The U.S. Open Cup tournament has reached the Round of 16, with the remaining teams competing this week for a place in the quarterfinals.
This round features predominantly matchups between Major League Soccer (MLS) clubs, who advanced by defeating lower-league opponents. However, one significant exception is the USL Championship side, Pittsburgh Riverhounds. They were the only lower-division team to cause an upset in the Round of 32, securing a 1-0 victory against New York City FC. Their path continues to be challenging as they face the Philadelphia Union, currently the top team in the MLS Eastern Conference.
Joining the Union in this stage are other strong MLS teams. Minnesota United, currently second in the Western Conference, will play St. Louis City. An Eastern Conference clash sees fourth-place Nashville SC visit fifth-place Orlando City.
All matches are available to watch on Paramount+. Additional coverage on Tuesday and Wednesday will be provided by CBS Sports Network and CBS Sports Golazo Network. This includes another episode of `The Golazo Show` on Wednesday, coinciding with six simultaneous games airing on CBS Sports Golazo Network.
Here is the schedule and key information for the Round of 16 fixtures:
Round of 16 Schedule and How to Watch
All times U.S./Eastern
TUESDAY, MAY 20 | TIME | HOW TO WATCH |
---|---|---|
CBS Sports Golazo Matchday |
7 p.m. |
Paramount+, CBS Sports Golazo Network |
New England Revolution vs. Chicago Fire |
7:30 pm |
Paramount+, CBS Sports Golazo Network |
CBS Sports Golazo Matchday |
9:30 p.m. |
Paramount+, CBS Sports Golazo Network |
CBS Sports Golazo Matchday |
10 p.m. |
CBS Sports Network, Paramount+ |
San Jose Earthquakes vs. Portland Timbers |
10:30 p.m. |
CBS Sports Network, Paramount+ |
WEDNESDAY, MAY 21 | TIME | HOW TO WATCH |
---|---|---|
CBS Sports Golazo Matchday |
7 p.m. |
Paramount+, CBS Sports Golazo Network |
The Golazo Show |
7:30 p.m. |
CBS Sports Golazo Network |
New York Red Bulls vs. FC Dallas |
7:30 p.m. |
CBS Sports Network, Paramount+ |
D.C. United vs. Charlotte FC |
7:30 p.m. |
Paramount+ |
Minnesota United vs. St. Louis City |
7:30 p.m. |
Paramount+ |
Orlando City vs. Nashville SC |
7:30 p.m. |
Paramount+ |
Philadelphia Union vs. Pittsburgh Riverhounds |
7:30 p.m. |
Paramount+ |
Austin FC vs. Houston Dynamo |
9 p.m. |
Paramount+, CBS Sports Golazo Network |
Key Matchup: Cupset Potential in Pennsylvania
The most compelling fixture this week is the clash between two Pennsylvania sides, one the clear favorite and the other a definite underdog. The Philadelphia Union fit the former description, having had a strong start to the season under coach Bradley Carnell and currently leading the competitive MLS Eastern Conference after 14 matches. They are arguably the strongest team remaining. Their opponents, the Pittsburgh Riverhounds, represent the last remaining `Cinderella story` in the U.S. Open Cup. While their third-round win against Columbus Crew 2 was expected, they truly made a statement in the Round of 32 by becoming the sole lower-league team to eliminate an MLS side, achieving a 1-0 victory over New York City FC. A key question for this round is how much further they can advance.