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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
1
Price Drop
2021 Jeep Gladiator Rubicon 4WD • Merrillville, IN
Red • 3.6L V6 Engine
Red • 3.6L V6 Engine
$38,490 • 16.5k miles
•••
#1 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $9,643 Below Market
- Includes $9,343 Premium Upgrades
More details
2
Price Drop
2020 Jeep Gladiator Rubicon 4WD • Westmont, IL
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$34,991 • 32.8k miles
•••
#2 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $1,500 Price Drop
- Great Price - $6,600 Below Market
- Includes $2,096 Premium Upgrades
More details
3
Price Drop
2021 Jeep Gladiator Overland 4WD • Glendale Heights, IL
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$31,500 • 36.8k miles
•••
#3 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $499 Price Drop
- Great Price - $5,123 Below Market
- Includes $6,496 Premium Upgrades
More details
4
Price Drop
2021 Jeep Gladiator Willys 4WD • St. Charles, IL
Green • 3.6L V6 Engine
Green • 3.6L V6 Engine
$33,915 • 20.5k miles
•••
#4 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $2,073 Price Drop
- Great Price - $4,598 Below Market
- Includes $13,149 Premium Upgrades
More details
5
Price Drop
2021 Jeep Gladiator Overland 4WD • Glendale Heights, IL
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$30,888 • 36.1k miles
•••
#5 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $111 Price Drop
- Great Price - $4,175 Below Market
- Includes $7,100 Premium Upgrades
More details
6
Price Drop
2022 Jeep Gladiator High Altitude 4WD • Orland Park, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$37,900 • 9.5k miles
•••
#6 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $800 Price Drop
- Great Price - $4,143 Below Market
- Includes $9,037 Premium Upgrades
More details
7
Price Drop
2023 Jeep Gladiator Mojave 4WD • Skokie, IL
Blue • 3.6L V6 Engine
Blue • 3.6L V6 Engine
$41,900 • 11.8k miles • Certified
•••
#7 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $799 Price Drop
- Great Price - $3,834 Below Market
- Includes $8,572 Premium Upgrades
More details
8
Price Drop
2021 Jeep Gladiator Willys Sport 4WD • Gurnee, IL
Blue • 3.6L V6 Engine
Blue • 3.6L V6 Engine
$28,500 • 24.9k miles
•••
#8 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $3,820 Below Market
- Includes $4,698 Premium Upgrades
More details
9
Price Drop
2021 Jeep Gladiator Willys 4WD • Naperville, IL
3.6L V6 Engine
3.6L V6 Engine
$31,998 • 35k miles
•••
#9 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $1,902 Price Drop
- Great Price - $3,676 Below Market
- Includes $10,310 Premium Upgrades
More details
10
2020 Jeep Gladiator Overland 4WD • Janesville, WI
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$31,499 • 45k miles
•••
#10 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $3,464 Below Market
- Includes $5,451 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
11
Price Drop
2022 Jeep Gladiator Willys 4WD • Plainfield, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$30,997 • 28.6k miles
•••
#11 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $1,000 Price Drop
- Great Price - $3,423 Below Market
- Includes $8,575 Premium Upgrades
More details
12
Price Drop
2021 Jeep Gladiator Overland 4WD • Portage, IN
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$33,277 • 30.3k miles
•••
#12 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $200 Price Drop
- Great Price - $3,390 Below Market
- Includes $7,301 Premium Upgrades
More details
13
Price Drop
2020 Jeep Gladiator Overland 4WD • Burlington, WI
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$30,634 • 43.1k miles
•••
#13 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $361 Price Drop
- Great Price - $3,106 Below Market
- Includes $5,059 Premium Upgrades
More details
14
2020 Jeep Gladiator Sport 4WD • Joliet, IL
3.6L V6 Engine
3.6L V6 Engine
$28,988 • 26k miles
•••
#14 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $3,021 Below Market
- Includes $2,916 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
15
Price Drop
2021 Jeep Gladiator Mojave 4WD • Streamwood, IL
3.6L V6 Engine
3.6L V6 Engine
$37,790 • 25.1k miles
•••
#15 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $1,100 Price Drop
- Great Price - $2,783 Below Market
- Includes $4,904 Premium Upgrades
More details
16
Price Drop
2020 Jeep Gladiator Overland 4WD • Milwaukee, WI
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$32,286 • 41.2k miles
•••
#16 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $146 Price Drop
- Great Price - $2,647 Below Market
- Includes $6,857 Premium Upgrades
More details
17
2023 Jeep Gladiator Willys 4WD • Peru, IL
Orange • 3.6L V6 Engine
Orange • 3.6L V6 Engine
$35,497 • 3.2k miles
•••
#17 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,634 Below Market
- Includes $13,766 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
18
Price Drop
2020 Jeep Gladiator Sport S 4WD • Downers Grove, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$26,482 • 44.8k miles
•••
#18 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $1,508 Price Drop
- Great Price - $2,569 Below Market
- Includes $5,007 Premium Upgrades
More details
19
2021 Jeep Gladiator Sport S 4WD • Michigan City, IN
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$32,586 • 22.6k miles
•••
#19 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,472 Below Market
- Includes $11,760 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
20
Price Drop
2021 Jeep Gladiator Rubicon 4WD • Waukesha, WI
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$36,386 • 21.4k miles
•••
#20 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $200 Price Drop
- Great Price - $2,456 Below Market
- Includes $7,429 Premium Upgrades
More details
21
Price Drop
2020 Jeep Gladiator Sport S 4WD • Harvard, IL
3.6L V6 Engine
3.6L V6 Engine
$30,489 • 23.3k miles
•••
#21 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $2,152 Below Market
- Includes $6,815 Premium Upgrades
More details
22
Price Drop
2021 Jeep Gladiator Willys 4WD • Glendale Heights, IL
Blue • 3.6L V6 Engine
Blue • 3.6L V6 Engine
$30,750 • 18k miles
•••
#22 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $100 Price Drop
- Great Price - $2,034 Below Market
- Includes $6,515 Premium Upgrades
More details
23
Price Drop
2021 Jeep Gladiator Rubicon 4WD • Bourbonnais, IL
Gray • 3.6L V6 Engine
Gray • 3.6L V6 Engine
$33,113 • 49.5k miles
•••
#23 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $141 Price Drop
- Great Price - $5,078 Below Market
- Includes $5,050 Premium Upgrades
More details
24
Price Drop
2020 Jeep Gladiator Sport S 4WD • Elmhurst, IL
Tan • 3.6L V6 Engine
Tan • 3.6L V6 Engine
$24,988 • 81.6k miles
•••
#24 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $724 Price Drop
- Great Price - $4,538 Below Market
- Includes $3,927 Premium Upgrades
More details
25
2021 Jeep Gladiator Rubicon 4WD • Oconomowoc, WI
3.6L V6 Engine
3.6L V6 Engine
$37,645 • 33.1k miles
•••
#25 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $3,782 Below Market
- Includes $7,325 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
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