Joe Quigley gave the Spireites a first-half lead before Rajovic levelled soon after coming off the bench and Dele-Bashiru snatched the late winner.
Watford head coach Valerien Ismael said: "The main thing in the Cup is always to come through, because nobody will talk about the actual game.
"We made the game complicated for ourselves and credit to Chesterfield - they played well with a nothing-to-lose mentality." Defeat was a cruel blow for Paul Cook’s side who deserved at least a replay.
The Championship side gave a first start to Rhys Healey, while Chesterfield made five changes – Liam Mandeville, Ryheem Sheckleford, Joe Quigley, Ollie Banks, and keeper Ryan Boot coming in for the National League leaders.
Watford almost took a fifth-minute lead when Yaser Asprilla intercepted a back-pass from Branden Horton but his effort was blocked by Shackleford.
Denne historien er fra January 07, 2024-utgaven av The Football League Paper.
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Denne historien er fra January 07, 2024-utgaven av The Football League Paper.
Start din 7-dagers gratis prøveperiode på Magzter GOLD for å få tilgang til tusenvis av utvalgte premiumhistorier og 9000+ magasiner og aviser.
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FUMING GRANT'S BLAST PAYS OFF
CHOICE words from Grant McCann at half-time did the trick as Doncaster Rovers came back to secure a point against classy Notts County.
BOSS MARTI'S ON A MISSION TO RESCUE R'S ALL OVER AGAIN
ARTI Cifuentes proved he was up for a challenge when he took the manager’s job at QPR just over a year ago.
HUSTLE FROM RUSSELL NETS DERBY SPOILS
HEAD coach Darrell Clarke praised goalscorer Jon Russell as his Barnsley side earned all three points in a home victory over South Yorkshire rivals Rotherham United.
DAVIES AGONY AS BLUES BLOW IT
ADEJECTED Chris Davies gave a bleak assessment of his Birmingham City side’s draw against Northampton Town.
WARNOCK: ONLY A GAME? IT'S LIFE OR DEATH IN SHEFFIELD!
JUST another game? Don’t pull that one on Neil Warnock, a Sheffield native, boyhood Blade and managerial veteran of nine Steel City derbies.
BISHOP AT THE HEART OF POMPEY WIN
COLBY Bishop’s spectacular return after heart surgery was a well-kept secret, said Portsmouth manager John Mousinho.
ACE VAKOUN CLEANS UP FOR THE HORNETS
VAKOUN Bayo took the plaudits once more after his goal sunk Oxford on Friday.
ANDI'S AT DOUBLE TO SPARK AWAY JOY
BLACKBURN Rovers boss John Eustace believes his team gave a text-book performance to get a first away win of the league season at Cardiff.
COV CATCH BLACK CATS NAPPING
SUNDERLAND head coach Regis le Bris was frustrated his players couldn’t build on two moments of first half magic that should have seen off managerless Coventry City at the Stadium of Light.
FARKE: WE HAVE THE WINNING MENTALITY TO STAY COURSE
Pressure mounts on Hoops manager