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Second Round: Mansfield Town 0-1 Chesterfield
Chesterfield were one of the sides fortunate enough to have been drawn a bye in the First Round so they didn't start their road to Wembley until 8th October with a tough tie away to local rivals Mansfield Town.
The spoils had gone to Mansfield in the Sky Bet League 2 meeting the previous month with the Stags winning 1-0 at Chesterfield's Proact Stadium.
This time around the score was also 1-0 to the visiting team, with the Spireites triumphing at the One Call Stadium thanks to Gary McSheffrey's 72nd-minute goal to edge a hard-fought encounter.
Quarter-Finals: Chesterfield 3-0 Rochdale
Once again Chesterfield were drawn against a fellow Sky Bet League 2 side, this time they were at home to Keith Hill's Rochdale.
Again they went through without conceding a goal, although they didn't have things all their own way at the Proact.
Ollie Banks put them in front on the stroke of half-time, before Dale's Ian Henderson saw his effort disallowed early in the second period. An Armand Gnanduillet brace in the final 20 minutes then clinched victory for the Spireites.
Semi-Finals: Oldham Athletic 1-1 Chesterfield (Chesterfield won 6-5 on penalties)
Paul Cook's side pulled off a minor upset when they travelled away to Sky Bet League 1 side Oldham Athletic and came away victorious in the last eight of the competition.
There wasn't a lot between the sides in terms of league placings but it was Oldham who struck first through Danny Philliskirk in the 23rd minute, only for Tendayi Darikwa to level things up five minutes later.
Neither side could find the breakthrough before the 90-minute mark, despite opportunities to do so, and that sent the game straight to penalties where - with the shoot-out score at 5-5 - Tommy Lee saved Anton Rodgers' effort. That gave Drew Talbot the chance to fire Chesterfield through to the Area Final and he duly obliged.
Area Final: Chesterfield 3-2 Fleetwood Town (on aggregate)
Chesterfield's last hurdle to return to the Final of the Johnstone's Paint Trophy, which they won in 2012, was in the form of fellow League 2 side Fleetwood Town.
Most of the damage was done in the first leg at Highbury as Ian Evatt and Sam Morsy put the Spireites comfortably in front after 24 minutes. Although David Ball pulled one back just before the break, a third Spireites goal from Jimmy Ryan on 65 minutes left them in command.
The return leg at the Proact Stadium was all about doing a professional job to earn a place under the arch in the Johnstone's Paint Trophy's showpiece occasion.
For the most part they did exactly what was required though they were given a late scare when Jon Parkin scored for Fleetwood to make it 3-2 on aggregate, but Paul Cook's men saw the game out to become the first team to qualify for this year's Final.
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