| 1 | Sat 10 Aug 2019 | 0-0 v Newport CountyCambridge United 0-0 Newport County | Sky Bet League Two |
| 2 | Tue 13 Aug 2019 | 1-1 v BrentfordBrentford 1-1 Cambridge United | Carabao Cup First Round |
| 3 | Sat 2 Nov 2019 | 2-1 v Crawley TownCambridge United 2-1 Crawley Town | Sky Bet League Two |
| 4 | Sat 9 Nov 2019 | 1-1 v Exeter CityCambridge United 1-1 Exeter City | Emirates FA Cup First Round |
| 5 | Sat 16 Nov 2019 | 1-2 v WalsallWalsall 2-1 Cambridge United | Sky Bet League Two |
| 6 | Tue 19 Nov 2019 | 0-1 v Exeter CityExeter City 1-0 Cambridge United | Emirates FA Cup First Round Replay |
| 7 | Sat 23 Nov 2019 | 0-0 v Carlisle UnitedCarlisle United 0-0 Cambridge United | Sky Bet League Two |
| 8 | Sat 7 Dec 2019 | 1-0 v Plymouth ArgyleCambridge United 1-0 Plymouth Argyle | Sky Bet League Two |
| 9 | Sat 14 Dec 2019 | 1-1 v Cheltenham TownCheltenham Town 1-1 Cambridge United | Sky Bet League Two |
| 10 | Sat 21 Dec 2019 | 2-3 v Leyton OrientCambridge United 2-3 Leyton Orient | Sky Bet League Two |
| 11 | Sun 29 Dec 2019 | 1-0 v MorecambeCambridge United 1-0 Morecambe | Sky Bet League Two |
| 12 | Wed 1 Jan 2020 | 2-3 v Mansfield TownCambridge United 2-3 Mansfield Town | Sky Bet League Two |
| 13 | Sat 4 Jan 2020 | 0-1 v Macclesfield TownMacclesfield Town 1-0 Cambridge United | Sky Bet League Two |
| 14 | Sat 11 Jan 2020 | 0-2 v Exeter CityExeter City 2-0 Cambridge United | Sky Bet League Two |
| 15 | Sat 18 Jan 2020 | 0-4 v StevenageCambridge United 0-4 Stevenage | Sky Bet League Two |
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