The U.S. Open Cup tournament has reached the Round of 16 stage, with the final 16 teams set to compete this week for a spot in the quarterfinals.
Most matches this week feature MLS teams facing each other, all of whom advanced by defeating lower-league opposition. However, there is one notable exception: the USL Championship`s Pittsburgh Riverhounds. They delivered the only upset in the previous round, securing a 1-0 victory over New York City FC. The challenge intensifies for the Riverhounds as they face the Philadelphia Union, one of the top teams in the Eastern Conference.
Alongside the Union, several other top MLS teams remain. This includes Minnesota United, currently second in the Western Conference, who will play St. Louis City. In the Eastern Conference, a significant clash sees fourth-place Nashville SC visit fifth-place Orlando City.
All matches are available to stream on Paramount+. Additional coverage will be provided by CBS Sports Network and CBS Sports Golazo Network on Tuesday and Wednesday, including another installment of `The Golazo Show` on Wednesday, which will cover the six concurrent games.
Here`s the schedule and viewing information for the Round of 16 matches:
U.S. Open Cup Round of 16 Schedule & How to Watch
All times U.S./Eastern
| Match/Event | Time | How to Watch |
|---|---|---|
| TUESDAY, MAY 20 | ||
| 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 | ||
| 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: The Pennsylvania Derby with Upset Potential
The most captivating match of the round features two Pennsylvania teams: the heavily favored Philadelphia Union and the clear underdog Pittsburgh Riverhounds. The Union are having a strong season under head coach Bradley Carnell, leading the competitive MLS Eastern Conference. They are arguably the strongest team left. However, they face the U.S. Open Cup`s last remaining `Cinderella story.` The Riverhounds` earlier win against Columbus Crew 2 wasn`t a huge shock, but their 1-0 victory over MLS side New York City FC in the Round of 32 was a significant upset, making them the only lower-league team to achieve this feat. The key question for this round is just how much further they can go.
Benedict Kingsley