Pickup Trucks For Sale near Highland Park, IL

Commercial Truck Sales has new and used pickup trucks for sale from leading manufacturers. Find what you need and connect directly to dealers.

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55 matches

2023 Chevrolet Silverado 3500HD - Pickup

$67,440

2023 Chevrolet Silverado 3500HD 4WD Crew Cab 159" High Country

28,345 mi.

Chicago, IL (17.3 mi)

2023 Chevrolet Silverado 3500HD 4WD Crew Cab 159" High Country

Pickup

Diesel · 4WD

BLACK 2023 Chevrolet Silverado 3500HD 4WD Crew Cab 159" High Country with Black interior for sale in Chicago. Shop Chicago Auto Warehouse for great deals on all our Chevrolet inventory.

Stock #: 2GC4YVEYXP1726629

$67,440

28,345 mi

17.3 mi away

Chicago, IL

$46,599

2024 Chevrolet Silverado 1500 4WD Crew Cab 147" LT Trail Boss

50,111 mi.

Chicago, IL (17.3 mi)

2024 Chevrolet Silverado 1500 4WD Crew Cab 147" LT Trail Boss

Pickup

Diesel · 4WD

tow/haul mode and steering column paddle shifters. Cruise Grade Braking and Powertrain Grade Braking

Stock #: 3GCUDFE83RG221575

$46,599

50,111 mi

17.3 mi away

Chicago, IL

2022 Chevrolet Silverado 1500 LTD - Pickup

$44,988

2022 Chevrolet Silverado 1500 LTD 4WD Crew Cab 157" High Country

58,915 mi.

Chicago, IL (17.3 mi)

2022 Chevrolet Silverado 1500 LTD 4WD Crew Cab 157" High Country

Pickup

Gasoline · 4WD

Pearl White 2022 Chevrolet Silverado 1500 LTD 4WD Crew Cab 157" High Country with Brown interior for sale in Chicago. Shop Chicago Auto Warehouse for great deals on all our Chevrolet inventory.

Stock #: 3GCUYHEL4NG133715

$44,988

58,915 mi

17.3 mi away

Chicago, IL

$42,956

2022 Chevrolet Silverado 1500 4WD Crew Cab 147" LTZ

38,915 mi.

Chicago, IL (17.3 mi)

2022 Chevrolet Silverado 1500 4WD Crew Cab 147" LTZ

Pickup

Diesel · 4WD

Includes off-road suspension, hill descent control, skid plates, high-capacity air filter, Z71 hard badge, Chevytec spray-on bedliner, two-speed electronic Autotrac transfer case w/ rotary dial control, 275/60R20 all-terrain tires, and front and rear

Stock #: 1GCUDGETXNZ590857

$42,956

38,915 mi

17.3 mi away

Chicago, IL

$6,690

2017 Chevrolet Silverado 2500HD

2,739 mi.

Chicago, IL (18.4 mi)

2017 Chevrolet Silverado 2500HD

Pickup

Gasoline · 4x2

White 2017 Chevrolet Silverado 2500HD 2WD Reg Cab 133.6" Work Truck with Black interior for sale in Chicago. Shop Grand Lux Auto for great deals on all our Chevrolet inventory.

Stock #: 1GC0CUEG7HZ322677

$6,690

2,739 mi

18.4 mi away

Chicago, IL

$68,902

2026 Chevrolet Silverado 1500

5,490 mi.

Antioch, IL (24.3 mi)

2026 Chevrolet Silverado 1500

Pickup

10-Speed Automatic · Gasoline · 4WD

Stock #: 3GCUKHEL5TG184252

$68,902

5,490 mi

24.3 mi away

Antioch, IL

$42,366

2025 Chevrolet Silverado 1500

32,818 mi.

Antioch, IL (24.3 mi)

2025 Chevrolet Silverado 1500

Pickup

10-Speed Automatic · Gasoline · 4WD

Stock #: 1GCUKDED6SZ160090

$42,366

32,818 mi

24.3 mi away

Antioch, IL

$41,134

2025 Chevrolet Silverado 1500

55,049 mi.

Antioch, IL (24.3 mi)

2025 Chevrolet Silverado 1500

Pickup

10-Speed Automatic · Gasoline · 4WD

Stock #: 1GCUKDED5SZ127131

$41,134

55,049 mi

24.3 mi away

Antioch, IL

$34,479

2021 Chevrolet Silverado 1500

77,023 mi.

Antioch, IL (24.3 mi)

2021 Chevrolet Silverado 1500

Pickup

8-Speed Automatic · Gasoline · 4WD

Stock #: 1GCUYEED2MZ129040

$34,479

77,023 mi

24.3 mi away

Antioch, IL

$3,132

2001 Chevrolet Silverado 1500

228,455 mi.

