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Best Pickup Trucks For Sale in Winnebago, IL

3,600 results
Winnebago, IL
2021 GMC Sierra 1500 Elevation Double Cab 4WD Elgin Chrysler Dodge Jeep RAM

2021 GMC Sierra 1500

Elevation Double Cab 4WD

106,108 miles

$25,990

Fair Deal
Streamwood, IL
56 mi away
Year:
2021
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Blue
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
106,108
Stock number:
B3760B
VIN:
1GTR9CED4MZ226845

Sponsored

2022 GMC Sierra 1500 SLT Crew Cab 4WD

2022 GMC Sierra 1500

SLT Crew Cab 4WD

56,839 miles

$39,895

Good Deal
Chillicothe, IL
94 mi away
Year:
2022
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Onyx Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
56,839
Stock number:
C226458A
VIN:
3GTUUDED4NG646458

Sponsored

2021 Chevrolet Silverado 1500 RST Crew Cab 4WD

2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

93,948 miles

$32,998

Fair Deal
Baraboo, WI
90 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:
Shadow Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth seat trim
Transmission:
Automatic
Mileage:
93,948
Stock number:
41869A
VIN:
1GCUYEED0MZ233820

Sponsored

2021 GMC Sierra 1500 SLT Crew Cab 4WD

2021 GMC Sierra 1500

SLT Crew Cab 4WD

62,400 miles

$34,690

Great Deal
Maquoketa, IA
74 mi away
Year:
2021
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
62,400
Stock number:
32221A
VIN:
1GTU9DEL2MZ124709

2022 RAM 2500 Big Horn Crew Cab 4WD

2022 RAM 2500

Big Horn Crew Cab 4WD

92,246 miles

$37,985

Great Deal
Waupun, WI
98 mi away
Year:
2022
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
370 hp 6.7L I6 Diesel
Exterior color:
Silver
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
92,246
Stock number:
D6528A
VIN:
3C6UR5DLXNG263017

2022 Ford Maverick XLT SuperCrew AWD

2022 Ford Maverick

XLT SuperCrew AWD

76,527 miles

$19,678

Great Deal
Certified Pre-Owned
Joliet, IL
77 mi away
Year:
2022
Make:
Ford
Model:
Maverick
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
250 hp 2L I4
Exterior color:
Area 51
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Blue (Navy Pier/Medium Slate)
Transmission:
8-Speed Automatic
Mileage:
76,527
Stock number:
250346A
VIN:
3FTTW8F96NRA26979

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2023 RAM 2500

Laramie Crew Cab 4WD

28,164 miles

$56,980

Fair Deal
Waupun, WI
98 mi away
Year:
2023
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
370 hp 6.7L I6 Diesel
Exterior color:
Black
Fuel type:
Diesel
Transmission:
Automatic
Mileage:
28,164
Stock number:
6559
VIN:
3C6UR5FLXPG605338

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2022 RAM 2500

Tradesman Crew Cab 4WD

58,303 miles

$38,977

Great Deal
Platteville, WI
68 mi away
Year:
2022
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
370 hp 6.7L I6 Diesel
Exterior color:
Diamond Black Crystal Pearlcoat
Fuel type:
Diesel
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
58,303
Stock number:
22T2917A
VIN:
3C6UR5CLXNG372207

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2022 RAM 1500

Classic SLT Crew Cab 4WD

17,022 miles

$28,930

Good Deal
Certified Pre-Owned
Melrose Park, IL
76 mi away
Year:
2022
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Billet Silver
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Gray (Diesel Grey/Black)
Transmission:
8-Speed Automatic
Mileage:
17,022
Stock number:
P23921
VIN:
1C6RR7LT5NS241101

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2023 Ford F-150

XL SuperCrew 4WD

31,201 miles

$33,817

Good Deal
Ottawa, IL
65 mi away
Year:
2023
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Agate Black Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,201
Stock number:
P0073
VIN:
1FTEW1EP6PKE98252

