Used 2022 Jeep Gladiator for Sale in Chicago, IL

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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 photo
1
Price Drop

2021 Jeep Gladiator Rubicon 4WD Huntley, IL

$48,888 24.2k miles

#1 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Very Low Mileage
See more about this car
2021 Jeep Gladiator Willys 4WD photo
2
Price Drop

2021 Jeep Gladiator Willys 4WD Willowbrook, IL

$39,988 22.1k miles

#2 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.4 stars
  • Very Low Mileage
  • Includes $11,064 Premium Upgrades
See more about this car
2022 Jeep Gladiator Rubicon 4WD photo
3
Price Drop

2022 Jeep Gladiator Rubicon 4WD Barrington, IL

$59,500 7.6k miles

#3 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.6 stars
  • Very Low Mileage
See more about this car
2022 Jeep Gladiator Willys 4WD photo
4
Price Drop

2022 Jeep Gladiator Willys 4WD Naperville, IL

$44,233 11.1k miles

#4 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.3 stars
  • Very Low Mileage
  • Includes $11,908 Premium Upgrades
See more about this car
2022 Jeep Gladiator Sport S 4WD photo
5
Price Drop

2022 Jeep Gladiator Sport S 4WD Nappanee, IN

$44,407 1.8k miles

#5 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.4 stars
  • Very Low Mileage
See more about this car
2021 Jeep Gladiator Willys 4WD photo
6
Price Drop

2021 Jeep Gladiator Willys 4WD Streamwood, IL

$40,490 19.1k miles

#6 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.1 stars
  • Very Low Mileage
See more about this car
2021 Jeep Gladiator Willys 4WD photo
7

2021 Jeep Gladiator Willys 4WD Chicago, IL

$45,494 9k miles

#7 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Very Low Mileage
  • Includes $10,108 Premium Upgrades
See more about this car
2022 Jeep Gladiator High Altitude 4WD photo
8

2022 Jeep Gladiator High Altitude 4WD Streamwood, IL

$49,990 2.5k miles

#8 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.1 stars
  • Very Low Mileage
  • Includes $8,576 Premium Upgrades
See more about this car
2022 Jeep Gladiator Rubicon 4WD photo
9
Price Drop

2022 Jeep Gladiator Rubicon 4WD Schaumburg, IL

$49,996 1.9k miles

#9 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - High
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Very Low Mileage
See more about this car
2021 Jeep Gladiator Rubicon 4WD photo
10
Price Drop

2021 Jeep Gladiator Rubicon 4WD Rockford, IL

$48,992 14.2k miles

#10 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.0 stars
  • Very Low Mileage
See more about this car
2020 Jeep Gladiator Rubicon 4WD photo
11
Price Drop

2020 Jeep Gladiator Rubicon 4WD Huntley, IL

$45,945 17.5k miles

#11 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Very Low Mileage
See more about this car
2021 Jeep Gladiator Sport S 4WD photo
12
Price Drop

2021 Jeep Gladiator Sport S 4WD Franklin, WI

$41,690 20.2k miles

#12 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.1 stars
  • Very Low Mileage
See more about this car
2021 Jeep Gladiator Willys 4WD photo
13
Price Drop

2021 Jeep Gladiator Willys 4WD Chicago, IL

$41,691 18.7k miles

#13 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.4 stars
  • Very Low Mileage
See more about this car
2020 Jeep Gladiator Sport S 4WD photo
14

2020 Jeep Gladiator Sport S 4WD Countryside, IL

$37,554 38.2k miles

#14 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.4 stars
  • Below Average Mileage
  • Includes $8,020 Premium Upgrades
See more about this car
2021 Jeep Gladiator Rubicon 4WD photo
15
Price Drop

2021 Jeep Gladiator Rubicon 4WD Glendale Heights, IL

$47,360 7.4k miles

#15 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.4 stars
  • Very Low Mileage
  • Includes $7,224 Premium Upgrades
See more about this car
2020 Jeep Gladiator Sport S 4WD photo
16
Price Drop

2020 Jeep Gladiator Sport S 4WD St. Charles, IL

$37,700 33.4k miles

#16 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.3 stars
  • Very Low Mileage
See more about this car
2021 Jeep Gladiator Mojave 4WD photo
17
Price Drop

2021 Jeep Gladiator Mojave 4WD Chicago, IL

$50,994 23.2k miles

#17 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title
  • Dealer Rating - 4.5 stars
  • Very Low Mileage
  • Includes $7,884 Premium Upgrades
See more about this car
2022 Jeep Gladiator Rubicon 4WD photo
18
Price Drop

2022 Jeep Gladiator Rubicon 4WD Monticello, IN

$54,000 3k miles

#18 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.7 stars
  • Very Low Mileage
See more about this car
2021 Jeep Gladiator High Altitude 4WD photo
19

2021 Jeep Gladiator High Altitude 4WD Bourbonnais, IL

$49,500 6k miles

#19 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.8 stars
  • Very Low Mileage
  • Includes $10,124 Premium Upgrades
See more about this car
2020 Jeep Gladiator Overland 4WD photo
20
Price Drop

2020 Jeep Gladiator Overland 4WD Hampshire, IL

$43,485 15k miles

#20 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
  • Includes $5,220 Premium Upgrades
See more about this car
2020 Jeep Gladiator Overland 4WD photo
21

2020 Jeep Gladiator Overland 4WD Burlington, WI

$43,204 23.3k miles

#21 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.8 stars
  • Very Low Mileage
See more about this car
2020 Jeep Gladiator Rubicon 4WD photo
22
Price Drop

2020 Jeep Gladiator Rubicon 4WD Chicago, IL

$44,494 25.1k miles

#22 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Very Low Mileage
  • Includes $4,268 Premium Upgrades
See more about this car
2021 Jeep Gladiator Overland 4WD photo
23
Price Drop

2021 Jeep Gladiator Overland 4WD Janesville, WI

$42,209 7.9k miles

#23 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title
  • Dealer Rating - 4.3 stars
  • Very Low Mileage
  • Includes $5,016 Premium Upgrades
See more about this car
2020 Jeep Gladiator Rubicon 4WD photo
24
Price Drop

2020 Jeep Gladiator Rubicon 4WD Lowell, IN

$43,900 38.1k miles

#24 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.6 stars
  • Below Average Mileage
  • Includes $3,708 Premium Upgrades
See more about this car
2020 Jeep Gladiator Rubicon 4WD photo
25
Price Drop

2020 Jeep Gladiator Rubicon 4WD Oak Creek, WI

$43,007 30.7k miles

#25 2020-2022 Jeep Gladiator

It’s anA+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.4 stars
  • Very Low Mileage
  • Includes $4,152 Premium Upgrades
See more about this car

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