CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Best Pickup Trucks For Sale in Chicago, IL

1,670 results
Chicago, IL
2022 RAM 1500 Big Horn Crew Cab 4WD Napleton's River Oaks Chrysler Jeep Dodge Ram

2022 RAM 1500

Big Horn Crew Cab 4WD

67,579 miles

$28,500

Fair Deal
Lansing, IL
21 mi away
Year:
2022
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
305 hp 3.6L V6
Exterior color:
Billet Silver Metallic Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
67,579
Stock number:
PSH16253
VIN:
1C6RRFFG3NN396012

Sponsored

2023 Ford F-150 XLT SuperCrew 4WD

2023 Ford F-150

XLT SuperCrew 4WD

60,005 miles

$32,444

Great Deal
Huntley, IL
45 mi away
Year:
2023
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 3.5L V6 Hybrid
Exterior color:
Oxford White
Combined gas mileage:
23 MPG
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Automatic
Mileage:
60,005
Stock number:
V3201
VIN:
1FTFW1EDXPFB39649

Sponsored

2021 Jeep Gladiator Mojave Crew Cab 4WD

2021 Jeep Gladiator

Mojave Crew Cab 4WD

49,991 miles

$32,950

Good Deal
North Aurora, IL
39 mi away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Hydro Blue Pearlcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Manual
Mileage:
49,991
Stock number:
26141-2
VIN:
1C6JJTEG9ML548406

Sponsored

2021 Chevrolet Silverado 1500 RST Crew Cab 4WD

2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

111,473 miles

$28,085

Great Deal
Oak Lawn, IL
12 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Silver Ice Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
111,473
Stock number:
21162P
VIN:
1GCUYEEL0MZ382039

2022 RAM 1500 Big Horn Crew Cab 4WD

2022 RAM 1500

Big Horn Crew Cab 4WD

36,493 miles

$33,999

Fair Deal
Certified Pre-Owned
Frankfort, IL
28 mi away
Year:
2022
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
305 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,493
Stock number:
T23807
VIN:
1C6RRFFG3NN427369

2022 Chevrolet Silverado 1500 LT Crew Cab 4WD

2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

40,747 miles

$31,600

Good Deal
Tinley Park, IL
22 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Silver Ice Metallic
Interior color:
Jet Black Cloth Seat Trim
Transmission:
8-Speed Automatic
Mileage:
40,747
Stock number:
14959
VIN:
3GCPYJEKXNG180713

Preparing for a close up...

Photos coming soon

2023 RAM 1500

Classic Tradesman Quad Cab 4WD

51,525 miles

$25,770

Fair Deal
Schaumburg, IL
25 mi away
Year:
2023
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
305 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Diesel Gray/Black
Transmission:
8-Speed Automatic
Mileage:
51,525
Stock number:
P1674
VIN:
1C6RR7FG8PS538459

Preparing for a close up...

Photos coming soon

2022 Chevrolet Colorado

LT Extended Cab RWD

27,387 miles

$21,470

Fair Deal
Schaumburg, IL
25 mi away
Year:
2022
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
200 hp 2.5L I4
Exterior color:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
27,387
Stock number:
P1626
VIN:
1GCHSCEA0N1213810

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Rebel Crew Cab 4WD

61,013 miles

$36,852

Fair Deal
Downers Grove, IL
22 mi away
Year:
2021
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
61,013
Stock number:
N260121A
VIN:
1C6SRFLT7MN757825

Preparing for a close up...

Photos coming soon

2021 Ford F-150

XL SuperCrew 4WD

64,352 miles

$28,595

Good Deal
Melrose Park, IL
12 mi away
Year:
2021
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
400 hp 3.5L V6
Exterior color:
Silver
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
64,352
Stock number:
P24049
VIN:
1FTFW1E88MFC01483

Preparing for a close up...

Photos coming soon

2023 GMC Sierra 1500

Denali Crew Cab 4WD

41,940 miles

$49,570

Fair Deal
Schaumburg, IL
25 mi away
Year:
2023
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Sterling Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Atmosphere/Brownstone
Transmission:
Automatic
Mileage:
41,940
Stock number:
P1661
VIN:
3GTUUGED1PG151834

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Crew Cab 4WD

59,767 miles

$31,000

Good Deal
Certified Pre-Owned
Matteson, IL
27 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Northsky Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
59,767
Stock number:
P285934
VIN:
3GCUYDED8MG285934

Preparing for a close up...

