

The lone street race on the Cup Series will take place in The Windy City on Sunday at 2 p.m. ET with the 2025 Grant Park 165. Shane van Gisbergen and Alex Bowman won the first two runnings of NASCAR at Chicago, but neither of them notched top 20s in both previous races like Chris Buescher did. The consistency he’s shown on the Chicago Street Course makes him a Grant Park 165 sleeper, considering his long 2025 NASCAR at Chicago odds. The six-time winner on the Cup Series is listed at +2200 to utilize in NASCAR bets, but with 10 other drivers having equal or shorter 2025 Grant Park 165 odds, SportsLine’s model advises deploying Buescher as a longshot. Buescher has 10 top-10 finishes this season and is -140 to crack the top 10 on Sunday.
Before entering any 2025 Chicago NASCAR picks, be sure to see the latest 2025 NASCAR at Chicago predictions from SportsLine’s proven projection model. Developed by SportsLine predictive data engineer Mike McClure, the proprietary NASCAR prediction model simulates every race 10,000 times and has nailed a whopping 24 winners since 2021, including five winners in 2025.
SportsLine simulated the NASCAR Grant Park 165 10,000 times. Here are the three NASCAR longshots to target, according to the model:
Best NASCAR at Chicago longshots (odds subject to change):
- Chris Buescher (+2200)
- Will Brown (+2200)
- AJ Allmendinger (+2200)
Chris Buescher (+2200)
The Chicago Street Race pulls drivers out of their comfort zone and leads to unpredictability as evident by the race’s two winners — Bowman and van Gisbergen — suffering accidents that prevented them from even finishing the respective race they didn’t win. But Buescher is among a handful of drivers who has finished in the top 20 in each, including a top 10 in his debut there. The Texan is also quite familiar with top 10s this year as just two drivers have more than his 10 thus far, including in each of his last four starts. Buescher ranked 23rd in the NASCAR standings just over a month ago after the Coca-Cola 600 but is now ninth in the Cup Series. You should ride this wave of momentum, and a DraftKings promo code would allow you to get $150 in bonus bets after a $5 initial wager.
Will Brown (+2200)
Brown is attempting to follow in the footsteps of his countryman in fellow Australian van Gisbergen. The latter was a three-time Supercars champion before hopping into a NASCAR vehicle and winning the inaugural Chicago Street Race in 2023. Brown won his first Supercars championship last season and did it in record fashion, notching five victories and securing a podium finish in every event. Unlike van Gisbergen, whose very first NASCAR race came at Chicago, Brown at least has some experience as he had a start on the Cup Series in 2024. Brown will be behind the wheel on Sunday for Kaulig Racing, which notched a second-place finish at the 2023 Chicago race with Justin Haley.
AJ Allmendinger (+2200)
Allmendinger also benefits from the backing of Kaulig, which not only had a runner-up with Haley but also secured a top 20 for Allmendinger in 2023 and then a top-12 finish with Daniel Hemric last year. The 43-year-old driver had a slow start to the 2025 Cup Series, after spending last year on the Xfinity Series, but he’s ramped things up as of late. He has five top 20s over his last six starts, with the one exception being when he placed 21st. Allmendinger reached as high as sixth place on Lap 42 in last year’s Grant Park 165 before an accident ended his day early, but he displayed he’s a contender for the checkered flag. Allmendinger would be a steal at +2200 and can be wagered on with a FanDuel promo code:
More top NASCAR at Chicago expert picks, longshots revealed
You’ve seen the NASCAR longshots from the model. Now, see the full 2025 NASCAR Chicago leaderboard, including forecasts for who finishes first. Visit SportsLine to see the projected leaderboard, all from the model that has nailed 24 winners, including Elliott’s victory at Bowman Gray, Larson’s win at Miami, Bell’s All-Star victory, Hamlin’s Michigan win and van Gisbergen’s Mexico triumph.
2025 NASCAR Chicago odds, drivers, lineup
(odds via DraftKings are subject to change)
Shane van Gisbergen +165
Christopher Bell +750
Kyle Larson +900
Ty Gibbs +1200
Tyler Reddick +1200
Chase Elliott +1400
William Byron +1600
Alex Bowman +1900
Will Brown +2200
Chris Buescher +2200
AJ Allmendinger +2200
Michael McDowell +2300
Ross Chastain +2800
Chase Briscoe +3100
Daniel Suarez +3100
Kyle Busch +3400
Ryan Blaney +4000
Carson Hocevar +4000
Denny Hamlin +4000
Austin Cindric +5000
Joey Logano +10000
Ryan Preece +11000
Justin Haley +11000
Brad Keselowski +11000
Corey Heim +11000
Ricky Stenhouse Jr. +12000
Bubba Wallace +14000
Todd Gilliland +14000
Austin Dillon +14000
Cole Custer +14000
Zane Smith +14000
John Hunter Nemechek +14000
Erik Jones +21000
Noah Gragson +25000
Josh Berry +25000
Austin Hill +25000
Riley Herbst +30000
Josh Bilicki +34000
Ty Dillon +34000
This news was originally published on this post .
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