Thursday, July 17, 2025
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NASCAR Cup Series Preview: Challenge Round 2 – Grant Park 165

Race Overview

Track: Chicago Street Course (Grant Park, Chicago, IL)

Date: Sunday, July 6, 2025

Start Time: 2:00 PM ET

Broadcast: TNT Sports, truTV, HBO Max

Radio: MRN, SiriusXM NASCAR Radio

Distance: 75 laps (165 miles)

Event Type: NASCAR Cup Series In-Season Challenge Round 2

The Grant Park 165 marks the third annual NASCAR Chicago Street Race and serves as Round 2 of the inaugural NASCAR In-Season Challenge, a five-race midseason tournament with a $1 million prize on the line. The 2.2-mile, 12-turn temporary street circuit winds through Chicago’s iconic Grant Park, offering a unique blend of tight corners, elevation changes, and urban scenery.

Key Storylines Heading into Chicago

Shane van Gisbergen: The Street King Returns

Team: Trackhouse Racing

Why He’s Favored: Van Gisbergen won this race in his NASCAR debut in 2023 and dominated the Mexico City road course earlier this season. His Supercars background gives him a massive edge on street circuits.

Odds: +210 (favorite)

Christopher Bell: Fast but Snakebitten

Team: Joe Gibbs Racing

Why He’s Dangerous: Bell has led 51 laps across two Chicago starts and ranks top 3 in Speed Rating, Long Run Speed, and Restart Rating on road courses in 2025. Despite bad luck here in the past, he’s due for a breakthrough.

Last 4 Finishes: 16th or worse – needs a rebound

Alex Bowman: Defending Champion

Team: Hendrick Motorsports

Why He’s a Threat: Won the 2024 Grant Park 165 and is heating up with two top-5 finishes in his last three starts.

Odds: +1900

Other Drivers to Watch

DriverTeamWhy They Matter
Tyler Reddick23XI RacingArguably the best road racer in the Next Gen era; 3 wins, 206 laps led on road courses since 2022
Ty GibbsJoe Gibbs RacingLeads all drivers in points scored at Chicago; still seeking first Cup win
Michael McDowellFront Row MotorsportsTop 10 in both Chicago races; 11 top 10s in last 19 road-course starts
Chase ElliottHendrick MotorsportsRoad-course ace with 7 career wins on twisty layouts; still winless in 2025
AJ AllmendingerKaulig RacingRoad-course specialist; upset potential in In-Season Challenge bracket

Track Breakdown: Chicago Street Course

Length: 2.2 miles

Turns: 12

Surface: Temporary street circuit

Notable Features:

Front straight along Lake Shore Drive

Tight hairpins and 90-degree corners

Bumpy braking zones and narrow passing lanes

This course rewards precision, braking control, and track position. Pit strategy and restart execution will be critical, especially with limited passing zones.

In-Season Challenge Update

Format: 32-driver bracket, now down to 16

Prize: $1 million

Notable Eliminations: Denny Hamlin, Chase Briscoe (wrecked at Atlanta)

Top Seeds Remaining: Chris Buescher, Brad Keselowski, Chase Elliott

Dark Horses: Ty Dillon (32-seed), AJ Allmendinger (22-seed)

Fantasy Picks

Winner Prediction:
Shane van Gisbergen – unmatched street course skill and momentum from Mexico City

Top 5 Finishers:

Shane van Gisbergen

Christopher Bell

Tyler Reddick

Alex Bowman

Ty Gibbs

Fantasy Sleepers:

Michael McDowell

AJ Allmendinger

Chris Buescher

DRIVER                                                 ODDS

Shane Van Gisbergen                    + 185

Kyle Larson                                         + 650

Christopher Bell                               + 750

William Byron                                   + 1200

Tyler Reddick                                     + 1200

Ty Gibbs                                              + 1200

Chase Elliott                                       + 1400

Will Brown                                         + 1800

Michael McDowell                          + 2200

Chris Buescher                                  + 2200

Alex Bowman                                    + 2200

AJ Allmendinger                              + 2200

Ross Chastain                                    + 2200

Chase Briscoe                                    + 2500

Kyle Busch                                          + 2800

Daniel Suarez                                     + 2800

Ryan Blaney                                       + 3500

Denny Hamlin                                   + 4000

Carson Hocevar                                 + 4000

Austin Cindric                                    + 5000

Joey Logano                                       + 9000

Justin Haley                                        + 10000

Corey Heim                                        + 10000

Brad Keselowski                              + 10000

Ryan Preece                                       + 10000

John Hunter Nemechek                + 13000

Cole Custer                                         + 13000

Bubba Wallace                                  + 13000

Austin Dillon                                      + 13000

Zane Smith                                         + 13000

Todd Gilliland                                   + 13000

Ricky Stenhouse Jr.                         + 17000

Erik Jones                                            + 17000

Noah Gragson                                   + 20000

Josh Berry                                           + 20000

Austin Hill                                           + 25000

Riley Herbst                                       + 30000

Josh Bilicki                                          + 40000

Ty Dillon                                              + 40000

Katherine Legge                               + 50000

Cody Ware                                          + 50000

Odds Courtesy of Sports Odds Direct as of Saturday, July 5, 2025

Wager-Tracker: All Sports Betting Log

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