Used 2022 Jeep Gladiator for Sale in Chicago, IL
Chicago Search Area
- Dealers in Area
- 1,117
- Gladiators for Sale
- 154
Top Ranked Used 2020-2022 Jeep Gladiators near Chicago
Ranked by Most Car for Your Money
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2021 Jeep Gladiator Rubicon 4WD • Huntley, IL
$48,888 • 24.2k miles
#1 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage

2021 Jeep Gladiator Willys 4WD • Willowbrook, IL
$39,988 • 22.1k miles
#2 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
- Includes $11,064 Premium Upgrades
2022 Jeep Gladiator Rubicon 4WD • Barrington, IL
$59,500 • 7.6k miles
#3 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.6 stars
- Very Low Mileage
2022 Jeep Gladiator Willys 4WD • Naperville, IL
$44,233 • 11.1k miles
#4 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.3 stars
- Very Low Mileage
- Includes $11,908 Premium Upgrades
2022 Jeep Gladiator Sport S 4WD • Nappanee, IN
$44,407 • 1.8k miles
#5 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
2021 Jeep Gladiator Willys 4WD • Streamwood, IL
$40,490 • 19.1k miles
#6 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.1 stars
- Very Low Mileage
2021 Jeep Gladiator Willys 4WD • Chicago, IL
$45,494 • 9k miles
#7 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage
- Includes $10,108 Premium Upgrades
2022 Jeep Gladiator High Altitude 4WD • Streamwood, IL
$49,990 • 2.5k miles
#8 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.1 stars
- Very Low Mileage
- Includes $8,576 Premium Upgrades
2022 Jeep Gladiator Rubicon 4WD • Schaumburg, IL
$49,996 • 1.9k miles
#9 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage
2021 Jeep Gladiator Rubicon 4WD • Rockford, IL
$48,992 • 14.2k miles
#10 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.0 stars
- Very Low Mileage
2020 Jeep Gladiator Rubicon 4WD • Huntley, IL
$45,945 • 17.5k miles
#11 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage
2021 Jeep Gladiator Sport S 4WD • Franklin, WI
$41,690 • 20.2k miles
#12 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.1 stars
- Very Low Mileage
2021 Jeep Gladiator Willys 4WD • Chicago, IL
$41,691 • 18.7k miles
#13 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
2020 Jeep Gladiator Sport S 4WD • Countryside, IL
$37,554 • 38.2k miles
#14 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Below Average Mileage
- Includes $8,020 Premium Upgrades
2021 Jeep Gladiator Rubicon 4WD • Glendale Heights, IL
$47,360 • 7.4k miles
#15 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
- Includes $7,224 Premium Upgrades
2020 Jeep Gladiator Sport S 4WD • St. Charles, IL
$37,700 • 33.4k miles
#16 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.3 stars
- Very Low Mileage
2021 Jeep Gladiator Mojave 4WD • Chicago, IL
$50,994 • 23.2k miles
#17 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title
- Dealer Rating - 4.5 stars
- Very Low Mileage
- Includes $7,884 Premium Upgrades
2022 Jeep Gladiator Rubicon 4WD • Monticello, IN
$54,000 • 3k miles
#18 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.7 stars
- Very Low Mileage
2021 Jeep Gladiator High Altitude 4WD • Bourbonnais, IL
$49,500 • 6k miles
#19 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.8 stars
- Very Low Mileage
- Includes $10,124 Premium Upgrades
2020 Jeep Gladiator Overland 4WD • Hampshire, IL
$43,485 • 15k miles
#20 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Very Low Mileage
- Includes $5,220 Premium Upgrades
2020 Jeep Gladiator Overland 4WD • Burlington, WI
$43,204 • 23.3k miles
#21 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.8 stars
- Very Low Mileage
2020 Jeep Gladiator Rubicon 4WD • Chicago, IL
$44,494 • 25.1k miles
#22 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage
- Includes $4,268 Premium Upgrades
2021 Jeep Gladiator Overland 4WD • Janesville, WI
$42,209 • 7.9k miles
#23 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title
- Dealer Rating - 4.3 stars
- Very Low Mileage
- Includes $5,016 Premium Upgrades
2020 Jeep Gladiator Rubicon 4WD • Lowell, IN
$43,900 • 38.1k miles
#24 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.6 stars
- Below Average Mileage
- Includes $3,708 Premium Upgrades
2020 Jeep Gladiator Rubicon 4WD • Oak Creek, WI
$43,007 • 30.7k miles
#25 2020-2022 Jeep Gladiator
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
- Includes $4,152 Premium Upgrades
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Jeep Gladiator near Chicago, IL
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