02 Juli 2023
| 02:30 |
Minnesota United FC 
4 - 1
Portland Timbers 
|
13 Juli 2023
| 03:00 |
Colorado Rapids SC 
0 - 0
Portland Timbers
|
16 Juli 2023
| 04:30 |
Portland Timbers
3 - 2
Columbus Crew 
|
21 Augustus 2023
| 02:30 |
Houston Dynamo 
5 - 0
Portland Timbers
|
27 Augustus 2023
| 04:30 |
Portland Timbers
2 - 3
Vancouver Whitecaps FC 
|
31 Augustus 2023
| 04:30 |
Portland Timbers
2 - 1
Real Salt Lake 
|
03 September 2023
| 04:30 |
Seattle Sounders FC 
2 - 2
Portland Timbers
|
10 September 2023
| 04:30 |
Portland Timbers
2 - 0
Los Angeles FC 
|
18 September 2023
| 02:30 |
Austin FC 
1 - 2
Portland Timbers
|
21 September 2023
| 04:30 |
Portland Timbers
2 - 1
San Jose Earthquakes 
|
24 September 2023
| 04:30 |
Portland Timbers
3 - 2
Colorado Rapids SC
|
01 Oktober 2023
| 04:30 |
Los Angeles Galaxy 
3 - 3
Portland Timbers
|
08 Oktober 2023
| 01:30 |
CF Montréal 
4 - 1
Portland Timbers
|
22 Oktober 2023
| 03:00 |
Portland Timbers
1 - 3
Houston Dynamo
|
25 Februari 2024
| 04:30 |
Portland Timbers
4 - 1
Colorado Rapids SC
|
03 Maart 2024
| 04:30 |
Portland Timbers
2 - 2
D.C. United SC 
|
09 Maart 2024
| 20:00 |
New York City FC 
1 - 2
Portland Timbers
|
17 Maart 2024
| 01:30 |
Houston Dynamo
1 - 0
Portland Timbers
|
24 Maart 2024
| 03:30 |
Portland Timbers
1 - 3
Philadelphia Union 
|
31 Maart 2024
| 04:30 |
Vancouver Whitecaps FC
3 - 2
Portland Timbers
|
07 April 2024
| 19:45 |
Sporting Kansas City 
3 - 3
Portland Timbers
|
13 April 2024
| 22:45 |
Portland Timbers
2 - 1
Los Angeles FC
|
21 April 2024
| 01:30 |
Columbus Crew
2 - 2
Portland Timbers
|
28 April 2024
| 04:30 |
Los Angeles FC
3 - 2
Portland Timbers
|
05 Mei 2024
| 01:30 |
Charlotte FC 
2 - 0
Portland Timbers
|