Pickup Trucks for Sale inMilwaukee, WI

Filters (1)

Location:

Only show listings in WI?

Include delivery listings?

8,294 vehicles found

Shop with transparent pricing.

Only show listings that include dealer fees
Year:
2019
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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
155,092
Stock #:
PJ9132A
VIN:
1GCPYCEF1KZ339578
Shadow Gray Metallic 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$500

Boucher Volkswagen Marketplace

Sponsored by Boucher Volkswagen Marketplace

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

155,092 mi

Franklin, WI
10 mi away
Fair Deal

$20,998

$20,498

Year:
2024
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
Sterling Gray Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
17,446
Stock #:
50463A1
VIN:
2GC4YTE76R1213425
Sterling Gray Metallic 2024 Chevrolet Silverado 3500HD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$2,757

Sponsored Listing

2024 Chevrolet Silverado 3500HD

LT Crew Cab 4WD

17,446 mi

Fox Lake, IL
46 mi away
Good Deal
Manufacturer certified

$56,124

$53,367

Year:
2017
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White Frost Tricoat
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic Overdrive
Mileage:
125,014
Stock #:
426133A
VIN:
3GTU2PEC4HG113030
White Frost Tricoat 2017 GMC Sierra 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic Overdrive

Sponsored Listing

2017 GMC Sierra 1500

Denali Crew Cab 4WD

125,014 mi

Milwaukee, WI
7 mi away
Fair Deal

$25,734

Year:
2026
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
Avalanche
Fuel type:
Biodiesel
Interior color:
Baja
Transmission:
Automatic
Mileage:
33
Stock #:
10424J
VIN:
1FT7W2BTXTEE68082
Avalanche 2026 Ford F-250 Super Duty Pickup Truck Four-Wheel Drive Automatic

 

2026 Ford F-250 Super Duty

XLT Crew Cab 4WD

Milwaukee, WI
6 mi away

New car

MSRP $76,730

$65,946

Year:
2026
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
Transmission:
Automatic
Mileage:
5
Stock #:
C15326
VIN:
2GCUKDED6T1213025
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Crew Cab 4WD

Milwaukee, WI
7 mi away

New car

MSRP $61,810

$47,962

Year:
2026
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Carbonized Gray Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10
Stock #:
10523J
VIN:
1FTEW2LPXTKE91842
Carbonized Gray Metallic 2026 Ford F-150 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,000

 

2026 Ford F-150

STX SuperCrew 4WD

Milwaukee, WI
6 mi away

New car

MSRP $52,195

$44,511

$43,511

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Polar White Tricoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
5
Stock #:
26C1007
VIN:
3GCUKJED8TG518161
Polar White Tricoat 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

High Country Crew Cab 4WD

Oconomowoc, WI
29 mi away

New car

MSRP $71,895

$62,758

Year:
2024
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
Black
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
20,591
Stock #:
VP653A
VIN:
1GC4YVEY7RF265224
Black 2024 Chevrolet Silverado 3500HD Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

20,591 mi

Menomonee Falls, WI
13 mi away
Good Deal

$68,406

Year:
2026
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:
3
Stock #:
50667
VIN:
1GCUKEED2TZ509852
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

RST Crew Cab 4WD

Fox Lake, IL
46 mi away

New car

MSRP $60,534

$49,038

Year:
2026
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:
10
Stock #:
10522J
VIN:
1FTEW2LP6TKE91479
Agate Black Metallic 2026 Ford F-150 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,000

 

2026 Ford F-150

STX SuperCrew 4WD

Milwaukee, WI
6 mi away

New car

MSRP $52,195

$44,511

$43,511

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
3
Stock #:
50626
VIN:
3GCUKCED4TG506309
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

Fox Lake, IL
46 mi away

New car

MSRP $59,134

$48,251

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White Sands
Fuel type:
Gasoline
Mileage:
4
Stock #:
01189J
VIN:
1GCUKJED6TZ496919
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive

 

2026 Chevrolet Silverado 1500

High Country Crew Cab 4WD

Milwaukee, WI
5 mi away

New car

MSRP $76,380

$65,969

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White Sands
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
6
Stock #:
C15431
VIN:
2GCUKEED1T1235312
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

RST Crew Cab 4WD

Milwaukee, WI
7 mi away

New car

MSRP $63,455

$54,916

Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
33,103
Stock #:
Y1104
VIN:
3GCPDFEK9RG359226
Gray 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

