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Used Jeep Gladiator for Sale in Chicago, IL

Gladiators for Sale at Dealers

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2021 Jeep Gladiator Mojave 4WD photo
1
Price Drop
2021 Jeep Gladiator Mojave 4WD Waukesha, WI
Black 3.6L V6 Engine
$31,888 45k miles
•••

#1 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $898 Price Drop
  • Great Price - $8,335 Below Market
  • Includes $10,093 Premium Upgrades
More details
2020 Jeep Gladiator Rubicon 4WD photo
2
2020 Jeep Gladiator Rubicon 4WD Downers Grove, IL
Red 3.6L V6 Engine
$32,995 49.5k miles
•••

#2 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • Great Price - $6,136 Below Market
  • Includes $1,972 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2020 Jeep Gladiator Altitude 4WD photo
3
2020 Jeep Gladiator Altitude 4WD Hampshire, IL
3.6L V6 Engine
$28,450 58.8k miles
•••

#3 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • Great Price - $4,604 Below Market
  • Includes $7,460 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Jeep Gladiator Willys 4WD photo
4
Price Drop
2022 Jeep Gladiator Willys 4WD Crystal Lake, IL
Red 3.6L V6 Engine
$33,897 7.9k miles
•••

#4 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $50 Price Drop
  • Great Price - $4,341 Below Market
  • Includes $12,975 Premium Upgrades
More details
2020 Jeep Gladiator Overland 4WD photo
5
Price Drop
2020 Jeep Gladiator Overland 4WD Oak Creek, WI
Silver 3.6L V6 Engine
$32,399 16.9k miles
•••

#5 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $100 Price Drop
  • Great Price - $4,321 Below Market
  • Includes $8,165 Premium Upgrades
More details
2021 Jeep Gladiator Overland 4WD photo
6
Price Drop
2021 Jeep Gladiator Overland 4WD Highland Park, IL
Blue 3.6L V6 Engine
$29,996 33.8k miles
•••

#6 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $1 Price Drop
  • Great Price - $3,813 Below Market
  • Includes $4,158 Premium Upgrades
More details
2022 Jeep Gladiator Sport S 4WD photo
7
Price Drop
2022 Jeep Gladiator Sport S 4WD Matteson, IL
White 3.6L V6 Engine
$30,781 30.4k miles Certified
•••

#7 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $3,599 Below Market
  • Includes $10,070 Premium Upgrades
More details
2020 Jeep Gladiator Overland 4WD photo
8
Price Drop
2020 Jeep Gladiator Overland 4WD Lansing, IL
Orange 3.6L V6 Engine
$29,495 57.8k miles
•••

#8 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $4 Price Drop
  • Great Price - $3,564 Below Market
  • Includes $5,801 Premium Upgrades
More details
2023 Jeep Gladiator Rubicon 4WD photo
9
2023 Jeep Gladiator Rubicon 4WD Monticello, IN
Yellow 3.6L V6 Engine
$41,900 9k miles
•••

#9 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” 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
2023 Jeep Gladiator Sport S 4WD photo
10
2023 Jeep Gladiator Sport S 4WD Burlington, WI
Black 3.6L V6 Engine
$34,995 800 miles
•••

#10 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” 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
2021 Jeep Gladiator Willys 4WD photo
11
2021 Jeep Gladiator Willys 4WD Janesville, WI
Gray 3.6L V6 Engine
$29,618 48.8k miles
•••

#11 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,079 Below Market
  • Includes $7,281 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Jeep Gladiator Sport 4WD photo
12
2021 Jeep Gladiator Sport 4WD Highland, IN
3.6L V6 Engine
$26,080 43.6k miles
•••

#12 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” 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
2020 Jeep Gladiator Rubicon 4WD photo
13
Price Drop
2020 Jeep Gladiator Rubicon 4WD Glencoe, IL
Black 3.6L V6 Engine
$37,676 27.6k miles
•••

