
May 20, 2026
The Boston Red Sox open a road series against the Kansas City Royals on Wednesday night at Kauffman Stadium. Connelly Early takes the mound...
Rangers vs Rockies MLB Odds, Picks, and Predictions (May 20)
⚾
MLB
Rangers vs Rockies MLB Odds, Picks, and Predictions (May 20)
May 20, 2026
The Texas Rangers open a road series against the Colorado Rockies on Wednesday night at Coors Field. Jack Leiter takes the mound for Texas....
Brewers vs Cubs MLB Odds, Picks, and Predictions (May 20)
⚾
MLB
Brewers vs Cubs MLB Odds, Picks, and Predictions (May 20)
May 20, 2026
The Milwaukee Brewers continue a road series against the Chicago Cubs on Wednesday at Wrigley Field. Kyle Harrison takes the mound for Milwaukee. Edward...
Storm vs Sun WNBA Pick: Seattle Looks To Rebound At Home (May 20)
🏀
WNBA
Storm vs Sun WNBA Pick: Seattle Looks To Rebound At Home (May 20)
May 20, 2026
The Storm are coming off an 89-78 loss to the Indiana Fever. Meanwhile, Connecticut dropped an 83-82 decision to the expansion Portland Fire. These...