| MLS Wild Card: Orlando City SC vs. FC Cincinnati | 11-19-2026 Thursday 7:30 PM | Inter.co Stadium in Orlando, FL | View Tickets |
| MLS Cup First Round: Nashville SC vs. TBD - Home Game 1, Series Game 1 | 11-22-2026 Sunday 3:00 PM | Geodis Park in Nashville, TN | View Tickets |
| MLS Cup First Round: Nashville SC vs. TBD - Home Game 2, Series Game 3 (If Necessary) | 12-2-2026 Wednesday TBD | Geodis Park in Nashville, TN | View Tickets |
| MLS Cup Conference Final: Orlando City SC vs. TBD (Date: TBD - If Necessary) | 12-11-2026 Friday TBD | Inter.co Stadium in Orlando, FL | View Tickets |
| MLS Cup Final: Orlando City SC vs. TBD (If Necessary) | 12-18-2026 Friday TBD | Inter.co Stadium in Orlando, FL | View Tickets |
| Orlando City SC vs. New England Revolution | 2-20-2027 Saturday 7:00 PM | Inter.co Stadium in Orlando, FL | View Tickets |
| Chicago Fire FC vs. Orlando City SC | 2-27-2027 Saturday 2:00 PM | Soldier Field in Chicago, IL | View Tickets |
| Orlando City SC vs. Toronto FC | 3-3-2027 Wednesday 7:00 PM | Inter.co Stadium in Orlando, FL | View Tickets |
| FC Cincinnati vs. Orlando City SC | 3-6-2027 Saturday 4:00 PM | TQL Stadium in Cincinnati, OH | View Tickets |
| Orlando City SC vs. Columbus Crew | 3-13-2027 Saturday 3:00 PM | Inter.co Stadium in Orlando, FL | View Tickets |
| New York Red Bulls vs. Orlando City SC | 3-20-2027 Saturday 7:00 PM | Sports Illustrated Stadium in Harrison, NJ | View Tickets |
| Orlando City SC vs. Nashville SC | 3-27-2027 Saturday 7:00 PM | Inter.co Stadium in Orlando, FL | View Tickets |
| D.C. United vs. Orlando City SC | 4-3-2027 Saturday 7:00 PM | Audi Field in Washington, DC | View Tickets |
| Orlando City SC vs. Philadelphia Union | 4-7-2027 Wednesday 7:00 PM | Inter.co Stadium in Orlando, FL | View Tickets |
| Atlanta United FC vs. Orlando City SC | 4-10-2027 Saturday 7:00 PM | Mercedes-Benz Stadium in Atlanta, GA | View Tickets |
| Orlando City SC vs. Inter Miami CF | 4-17-2027 Saturday 5:00 PM | Inter.co Stadium in Orlando, FL | View Tickets |
| CF Montreal vs. Orlando City SC | 4-24-2027 Saturday 3:00 PM | Stade Saputo in Montreal, Canada | View Tickets |
| Orlando City SC vs. New York City FC | 5-1-2027 Saturday 7:00 PM | Inter.co Stadium in Orlando, FL | View Tickets |
| Charlotte FC vs. Orlando City SC | 5-8-2027 Saturday 5:00 PM | Bank Of America Stadium in Charlotte, NC | View Tickets |