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Used 2022 Jeep Gladiator for Sale in Chicago, IL

Gladiators for Sale at Dealers

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Year
Mileage
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2022 Jeep Gladiator Willys 4WD photo
Price Drop
2022 Jeep Gladiator Willys 4WD Valparaiso, IN
White 3.6L V6 Engine
$30,477 43.1k miles
•••

#115 2021-2023 Jeep Gladiator

CoPilot AI: It’s aD+” Buy

  • $500 Price Drop
  • Includes $6,651 Premium Upgrades
  • CARFAX: One Owner
More details
2023 Jeep Gladiator Sport S 4WD photo
Price Drop
2023 Jeep Gladiator Sport S 4WD Waukesha, WI
Black 3.6L V6 Engine
$32,558 7.3k miles
•••

#98 2021-2023 Jeep Gladiator

CoPilot AI: It’s aC+” Buy

  • $241 Price Drop
  • Includes $9,266 Premium Upgrades
  • CARFAX: One Owner
More details
2022 Jeep Gladiator Overland 4WD photo
Price Drop
2022 Jeep Gladiator Overland 4WD Ottawa, IL
Tan 3.6L V6 Engine
$31,346 34k miles
•••

#47 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $550 Price Drop
  • Good Price - $1,217 Below Market
  • Includes $5,185 Premium Upgrades
More details
2021 Jeep Gladiator Sport S 4WD photo
14
Price Drop
2021 Jeep Gladiator Sport S 4WD McHenry, IL
3.6L V6 Engine
$29,699 37.3k miles
•••

#14 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $190 Price Drop
  • Great Price - $3,071 Below Market
  • Includes $8,488 Premium Upgrades
More details
2023 Jeep Gladiator Willys 4WD photo
2023 Jeep Gladiator Willys 4WD DeKalb, IL
White 3.6L V6 Engine
$32,995 29.5k miles
•••

#63 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • Fair Price - $532 Below Market
  • Includes $12,819 Premium Upgrades
  • CARFAX: One Owner
More details
2023 Jeep Gladiator Sport S 4WD photo
18
2023 Jeep Gladiator Sport S 4WD Matteson, IL
Gray 3.6L V6 Engine
$29,989 64.6k miles
•••

#18 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,870 Below Market
  • Includes $12,728 Premium Upgrades
  • CARFAX: One Owner
More details
2021 Jeep Gladiator Mojave 4WD photo
Price Drop
2021 Jeep Gladiator Mojave 4WD Plainfield, IL
3.6L V6 Engine
$29,941 64.7k miles
•••

#26 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $1,434 Price Drop
  • Great Price - $2,299 Below Market
  • Includes $5,314 Premium Upgrades
More details
2023 Jeep Gladiator Mojave 4WD photo
2023 Jeep Gladiator Mojave 4WD Michigan City, IN
Black 3.6L V6 Engine
$37,399 42.9k miles
•••

#109 2021-2023 Jeep Gladiator

CoPilot AI: It’s aC” Buy

  • Includes $7,663 Premium Upgrades
  • CARFAX: One Owner
  • Below Average Mileage
More details
2022 Jeep Gladiator Mojave 4WD photo
Price Drop
2022 Jeep Gladiator Mojave 4WD Milton, WI
Red 3.6L V6 Engine
$34,879 43.7k miles
•••

#72 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $100 Price Drop
  • Fair Price - $574 Above Market
  • Includes $6,044 Premium Upgrades
More details
2022 Jeep Gladiator Sport S 4WD photo
24
Price Drop
2022 Jeep Gladiator Sport S 4WD Bourbonnais, IL
3.6L V6 Engine
$27,479 55.5k miles
•••

#24 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Great Price - $2,409 Below Market
  • Includes $3,650 Premium Upgrades
More details
2022 Jeep Gladiator Willys 4WD photo
Price Drop
2022 Jeep Gladiator Willys 4WD Arlington Heights, IL
White 3.6L V6 Engine
$23,980 68.3k miles Certified
•••

#44 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $1,015 Price Drop
  • Good Price - $1,423 Below Market
  • Includes $6,099 Premium Upgrades
More details
2023 Jeep Gladiator Overland 4WD photo
Price Drop
2023 Jeep Gladiator Overland 4WD Antioch, IL
White 3.6L V6 Engine
$28,000 61.2k miles
•••

#95 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB-” Buy

  • $1,800 Price Drop
  • Fair Price - $391 Above Market
  • Includes $1,096 Premium Upgrades
More details
2023 Jeep Gladiator Sport S 4WD photo
1
Price Drop
2023 Jeep Gladiator Sport S 4WD Arlington Heights, IL
White 3.6L V6 Engine
$22,997 67.2k miles
•••

