| 1 | 3/8/2019 | 0-0 v Bradford CityBradford City 0-0 Cambridge United | Sky Bet League Two |
| 2 | 10/8/2019 | 0-0 v Newport CountyCambridge United 0-0 Newport County | Sky Bet League Two |
| 3 | 13/8/2019 | 1-1 v BrentfordBrentford 1-1 Cambridge United | Carabao Cup First Round |
| 4 | 17/8/2019 | 2-1 v Colchester UnitedColchester United 1-2 Cambridge United | Sky Bet League Two |
| 5 | 24/8/2019 | 1-2 v Oldham AthleticCambridge United 1-2 Oldham Athletic | Sky Bet League Two |
| 6 | 28/8/2019 | 0-6 v Swansea CitySwansea City 6-0 Cambridge United | Carabao Cup Second Round |
| 7 | 31/8/2019 | 0-1 v Port ValePort Vale 1-0 Cambridge United | Sky Bet League Two |
| 8 | 7/9/2019 | 0-1 v Forest Green RoversCambridge United 0-1 Forest Green Rovers | Sky Bet League Two |
| 9 | 14/9/2019 | 3-2 v Crewe AlexandraCrewe Alexandra 2-3 Cambridge United | Sky Bet League Two |
| 10 | 17/9/2019 | 4-0 v Mansfield TownMansfield Town 0-4 Cambridge United | Sky Bet League Two |
| 11 | 21/9/2019 | 0-1 v Swindon TownCambridge United 0-1 Swindon Town | Sky Bet League Two |
| 12 | 28/9/2019 | 1-1 v StevenageStevenage 1-1 Cambridge United | Sky Bet League Two |
| 13 | 5/10/2019 | 2-2 v Macclesfield TownCambridge United 2-2 Macclesfield Town | Sky Bet League Two |
| 14 | 8/10/2019 | 0-1 v Northampton TownCambridge United 0-1 Northampton Town | Checkatrade Trophy Southern Group H |
| 15 | 12/10/2019 | 0-1 v Salford CitySalford City 1-0 Cambridge United | Sky Bet League Two |
| 16 | 19/10/2019 | 4-0 v Exeter CityCambridge United 4-0 Exeter City | Sky Bet League Two |
| 17 | 22/10/2019 | 0-0 v Grimsby TownCambridge United 0-0 Grimsby Town | Sky Bet League Two |
| 18 | 26/10/2019 | 0-2 v Northampton TownNorthampton Town 2-0 Cambridge United | Sky Bet League Two |
| 19 | 2/11/2019 | 2-1 v Crawley TownCambridge United 2-1 Crawley Town | Sky Bet League Two |
| 20 | 9/11/2019 | 1-1 v Exeter CityCambridge United 1-1 Exeter City | Emirates FA Cup First Round |
| 21 | 12/11/2019 | 1-2 v Peterborough UnitedPeterborough United 2-1 Cambridge United | Checkatrade Trophy Southern Group H |
| 22 | 16/11/2019 | 1-2 v WalsallWalsall 2-1 Cambridge United | Sky Bet League Two |
| 23 | 19/11/2019 | 0-1 v Exeter CityExeter City 1-0 Cambridge United | Emirates FA Cup First Round Replay |
| 24 | 23/11/2019 | 0-0 v Carlisle UnitedCarlisle United 0-0 Cambridge United | Sky Bet League Two |
| 25 | 7/12/2019 | 1-0 v Plymouth ArgyleCambridge United 1-0 Plymouth Argyle | Sky Bet League Two |
| 26 | 14/12/2019 | 1-1 v Cheltenham TownCheltenham Town 1-1 Cambridge United | Sky Bet League Two |
| 27 | 21/12/2019 | 2-3 v Leyton OrientCambridge United 2-3 Leyton Orient | Sky Bet League Two |
| 28 | 26/12/2019 | 0-4 v Swindon TownSwindon Town 4-0 Cambridge United | Sky Bet League Two |
| 29 | 29/12/2019 | 1-0 v MorecambeCambridge United 1-0 Morecambe | Sky Bet League Two |
| 30 | 1/1/2020 | 2-3 v Mansfield TownCambridge United 2-3 Mansfield Town | Sky Bet League Two |
| 31 | 4/1/2020 | 0-1 v Macclesfield TownMacclesfield Town 1-0 Cambridge United | Sky Bet League Two |
| 32 | 11/1/2020 | 0-2 v Exeter CityExeter City 2-0 Cambridge United | Sky Bet League Two |
| 33 | 18/1/2020 | 0-4 v StevenageCambridge United 0-4 Stevenage | Sky Bet League Two |
| 34 | 1/2/2020 | 2-1 v Colchester UnitedCambridge United 2-1 Colchester United | Sky Bet League Two |
| 35 | 8/2/2020 | 1-0 v Newport CountyNewport County 0-1 Cambridge United | Sky Bet League Two |
| 36 | 11/2/2020 | 2-0 v Scunthorpe UnitedScunthorpe United 0-2 Cambridge United | Sky Bet League Two |
| 37 | 15/2/2020 | 2-1 v Bradford CityCambridge United 2-1 Bradford City | Sky Bet League Two |
| 38 | 22/2/2020 | 0-0 v Plymouth ArgylePlymouth Argyle 0-0 Cambridge United | Sky Bet League Two |
| 39 | 29/2/2020 | 1-2 v Carlisle UnitedCambridge United 1-2 Carlisle United | Sky Bet League Two |
| 40 | 7/3/2020 | 1-2 v Leyton OrientLeyton Orient 2-1 Cambridge United | Sky Bet League Two |