#13 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,845 Below Market
  • Includes $8,848 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Jeep Gladiator Mojave 4WD photo
14
Price Drop
2021 Jeep Gladiator Mojave 4WD Downers Grove, IL
3.6L V6 Engine
$33,775 49.1k miles
•••

#14 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $1,000 Price Drop
  • Great Price - $2,662 Below Market
  • Includes $4,224 Premium Upgrades
More details
2020 Jeep Gladiator Sport S 4WD photo
15
Price Drop
2020 Jeep Gladiator Sport S 4WD Chicago, IL
Black 3.6L V6 Engine
$27,341 44.1k miles
•••

#15 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $127 Price Drop
  • Great Price - $2,613 Below Market
  • Includes $7,005 Premium Upgrades
More details
2023 Jeep Gladiator Willys 4WD photo
16
Price Drop
2023 Jeep Gladiator Willys 4WD Chesterton, IN
White 3.6L V6 Engine
$34,277 19.6k miles
•••

#16 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $200 Price Drop
  • Great Price - $2,480 Below Market
  • Includes $11,895 Premium Upgrades
More details
2022 Jeep Gladiator Altitude 4WD photo
17
2022 Jeep Gladiator Altitude 4WD Elk Grove Village, IL
White 3.6L V6 Engine
$33,005 25k miles
•••

#17 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” 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
2022 Jeep Gladiator Willys Sport 4WD photo
18
2022 Jeep Gladiator Willys Sport 4WD Countryside, IL
Red 3.6L V6 Engine
$31,944 13.8k miles
•••

#18 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” 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
2021 Jeep Gladiator Overland 4WD photo
19
Price Drop
2021 Jeep Gladiator Overland 4WD Brookfield, WI
Black 3.6L V6 Engine
$30,992 24.5k miles
•••

#19 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $449 Price Drop
  • Great Price - $2,381 Below Market
  • Includes $4,248 Premium Upgrades
More details
2022 Jeep Gladiator Altitude 4WD photo
20
Price Drop
2022 Jeep Gladiator Altitude 4WD Milwaukee, WI
Black 3.6L V6 Engine
$32,200 19.4k miles
•••

#20 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $300 Price Drop
  • Great Price - $2,373 Below Market
  • Includes $7,798 Premium Upgrades
More details
2020 Jeep Gladiator Overland 4WD photo
21
Price Drop
2020 Jeep Gladiator Overland 4WD Janesville, WI
White 3.6L V6 Engine
$30,999 45k miles
•••

#21 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,367 Below Market
  • Includes $5,202 Premium Upgrades
More details
2021 Jeep Gladiator Willys 4WD photo
22
Price Drop
2021 Jeep Gladiator Willys 4WD Oak Lawn, IL
Black 3.6L V6 Engine
$31,323 29.9k miles
•••

#22 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $97 Price Drop
  • Great Price - $2,025 Below Market
  • Includes $8,514 Premium Upgrades
More details
2020 Jeep Gladiator Overland 4WD photo
23
Price Drop
2020 Jeep Gladiator Overland 4WD Willowbrook, IL
White 3.6L V6 Engine
$29,775 44.2k miles
•••

#23 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $220 Price Drop
  • Great Price - $1,971 Below Market
  • Includes $6,957 Premium Upgrades
More details
2021 Jeep Gladiator Rubicon 4WD photo
24
2021 Jeep Gladiator Rubicon 4WD South Haven, MI
Green 3.6L V6 Engine
$34,491 53.9k miles
•••

#24 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • Great Price - $11,765 Below Market
  • Includes $7,048 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Jeep Gladiator Overland 4WD photo
25
2022 Jeep Gladiator Overland 4WD Elkhart, IN
White 3.6L V6 Engine
$33,994 10k miles
•••

#25 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • Great Price - $9,177 Below Market
  • Includes $2,172 Premium Upgrades
  • CARFAX: Clean Title
More details
1-25 of 221 results

2025 Jeep Gladiator

Mid-size Truck
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22Hwy MPG
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