CoPilot AI-Assisted Car Shopping

 New Search
 Save
 Sort
 Share

Used Jeep Gladiator for Sale in Chicago, IL

Gladiators for Sale at Dealers

Filters
Price
Year
Mileage
Trim
2021 Jeep Gladiator Mojave 4WD photo
1
Price Drop
2021 Jeep Gladiator Mojave 4WD Orland Park, IL
Gray 3.6L V6 Engine
$34,995 41.2k miles
•••

#1 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $1,905 Price Drop
  • Great Price - $7,178 Below Market
  • Includes $6,591 Premium Upgrades
More details
2021 Jeep Gladiator Mojave 4WD photo
2
Price Drop
2021 Jeep Gladiator Mojave 4WD Hodgkins, IL
Red 3.6L V6 Engine
$36,971 19.1k miles
•••

#2 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $938 Price Drop
  • Great Price - $6,345 Below Market
  • Includes $6,451 Premium Upgrades
More details
2021 Jeep Gladiator Mojave 4WD photo
3
Price Drop
2021 Jeep Gladiator Mojave 4WD Waukesha, WI
Black 3.6L V6 Engine
$33,888 45k miles
•••

#3 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $667 Price Drop
  • Great Price - $6,187 Below Market
  • Includes $10,056 Premium Upgrades
More details
2021 Jeep Gladiator Overland 4WD photo
4
Price Drop
2021 Jeep Gladiator Overland 4WD Glendale Heights, IL
White 3.6L V6 Engine
$30,500 36.8k miles
•••

#4 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $250 Price Drop
  • Great Price - $5,670 Below Market
  • Includes $6,416 Premium Upgrades
More details
2020 Jeep Gladiator Rubicon 4WD photo
5
Price Drop
2020 Jeep Gladiator Rubicon 4WD Downers Grove, IL
Red 3.6L V6 Engine
$33,995 49.5k miles
•••

#5 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $300 Price Drop
  • Great Price - $5,368 Below Market
  • Includes $1,984 Premium Upgrades
More details
2020 Jeep Gladiator Rubicon 4WD photo
6
2020 Jeep Gladiator Rubicon 4WD Glencoe, IL
Black 3.6L V6 Engine
$34,991 27.6k miles
•••

#6 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • Great Price - $5,301 Below Market
  • Includes $8,798 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2023 Jeep Gladiator Rubicon 4WD photo
7
Price Drop
2023 Jeep Gladiator Rubicon 4WD Barrington, IL
Black 3.6L V6 Engine
$35,700 28.4k miles
•••

#7 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $200 Price Drop
  • Great Price - $4,964 Below Market
  • Includes $4,898 Premium Upgrades
More details
2021 Jeep Gladiator Overland 4WD photo
8
Price Drop
2021 Jeep Gladiator Overland 4WD Portage, IN
Black 3.6L V6 Engine
$31,477 30.3k miles
•••

#8 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $4,663 Below Market
  • Includes $7,196 Premium Upgrades
More details
2023 Jeep Gladiator Sport S 4WD photo
9
2023 Jeep Gladiator Sport S 4WD Peru, IL
Gray 3.6L V6 Engine
$33,121 21.3k miles
•••

#9 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • Great Price - $4,646 Below Market
  • Includes $11,649 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Jeep Gladiator Rubicon 4WD photo
10
Price Drop
2021 Jeep Gladiator Rubicon 4WD Waukesha, WI
Black 3.6L V6 Engine
$34,333 21.4k miles
•••

#10 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $222 Price Drop
  • Great Price - $4,117 Below Market
  • Includes $7,354 Premium Upgrades
More details
2021 Jeep Gladiator Overland 4WD photo
11
2021 Jeep Gladiator Overland 4WD Chesterton, IN
Black 3.6L V6 Engine
$31,495 46.1k miles
•••

#11 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,972 Below Market
  • Includes $8,947 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Jeep Gladiator Mojave 4WD photo
12
Price Drop
2021 Jeep Gladiator Mojave 4WD Waukesha, WI
Silver 3.6L V6 Engine
$33,999 45.1k miles
•••

#12 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $680 Price Drop
  • Great Price - $3,803 Below Market
  • Includes $5,669 Premium Upgrades
More details
2021 Jeep Gladiator Willys 4WD photo
13
Price Drop
2021 Jeep Gladiator Willys 4WD Arlington Heights, IL
Red 3.6L V6 Engine
$30,495 15.1k miles
•••

