| 1 | 3/8/2019 | 3-1 v Peterborough UnitedPeterborough United 1-3 Fleetwood Town | Sky Bet League One |
| 2 | 10/8/2019 | 2-1 v AFC WimbledonFleetwood Town 2-1 AFC Wimbledon | Sky Bet League One |
| 3 | 13/8/2019 | 0-1 v Nottingham ForestNottingham Forest 1-0 Fleetwood Town | Carabao Cup First Round |
| 4 | 17/8/2019 | 2-3 v Doncaster RoversDoncaster Rovers 3-2 Fleetwood Town | Sky Bet League One |
| 5 | 20/8/2019 | 1-1 v Wycombe WanderersFleetwood Town 1-1 Wycombe Wanderers | Sky Bet League One |
| 6 | 24/8/2019 | 2-0 v Accrington StanleyFleetwood Town 2-0 Accrington Stanley | Sky Bet League One |
| 7 | 31/8/2019 | 0-2 v Lincoln CityLincoln City 2-0 Fleetwood Town | Sky Bet League One |
| 8 | 3/9/2019 | 1-2 v Accrington StanleyAccrington Stanley 2-1 Fleetwood Town | Checkatrade Trophy Northern Group B |
| 9 | 14/9/2019 | 3-3 v Southend UnitedSouthend United 3-3 Fleetwood Town | Sky Bet League One |
| 10 | 21/9/2019 | 2-1 v RochdaleFleetwood Town 2-1 Rochdale | Sky Bet League One |
| 11 | 28/9/2019 | 3-0 v Shrewsbury TownShrewsbury Town 0-3 Fleetwood Town | Sky Bet League One |
| 12 | 5/10/2019 | 0-1 v Ipswich TownFleetwood Town 0-1 Ipswich Town | Sky Bet League One |
| 13 | 19/10/2019 | 4-1 v Burton AlbionFleetwood Town 4-1 Burton Albion | Sky Bet League One |
| 14 | 23/10/2019 | 1-2 v Coventry CityCoventry City 2-1 Fleetwood Town | Sky Bet League One |
| 15 | 26/10/2019 | 1-0 v Milton Keynes DonsFleetwood Town 1-0 Milton Keynes Dons | Sky Bet League One |
| 16 | 2/11/2019 | 1-2 v Bolton WanderersBolton Wanderers 2-1 Fleetwood Town | Sky Bet League One |
| 17 | 13/11/2019 | 5-2 v Oldham AthleticFleetwood Town 5-2 Oldham Athletic | Checkatrade Trophy Northern Group B |
| 18 | 1/12/2019 | 2-1 v Crawley TownCrawley Town 1-2 Fleetwood Town | Emirates FA Cup Second Round |
