| 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 | Tue 20 Aug 2019 | 1-1 v Wycombe WanderersFleetwood Town 1-1 Wycombe Wanderers | Sky Bet League One |
| 6 | Wed 23 Oct 2019 | 1-2 v Coventry CityCoventry City 2-1 Fleetwood Town | Sky Bet League One |
| 7 | Sat 26 Oct 2019 | 1-0 v Milton Keynes DonsFleetwood Town 1-0 Milton Keynes Dons | Sky Bet League One |
| 8 | Sat 2 Nov 2019 | 1-2 v Bolton WanderersBolton Wanderers 2-1 Fleetwood Town | Sky Bet League One |
| 9 | Sun 10 Nov 2019 | 2-0 v BarnetBarnet 0-2 Fleetwood Town | Emirates FA Cup First Round |
| 10 | Sat 7 Dec 2019 | 1-3 v BlackpoolBlackpool 3-1 Fleetwood Town | Sky Bet League One |
| 11 | Thu 26 Dec 2019 | 3-2 v RochdaleRochdale 2-3 Fleetwood Town | Sky Bet League One |
| 12 | Sat 4 Jan 2020 | 1-2 v PortsmouthFleetwood Town 1-2 Portsmouth | Emirates FA Cup Third Round |
| 13 | Tue 7 Jan 2020 | 2-2 v Accrington StanleyFleetwood Town 2-2 Accrington Stanley | Leasing.com Trophy Third Round |
| 14 | Sat 11 Jan 2020 | 0-1 v Burton AlbionBurton Albion 1-0 Fleetwood Town | Sky Bet League One |
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