Best Pickup Trucks For Sale inPleasant Prairie, WI
1,530 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2023
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Ice
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 25,796
- Stock #:
- TSP136
- VIN:
- 3TYAZ5CNXPT034845
New arrival
Sponsored by Toyota of Downtown Chicago
2023 Toyota Tacoma
SR5 V6 Double Cab RWD
25,796 mi
Chicago, IL
44 mi away
Good Deal
$33,810
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,301
- Stock #:
- K0068
- VIN:
- 1C6HJTFG1PL506524
New arrival
Sponsored Listing
2023 Jeep Gladiator
Overland Crew Cab 4WD
38,301 mi
Chicago, IL
39 mi away
Fair Deal
$32,913
- Year:
- 2022
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Glacier White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Steel)
- Transmission:
- Automatic
- Mileage:
- 56,274
- Stock #:
- 251860A
- VIN:
- 1N6ED1EK7NN653068
Sponsored Listing
2022 Nissan Frontier
PRO-4X Crew Cab 4WD
56,274 mi
Lombard, IL
47 mi away
Fair Deal
$31,058
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Biodiesel
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,098
- Stock #:
- 626273A
- VIN:
- 1C6SRFFM1NN381130
Price drop
-$693
2022 RAM 1500
Big Horn Crew Cab 4WD
54,098 mi
Libertyville, IL
17 mi away
Good Deal
$31,928
$31,235
- 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:
- Sarge Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,098
- Stock #:
- EP4039
- VIN:
- 1C6JJTEG7ML618856
2021 Jeep Gladiator
Mojave Crew Cab 4WD
33,098 mi
Mukwonago, WI
31 mi away
Good Deal
$34,288
- 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:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,860
- Stock #:
- K8762
- VIN:
- 1C6RRFFG8PN642474
2023 RAM 1500
Big Horn Crew Cab 4WD
37,860 mi
East Dundee, IL
36 mi away
Good Deal
$35,813
- 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:
- 27,688
- Stock #:
- C15222A
- VIN:
- 1GCPDKEK1PZ190258
Price drop
-$1,488
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
27,688 mi
Milwaukee, WI
33 mi away
Great Deal
$35,541
$34,053
- 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 Gba
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H1t
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,989
- Stock #:
- 26-094A
- VIN:
- 1GCPYCEF1MZ235952
Price drop
-$1,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,989 mi
Union Grove, WI
15 mi away
Good Deal
$35,374
$34,374
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Dark Ash Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,292
- Stock #:
- 260463A
- VIN:
- 2GCUDEED5P1110359
New arrival
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
28,292 mi
Burlington, WI
22 mi away
Good Deal
$42,589
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,632
- Stock #:
- C31124
- VIN:
- 1GCPABEK7PZ273007
2023 Chevrolet Silverado 1500
Custom Crew Cab RWD
56,632 mi
Glen Ellyn, IL
47 mi away
Fair Deal
$29,877
- 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:
- Granite
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,213
- Stock #:
- N14973
- VIN:
- 1C6RR7LT7MS587200
2021 RAM 1500
Classic Warlock Crew Cab 4WD
43,213 mi
Melrose Park, IL
43 mi away
Fair Deal
$31,413
- 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:
- Oxford White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5,915
- Stock #:
- F39575P
- VIN:
- 1FTEW1EP5PFA74599
2023 Ford F-150
XL SuperCrew 4WD
5,915 mi
Milwaukee, WI
29 mi away
Good Deal
$39,346
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black/Steel Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,496
- Stock #:
- PM21443A
- VIN:
- 1C6HJTAG9NL153034
2022 Jeep Gladiator
Sport Crew Cab 4WD
33,496 mi
Evanston, IL
36 mi away
Fair Deal
$30,353
- Year:
- 2023
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 43,417
- Stock #:
- K8766
- VIN:
- 2GCUDEED0P1118904
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
43,417 mi
East Dundee, IL
36 mi away
Good Deal
$41,393
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/New Saddle
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,592
- Stock #:
- JL1696
- VIN:
- 1C6SRFKT8NN211960
New arrival
2022 RAM 1500
Limited Longhorn Crew Cab 4WD
29,592 mi
Milwaukee, WI
41 mi away
Great Deal
$41,562
- 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:
- Diamond Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,272
- Stock #:
- G02648A
- VIN:
- 1C6RRFFG7NN255329
2022 RAM 1500
Big Horn Crew Cab 4WD
86,272 mi
Gurnee, IL
11 mi away
Good Deal
$27,413
- 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:
- Gray (Sterling Grey Metallic)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Adrenaline Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,906
- Stock #:
- P17747
- VIN:
- 1GCPTDEK4P1193071
2023 Chevrolet Colorado
Z71 Crew Cab 4WD
12,906 mi
Burlington, WI
22 mi away
Good Deal
$38,089
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,095
- Stock #:
- 2815
- VIN:
- 1FTFW1ED4PFC14216
2023 Ford F-150
XLT SuperCrew 4WD
11,095 mi
Elkhorn, WI
35 mi away
Good Deal
$42,294
- Year:
- 2022
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,284
- Stock #:
- 260356A
- VIN:
- 3GCUYEED0NG102887
Price drop
-$800
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
48,284 mi
Burlington, WI
22 mi away
Fair Deal
$38,790
$38,589
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 73,085
- Stock #:
- 30P1151
- VIN:
- 1GCPYCEF0MZ369514
Price drop
-$1,380
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,085 mi
Lake Geneva, WI
28 mi away
Good Deal
$34,092
$32,712
- Year:
- 2021
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,110
- Stock #:
- P1842
- VIN:
- 1GTP9CEK9MZ346162
2021 GMC Sierra 1500
Elevation Crew Cab 4WD
86,110 mi
Schaumburg, IL
34 mi away
Good Deal
$29,313
- Year:
- 2023
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,395
- Stock #:
- P1776
- VIN:
- 1GTP6BEK2P1267146
2023 GMC Canyon
Elevation Crew Cab 4WD
41,395 mi
Schaumburg, IL
34 mi away
Great Deal
$33,313
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,084
- Stock #:
- PZ236256
- VIN:
- 1GCPDKEK9PZ236256
Price drop
-$1,699
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
22,084 mi
Mount Pleasant, WI
14 mi away
Good Deal
$37,662
$35,963
- Year:
- 2023
- 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:
- Automatic
- Mileage:
- 19,262
- Stock #:
- EP4075
- VIN:
- 1C6SRFJT4PN584417
Sponsored Listing
2023 RAM 1500
Laramie Crew Cab 4WD
19,262 mi
Mukwonago, WI
31 mi away
Fair Deal
$46,294
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