The structure of the cup in 1881 was still such that all participating teams had to enter from the first round but there were huge gulfs in the standard of the weaker teams to the best sides and it showed in the results.
Cup holders Clapham destroyed Finchley 15-0 to notch up the biggest victory of the first round and send out a clear message that they intended keeping their cup. Their reward in round two was a bye before being drawn at home to Reading in round three. Reading had already seen off Hotspurs 5-3 in round one and ran the holders close before going down 2-1. That set up a classic fourth round tie with an Upton Park side who had enjoyed an 8-1 first round victory over Mosquitoes. The two sides shared nine goals with the holders scraping through by the odd goal to earn the first of the six quarter final spots.
Old Etonians were another side who hopelessly outmatched their first round opponents, Brentwood. Harry Goodhart helped himself to a hat-trick in their 10-0 away win. Hendon meanwhile easily beat St Peter's Institute 8-1 and Herts Rangers saw off Barnes 6-0 before becoming the Etonians second & third round victims before the Etonians booked their quarter final place with a win over Grey Friars.
High scores were not restricted to the southern sides either. Leading northern club Darwen cruised past Brigg 8-0 with three apiece for Rostron and Moorhouse while Sheffield narrowly defeated Blackburn Olympic 5-4 before Darwen inflicted a second round 5-1 hiding with another Rostron goal. Blackburn Rovers defeated Sheffield Providence 6-2 while Turton beat Britannia Recreation Brigg 5-0 before both fell victim to Sheffield Wednesday. Darwen again showed their class when their quarter final place was secured with another five goals against Wednesday.
Acton needed a replay before disposing of Kildare 5-0 while Great Marlow beat Clarence 6-0. Acton's run ended in round two though while Great marlow fought through to round four but lost a battle for a quarter final spot to Romford.
Old Carthusians were playing in the cup for only the second time but kicked off in fine style with a 7-0 win over Saffron Waldon at Charterhouse. Dreadnought faired slightly better there in round two, coming away only losing 1-5. In round three Old Carthusians recieved a bye and can't have been full of too much joy when they were drawn to play a Royal Engineers side who had just knocked six past Glasgow Rangers without reply. Against the odds it was the Carthusians who came through for a quarter final spot.
Stafford Road of Wolverhampton were unheard of before their first round 7-0 win over Spilsbury but were making headlines by the time of their second round replay 7-1 win over Grantham. A bye saw them face Aston Villa, who had beaten Wednesbury Strollers 5-3 in round one, for the remaining quarter final place with Stafford Road coming out on top.
The first quarter final was another one sided affair as Darwen made light of their tie with Romford. Kirkham, Marshall, Mellor and Rostron all helped themselves to hat-tricks in a 15-0 victory. A fortnight later the two remaining ties were a little tighter as Old Etonians ended Stafford Roads cup dreams 2-1. The holders also bowed out 1-3 at Old Carthusians.
Old Etonians were the only one of the semi final trio to have previously reached the final and as luck would have it, they were the ones given a bye into the final while Old Carthusians and Darwen would have to earn their first final place. The northerners were outclassed at the Oval as Hansell, Todd, Wynyard and Vincent all struck in a 4-1 win for Old Carthusians.