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Used Jeep Gladiator for Sale in Chicago, IL
Gladiators for Sale at Dealers
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Price
Year
Mileage
Trim
Price Drop
2020 Jeep Gladiator Rubicon 4WD • Watseka, IL
Gray • 3.6L V6 Engine
Gray • 3.6L V6 Engine
$28,928 • 70.2k miles
•••
#163 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “D” Buy
- $2,072 Price Drop
- Includes $3,396 Premium Upgrades
- Motivation to Negotiate - Very High
More details
Price Drop
2021 Jeep Gladiator Sport 4WD • Schaumburg, IL
3.6L V6 Engine
3.6L V6 Engine
$20,995 • 138.2k miles
•••
#179 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “F” Buy
- $495 Price Drop
- Includes $1,000 Premium Upgrades
- CARFAX: One Owner
More details
Price Drop
2021 Jeep Gladiator Willys 4WD • Orland Park, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$30,990 • 48.9k miles
•••
#122 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “C+” Buy
- $3,500 Price Drop
- Includes $7,728 Premium Upgrades
- Motivation to Negotiate - Very High
More details
2020 Jeep Gladiator Sport S 4WD • Willowbrook, IL
Tan • 3.6L V6 Engine
Tan • 3.6L V6 Engine
$24,995 • 76k miles
•••
#107 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B” Buy
- Fair Price - $302 Below Market
- Includes $4,856 Premium Upgrades
- Below Average Mileage
More details
2020 Jeep Gladiator Rubicon 4WD • Sturtevant, WI
Orange • 3.6L V6 Engine
Orange • 3.6L V6 Engine
$29,897 • 44.7k miles
•••
#29 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- Great Price - $2,805 Below Market
- Includes $5,232 Premium Upgrades
- CARFAX: One Owner
More details
2020 Jeep Gladiator Sport S 4WD • Plainfield, IL
3.6L V6 Engine
3.6L V6 Engine
$28,997 • 36.6k miles
•••
#87 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- Fair Price - $445 Below Market
- Includes $5,838 Premium Upgrades
- Very Low Mileage
More details
Price Drop
2021 Jeep Gladiator Willys 4WD • Countryside, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$27,200 • 47.4k miles
•••
#34 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- $355 Price Drop
- Great Price - $2,476 Below Market
- Includes $6,891 Premium Upgrades
More details
2020 Jeep Gladiator Overland 4WD • Mishawaka, IN
Silver • 3.6L V6 Engine
Silver • 3.6L V6 Engine
$26,992 • 92.7k miles • Certified
•••
#162 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “D” Buy
- Includes $4,045 Premium Upgrades
- CARFAX: One Owner
- Motivation to Negotiate - High
More details
2021 Jeep Gladiator 80th Anniversary 4WD • Barrington, IL
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$38,500 • 42.3k miles
•••
#158 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “D+” Buy
- Includes $6,396 Premium Upgrades
- Motivation to Negotiate - Very High
- Very Low Mileage
More details
Price Drop
2022 Jeep Gladiator Willys 4WD • Milwaukee, WI
3.6L V6 Engine
3.6L V6 Engine
$28,492 • 43.2k miles
•••
#59 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- $208 Price Drop
- Good Price - $1,493 Below Market
- Includes $8,013 Premium Upgrades
More details
Price Drop
2021 Jeep Gladiator Rubicon 4WD • Crestwood, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$32,900 • 37.5k miles
•••
#155 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “D+” Buy
- $1,000 Price Drop
- Includes $1,534 Premium Upgrades
- Motivation to Negotiate - Very High
More details
15
Price Drop
2021 Jeep Gladiator Rubicon 4WD • Milwaukee, WI
Gray • 3.6L V6 Engine
Gray • 3.6L V6 Engine
$34,390 • 31.5k miles
•••
#15 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- $4,600 Price Drop
- Great Price - $3,530 Below Market
- Includes $5,013 Premium Upgrades
More details
Price Drop
2021 Jeep Gladiator Mojave 4WD • Oak Lawn, IL
Silver • 3.6L V6 Engine
Silver • 3.6L V6 Engine
$28,977 • 80.9k miles
•••
