Start

The race was scheduled to start at 2:16 p.m. Eastern time but started five minutes later when Kyle Busch led the field to the green. Busch held the lead for the first portion of the race, until Jeff Gordon took the lead on lap 29. Jamie McMurray took the lead from Gordon on lap 40, and held the lead until the first set of green flag pit stops during the race, when he ceded the lead to Brad Keselowski, on lap 46. Keselowski's stay out front was short-lived, as he pitted on lap 47, and the lead cycled back to McMurray. The first caution of the race came out at around quarter-distance, caused by debris in turn two. Kyle Busch won the race off pit road, and thus retook the lead from McMurray, for the restart on lap 73. Three laps after the restart, McMurray scraped the wall upon exiting turn 2, but was able to maintain position despite that.

Gordon retook the lead from Busch on lap 88, and held the lead until the race went under neutralized yellow flag conditions for the second time, on lap 99, after Ryan Newman's car cut a left-front tire, exiting turn 4. The layout of the Chicagoland Speedway meant that Newman was unable to hit pit road instantaneously after the blowout, necessitating the yellow flag. Prior to the yellow flag, Justin Allgaier also hit the wall, but was able to continue. McMurray led the field out of the pits, after he took only two tires at his pit stop. Under caution, the shifter handle on the No. 47 car of A. J. Allmendinger broke, akin to what happened to Jimmie Johnson at the Pure Michigan 400 the previous month. McMurray led to the restart on lap 105, but Keselowski retook the lead on lap 107.

Final laps

Almirola made his final stop as the caution came out with 37 laps to go after Carl Edwards' car cut down a left-rear tire, and Larson cycled back to the lead in the process. While pitting, Almirola blew his car's engine, and he retired from the race. Almirola later described himself as "heartbroken" with the result.^[18] The race restarted with 30 laps to go, but only ran for a handful of laps before Clint Bowyer brought out the fifth caution of the race, with 23 laps to go, after he hit the wall in turn 2. The race restarted with 18 laps to go, and Harvick retook the lead from Larson before Keselowski moved to the head of the race the following lap. The caution flags flew for the sixth time with ten laps to go after Ricky Stenhouse Jr. and Danica Patrick made contact on the front stretch. Upon exiting her car, Patrick stated that she "talked with Ricky afterward and we're fine".^[19] The race restarted with six laps to go and Brad Keselowski coasted on to victory lane, for his second successive win.^[20][21] Keselowski expressed his delight at the result, stating that he "was waiting for an opportunity to strike and it came. The car stuck and everything came together".^[22]