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Used Jeep Gladiator for Sale in Chicago, IL

Gladiators for Sale at Dealers

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Mileage
Trim
2020 Jeep Gladiator Rubicon 4WD photo
2020 Jeep Gladiator Rubicon 4WD Delavan, WI
Black 3.6L V6 Engine
$46,099 30.9k miles
•••

#92 2015-2023 Jeep Gladiator

CoPilot AI: It’s aD+” Buy

  • Includes $4,372 Premium Upgrades
  • Motivation to Negotiate - High
  • Very Low Mileage
More details
2023 Jeep Gladiator Mojave 4WD photo
Price Drop
2023 Jeep Gladiator Mojave 4WD Elkhart, IN
3.6L V6 Engine
$39,900 32.4k miles
•••

#27 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $300 Price Drop
  • Good Price - $1,479 Below Market
  • Includes $8,958 Premium Upgrades
More details
2021 Jeep Gladiator Mojave 4WD photo
2021 Jeep Gladiator Mojave 4WD Highland, IN
Green 3.6L V6 Engine
$32,999 64.3k miles
•••

#61 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB” Buy

  • Fair Price - $903 Above Market
  • Includes $4,516 Premium Upgrades
  • Motivation to Negotiate - High
More details
2023 Jeep Gladiator Mojave 4WD photo
2023 Jeep Gladiator Mojave 4WD Orland Park, IL
3.6L V6 Engine
$35,278 67.2k miles
•••

#62 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB” Buy

  • Fair Price - $1,012 Above Market
  • Includes $5,543 Premium Upgrades
  • CARFAX: One Owner
More details
2022 Jeep Gladiator Willys 4WD photo
Price Drop
2022 Jeep Gladiator Willys 4WD Schaumburg, IL
Blue 3.6L V6 Engine
$29,813 59.2k miles
•••

#58 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB” Buy

  • $495 Price Drop
  • Fair Price - $248 Above Market
  • Includes $7,912 Premium Upgrades
More details
2020 Jeep Gladiator Mojave 4WD photo
2020 Jeep Gladiator Mojave 4WD Mukwonago, WI
Tan 3.6L V6 Engine
$38,995 35.1k miles
•••

#48 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • Fair Price - $360 Above Market
  • Includes $6,147 Premium Upgrades
  • CARFAX: One Owner
More details
2022 Jeep Gladiator Sport S 4WD photo
2022 Jeep Gladiator Sport S 4WD Peotone, IL
3.6L V6 Engine
$26,941
•••
More details
2022 Jeep Gladiator Willys 4WD photo
Price Drop
2022 Jeep Gladiator Willys 4WD Kenosha, WI
Green 3.6L V6 Engine
$34,690 24.8k miles
•••

#43 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $1,300 Price Drop
  • Fair Price - $162 Below Market
  • Includes $9,501 Premium Upgrades
More details
2023 Jeep Gladiator Mojave 4WD photo
6
2023 Jeep Gladiator Mojave 4WD Crystal Lake, IL
Green 3.6L V6 Engine
$41,408 31.9k miles
•••

#6 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • Great Price - $5,644 Below Market
  • Includes $6,983 Premium Upgrades
  • CARFAX: One Owner
More details
2021 Jeep Gladiator Willys 4WD photo
Price Drop
2021 Jeep Gladiator Willys 4WD Orland Park, IL
Black 3.6L V6 Engine
$28,990 48.9k miles
•••

#31 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $2,000 Price Drop
  • Good Price - $1,197 Below Market
  • Includes $7,851 Premium Upgrades
More details
2022 Jeep Gladiator Sport S 4WD photo
2022 Jeep Gladiator Sport S 4WD Elgin, IL
Silver 3.6L V6 Engine
$28,402 36.1k miles
•••

#96 2015-2023 Jeep Gladiator

CoPilot AI: It’s aD” Buy

  • Includes $1,268 Premium Upgrades
  • CARFAX: One Owner
  • Very Low Mileage
More details
2023 Jeep Gladiator Overland 4WD photo
Price Drop
2023 Jeep Gladiator Overland 4WD Arlington Heights, IL
Gray 3.6L V6 Engine
$26,995 65.2k miles
•••

#63 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB-” Buy

  • $500 Price Drop
  • Fair Price - $807 Below Market
  • Includes $1,418 Premium Upgrades
More details
2021 Jeep Gladiator Mojave 4WD photo
2021 Jeep Gladiator Mojave 4WD Gurnee, IL
Gray 3.6L V6 Engine
$32,499 55k miles
•••