Delavan, WI (24.3 mi)

2001 Chevrolet Silverado 1500

Pickup

4-Speed Automatic with Overdrive · Diesel · 4WD

Stock #: 1GCEK19T41E117295

$3,132

228,455 mi

24.3 mi away

Delavan, WI

$49,645

2026 Chevrolet Silverado 1500 Custom

Chicago, IL (25.3 mi)

2026 Chevrolet Silverado 1500 Custom

Pickup

Gasoline · 4WD

Experience the 2026 Chevrolet Silverado 1500 at Napleton Downtown Chevrolet - a versatile pickup blending power, comfort, and innovation. Schedule your test drive today.

Stock #: 1GCPKBEK9TZ100872

$49,645

25.3 mi away

Chicago, IL

$48,050

2025 Chevrolet Silverado 1500 Work Truck

Chicago, IL (25.3 mi)

2025 Chevrolet Silverado 1500 Work Truck

Pickup

Automatic, 8-speed · Gasoline · 4WD

Experience the 2025 Chevrolet Silverado 1500 at Napleton Downtown Chevrolet - a versatile pickup blending power, comfort, and innovation. Schedule your test drive today.

Stock #: 3GCNKAED0SG137665

$48,050

25.3 mi away

Chicago, IL

2026 Chevrolet Silverado 2500 HD - Pickup

No Price Listed

2026 Chevrolet Silverado 2500 HD LT

Chicago, IL (25.3 mi)

2026 Chevrolet Silverado 2500 HD LT

Pickup

Gasoline · 4WD

Experience the 2026 Chevrolet Silverado 2500 HD at Napleton Downtown Chevrolet - a versatile pickup blending power, comfort, and innovation. Schedule your test drive today.

Stock #: 1GC4KNE72TF347149

No Price Listed

25.3 mi away

Chicago, IL

No Price Listed

2024 Chevrolet Silverado 1500 ZR2

Chicago, IL (25.3 mi)

2024 Chevrolet Silverado 1500 ZR2

Pickup

Diesel · 4WD

Experience the 2024 Chevrolet Silverado 1500 at Napleton Downtown Chevrolet - a versatile pickup blending power, comfort, and innovation. Schedule your test drive today.

Stock #: 3GCUDHE80RG141369

No Price Listed

25.3 mi away

Chicago, IL

No Price Listed

2026 Chevrolet Silverado 2500 HD LT

Chicago, IL (25.3 mi)

2026 Chevrolet Silverado 2500 HD LT

Pickup

Gasoline · 4WD

Experience the 2026 Chevrolet Silverado 2500 HD at Napleton Downtown Chevrolet - a versatile pickup blending power, comfort, and innovation. Schedule your test drive today.

Stock #: 1GC4KNE71TF350818

No Price Listed

25.3 mi away

Chicago, IL

No Price Listed

2026 Chevrolet Silverado 2500 HD LT

Chicago, IL (25.3 mi)

2026 Chevrolet Silverado 2500 HD LT

Pickup

Gasoline · 4WD

Experience the 2026 Chevrolet Silverado 2500 HD at Napleton Downtown Chevrolet - a versatile pickup blending power, comfort, and innovation. Schedule your test drive today.

Stock #: 1GC4KNE77TF347342

No Price Listed

25.3 mi away

Chicago, IL

No Price Listed

2021 Chevrolet Silverado 1500 Custom

Chicago, IL (25.3 mi)

2021 Chevrolet Silverado 1500 Custom

Pickup

Gasoline · 4WD

Experience the 2021 Chevrolet Silverado 1500 at Napleton Downtown Chevrolet - a versatile pickup blending power, comfort, and innovation. Schedule your test drive today.

Stock #: 1GCRYBEH2MZ195806

No Price Listed

25.3 mi away

Chicago, IL

$54,724

2024 Chevrolet Silverado 1500 ZR2

12,425 mi.

Kenosha, WI (25.9 mi)

2024 Chevrolet Silverado 1500 ZR2

Pickup

10-Speed Automatic · Diesel · 4WD

**ACCIDENT FREE AUTOCHECK** **ONE OWNER** **BALANCE OF FACTORY WARRANTY** **CREW CAB** **4WD** **CONTACT MANAGER *866*490*3930** **BLUETOOTH** **BACK UP CAMERA** **FORWARD COLLISION** **REAR PARK ASSIST** **HEATED SEATS** **VENTILATED SEATS** **REAR

Stock #: 3GCUDHE81RG404386

$54,724

12,425 mi

25.9 mi away

Kenosha, WI

$40,597

2024 Chevrolet Silverado 1500 LT

30,050 mi.

