Chisnall took the first set before Taylor hit-back to claim the second. However, Chisnall won the next three sets to knock-out Taylor, who had reached at least the Quarter-Finals of every World Championship since 1994.
"I fully believed that I could Phil tonight," said Chisnall who will now face Andy Hamilton in the third round.
"I threw really well, and took my chances when Phil was missing doubles. I did get a bit nervy towards the end but I got the job done. I fully believe I can win this tournament."
Taylor hit a 180 in the first leg but missed two chances to win it, allowing Chisnall to hit double 10 to hold throw.
Taylor hit the same double to take the second before Chisnall, who defeated 2004 World Championship Runner-Up, in the first round, recorded an 88 finish to win the third.
Taylor won the fourth leg on double 16 but missed a dart at double top to win the set, and the St.Helens man held his nerve to hit double eight and nick a tight opening set.
Taylor made a winning start to the second set by landing double 16, but the Stoke ace missed two darts to break throw in the next, allowing Chisnall to hit double 10 and level.
Taylor won the third leg, which included a 180, but he missed a dart at double top to win the set in the next, and Chisnall hit double 18 to force a deciding leg.
Taylor was first to a finish in the fifth leg, but was off-target with two darts at double top, once again.
Chisnall was left with 108, and he calmly slotted the treble 19 with his first dart, but missed single 19 and Taylor hit double eight to level the match.
Taylor secured the first break of throw in the match at the start of the third set, but Chisnall immediately hit-back to claim the second.
Chisnall hit an excellent 119 checkout to take the third leg before missing a dart at double 18 for a 144 checkout - and the set.
Taylor hit double eight to force another deciding leg which Chisnall won by landing double four with a pressure third dart to lead the match for the second time.
The St.Helens man broke Taylor's throw at the start of the fourth set only for Taylor to bounce back in style, by hitting an 11-dart finish to take the second.
Taylor won the third leg on double 16 after Chisnall missed three darts to secure another break of throw.
Chisnall hit double top to win the fourth leg and a timely maximum in the deciding leg, followed by double top to move 3-1 ahead.
Chisnall began the fifth set in positive fashion with a 14-dart finish to win the first leg, before Taylor hit double top at the first time of asking to level.
Chisnall took out 67 to win the third leg and then hit back-to-back 180s to leave an opportunity of winning the match with a nine-dart finish.
That was not to be after the attempt at a seventh treble 20 was off-target, and Chisnall then missed two opportunities at double 12 to win the match.
However, Taylor could not accept the reprieve as he missed two darts at double top and Chisnall returned to land double six to confirm a major upset.
After the match Taylor said: "Dave was by far the better player tonight. The loss of the fourth set to go 3-1 down was a real killer for me."
"I felt good in the practice room and coming out on to the stage was brilliant as ever. But things didn't click for me tonight, which is a disappointment."
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