Photos coming soon

2023 Chevrolet Colorado

Trail Boss Crew Cab 4WD

21,096 miles

$33,300

Great Deal
Countryside, IL
15 mi away
Year:
2023
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Radiant Red Tintcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
21,096
Stock number:
PL15885A
VIN:
1GCPTEEK7P1191093

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Big Horn Crew Cab 4WD

90,526 miles

$25,731

Good Deal
Crystal Lake, IL
43 mi away
Year:
2021
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Bright White Clearcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
90,526
Stock number:
P1239A
VIN:
1C6SRFMT4MN783359

Preparing for a close up...

Photos coming soon

2022 Chevrolet Colorado

LT Extended Cab RWD

14,135 miles

$20,650

Good Deal
Bridgeview, IL
12 mi away
Year:
2022
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
200 hp 2.5L I4
Exterior color:
Gray (Satin Steel Metallic)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
14,135
Stock number:
8472
VIN:
1GCHSCEA7N1170230

Preparing for a close up...

Photos coming soon

2023 Chevrolet Colorado

LT Crew Cab RWD

33,744 miles

$27,230

Good Deal
Wilmington, IL
47 mi away
Year:
2023
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Exterior color:
Sterling Gray Metallic
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
33,744
Stock number:
T5P0502D
VIN:
1GCPSCEK8P1238347

Preparing for a close up...

Photos coming soon

2021 Ford F-150

XL SuperCab 4WD

62,326 miles

$25,995

Good Deal
Certified Pre-Owned
Frankfort, IL
28 mi away
Year:
2021
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Silver
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
62,326
Stock number:
48658
VIN:
1FTEX1EP6MFA67394

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

92,278 miles

$24,588

Good Deal
Fox Lake, IL
46 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
92,278
Stock number:
49271A
VIN:
1GCPYBEK5NZ233484

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Big Horn Crew Cab 4WD

97,696 miles

$24,999

Great Deal
Grayslake, IL
38 mi away
Year:
2021
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
97,696
Stock number:
G2443A
VIN:
1C6SRFFT2MN523264

Preparing for a close up...

Photos coming soon

2022 Ford F-150

Lariat SuperCrew 4WD

32,308 miles

$40,417

Good Deal
St Charles, IL
34 mi away
Year:
2022
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Star White Metallic Tri-Coat
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
32,308
Stock number:
C9580
VIN:
1FTEW1EP1NKD75715

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Mojave Crew Cab 4WD

64,723 miles

$28,199

Great Deal
Forest Park, IL
10 mi away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Sting-Gray Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
64,723
Stock number:
X6001
VIN:
1C6JJTEG6ML583632

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

67,700 miles

$28,989

Good Deal
Joliet, IL
36 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Red Hot
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
67,700
Stock number:
GX5342A
VIN:
3GCPYJEK5NG213181

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Big Horn Crew Cab 4WD

98,386 miles

$25,944

Good Deal
La Porte, IN
49 mi away
Year:
2021
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
98,386
Stock number:
MN797439
VIN:
1C6SRFFTXMN797439

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

72,736 miles

$36,645

Fair Deal
Certified Pre-Owned
Antioch, IL
47 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Northsky Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
72,736
Stock number:
04P1964A
VIN:
3GCPYFEL9MG477055

Sponsored

  • Best Pickup Trucks For Sale in Palatine IL

  • Best Pickup Trucks For Sale in Aurora IL

  • Best Pickup Trucks For Sale in Kenosha WI

  • Best Pickup Trucks For Sale in South Bend IN

  • Best Pickup Trucks For Sale in Rockford IL

  • Best Pickup Trucks For Sale in Milwaukee WI

  • Best Pickup Trucks For Sale in Janesville WI

  • Best Pickup Trucks For Sale in Holland MI

  • Best Pickup Trucks For Sale in Kalamazoo MI

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage in Chicago

  • Used SUVs / Crossovers for Sale with Low Mileage in Chicago

  • Used Hatchbacks for Sale with Low Mileage in Chicago

  • Used Convertibles for Sale with Low Mileage in Chicago

  • Used Vans for Sale with Low Mileage in Chicago

  • Used Minivans for Sale with Low Mileage in Chicago

  • Used Pickup Trucks for Sale with Low Mileage in Chicago

  • Used Coupes for Sale with Low Mileage in Chicago

  • Used Wagons for Sale with Low Mileage in Chicago

  • AUTOS OF CHICAGO

  • Exotic Motors

  • First Marshall Auto Auction

  • Highline Auto Sales

  • Mercedes-Benz of Hoffman Estates

  • Adam Auto Group

  • Haus of Imports

  • CarWise Gurnee

  • Specialty Motors

  • Maserati, Alfa Romeo & Fiat of Naperville

  • Blue Sky Auto Sales - Crestwood

  • Gravity Autos Chicago

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.