The 13 MLS sides were joined by three lower-division sides in the Round of 16 draw, including a pair of MLS expansion hopefuls FC Cincinnati, who upset Columbus Crew SC, and Sacramento Republic FC, who advanced with an emphatic 4-1 win over Real Salt Lake.
Round of 16 matches will be played on June 27 and June 28, while the quarterfinals are set for July 11. A separate draw will take place the day after the quarterfinals to determine the hosting rights for the semifinals and the priority for hosting the US Open Cup final.
Below are the results of the Round of 16 draw with the clubs grouped by region for purposes of the tournament bracket (home teams listed first):
EAST REGION
- New England Revolution vs. D.C. United
- New York Red Bulls vs. Philadelphia Union
CENTRAL REGION
- Houston Dynamo vs. Sporting Kansas City
- FC Dallas vs. Colorado Rapids
SOUTH REGION
- Miami FC (NASL) vs. Atlanta United FC
- FC Cincinnati (USL) vs. Chicago Fire
WEST REGION
- San Jose Earthquakes vs. Seattle Sounders
- LA Galaxy vs. Sacramento Republic (USL)