| 1 | Tue 4 Sep 2018 | 1-3 v Southend UnitedSouthend United 3-1 Cambridge United | Checkatrade Trophy Southern Group B |
| 2 | Sat 8 Sep 2018 | 1-2 v Carlisle UnitedCambridge United 1-2 Carlisle United | Sky Bet League Two |
| 3 | Sat 22 Sep 2018 | 1-1 v Mansfield TownCambridge United 1-1 Mansfield Town | Sky Bet League Two |
| 4 | Sat 29 Sep 2018 | 2-4 v Newport CountyNewport County 4-2 Cambridge United | Sky Bet League Two |
| 5 | Sat 20 Oct 2018 | 1-1 v Lincoln CityLincoln City 1-1 Cambridge United | Sky Bet League Two |
| 6 | Tue 23 Oct 2018 | 2-0 v Swindon TownSwindon Town 0-2 Cambridge United | Sky Bet League Two |
| 7 | Sat 3 Nov 2018 | 1-0 v Grimsby TownCambridge United 1-0 Grimsby Town | Sky Bet League Two |
| 8 | Sun 11 Nov 2018 | 3-4 v GuiseleyGuiseley 4-3 Cambridge United | Emirates FA Cup First Round |
| 9 | Tue 13 Nov 2018 | 3-1 v Colchester UnitedCambridge United 3-1 Colchester United | Checkatrade Trophy Southern Group B |
| 10 | Sat 17 Nov 2018 | 1-3 v Oldham AthleticOldham Athletic 3-1 Cambridge United | Sky Bet League Two |
| 11 | Sat 24 Nov 2018 | 2-2 v BuryCambridge United 2-2 Bury | Sky Bet League Two |
| 12 | Tue 4 Dec 2018 | 1-1 v Northampton TownCambridge United 1-1 Northampton Town | Checkatrade Trophy Second Round |
| 13 | Sat 8 Dec 2018 | 0-1 v Tranmere RoversTranmere Rovers 1-0 Cambridge United | Sky Bet League Two |
| 14 | Sat 15 Dec 2018 | 0-0 v Yeovil TownCambridge United 0-0 Yeovil Town | Sky Bet League Two |
| 15 | Sat 22 Dec 2018 | 0-3 v MorecambeMorecambe 3-0 Cambridge United | Sky Bet League Two |
| 16 | Sat 29 Dec 2018 | 1-2 v Lincoln CityCambridge United 1-2 Lincoln City | Sky Bet League Two |
| 17 | Tue 1 Jan 2019 | 0-6 v Milton Keynes DonsMilton Keynes Dons 6-0 Cambridge United | Sky Bet League Two |
| 18 | Sat 5 Jan 2019 | 2-0 v StevenageCambridge United 2-0 Stevenage | Sky Bet League Two |
| 19 | Sat 26 Jan 2019 | 0-1 v Exeter CityExeter City 1-0 Cambridge United | Sky Bet League Two |
| 20 | Tue 19 Feb 2019 | 0-2 v Cheltenham TownCheltenham Town 2-0 Cambridge United | Sky Bet League Two |
| 21 | Sat 2 Mar 2019 | 2-0 v Grimsby TownGrimsby Town 0-2 Cambridge United | Sky Bet League Two |
| 22 | Sat 23 Mar 2019 | 2-2 v Carlisle UnitedCarlisle United 2-2 Cambridge United | Sky Bet League Two |
| 23 | Sat 30 Mar 2019 | 0-1 v Colchester UnitedCambridge United 0-1 Colchester United | Sky Bet League Two |
| 24 | Fri 19 Apr 2019 | 0-0 v Swindon TownCambridge United 0-0 Swindon Town | Sky Bet League Two |
| 25 | Mon 22 Apr 2019 | 1-2 v Forest Green RoversForest Green Rovers 2-1 Cambridge United | Sky Bet League Two |
| 26 | Sat 27 Apr 2019 | 1-2 v MorecambeCambridge United 1-2 Morecambe | Sky Bet League Two |
| 27 | Sat 4 May 2019 | 1-1 v Macclesfield TownMacclesfield Town 1-1 Cambridge United | Sky Bet League Two |
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