| Thursday, 1 September 2016 |
| Time/Result | Home | Away | Venue |
| 3-2 |
New York City FC |
D.C. | Yankee Stadium |
| Saturday, 3 September 2016 |
| Time/Result | Home | Away | Venue |
| 0-1 |
Vancouver |
New York | BC Place Stadium |
| 2-0 |
New England |
Colorado | Gillette Stadium |
| 3-0 |
Chicago |
Philadelphia | Toyota Park |
| 3-1 |
FC Dallas |
Portland | Toyota Stadium |
| 2-1 |
Los Angeles |
Columbus | StubHub Center |
| Wednesday, 7 September 2016 |
| Time/Result | Home | Away | Venue |
| 1-4 |
Montreal |
Orlando City SC | Stade Saputo |
| 3-3 |
Real Salt Lake |
Los Angeles | Rio Tinto Stadium |
| Friday, 9 September 2016 |
| Time/Result | Home | Away | Venue |
| 3-3 |
Sporting KC |
Houston | Children's Mercy Park |
| Saturday, 10 September 2016 |
| Time/Result | Home | Away | Venue |
| 1-3 |
Columbus |
Vancouver | MAPFRE Stadium |
| 1-1 |
Philadelphia |
Montreal | Talen Energy Stadium |
| 3-1 |
New England |
New York City FC | Gillette Stadium |
| 1-2 |
Chicago |
Toronto FC | Toyota Park |
| 0-1 |
FC Dallas |
Colorado | Toyota Stadium |
| 1-1 |
San Jose |
Seattle | Avaya Stadium |
| 1-0 |
Portland |
Real Salt Lake | Providence Park |
| Sunday, 11 September 2016 |
| Time/Result | Home | Away | Venue |
| 2-2 |
New York |
D.C. | Red Bull Arena |
| 4-2 |
Los Angeles |
Orlando City SC | StubHub Center |
| Friday, 16 September 2016 |
| Time/Result | Home | Away | Venue |
| 2-2 |
Chicago |
D.C. | Toyota Park |
| Saturday, 17 September 2016 |
| Time/Result | Home | Away | Venue |
| 1-0 |
Seattle |
Vancouver | CenturyLink Field |
| 2-1 |
Portland |
Philadelphia | Providence Park |
| 2-2 |
New York City FC |
FC Dallas | Yankee Stadium |
| 1-3 |
Montreal |
New England | Stade Saputo |
| 1-4 |
Orlando City SC |
Columbus | Camping World Stadium |
| 0-0 |
Colorado |
San Jose | Dick's Sporting Goods Park |
| 0-1 |
Real Salt Lake |
Houston | Rio Tinto Stadium |
| Sunday, 18 September 2016 |
| Time/Result | Home | Away | Venue |
| 2-2 |
Sporting KC |
Los Angeles | Children's Mercy Park |
| 3-3 |
Toronto FC |
New York | BMO Field |
| Friday, 23 September 2016 |
| Time/Result | Home | Away | Venue |
| 4-1 |
New York City FC |
Chicago | Yankee Stadium |
| Saturday, 24 September 2016 |
| Time/Result | Home | Away | Venue |
| 1-1 |
Toronto FC |
Philadelphia | BMO Field |
| 4-1 |
D.C. |
Orlando City SC | RFK Memorial Stadium |
| 1-0 |
New York |
Montreal | Red Bull Arena |
| 3-3 |
Vancouver |
Colorado | BC Place Stadium |
| 3-1 |
Houston |
Portland | BBVA Compass Stadium |
| 0-0 |
Real Salt Lake |
FC Dallas | Rio Tinto Stadium |
| 1-2 |
San Jose |
Sporting KC | Avaya Stadium |
| Sunday, 25 September 2016 |
| Time/Result | Home | Away | Venue |
| 2-4 |
Los Angeles |
Seattle | StubHub Center |
| 2-0 |
Columbus |
New England | MAPFRE Stadium |
| Wednesday, 28 September 2016 |
| Time/Result | Home | Away | Venue |
| 4:30 PM PT5:30 PM MT6:30 PM CT7:30 PM ET23:30 GMT1:30 0:30 12:30 AM 2:30 KSA9:30 AM AET5:00 (+1) IST7:00 PM VEN3:30 (+1) UAE7:30 AM SST7:30 AM 6:30 4:30 PM MST6:30 PM EST19:30 ET18:30 20:30 BRT19:30 |
D.C. |
Columbus | RFK Memorial Stadium |
| 4:30 PM PT5:30 PM MT6:30 PM CT7:30 PM ET23:30 GMT1:30 0:30 12:30 AM 2:30 KSA9:30 AM AET5:00 (+1) IST7:00 PM VEN3:30 (+1) UAE7:30 AM SST7:30 AM 6:30 4:30 PM MST6:30 PM EST19:30 ET18:30 20:30 BRT19:30 |
Toronto FC |
Orlando City SC | BMO Field |
| 4:30 PM PT5:30 PM MT6:30 PM CT7:30 PM ET23:30 GMT1:30 0:30 12:30 AM 2:30 KSA9:30 AM AET5:00 (+1) IST7:00 PM VEN3:30 (+1) UAE7:30 AM SST7:30 AM 6:30 4:30 PM MST6:30 PM EST19:30 ET18:30 20:30 BRT19:30 |
Montreal |
San Jose | Stade Saputo |
| 7:30 PM PT8:30 PM MT9:30 PM CT10:30 PM ET2:30 (+1) GMT4:30 3:30 3:30 AM 5:30 KSA12:30 AM AET8:00 (+1) IST10:00 PM VEN6:30 (+1) UAE10:30 AM SST10:30 AM 9:30 7:30 PM MST9:30 PM EST22:30 ET21:30 23:30 BRT22:30 |
Seattle |
Chicago | CenturyLink Field |
| Friday, 30 September 2016 |
| Time/Result | Home | Away | Venue |
| 5:00 PM PT6:00 PM MT7:00 PM CT8:00 PM ET0:00 (+1) GMT2:00 1:00 1:00 AM 3:00 KSA10:00 AM AET5:30 (+1) IST7:30 PM VEN4:00 (+1) UAE8:00 AM SST8:00 AM 7:00 5:00 PM MST7:00 PM EST20:00 ET19:00 21:00 BRT20:00 |
Houston |
New York City FC | BBVA Compass Stadium |
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