Kenosha, WI (25.9 mi)

2024 Chevrolet Silverado 1500 LT

Pickup

10-Speed Automatic · Gasoline · 4WD

**ACCIDENT FREE AUTOCHECK** **BALANCE OF FACTORY WARRANTY** **CREW CAB** **4WD** **CONTACT MANAGER *866*490*3930** **BLUETOOTH** **BACK UP CAMERA** **TRAILER BRAKE CONTROLLER** **APPLE CARPLAY** **ANDROID AUTO** **TRAILER TOW** **LANE DEPARTURE WARNI

Stock #: 1GCUDDED1RZ110900

$40,597

30,050 mi

25.9 mi away

Kenosha, WI

2023 Chevrolet Silverado 1500 LT Crew Cab - Pickup

$29,995

2023 Chevrolet Silverado 1500 LT Crew Cab 4WD

122,781 mi.

Chicago, IL (26.4 mi)

2023 Chevrolet Silverado 1500 LT Crew Cab 4WD

Pickup

Gasoline · 4WD

White 2023 Chevrolet Silverado 1500 LT Crew Cab 4WD with Black interior for sale in Chicago. Shop High Quality Auto Sales for great deals on all our Chevrolet inventory.

Stock #: 2GCUDDED7P1109885

$29,995

122,781 mi

26.4 mi away

Chicago, IL

$15,990

2015 Chevrolet Silverado 1500 4WD Crew Cab 143.5" LT w/2LT

150,923 mi.

Chicago, IL (26.4 mi)

2015 Chevrolet Silverado 1500 4WD Crew Cab 143.5" LT w/2LT

Pickup

Gasoline · 4WD

Blue 2015 Chevrolet Silverado 1500 4WD Crew Cab 143.5" LT w/2LT with Black interior for sale in CHICAGO. Shop USA Auto & Truck Chicago for great deals on all our Chevrolet inventory.

Stock #: 3GCUKREC5FG220838

$15,990

150,923 mi

26.4 mi away

Chicago, IL

$14,990

2014 Chevrolet Silverado 1500 4WD Crew Cab 143.5" LT w/1LT

149,539 mi.

Chicago, IL (26.4 mi)

2014 Chevrolet Silverado 1500 4WD Crew Cab 143.5" LT w/1LT

Pickup

Gasoline · 4WD

Silver 2014 Chevrolet Silverado 1500 4WD Crew Cab 143.5" LT w/1LT with Black interior for sale in CHICAGO. Shop USA Auto & Truck Chicago for great deals on all our Chevrolet inventory.

Stock #: 3GCUKREC3EG475664

$14,990

149,539 mi

26.4 mi away

Chicago, IL

$37,090

2022 Chevrolet Silverado 2500HD

66,663 mi.

Naperville, IL (33.7 mi)

2022 Chevrolet Silverado 2500HD

Pickup

Automatic · Gasoline · 4WD

Used 2022 Chevrolet Silverado 2500HD LT - cash 512 Month 72 Months

Stock #: 1GC4YNE79NF276274

$37,090

66,663 mi

33.7 mi away

Naperville, IL

$73,124

2024 Chevrolet Silverado 2500HD

20,360 mi.

Woodstock, IL (34.5 mi)

2024 Chevrolet Silverado 2500HD

Pickup

10-Speed Automatic · Diesel · 4WD

Stock #: 1GC4YYEY3RF282118

$73,124

20,360 mi

34.5 mi away

Woodstock, IL

1–24 of 55 results

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Search our inventory. We provide access to new and used pickup trucks from leading manufacturers like Ford, Chevrolet, RAM, GMC, and Toyota. Filter your search by manufacturer, mileage, year, cab type, and other criteria. Whether you need a 1/2 ton for lighter duties, a 3/4 ton for medium loads, or a 1-ton truck for maximum capability, we have options for every job requirement. If you need a vehicle more specialized to your business, check out our service trucks.
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Commercial Truck Sales has pickup trucks for any application. From job site workhorses to fleet vehicles, we connect you with dealers offering new models with the latest technology and quality used trucks at competitive prices.

Ready to Power Your Business? Find Your Pickup Today

Our marketplace brings together serious buyers and reputable dealers without the typical online shopping headaches. Find your truck, connect with the seller, and handle the details your way. Browse our extensive inventory to discover pickups across all major brands and configurations. If you have questions, our comprehensive FAQ has you covered.

Pickup Trucks For Sale near Highland Park, IL

Powerful Pickups. Direct Connections. Better Deals.

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Pickup Trucks For Sale near Highland Park, IL

Powerful Pickups. Direct Connections. Better Deals.

How it works:

Ready to Power Your Business? Find Your Pickup Today

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More truck types in Highland Park, IL

Popular makes in Highland Park, IL