Kairo Mitchell and Charlie Carter returned to haunt their former club to put Eastleigh in control by half-time.
But a brilliant brace from Ryan Colclough and a 95th minute stunner from Andrew Dallas gave Paul Cook's side a famous victory.
"To get that last minute goal was fantastic for all of us," said Cook's Spireites assistant manager Danny Webb.
"I wouldn't say we were lucky to win because we deserved it. When you are 2-0 down at home, the very worst you take is a point. At 2-2 with five minutes left, you just felt that we were going to win the game."
Eastleigh were in front inside ten minutes when ex-Spireite Mitchell capitalised on carnage in the penalty area to stroke the ball into the back of the net from close-range.
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CRAIG'S BOOSTS
MANAGERIAL stalwart Craig Edwards is back in charge of Barking â 23 years after he left!
LENNIE GETS THE LOVE
VETERAN caretaker chief Lennie Lawrence says he is âexcitedâ to be handed the reins at Hartlepool United permanently â just a few weeks before his 77th birthday!
MOTORS FEELS LIKE HOLMES!
WHEN he was younger, Danny Holmes played video games that simulated being a football manager.
REES HITS FAB FOUR AS TOWN ROMP IT
RICARDO REES struck four times to help Merthyr Town maintain their spot at the top of the table with a dominant home win against play-off chasing Havant & Waterlooville.
DULWICH DISPLAY DELIGHTS COACHES
GOALS from Danny Mills, Luke Wanadio and Lorenzoâs stoppage-time finish fired Dulwich Hamlet to a comfortable win over fellow play-off hopefuls Potters Bar Town, though the scoreline doesnât tell the full story.
ANCHORS A RAPID
ASHTON UNITED hit two goals in two minutes to come from behind to win at Stockton Town.
SEAGULLS KEEP THE HEAT ON ROMANS
BATH City were made to pay for their mistakes by high-flying Weston-super-Mare.
CLINICAL COLEMAN KEEN AS MUSTARD
CIAN COLEMANâS hat-trick lifted Buxton to their highest league position of the season as they became the latest side to frustrate Scunthorpe.
KEV SEES RED IN REE PANT!
SOUTHEND United boss Kevin Maher hit out at referee Abigail Byrne following his sideâs defeat to Yeovil Town at Roots Hall.
MARVEL MATTY DENIES MOORS
BOTH managers insisted their teams deserved more after Altrincham came from behind to steal a point in a six-goal thriller at Solihull Moors.