#76 2015-2023 Jeep Gladiator

CoPilot AI: It’s aD+” Buy

  • Includes $3,439 Premium Upgrades
  • CARFAX: One Owner
  • Below Average Mileage
More details
2022 Jeep Gladiator Mojave 4WD photo
2022 Jeep Gladiator Mojave 4WD Crete, IL
Black 3.6L V6 Engine
$36,995 53k miles
•••

#103 2015-2023 Jeep Gladiator

CoPilot AI: It’s aD” Buy

  • Includes $1,891 Premium Upgrades
  • Below Average Mileage
More details
2023 Jeep Gladiator Rubicon 4WD photo
Price Drop
2023 Jeep Gladiator Rubicon 4WD Naperville, IL
Black 3.6L V6 Engine
$38,299 20.5k miles
•••

#49 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $296 Price Drop
  • Fair Price - $798 Above Market
  • Includes $5,580 Premium Upgrades
More details
2021 Jeep Gladiator Sport S 4WD photo
2021 Jeep Gladiator Sport S 4WD Michigan City, IN
Gray 3.6L V6 Engine
$27,539 86.6k miles
•••

#93 2015-2023 Jeep Gladiator

CoPilot AI: It’s aD” Buy

  • Includes $4,428 Premium Upgrades
  • Dealer Rating - 4.6 stars
More details
2023 Jeep Gladiator Willys 4WD photo
Price Drop
2023 Jeep Gladiator Willys 4WD Matteson, IL
Gray 3.6L V6 Engine
$33,325 38.3k miles
•••

#69 2015-2023 Jeep Gladiator

CoPilot AI: It’s aC+” Buy

  • $131 Price Drop
  • Includes $11,482 Premium Upgrades
  • CARFAX: One Owner
More details
2023 Jeep Gladiator Willys 4WD photo
25
2023 Jeep Gladiator Willys 4WD Kenosha, WI
White 3.6L V6 Engine
$30,998 27.8k miles
•••

#25 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • Good Price - $1,740 Below Market
  • Includes $11,521 Premium Upgrades
  • CARFAX: One Owner
More details
2023 Jeep Gladiator High Altitude 4WD photo
Price Drop
2023 Jeep Gladiator High Altitude 4WD Countryside, IL
3.6L V6 Engine
$34,998 47.8k miles
•••

#75 2015-2023 Jeep Gladiator

CoPilot AI: It’s aC” Buy

  • $300 Price Drop
  • Includes $4,693 Premium Upgrades
  • CARFAX: One Owner
More details
2022 Jeep Gladiator Overland 4WD photo
2022 Jeep Gladiator Overland 4WD Niles, IL
Black 3.0L V6 Engine
$37,304 37.6k miles
•••

#82 2015-2023 Jeep Gladiator

CoPilot AI: It’s aD+” Buy

  • Includes $7,167 Premium Upgrades
  • CARFAX: One Owner
  • Very Low Mileage
More details
2020 Jeep Gladiator Mojave 4WD photo
10
Price Drop
2020 Jeep Gladiator Mojave 4WD Schaumburg, IL
Green 3.6L V6 Engine
$30,888 85k miles
•••

#10 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $106 Price Drop
  • Great Price - $4,915 Below Market
  • Includes $5,480 Premium Upgrades
More details
2023 Jeep Gladiator Rubicon 4WD photo
2023 Jeep Gladiator Rubicon 4WD Mishawaka, IN
Yellow 3.6L V6 Engine
$42,996 33.4k miles Certified
•••

#89 2015-2023 Jeep Gladiator

CoPilot AI: It’s aD+” Buy

  • Includes $7,537 Premium Upgrades
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2020 Jeep Gladiator Altitude 4WD photo
19
2020 Jeep Gladiator Altitude 4WD Orland Park, IL
White 3.6L V6 Engine
$25,278 74.4k miles
•••

#19 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,575 Below Market
  • Includes $5,971 Premium Upgrades
  • CARFAX: One Owner
More details
2020 Jeep Gladiator Overland 4WD photo
9
2020 Jeep Gladiator Overland 4WD Niles, MI
Black 3.6L V6 Engine
$26,991 86.7k miles
•••

#9 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • Great Price - $5,066 Below Market
  • Includes $3,128 Premium Upgrades
  • Average Mileage
More details
2023 Jeep Gladiator Rubicon 4WD photo
5
Price Drop
2023 Jeep Gladiator Rubicon 4WD St. Charles, IL
Green 3.6L V6 Engine
$40,404 8.1k miles
•••

#5 2015-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $904 Price Drop
  • Great Price - $6,288 Below Market
  • Includes $10,917 Premium Upgrades
More details
1-25 of 153 results

2026 Jeep Gladiator

Mid-size Truck
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5
Fuel Economy
17City MPG
22Hwy MPG
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