| New York vs Vancouver | USA MLS | 23 May 2019 | |
| Fresno vs Austin Bold | USA USL | 23 May 2019 | |
| Swope Park Rangers vs Memphis 901 | USA USL | 23 May 2019 | |
| Birmingham Legion vs Nashville | USA USL | 23 May 2019 | |
| New York Red Bulls vs Vancouver Whitecaps | USA MLS | 23 May 2019 | |
| Houston FC vs Corpus Christi | USA USL2 | 21 May 2019 | |
| Los Angeles vs Colorado | USA MLS | 20 May 2019 | |
| Dallas vs Los Angeles FC | USA MLS | 20 May 2019 | |
| New York vs Atlanta United | USA MLS | 19 May 2019 | |
| Orlando City vs Cincinnati | USA MLS | 19 May 2019 | |
| Kansas City vs Vancouver | USA MLS | 19 May 2019 | |
| Houston Dynamo vs DC United | USA MLS | 19 May 2019 | |
| Minnesota vs Columbus | USA MLS | 19 May 2019 | |
| Philadelphia vs Seattle | USA MLS | 19 May 2019 | |
| Loudoun United vs Hartford Athletic | USA USL | 19 May 2019 | |
| Phoenix Rising vs Las Vegas Lights | USA USL | 19 May 2019 | |
| Tacoma Defiance vs Reno 1868 | USA USL | 19 May 2019 | |
| Orange County vs Austin Bold | USA USL | 19 May 2019 | |
| El Paso Locomotive vs Sacramento Republic | USA USL | 19 May 2019 | |
| San Antonio vs Tulsa Roughnecks | USA USL | 19 May 2019 | |
| Rio Grande Valley vs Los Angeles II | USA USL | 19 May 2019 | |
| OKC Energy vs Real Monarchs | USA USL | 19 May 2019 | |
| Colorado Springs vs New Mexico United | USA USL | 19 May 2019 | |
| Nashville vs Charlotte Independence | USA USL | 19 May 2019 | |
| Memphis 901 vs Pittsburgh Riverhounds | USA USL | 19 May 2019 | |
| Tampa Bay vs New York Red Bulls II | USA USL | 19 May 2019 | |
| Louisville City vs Saint Louis FC | USA USL | 19 May 2019 | |
| North Carolina vs Birmingham Legion | USA USL | 19 May 2019 | |
| Indy Eleven vs Charleston Battery | USA USL | 19 May 2019 | |
| Mississippi Brilla vs Texas United | USA USL | 19 May 2019 | |
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