| 1 | Sat 14 Sep 2019 | 3-2 v Crewe AlexandraCrewe Alexandra 2-3 Cambridge United | Sky Bet League Two |
| 2 | Sat 21 Sep 2019 | 0-1 v Swindon TownCambridge United 0-1 Swindon Town | Sky Bet League Two |
| 3 | Sat 28 Sep 2019 | 1-1 v StevenageStevenage 1-1 Cambridge United | Sky Bet League Two |
| 4 | Sat 5 Oct 2019 | 2-2 v Macclesfield TownCambridge United 2-2 Macclesfield Town | Sky Bet League Two |
| 5 | Sat 12 Oct 2019 | 0-1 v Salford CitySalford City 1-0 Cambridge United | Sky Bet League Two |
| 6 | Sat 19 Oct 2019 | 4-0 v Exeter CityCambridge United 4-0 Exeter City | Sky Bet League Two |
| 7 | Tue 22 Oct 2019 | 0-0 v Grimsby TownCambridge United 0-0 Grimsby Town | Sky Bet League Two |
| 8 | Sat 26 Oct 2019 | 0-2 v Northampton TownNorthampton Town 2-0 Cambridge United | Sky Bet League Two |
| 9 | Sat 2 Nov 2019 | 2-1 v Crawley TownCambridge United 2-1 Crawley Town | Sky Bet League Two |
| 10 | Sat 9 Nov 2019 | 1-1 v Exeter CityCambridge United 1-1 Exeter City | Emirates FA Cup First Round |
| 11 | Sat 16 Nov 2019 | 1-2 v WalsallWalsall 2-1 Cambridge United | Sky Bet League Two |
| 12 | Tue 19 Nov 2019 | 0-1 v Exeter CityExeter City 1-0 Cambridge United | Emirates FA Cup First Round Replay |
| 13 | Sat 14 Dec 2019 | 1-1 v Cheltenham TownCheltenham Town 1-1 Cambridge United | Sky Bet League Two |
| 14 | Sat 21 Dec 2019 | 2-3 v Leyton OrientCambridge United 2-3 Leyton Orient | Sky Bet League Two |
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