#161 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “D” Buy
- $400 Price Drop
- Includes $3,874 Premium Upgrades
- Motivation to Negotiate - High
More details
2023 Jeep Gladiator Mojave 4WD • Elkhart, IN
Blue • 3.6L V6 Engine
Blue • 3.6L V6 Engine
$37,995 • 32.7k miles
•••
#96 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- Fair Price - $369 Above Market
- Includes $6,414 Premium Upgrades
- CARFAX: One Owner
More details
Price Drop
2022 Jeep Gladiator Mojave 4WD • Highland, IN
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$35,432 • 29k miles
•••
#147 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “D+” Buy
- $100 Price Drop
- Includes $3,808 Premium Upgrades
- Motivation to Negotiate - Very High
More details
Price Drop
2022 Jeep Gladiator Willys 4WD • Arlington Heights, IL
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$23,980 • 68.3k miles • Certified
•••
#64 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- $1,015 Price Drop
- Good Price - $1,396 Below Market
- Includes $6,092 Premium Upgrades
More details
Price Drop
2021 Jeep Gladiator Mojave 4WD • Highland, IN
Green • 3.6L V6 Engine
Green • 3.6L V6 Engine
$32,989 • 51.6k miles
•••
#44 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- $431 Price Drop
- Good Price - $2,068 Below Market
- Includes $8,009 Premium Upgrades
More details
Price Drop
2021 Jeep Gladiator Freedom 4WD • Milwaukee, WI
Orange • 3.6L V6 Engine
Orange • 3.6L V6 Engine
$27,333 • 61.6k miles
•••
#45 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- $367 Price Drop
- Great Price - $2,049 Below Market
- Includes $8,963 Premium Upgrades
More details
2023 Jeep Gladiator High Altitude 4WD • North Aurora, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$36,850 • 28.1k miles
•••
#94 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- Fair Price - $116 Above Market
- Includes $8,781 Premium Upgrades
- CARFAX: One Owner
More details
1
Price Drop
2020 Jeep Gladiator Rubicon 4WD • Ottawa, IL
Silver • 3.6L V6 Engine
Silver • 3.6L V6 Engine
$29,397 • 58.3k miles
•••
#1 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- $400 Price Drop
- Great Price - $8,571 Below Market
- Includes $4,173 Premium Upgrades
More details
25
2020 Jeep Gladiator Overland 4WD • Franklin, WI
Silver • 3.6L V6 Engine
Silver • 3.6L V6 Engine
$25,432 • 78k miles
•••
#25 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- Great Price - $2,927 Below Market
- Includes $2,149 Premium Upgrades
- Motivation to Negotiate - Increasing
More details
Price Drop
2022 Jeep Gladiator Overland 4WD • Highland, IN
Gray • 3.6L V6 Engine
Gray • 3.6L V6 Engine
$21,800 • 101.9k miles
•••
#26 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- $200 Price Drop
- Great Price - $2,921 Below Market
- Includes $2,326 Premium Upgrades
More details
Price Drop
2021 Jeep Gladiator Freedom 4WD • La Porte, IN
3.6L V6 Engine
3.6L V6 Engine
$27,227 • 53.6k miles
•••
#85 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- $1,045 Price Drop
- Fair Price - $450 Below Market
- Includes $6,829 Premium Upgrades
More details
Price Drop
2021 Jeep Gladiator Sport S 4WD • Waukegan, IL
3.6L V6 Engine
3.6L V6 Engine
$27,797 • 65.4k miles
•••
#164 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “D” Buy
- Includes $4,829 Premium Upgrades
- Motivation to Negotiate - Increasing
- Below Average Mileage
More details
23
2021 Jeep Gladiator Rubicon 4WD • Mishawaka, IN
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$28,499 • 74.6k miles
•••
#23 2015-2023 Jeep Gladiator
CoPilot AI: It’s a “B+” Buy
- Great Price - $3,008 Below Market
- Includes $6,200 Premium Upgrades
- CARFAX: One Owner
More details
2025 Jeep Gladiator
Mid-size Truck
Seats
5
Fuel Economy
17City MPG
22Hwy MPG
NHTSA Rating Summary
Dimensions
Jeep Gladiator for Sale by CityResearch More ModelsView more Crew Cab Pickups