| Orlando City SC vs. New York City FC | Orlando City SC vs. New York City FC | Orlando City Stadium |
| 03/02/2019 2:30 PM | | View Tickets |
| Chicago Fire vs. Orlando City SC | Chicago Fire vs. Orlando City SC | SeatGeek Stadium |
| 03/09/2019 12:00 PM | Mar 09, 2019 Sat, 12:00 PM | View Tickets |
| Orlando City SC vs. Montreal Impact | Orlando City SC vs. Montreal Impact | Orlando City Stadium |
| 03/16/2019 4:00 PM | | View Tickets |
| New York Red Bulls vs. Orlando City SC | New York Red Bulls vs. Orlando City SC | Red Bull Arena - NJ |
| 03/23/2019 7:00 PM | | View Tickets |
| Orlando City SC vs. D.C. United | Orlando City SC vs. D.C. United | Orlando City Stadium |
| 03/31/2019 6:30 PM | | View Tickets |
| Orlando City SC vs. Colorado Rapids | Orlando City SC vs. Colorado Rapids | Orlando City Stadium |
| 04/06/2019 7:30 PM | | View Tickets |
| Real Salt Lake vs. Orlando City SC | Real Salt Lake vs. Orlando City SC | Rio Tinto Stadium |
| 04/13/2019 7:00 PM | | View Tickets |
| Orlando City SC vs. Vancouver Whitecaps FC | Orlando City SC vs. Vancouver Whitecaps FC | Orlando City Stadium |
| 04/20/2019 3:00 PM | | View Tickets |
| New York City FC vs. Orlando City SC | New York City FC vs. Orlando City SC | Yankee Stadium |
| 04/27/2019 1:00 PM | | View Tickets |
| Orlando City SC vs. Toronto FC | Orlando City SC vs. Toronto FC | Orlando City Stadium |
| 05/04/2019 4:00 PM | | View Tickets |
| Atlanta United FC vs. Orlando City SC | Atlanta United FC vs. Orlando City SC | Mercedes-Benz Stadium |
| 05/12/2019 2:00 PM | | View Tickets |
| Seattle Sounders FC vs. Orlando City SC | Seattle Sounders FC vs. Orlando City SC | CenturyLink Field |
| 05/15/2019 7:30 PM | | View Tickets |
| Orlando City SC vs. FC Cincinnati | Orlando City SC vs. FC Cincinnati | Orlando City Stadium |
| 05/19/2019 5:00 PM | | View Tickets |
| Orlando City SC vs. LA Galaxy | Orlando City SC vs. LA Galaxy | Orlando City Stadium |
| 05/24/2019 8:00 PM | | View Tickets |
| Montreal Impact vs. Orlando City SC | Montreal Impact vs. Orlando City SC | Stade Saputo |
| 06/01/2019 4:00 PM | | View Tickets |
| D.C. United vs. Orlando City SC | D.C. United vs. Orlando City SC | Audi Field |
| 06/26/2019 8:00 PM | | View Tickets |
| Columbus Crew SC vs. Orlando City SC | Columbus Crew SC vs. Orlando City SC | Mapfre Stadium |
| 06/29/2019 7:30 PM | | View Tickets |
| Orlando City SC vs. Philadelphia Union | Orlando City SC vs. Philadelphia Union | Orlando City Stadium |
| 07/03/2019 7:30 PM | | View Tickets |
| Philadelphia Union vs. Orlando City SC | Philadelphia Union vs. Orlando City SC | Talen Energy Stadium |
| 07/06/2019 3:30 AM | | View Tickets |
| Orlando City SC vs. Columbus Crew SC | Orlando City SC vs. Columbus Crew SC | Orlando City Stadium |
| 07/13/2019 7:30 PM | | View Tickets |
| Portland Timbers vs. Orlando City SC | Portland Timbers vs. Orlando City SC | Providence Park |
| 07/18/2019 7:00 PM | | View Tickets |
| Orlando City SC vs. New York Red Bulls | Orlando City SC vs. New York Red Bulls | Orlando City Stadium |
| 07/21/2019 7:30 PM | | View Tickets |
| New England Revolution vs. Orlando City SC | New England Revolution vs. Orlando City SC | Gillette Stadium |
| 07/27/2019 8:00 PM | | View Tickets |
| Orlando City SC vs. FC Dallas | Orlando City SC vs. FC Dallas | Orlando City Stadium |
| 08/03/2019 7:30 PM | | View Tickets |
| Toronto FC vs. Orlando City SC | Toronto FC vs. Orlando City SC | BMO Field |
| 08/10/2019 7:30 PM | | View Tickets |
| Orlando City SC vs. Sporting Kansas City | Orlando City SC vs. Sporting Kansas City | Orlando City Stadium |
| 08/14/2019 7:30 PM | | View Tickets |
| Minnesota United FC vs. Orlando City SC | Minnesota United FC vs. Orlando City SC | Allianz Field |
| 08/17/2019 7:00 PM | | View Tickets |
| Orlando City SC vs. Atlanta United FC | Orlando City SC vs. Atlanta United FC | Orlando City Stadium |
| 08/23/2019 8:00 PM | | View Tickets |
| San Jose Earthquakes vs. Orlando City SC | San Jose Earthquakes vs. Orlando City SC | Avaya Stadium |
| 08/31/2019 7:15 PM | | View Tickets |
| Orlando City SC vs. Los Angeles FC | Orlando City SC vs. Los Angeles FC | Orlando City Stadium |
| 09/07/2019 7:30 PM | | View Tickets |