33,103 mi

Sheboygan, WI
48 mi away
Good Deal
Manufacturer certified

$42,225

Year:
2019
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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
155,092
Stock #:
PJ9132A
VIN:
1GCPYCEF1KZ339578
Shadow Gray Metallic 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$500

Boucher Volkswagen Marketplace

Sponsored by Boucher Volkswagen Marketplace

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

155,092 mi

Franklin, WI
10 mi away
Fair Deal

$20,998

$20,498

Year:
2024
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
Sterling Gray Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
17,446
Stock #:
50463A1
VIN:
2GC4YTE76R1213425
Sterling Gray Metallic 2024 Chevrolet Silverado 3500HD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$2,757

Sponsored Listing

2024 Chevrolet Silverado 3500HD

LT Crew Cab 4WD

17,446 mi

Fox Lake, IL
46 mi away
Good Deal
Manufacturer certified

$56,124

$53,367

Year:
2017
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White Frost Tricoat
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic Overdrive
Mileage:
125,014
Stock #:
426133A
VIN:
3GTU2PEC4HG113030
White Frost Tricoat 2017 GMC Sierra 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic Overdrive

Sponsored Listing

2017 GMC Sierra 1500

Denali Crew Cab 4WD

125,014 mi

Milwaukee, WI
7 mi away
Fair Deal

$25,734

Year:
2026
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
Avalanche
Fuel type:
Biodiesel
Interior color:
Baja
Transmission:
Automatic
Mileage:
33
Stock #:
10424J
VIN:
1FT7W2BTXTEE68082
Avalanche 2026 Ford F-250 Super Duty Pickup Truck Four-Wheel Drive Automatic

 

2026 Ford F-250 Super Duty

XLT Crew Cab 4WD

Milwaukee, WI
6 mi away

New car

MSRP $76,730

$65,946

Year:
2026
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
Transmission:
Automatic
Mileage:
5
Stock #:
C15326
VIN:
2GCUKDED6T1213025
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Crew Cab 4WD

Milwaukee, WI
7 mi away

New car

MSRP $61,810

$47,962

Year:
2026
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Carbonized Gray Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10
Stock #:
10523J
VIN:
1FTEW2LPXTKE91842
Carbonized Gray Metallic 2026 Ford F-150 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,000

 

2026 Ford F-150

STX SuperCrew 4WD

Milwaukee, WI
6 mi away

New car

MSRP $52,195

$44,511

$43,511

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Polar White Tricoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
5
Stock #:
26C1007
VIN:
3GCUKJED8TG518161
Polar White Tricoat 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

High Country Crew Cab 4WD

Oconomowoc, WI
29 mi away

New car

MSRP $71,895

$62,758

Year:
2024
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
470 hp 6.6L V8 Biodiesel
Exterior color:
Black
Fuel type:
Biodiesel
Interior color:
Black
Transmission:
Automatic
Mileage:
20,591
Stock #:
VP653A
VIN:
1GC4YVEY7RF265224
Black 2024 Chevrolet Silverado 3500HD Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 3500HD

High Country Crew Cab 4WD

20,591 mi

Menomonee Falls, WI
13 mi away
Good Deal

$68,406

Year:
2026
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:
3
Stock #:
50667
VIN:
1GCUKEED2TZ509852
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

RST Crew Cab 4WD

Fox Lake, IL
46 mi away

New car

MSRP $60,534

$49,038

Year:
2026
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:
10
Stock #:
10522J
VIN:
1FTEW2LP6TKE91479
Agate Black Metallic 2026 Ford F-150 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,000

 

2026 Ford F-150

STX SuperCrew 4WD

Milwaukee, WI
6 mi away

New car

MSRP $52,195

$44,511

$43,511

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
3
Stock #:
50626
VIN:
3GCUKCED4TG506309
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

Fox Lake, IL
46 mi away

New car

MSRP $59,134

$48,251

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White Sands
Fuel type:
Gasoline
Mileage:
4
Stock #:
01189J
VIN:
1GCUKJED6TZ496919
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive

 

2026 Chevrolet Silverado 1500

High Country Crew Cab 4WD

Milwaukee, WI
5 mi away

New car

MSRP $76,380

$65,969

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White Sands
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
6
Stock #:
C15431
VIN:
2GCUKEED1T1235312
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

RST Crew Cab 4WD

Milwaukee, WI
7 mi away

New car

MSRP $63,455

$54,916

Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
33,103
Stock #:
Y1104
VIN:
3GCPDFEK9RG359226
Gray 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

33,103 mi

Sheboygan, WI
48 mi away
Good Deal
Manufacturer certified

$42,225

A better way to discover your best deal

Let us help you find a car you’ll love.