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Used Jeep Gladiator Overland for sale near Winfield, IL

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21 matches 30 miles from 60190
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Est. $400 /mo*
Down Payment
$0
Net trade-in value
$0
Months
72
APR
7.0%
Sales tax
0.0%

*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.

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No photo available

Used

2022 Jeep Gladiator Overland

22,437 mi.
Not Priced
Free CARFAX 1-Owner Report
Dempsey Dodge Chrysler Jeep RAM
(247 reviews)
Plano, IL (24 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Snazzberry Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 16-22
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: 20570B
VIN: 1C6HJTFG6NL122591

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Seating: Leather Seats

Reviews

Dempsey Dodge Chrysler Jeep RAM review

All in all this was a very pleasant car buying

March 7, 2025
By Ray Pawlowski from Oswego, IL

All in all this was a very pleasant car buying experience. Tom Dempsey, the owner of the dealership, personally found me the car I was looking for at the price I could afford. Elijah then took over and did an amazing job showing us how to operate all of the electronic features this car has. He was extremely professional and patient and he walked us through everything. I will recommend this dealership to all my friends.

2022 Jeep Gladiator Overland review

My Gladiator is 3 years old.

June 15, 2025
By John from Willow, Alaska
Owns this car

My Gladiator is 3 years old. Driving in Alaska and what a great vehicle. Starts every morning with no issues. Drives great in deep snow thanks to the ground clearance. The ride is stiff-it’s a Jeep.
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland View all 39 photos
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Used

2023 Jeep Gladiator Overland

52,347 mi.
$28,695
Countryside Mitsubishi
(1,289 reviews)
Countryside, IL
View on dealer's site

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2022 Jeep Gladiator Overland
2022 Jeep Gladiator Overland
2022 Jeep Gladiator Overland
2022 Jeep Gladiator Overland
2022 Jeep Gladiator Overland
2022 Jeep Gladiator Overland View all 29 photos

Used

2022 Jeep Gladiator Overland

61,312 mi.
$32,295 $200 price drop
Est. $593/mo*
Free CARFAX 1-Owner Report
Gordie Boucher Nissan of Greenfield
Greenfield, WI (76 mi.)

Vehicle information

Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 16-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: PF13073
VIN: 1C6HJTFG1NL182911

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland View all 17 photos

Used

2021 Jeep Gladiator Overland

27,529 mi.
$32,431 $702 price drop
Est. $596/mo*
Free CARFAX 1-Owner Report
Thomas Dodge Chrysler Jeep RAM of Highland
Highland, IN (43 mi.)

Vehicle information

Ext. color: Sting Gray Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: P6027A
VIN: 1C6HJTFG2ML543562

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch
Safety: Backup Camera, Brake Assist, Stability Control
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland View all 54 photos

Used

2021 Jeep Gladiator Overland

20,113 mi.
$34,998 $1,001 price drop
Est. $643/mo*
Free CARFAX 1-Owner Report
Gurnee Chrysler Jeep Dodge Ram
Gurnee, IL (37 mi.)

Vehicle information

Ext. color: Snazzberry Pearlcoat
Int. color: Gray
Drivetrain: Four-wheel Drive
MPG: 16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: AP4121
VIN: 1C6HJTFG8ML591177

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch
Safety: Backup Camera, Blind Spot Monitor, Brake Assist, Stability Control
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland View all 36 photos

Used

2023 Jeep Gladiator Overland

54,582 mi.
$27,390 $1,983 price drop
Est. $503/mo*
Free CARFAX 1-Owner Report
Sutton Ford
Matteson, IL (34 mi.)

Vehicle information

Ext. color: Silver Zynith Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 17-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: P533204
VIN: 1C6HJTFG8PL533204

Features

Convenience: Keyless Start, Navigation System
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels
Safety: Backup Camera, Brake Assist, Stability Control
2020 Jeep Gladiator Overland
2020 Jeep Gladiator Overland
2020 Jeep Gladiator Overland
2020 Jeep Gladiator Overland
2020 Jeep Gladiator Overland
2020 Jeep Gladiator Overland View all 30 photos

Used

2020 Jeep Gladiator Overland

66,019 mi.
$27,855 $2,821 price drop
Est. $512/mo*
Free CARFAX Report
Russ Darrow Mitsubishi
Waukesha, WI (79 mi.)

Vehicle information

Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 16-22
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: WM25089A
VIN: 1C6HJTFG2LL149073

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland View all 22 photos

Used

2021 Jeep Gladiator Overland

36,134 mi.
$31,379 $610 price drop
Est. $576/mo*
Free CARFAX 1-Owner Report
Sierra Mazda
Ottawa, IL (50 mi.)

Vehicle information

Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: 75087
VIN: 1C6HJTFG3ML501501

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch
Safety: Backup Camera, Brake Assist, Stability Control
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland
2021 Jeep Gladiator Overland View all 59 photos

Used

2021 Jeep Gladiator Overland

44,768 mi.
$32,999
Est. $606/mo*
Free CARFAX 1-Owner Report
Rosen Kia
Milw, WI (75 mi.)

Vehicle information

Ext. color: Snazzberry Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 16-22
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: K25017A
VIN: 1C6HJTFG9ML608925

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Seating: Leather Seats
2022 Jeep Gladiator Overland
2022 Jeep Gladiator Overland
2022 Jeep Gladiator Overland
2022 Jeep Gladiator Overland
2022 Jeep Gladiator Overland
2022 Jeep Gladiator Overland View all 25 photos

Used

2022 Jeep Gladiator Overland

44,493 mi.
$31,880
Est. $586/mo*
Get the AutoCheck Report
Sunnyside Chrysler Dodge Jeep RAM
McHenry, IL (34 mi.)

Vehicle information

Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 16-22
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: 5033A
VIN: 1C6HJTFG2NL124757

Features

Convenience: Keyless Entry, Keyless Start, Navigation System
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Seating: Leather Seats
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland View all 33 photos

Used

2023 Jeep Gladiator Overland

67,372 mi.
$25,955 $1,463 price drop
Est. $477/mo*
Free CARFAX Report
GENESIS OF MERRILLVILLE
Merrillville, IN (51 mi.)

Vehicle information

Ext. color: Hydro Blue Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 17-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: GP052
VIN: 1C6HJTFG1PL523971

Features

Convenience: Keyless Entry, Keyless Start, Navigation System
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels
Safety: Backup Camera, Brake Assist, Stability Control
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland
2023 Jeep Gladiator Overland View all 27 photos

Used

2023 Jeep Gladiator Overland

59,937 mi.
$27,702 $372 price drop
Est. $509/mo*
Free CARFAX 1-Owner Report
Toyota of Bourbonnais
Bourbonnais, IL (51 mi.)

Vehicle information

Ext. color: Silver Zynith Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: 12541
VIN: 1C6HJTFG4PL528775

Features

Convenience: Keyless Entry, Keyless Start, Navigation System
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.

**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.

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Jeep Gladiator Overland by city

Jeep Gladiator by trim
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