2025 Enjoy Illinois 300 odds, picks, props: NASCAR at World Wide Technology Raceway best bets from proven racing experts

The 2025 NASCAR Cup Series playoffs continue with the 2025 Enjoy Illinois 300 at World Wide Technology Raceway in Madison, Ill., on Sunday afternoon. This is the second of three Round of 16 playoff races for the NASCAR Cup Series. Ryan Blaney and Christopher Bell are the co-favorites at +500 (risk $100 to win $500) in the 2025 Enjoy Illinois 300 odds, while Denny Hamlin is at +650, Kyle Larson at +850 and Joey Logano at +950. Sunday's race is set to begin at 3 p.m. ET. 

Before entering any 2025 Enjoy Illinois 300 props or NASCAR picks on sites like PrizePicks, DraftKings Pick6, Sleeper Fantasy and Underdog Fantasy, be sure to see what elite expert auto racing handicappers Phil Bobbitt and Steve Greco have to say.

Bobbitt and Greco built a predictive engine that consistently beats the books. They find huge value and aren't afraid of volume. Over the past four years, their followers are up more than $28,000 on $100 plays. Last season, they nailed seven outright winners in the Cup Series, returning nearly seven units for a 25.7% ROI. 

They predicted Daniel Suarez's victory in Atlanta at +3500 and were 10-2 on matchup plays. Their 2024 NASCAR All-Star Race preview nailed Joey Logano at +1100 and went 4-0 in matchup picks, and they hit Austin Cindric at +2800 in the Enjoy Illinois 300. They also nailed Ross Chastain as a +3000 longshot in the Hollywood Casino 400. Overall, they were up 47.18 units across all racing articles last season. This season, they have correctly called William Byron (+2300) in the Daytona 500 and Kyle Larson (+450) in the AdventHealth 400. Anyone following Bobbitt and Greco could have seen HUGE returns!

For the 2025 Enjoy Illinois 300 at Madison, Ill., we can tell you Bobbitt and Greco are backing Brad Keselowski at +2500 odds to be the outright winner. "Alright, let's light some money on fire — but in a responsible, ROI-positive way," Bobbitt said. "Our first stop: Brad Keselowski. Yes, the same guy sitting in the 20s in points with an average finish of 19.96. Stay with me.

"Now, the numbers. Based on our comparable-track data, recent form, and speed metrics, Keselowski projects for a 9.8 finish. The books are pricing him like a mid-teens guy, and that value alarm you're hearing is real. Narrowing the sample down to Richmond, Phoenix, and Iowa this season, Keselowski somehow pops as our fifth-ranked driver. Fifth. That's wild considering his Phoenix performance was flatter than a day-old can of diet coke.

"But let's examine his last two starts on those comps: ninth at Richmond with 24 fast laps, then third at Iowa with a race-high 59 fast laps and 68 laps led…both within the last month. That's not noise, it's the start a pattern. If RFK has truly cracked this short-flat/intermediate puzzle, we're buying. Let's not forget, Keselowski was also on of the tire-test participants for Gateway." 

Bobbitt and Greco have locked in more NASCAR bets, including an outright bet that pays 35-1! You ABSOLUTELY NEED to see their picks before locking in any NASCAR picks of your own.

So who wins the 2025 Enjoy Illinois 300 at Madison, Ill., and which NASCAR prop picks could help you dominate on sites like PrizePicks, and which outright bet is a MUST-BACK? ... Join SportsLine right now to see the NASCAR at Daytona best bets, all from the experts who were up 47 units last year!