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