#13 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $5 Price Drop
  • Great Price - $3,671 Below Market
  • Includes $7,824 Premium Upgrades
More details
2020 Jeep Gladiator Sport 4WD photo
14
Price Drop
2020 Jeep Gladiator Sport 4WD Forest Park, IL
3.6L V6 Engine
$26,499 26k miles Certified
•••

#14 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $1,277 Price Drop
  • Great Price - $3,661 Below Market
  • Includes $2,820 Premium Upgrades
More details
2022 Jeep Gladiator Mojave 4WD photo
15
Price Drop
2022 Jeep Gladiator Mojave 4WD Schaumburg, IL
White 3.6L V6 Engine
$38,880 23.3k miles
•••

#15 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $1,030 Price Drop
  • Great Price - $3,555 Below Market
  • Includes $5,690 Premium Upgrades
More details
2021 Jeep Gladiator Rubicon 4WD photo
16
Price Drop
2021 Jeep Gladiator Rubicon 4WD Chicago, IL
White 3.6L V6 Engine
$36,776 30k miles
•••

#16 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $1,178 Price Drop
  • Great Price - $3,442 Below Market
  • Includes $6,175 Premium Upgrades
More details
2021 Jeep Gladiator Rubicon 4WD photo
17
Price Drop
2021 Jeep Gladiator Rubicon 4WD Oconomowoc, WI
3.6L V6 Engine
$37,500 33.1k miles
•••

#17 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $107 Price Drop
  • Great Price - $3,394 Below Market
  • Includes $7,231 Premium Upgrades
More details
2021 Jeep Gladiator Sport S 4WD photo
18
Price Drop
2021 Jeep Gladiator Sport S 4WD Streamwood, IL
Black 3.0L V6 Engine
$28,990 44.7k miles
•••

#18 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $1,600 Price Drop
  • Great Price - $3,356 Below Market
  • Includes $7,589 Premium Upgrades
More details
2022 Jeep Gladiator Willys 4WD photo
19
Price Drop
2022 Jeep Gladiator Willys 4WD Crystal Lake, IL
Red 3.6L V6 Engine
$33,947 7.9k miles
•••

#19 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $49 Price Drop
  • Great Price - $3,264 Below Market
  • Includes $12,627 Premium Upgrades
More details
2021 Jeep Gladiator Sport 4WD photo
20
Price Drop
2021 Jeep Gladiator Sport 4WD Naperville, IL
Green 3.6L V6 Engine
$26,588 28.2k miles
•••

#20 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $110 Price Drop
  • Great Price - $3,111 Below Market
  • Includes $1,925 Premium Upgrades
More details
2023 Jeep Gladiator Willys 4WD photo
21
Price Drop
2023 Jeep Gladiator Willys 4WD Arlington Heights, IL
Black 3.0L V6 Engine
$39,495 1.1k miles Certified
•••

#21 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $505 Price Drop
  • Great Price - $3,007 Below Market
  • Includes $14,213 Premium Upgrades
More details
2020 Jeep Gladiator Sport S 4WD photo
22
Price Drop
2020 Jeep Gladiator Sport S 4WD Westmont, IL
Red 3.6L V6 Engine
$26,500 38.4k miles
•••

#22 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,997 Below Market
  • Includes $5,857 Premium Upgrades
More details
2023 Jeep Gladiator Sport S 4WD photo
23
Price Drop
2023 Jeep Gladiator Sport S 4WD Arlington Heights, IL
Orange 3.0L V6 Engine
$38,495 400 miles
•••

#23 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $505 Price Drop
  • Great Price - $2,918 Below Market
  • Includes $11,581 Premium Upgrades
More details
2020 Jeep Gladiator Altitude 4WD photo
24
Price Drop
2020 Jeep Gladiator Altitude 4WD Hampshire, IL
3.6L V6 Engine
$27,995 58.8k miles
•••

#24 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $873 Price Drop
  • Great Price - $2,888 Below Market
  • Includes $6,970 Premium Upgrades
More details
2021 Jeep Gladiator Willys 4WD photo
25
Price Drop
2021 Jeep Gladiator Willys 4WD Oak Lawn, IL
Black 3.6L V6 Engine
$30,750 29.9k miles
•••

#25 2015-2023 Jeep Gladiator

CoPilot AI: It’s anA+” Buy

  • $702 Price Drop
  • Great Price - $2,707 Below Market
  • Includes $8,542 Premium Upgrades
More details
1-25 of 210 results

2025 Jeep Gladiator

Mid-size Truck
Seats
5
Fuel Economy
17City MPG
22Hwy MPG
NHTSA Rating Summary
Dimensions

© 2025 CoPilot. All Rights Reserved.