Jeep Pickups for Sale near Madison, Wisconsin
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Make, Model, and Trim
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State
Used 2021 Jeep Gladiator Overland Crew Cab
$24,342
speed 91,697 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Suburban Chrysler Dodge Jeep Ram Ann Arbor
Ann Arbor, MI (229.2 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$23,000
speed 73,268 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Lasco Ford
Fenton, MI (229.6 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$29,060
speed 71,982 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Brighton Ford
Brighton, MI (229.7 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$36,960
speed 19,135 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Brighton Ford
Brighton, MI (229.7 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$33,460
speed 63,000 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Brighton Ford
Brighton, MI (229.7 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$31,995 List Price
$29,455
speed 35,787 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Hare Truck Center
Noblesville, IN (236.4 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$29,299
speed 75,959 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Williams Brothers Dundee Dodge Chrysler Jeep Ram
Dundee, MI (244.3 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$35,512 List Price
$29,186
speed 47,251 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Dick Scott Chrysler Dodge Jeep Ram
Plymouth, MI (245.4 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$38,599 List Price
$28,436
speed 73,304 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Dick Scott Chrysler Dodge Jeep Ram
Plymouth, MI (245.4 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$32,990 List Price
$28,757
speed 20,695 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Champion Chevrolet of Avon
Avon, IN (246.6 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$24,995
speed 92,536 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
York Chrysler Dodge Jeep Ram of Plainfield
Plainfield, IN (250.6 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$32,944
speed 50,205 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Andy Mohr Ford
Plainfield, IN (250.6 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$24,369
speed 92,933 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Andy Mohr Ford
Plainfield, IN (250.6 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$32,990
speed 46,780 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Jack Demmer Ford in Wayne
Wayne, MI (251.9 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$33,246
speed 27,202 mi
sell
Key features
- Gasoline
- 4WD
- Overland High Altitude Edition
location_on
Capitol City Ford
Indianapolis, IN (252.4 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$22,398
speed 113,930 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Don Johnson's Cumberland Motors
Cumberland, WI (253.4 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$31,999 List Price
$29,902
speed 48,944 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
Bud's Chrysler Dodge Jeep RAM
Celina, OH (253.6 mi)
Used 2025 Jeep Gladiator High Crew Cab
$43,995 List Price
$39,820
speed 18,969 mi
sell
Key features
- Gasoline
- 4WD
- High Tide
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (255.2 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$51,995 List Price
$41,971
speed 17,281 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (255.2 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$37,995 List Price
$33,989
speed 51,803 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (255.2 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$34,988
speed 55,463 mi
sell
Key features
- Gasoline
- 4x4
- Mojave
location_on
Ray Skillman Chevrolet
Indianapolis, IN (257.7 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$43,149
speed 19,593 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Dave Syverson Chrysler Dodge Jeep
Albert Lea, MN (262.6 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$43,149
speed 14,515 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Dave Syverson Chrysler Dodge Jeep
Albert Lea, MN (262.6 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$37,940
speed 9,194 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (272.3 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$38,440
speed 4,840 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (272.3 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,440
speed 73,729 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (272.3 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$46,440
speed 11,176 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Fletcher Chrysler Dodge Jeep Ram
Franklin, IN (272.3 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$29,349
speed 72,735 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Apple Ford Pro Commercial Lakeville
Lakeville, MN (273 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 49,341 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Apple Ford White Bear Lake
White Bear Lake, MN (275.7 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$30,590
speed 61,167 mi
sell
Key features
- Diesel
- 4WD
- Sport
location_on
DeYarman CDJR Ames
Ames, IA (282.2 mi)