#1 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $375 Price Drop
  • Great Price - $8,330 Below Market
  • Includes $4,482 Premium Upgrades
More details
2022 Jeep Gladiator Overland 4WD photo
17
Price Drop
2022 Jeep Gladiator Overland 4WD Highland, IN
Gray 3.6L V6 Engine
$22,000 101.9k miles
•••

#17 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Great Price - $2,940 Below Market
  • Includes $2,347 Premium Upgrades
More details
2023 Jeep Gladiator Rubicon 4WD photo
Price Drop
2023 Jeep Gladiator Rubicon 4WD Woodstock, IL
White 3.6L V6 Engine
$39,399 44.2k miles
•••

#144 2021-2023 Jeep Gladiator

CoPilot AI: It’s aD-” Buy

  • $100 Price Drop
  • Includes $4,711 Premium Upgrades
  • Average Mileage
More details
2023 Jeep Gladiator Sport S 4WD photo
Price Drop
2023 Jeep Gladiator Sport S 4WD Elkhorn, WI
White 3.6L V6 Engine
$26,977 47.7k miles
•••

#87 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB” Buy

  • $1,000 Price Drop
  • Fair Price - $65 Above Market
  • Includes $4,664 Premium Upgrades
More details
2021 Jeep Gladiator Willys 4WD photo
Price Drop
2021 Jeep Gladiator Willys 4WD Valparaiso, IN
Gray 3.6L V6 Engine
$28,997 75.9k miles
•••

#135 2021-2023 Jeep Gladiator

CoPilot AI: It’s aD” Buy

  • $675 Price Drop
  • Includes $5,817 Premium Upgrades
  • CARFAX: One Owner
More details
2021 Jeep Gladiator Willys 4WD photo
Price Drop
2021 Jeep Gladiator Willys 4WD Gurnee, IL
Black 3.6L V6 Engine
$28,994 44k miles
•••

#69 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $6,001 Price Drop
  • Fair Price - $294 Above Market
  • Includes $6,786 Premium Upgrades
More details
2021 Jeep Gladiator Mojave 4WD photo
Price Drop
2021 Jeep Gladiator Mojave 4WD Ottawa, IL
Black 3.6L V6 Engine
$34,528 32k miles
•••

#74 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • Fair Price - $627 Above Market
  • Includes $4,317 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2021 Jeep Gladiator Willys 4WD photo
2021 Jeep Gladiator Willys 4WD Kenosha, WI
White 3.0L V6 Engine
$32,998 53.8k miles
•••

#118 2021-2023 Jeep Gladiator

CoPilot AI: It’s aD+” Buy

  • Includes $10,174 Premium Upgrades
  • Very Low Mileage
  • Dealer Rating - 4.9 stars
More details
2021 Jeep Gladiator Mojave 4WD photo
2021 Jeep Gladiator Mojave 4WD Milwaukee, WI
3.6L V6 Engine
$36,995 67k miles
•••

#141 2021-2023 Jeep Gladiator

CoPilot AI: It’s aD” Buy

  • Includes $5,701 Premium Upgrades
  • Motivation to Negotiate - High
  • Average Mileage
More details
2021 Jeep Gladiator Rubicon 4WD photo
Price Drop
2021 Jeep Gladiator Rubicon 4WD Crestwood, IL
Black 3.6L V6 Engine
$32,900 37.5k miles
•••

#127 2021-2023 Jeep Gladiator

CoPilot AI: It’s aD+” Buy

  • $1,000 Price Drop
  • Includes $1,539 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2021 Jeep Gladiator Willys 4WD photo
20
Price Drop
2021 Jeep Gladiator Willys 4WD Schaumburg, IL
Silver 3.0L V6 Engine
$27,900 58.2k miles
•••

#20 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $300 Price Drop
  • Great Price - $2,718 Below Market
  • Includes $9,784 Premium Upgrades
More details
2023 Jeep Gladiator Overland 4WD photo
Price Drop
2023 Jeep Gladiator Overland 4WD Sycamore, IL
White 3.6L V6 Engine
$25,604 62.9k miles
•••

#36 2021-2023 Jeep Gladiator

CoPilot AI: It’s aB+” Buy

  • $336 Price Drop
  • Great Price - $1,659 Below Market
  • Includes $1,082 Premium Upgrades
More details
2021 Jeep Gladiator Mojave 4WD photo
Price Drop
2021 Jeep Gladiator Mojave 4WD Waukesha, WI
Blue 3.6L V6 Engine
$39,998 6k miles
•••

#124 2021-2023 Jeep Gladiator

CoPilot AI: It’s aD+” Buy

  • $1,000 Price Drop
  • Includes $3,530 Premium Upgrades
  • CARFAX: One Owner
More details
1-25 of 173 results

2022 Jeep Gladiator

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