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2023 GMC Sierra 1500

AT4 Crew Cab 4WD

51,570 miles

$45,977

Good Deal
Platteville, WI
68 mi away
Year:
2023
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Onyx Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black With Kalahari Accents
Transmission:
Automatic
Mileage:
51,570
Stock number:
22P1346
VIN:
1GTUUEEL9PZ203058

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2021 RAM 1500

Laramie Crew Cab 4WD

64,654 miles

$33,977

Fair Deal
Platteville, WI
68 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:
64,654
Stock number:
22T3117A
VIN:
1C6SRFJT0MN547750

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2021 Ford F-150

XLT SuperCrew 4WD

55,627 miles

$33,313

Good Deal
Madison, WI
61 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:
Red
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
55,627
Stock number:
MR25038A
VIN:
1FTFW1E88MKE91571

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2022 Chevrolet Silverado 1500

Custom Double Cab 4WD

73,892 miles

$24,698

Good Deal
Certified Pre-Owned
Frankfort, IL
89 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:
73,892
Stock number:
60743A
VIN:
1GCRDBEKXNZ625056

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

41,669 miles

$32,695

Good Deal
Middleton, WI
61 mi away
Year:
2023
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:
19 MPG
Fuel type:
Gasoline
Interior color:
JET BLACK
Transmission:
8-Speed Automatic
Mileage:
41,669
Stock number:
D3764
VIN:
1GCPDKEKXPZ289662

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2021 Ford F-150

XLT SuperCrew 4WD

65,727 miles

$29,717

Good Deal
Hodgkins, IL
79 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:
Agate Black Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
65,727
Stock number:
TN25846A
VIN:
1FTEW1EP4MFA89560

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2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

23,349 miles

$33,675

Fair Deal
Grayslake, IL
64 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Glacier Blue Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
23,349
Stock number:
GP842
VIN:
1GCPDBEK4PZ120656

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2021 Chevrolet Silverado 1500

Custom Crew Cab 4WD

113,664 miles

$22,498

Good Deal
Portage, WI
92 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
113,664
Stock number:
R1943B
VIN:
1GCPYBEK6MZ192944

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

98,227 miles

$27,899

Good Deal
Certified Pre-Owned
Frankfort, IL
89 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:
Gray (Satin Steel Metallic)
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
98,227
Stock number:
60969A
VIN:
1GCPYCEF5MZ291179

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2022 Ford F-250 Super Duty

Lariat Crew Cab 4WD

72,000 miles

$43,790

Great Deal
Maquoketa, IA
74 mi away
Year:
2022
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
Red (Burgundy)
Fuel type:
Flex Fuel Vehicle
Interior color:
Brown (Tan)
Transmission:
6-Speed Automatic
Mileage:
72,000
Stock number:
32274a
VIN:
1FT7W2B65NEC99232

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2021 Ford F-150

Lariat SuperCrew 4WD

72,647 miles

$36,893

Fair Deal
Belleville, WI
45 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:
Carbonized Gray Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
72,647
Stock number:
130880A
VIN:
1FTFW1E86MFA96023

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2021 RAM 1500

Big Horn Crew Cab 4WD

113,882 miles

$23,995

Good Deal
Mukwonago, WI
64 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:
Patriot Blue Pearlcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
113,882
Stock number:
E260064A
VIN:
1C6SRFFT5MN648663

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

83,257 miles

$31,780

Good Deal
Tinley Park, IL
86 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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Cloth Seat Trim
Transmission:
Automatic
Mileage:
83,257
Stock number:
14784
VIN:
1GCPYFED0MZ352325

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2023 Ford F-150

XLT SuperCrew 4WD

30,494 miles

$41,000

Fair Deal
Oswego, IL
64 mi away
Year:
2023
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Avalanche
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
30,494
Stock number:
G1899
VIN:
1FTEW1EP1PFD15977

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