Following two draws with Stevenage and Crewe Alexandra County found themselves in 16th place in the embryonic league table, the lowest they would ever be.
County came away with a 2–0 victory as a result of a second-half brace from Shawn McCoulsky and were rewarded with a home draw against Championship side Leeds United.
Newport were placed in Southern Group E for the EFL Trophy, alongside Forest Green Rovers, Swansea City U21s and Cheltenham Town.
With the clock ticking down to one minute remaining, Shawn McCoulsky leapt highest from a corner to head the winner, putting County into the fourth round for the first time since the 1978–79 season.
In the fourth round, County were again drawn at home, this time to Premier League Tottenham Hotspur.
In front of a Rodney Parade record crowd, Newport took the lead in the 38th minute courtesy of a Padraig Amond goal.
Into the last 10 minutes, County were looking like recording a famous victory, only for Harry Kane to poke home an equaliser from an 82nd-minute corner.