The U.S. Open Cup knockout tournament has advanced to the Round of 16, with the remaining 16 teams set to compete this week for a place in the quarterfinals.
The majority of the upcoming fixtures are clashes between Major League Soccer (MLS) teams. These MLS sides reached this stage by overcoming lower-league opposition in the previous rounds. However, there is one notable exception: the Pittsburgh Riverhounds from the USL Championship.
The Riverhounds pulled off the only upset in the Round of 32, securing a 1-0 victory against MLS club New York City FC. Their challenge intensifies significantly in the Round of 16 as they face the Philadelphia Union, currently one of the top teams in the Eastern Conference.
Other prominent MLS matchups in this round include Minnesota United, who sit second in the Western Conference, taking on St. Louis City. In the Eastern Conference, Orlando City (fifth place) will host Nashville SC (fourth place) in another compelling tie.
Fans can watch all the action live on Paramount+. Additionally, CBS Sports Network and CBS Sports Golazo Network will provide supplementary coverage on Tuesday and Wednesday. This includes a special “Golazo Show” broadcast on Wednesday, covering six games simultaneously on the CBS Sports Golazo Network.
Here is the schedule for the U.S. Open Cup Round of 16 matches:
U.S. Open Cup Round of 16 Schedule
| TUESDAY, MAY 20 | TIME (U.S./Eastern) | 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 (U.S./Eastern) | 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 |
Matchup to Watch: Underdog Challenge in Pennsylvania
The most captivating fixture of this round is likely the Pennsylvania derby between the Philadelphia Union and the Pittsburgh Riverhounds. The Union are clear favorites, enjoying a strong season and currently topping the MLS Eastern Conference under coach Bradley Carnell. They are arguably the strongest team remaining in the competition.
However, they face the tournament`s remaining Cinderella story: the Pittsburgh Riverhounds. While their third-round win wasn`t a shock, they made a significant statement in the Round of 32 by becoming the only lower-league side to eliminate an MLS team, beating New York City FC 1-0. The big question for this round is just how much further the Riverhounds can extend their remarkable cup run against top-tier opposition.
