On February 27, Portland hosted Sporting Kansas City for the home opener after a postponed match that was set for Saturday 25 due to heavy snow and ice.

Portland scored the first goal in the 6th minute by Juan Mosquera (assisted by Yimmi Chará) to give the Timbers their first win of the season.

On March 13, Portland announced the signing of Ivorian forward Franck Boli to a one-year contract with a club option for the 2024 season.

Source: Cascadia Cup Win Draw Loss Upcoming fixture

Win Draw Loss Upcoming fixture Per league and club policy, terms of the deals are not disclosed except Targeted Allocation Money, General Allocation Money, draft picks, and international rosters spots.