Used Jeep Gladiator for Sale in Chicago, IL
Gladiators for Sale at Dealers
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1
2021 Jeep Gladiator Mojave 4WD • Waukesha, WI
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$31,888 • 45k miles
•••
#1 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $898 Price Drop
- Great Price - $8,335 Below Market
- Includes $10,093 Premium Upgrades
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2
2020 Jeep Gladiator Rubicon 4WD • Downers Grove, IL
Red • 3.6L V6 Engine
Red • 3.6L V6 Engine
$32,995 • 49.5k miles
•••
#2 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $6,136 Below Market
- Includes $1,972 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details

3
2020 Jeep Gladiator Altitude 4WD • Hampshire, IL
3.6L V6 Engine
3.6L V6 Engine
$28,450 • 58.8k miles
•••
#3 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $4,604 Below Market
- Includes $7,460 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details

4
2022 Jeep Gladiator Willys 4WD • Crystal Lake, IL
Red • 3.6L V6 Engine
Red • 3.6L V6 Engine
$33,897 • 7.9k miles
•••
#4 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $50 Price Drop
- Great Price - $4,341 Below Market
- Includes $12,975 Premium Upgrades
More details
5
2020 Jeep Gladiator Overland 4WD • Oak Creek, WI
Silver • 3.6L V6 Engine
Silver • 3.6L V6 Engine
$32,399 • 16.9k miles
•••
#5 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $100 Price Drop
- Great Price - $4,321 Below Market
- Includes $8,165 Premium Upgrades
More details
6
2021 Jeep Gladiator Overland 4WD • Highland Park, IL
Blue • 3.6L V6 Engine
Blue • 3.6L V6 Engine
$29,996 • 33.8k miles
•••
#6 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $1 Price Drop
- Great Price - $3,813 Below Market
- Includes $4,158 Premium Upgrades
More details
7
2022 Jeep Gladiator Sport S 4WD • Matteson, IL
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$30,781 • 30.4k miles • Certified
•••
#7 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $3,599 Below Market
- Includes $10,070 Premium Upgrades
More details
8
2020 Jeep Gladiator Overland 4WD • Lansing, IL
Orange • 3.6L V6 Engine
Orange • 3.6L V6 Engine
$29,495 • 57.8k miles
•••
#8 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $4 Price Drop
- Great Price - $3,564 Below Market
- Includes $5,801 Premium Upgrades
More details
9
2023 Jeep Gladiator Rubicon 4WD • Monticello, IN
Yellow • 3.6L V6 Engine
Yellow • 3.6L V6 Engine
$41,900 • 9k miles
•••
#9 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $3,530 Below Market
- Includes $11,187 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
10
2023 Jeep Gladiator Sport S 4WD • Burlington, WI
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$34,995 • 800 miles
•••
#10 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $3,346 Below Market
- Includes $10,295 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
11
2021 Jeep Gladiator Willys 4WD • Janesville, WI
Gray • 3.6L V6 Engine
Gray • 3.6L V6 Engine
$29,618 • 48.8k miles
•••
#11 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $3,079 Below Market
- Includes $7,281 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
12
2021 Jeep Gladiator Sport 4WD • Highland, IN
3.6L V6 Engine
3.6L V6 Engine
$26,080 • 43.6k miles
•••
#12 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $3,002 Below Market
- Includes $2,624 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
13
2020 Jeep Gladiator Rubicon 4WD • Glencoe, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$37,676 • 27.6k miles
•••
#13 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,845 Below Market
- Includes $8,848 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
14
2021 Jeep Gladiator Mojave 4WD • Downers Grove, IL
3.6L V6 Engine
3.6L V6 Engine
$33,775 • 49.1k miles
•••
#14 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $1,000 Price Drop
- Great Price - $2,662 Below Market
- Includes $4,224 Premium Upgrades
More details
15
2020 Jeep Gladiator Sport S 4WD • Chicago, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$27,341 • 44.1k miles
•••
#15 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $127 Price Drop
- Great Price - $2,613 Below Market
- Includes $7,005 Premium Upgrades
More details
16
2023 Jeep Gladiator Willys 4WD • Chesterton, IN
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$34,277 • 19.6k miles
•••
#16 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $200 Price Drop
- Great Price - $2,480 Below Market
- Includes $11,895 Premium Upgrades
More details
17
2022 Jeep Gladiator Altitude 4WD • Elk Grove Village, IL
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$33,005 • 25k miles
•••
#17 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,468 Below Market
- Includes $7,094 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
18
2022 Jeep Gladiator Willys Sport 4WD • Countryside, IL
Red • 3.6L V6 Engine
Red • 3.6L V6 Engine
$31,944 • 13.8k miles
•••
#18 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,396 Below Market
- Includes $5,762 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
19
2021 Jeep Gladiator Overland 4WD • Brookfield, WI
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$30,992 • 24.5k miles
•••
#19 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $449 Price Drop
- Great Price - $2,381 Below Market
- Includes $4,248 Premium Upgrades
More details
20
2022 Jeep Gladiator Altitude 4WD • Milwaukee, WI
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$32,200 • 19.4k miles
•••
#20 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $300 Price Drop
- Great Price - $2,373 Below Market
- Includes $7,798 Premium Upgrades
More details
21
2020 Jeep Gladiator Overland 4WD • Janesville, WI
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$30,999 • 45k miles
•••
#21 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $2,367 Below Market
- Includes $5,202 Premium Upgrades
More details
22
2021 Jeep Gladiator Willys 4WD • Oak Lawn, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$31,323 • 29.9k miles
•••
#22 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $97 Price Drop
- Great Price - $2,025 Below Market
- Includes $8,514 Premium Upgrades
More details
23
2020 Jeep Gladiator Overland 4WD • Willowbrook, IL
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$29,775 • 44.2k miles
•••
#23 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- $220 Price Drop
- Great Price - $1,971 Below Market
- Includes $6,957 Premium Upgrades
More details
24
2021 Jeep Gladiator Rubicon 4WD • South Haven, MI
Green • 3.6L V6 Engine
Green • 3.6L V6 Engine
$34,491 • 53.9k miles
•••
#24 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $11,765 Below Market
- Includes $7,048 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
25
2022 Jeep Gladiator Overland 4WD • Elkhart, IN
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$33,994 • 10k miles
•••
#25 2015-2023 Jeep Gladiator
CoPilot AI: It’s an “A+” Buy
- Great Price - $9,177 Below Market
- Includes $2,172 Premium Upgrades
- CARFAX: Clean Title
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 City Research More Models View more Crew Cab Pickups