| 1 | Sat 19 Oct 2013 | 1-3 v Dorchester TownMaidenhead United 1-3 Dorchester Town | Skrill South |
| 2 | Sat 26 Oct 2013 | 0-1 v BromleyMaidenhead United 0-1 Bromley | Skrill South |
| 3 | Sat 2 Nov 2013 | 0-2 v Eastbourne BoroughEastbourne Borough 2-0 Maidenhead United | Skrill South |
| 4 | Sat 23 Nov 2013 | 50-1 v Bath CityBath City 1-0 Maidenhead United | Skrill South |
| 5 | Tue 26 Nov 2013 | 52-2 v Boreham WoodBoreham Wood 2-2 Maidenhead United | Skrill South |
| 6 | Sat 7 Dec 2013 | 62-3 v Sutton UnitedSutton United 3-2 Maidenhead United | Skrill South |
| 7 | Tue 10 Dec 2013 | 61-1 v Chelmsford CityMaidenhead United 1-1 Chelmsford City | Skrill South |
| 8 | Thu 26 Dec 2013 | 63-1 v Staines TownMaidenhead United 3-1 Staines Town | Skrill South |
| 9 | Tue 4 Feb 2014 | 0-3 v Weston-super-MareMaidenhead United 0-3 Weston-super-Mare | Skrill South |
| 10 | Tue 11 Feb 2014 | 0-2 v Dover AthleticDover Athletic 2-0 Maidenhead United | Skrill South |
| 11 | Sat 22 Feb 2014 | 3-0 v Chelmsford CityChelmsford City 0-3 Maidenhead United | Skrill South |
| 12 | Tue 25 Feb 2014 | 2-3 v EastleighEastleigh 3-2 Maidenhead United | Skrill South |
| 13 | Sat 1 Mar 2014 | 2-2 v Basingstoke TownBasingstoke Town 2-2 Maidenhead United | Skrill South |
| 14 | Tue 4 Mar 2014 | 4-2 v Tonbridge AngelsTonbridge Angels 2-4 Maidenhead United | Skrill South |
| 15 | Sat 8 Mar 2014 | 0-1 v Bath CityMaidenhead United 0-1 Bath City | Skrill South |
| 16 | Sat 15 Mar 2014 | 1-2 v Dover AthleticMaidenhead United 1-2 Dover Athletic | Skrill South |
| 17 | Sat 22 Mar 2014 | 1-6 v BromleyBromley 6-1 Maidenhead United | Skrill South |
| 18 | Tue 25 Mar 2014 | 2-3 v Eastbourne BoroughMaidenhead United 2-3 Eastbourne Borough | Skrill South |
| 19 | Sat 29 Mar 2014 | 1-0 v WhitehawkMaidenhead United 1-0 Whitehawk | Skrill South |
| 20 | Tue 1 Apr 2014 | 3-0 v Dorchester TownDorchester Town 0-3 Maidenhead United | Skrill South |
| 21 | Sat 5 Apr 2014 | 3-2 v Sutton UnitedMaidenhead United 3-2 Sutton United | Skrill South |
| 22 | Thu 10 Apr 2014 | 1-3 v Concord RangersMaidenhead United 1-3 Concord Rangers | Skrill South |
| 23 | Sat 19 Apr 2014 | 0-3 v FarnboroughFarnborough 3-0 Maidenhead United | Skrill South |
| 24 | Mon 21 Apr 2014 | 1-0 v Ebbsfleet UnitedMaidenhead United 1-0 Ebbsfleet United | Skrill South |
| 25 | Wed 23 Apr 2014 | 3-1 v Havant & WaterloovilleHavant & Waterlooville 1-3 Maidenhead United | Skrill South |
| 26 | Sat 26 Apr 2014 | 1-1 v Bishop's StortfordBishop's Stortford 1-1 Maidenhead United | Skrill South |
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