Whincup and co-driver Paul Dumbrell won the Endurance Cup,[3] taking wins at the Sandown 500 and the Gold Coast 600.
[63] The 2014 season saw changes to the regulations regarding abandoned starts which require an additional formation lap and for the suspension and resumption of races in the case of a red flag.
[63] Craig Lowndes left the first event of the championship leading the points standings ahead of Fabian Coulthard and Shane van Gisbergen.
Will Davison made heavy contact with the wall at turn eight after a touch from James Moffat, sustaining significant damage to his car.
Whincup made contact with Michael Caruso while making his way back through the field, forcing both cars to pit for a lengthy period.
[70] Whincup won the first race, after a controversial incident with Lowndes while the pair battled for the lead, ahead of James Courtney and Mark Winterbottom.
[74][75] Russell Ingall, after fitting new tyres during a safety car period, received a drive-through penalty while on course for a podium finish, leading to him labelling the race stewards as "peanuts" in a post-race interview.
[76] Lee Holdsworth gave Erebus Motorsport and Mercedes-Benz their first victories in the series by winning the second race ahead of Mark Winterbottom and Coulthard.
[77] Scott McLaughlin took his maiden pole position in qualifying for the Sunday race but he was one of five drivers to be given a drive-through penalty for speeding in the pit lane.
[81] Van Gisbergen won the second Saturday race, holding off a late charge from Winterbottom, with Scott McLaughlin in third after starting from pole.
[85] All cars run by the Holden Racing Team and Erebus Motorsport suffered punctures, forcing their drivers down the order.
[86] Lowndes trimmed Winterbottom's championship lead to 101 points, while Whincup moved past James Courtney for fourth.
Championship leader Mark Winterbottom qualified poorly during the weekend, but managed to finish in the top ten in two of the races to maintain his series lead, with Whincup moving up to second, 96 points behind, and Lowndes dropping to sixth behind Coulthard, van Gisbergen and Courtney.
[97] The Sunday race saw James Moffat take his first career pole position and the first for Nissan since the company returned to the series.
Whincup finished sixth, which was enough to take the championship lead after a tyre puncture for Winterbottom dropped him to twenty-second place.
Garth Tander and Craig Lowndes completed the podium in the first race, with Chaz Mostert and Whincup taking second and third respectively in the second.
[103][104] McLaughlin bounced back by winning the Sunday race from pole position, ahead of Nick Percat, who scored his first podium finish as a full-time driver, and Fabian Coulthard.
Mark Winterbottom was given a drive-through penalty for causing an incident which saw the cars of David Reynolds and Scott Pye suffer significant damage.
The two Holden Racing Team cars filled the podium, with James Courtney and Greg Murphy finishing ahead of Garth Tander and Warren Luff.
[106] Lee Holdsworth had a high-speed crash when his car suffered a mechanical failure at the end of the back straight, resulting in heavy contact with the tyre barrier.
[106] Ford Performance Racing won its second consecutive Bathurst 1000, with Chaz Mostert and Paul Morris taking victory, from last place on the grid, over James Moffat and Taz Douglas, driving for Nissan Motorsport, and Nick Percat and Oliver Gavin, driving for James Rosenberg Racing.
Jamie Whincup, driving with Paul Dumbrell, led for most of the final lap but ran out of fuel at Forrest's Elbow and dropped to fifth.
Craig Lowndes received a drive-through penalty for spinning Mark Winterbottom in the closing stages, with the two cars finishing tenth and sixth respectively.
Shane van Gisbergen and Jonathon Webb won from pole on Saturday but incurred a drive-through penalty in the Sunday race and finished fifth.
[113] Whincup's championship rivals had difficult weekends, with Mark Winterbottom being relegated from the podium on Saturday after bumping and passing Slade at the final corner and suffering an engine problem late in the Sunday race before being spun by Russell Ingall.
[112][113] With Chaz Mostert and Paul Morris struggling during the weekend, Whincup and Dumbrell easily secured the Endurance Cup.
[114] Shane van Gisbergen and Fabian Coulthard endured a difficult day after a collision in qualifying damaged both of their cars, causing them to start from the back of the grid for both races.
[117] The final round of the championship was affected by storms in and around Sydney, with heavy rain causing two of the three races to be stopped just after half distance.
The resulting red flag gave Erebus Motorsport its first pole position, with Will Davison going quickest ahead of Jamie Whincup.
The race was eventually abandoned and van Gisbergen was declared the winner ahead of Garth Tander and James Courtney.