CoPilot AI-Assisted Car Shopping

 New Search
 Save
 Sort
 Share

Used Jeep Grand Cherokee for Sale in Milwaukee, WI

Grand Cherokees for Sale at Dealers

Filters
Price
Year
Mileage
Trim
2020 Jeep Grand Cherokee Trackhawk 4WD photo
1
Price Drop
2020 Jeep Grand Cherokee Trackhawk 4WD Huntley, IL
Black 6.2L V8 Engine
$72,272 53.1k miles
•••

#1 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,100 Price Drop
  • Great Price - $23,501 Below Market
  • Includes $7,393 Premium Upgrades
More details
2021 Jeep Grand Cherokee 80th Anniversary 4WD photo
2
Price Drop
2021 Jeep Grand Cherokee 80th Anniversary 4WD Waukesha, WI
Gray 3.6L V6 Engine
$33,611 20k miles
•••

#2 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $384 Price Drop
  • Great Price - $10,294 Below Market
  • Includes $3,487 Premium Upgrades
More details
2016 Jeep Grand Cherokee Summit 4WD photo
3
Price Drop
2016 Jeep Grand Cherokee Summit 4WD Madison, WI
White 3.0L V6 Engine
$18,995 86.6k miles
•••

#3 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $2 Price Drop
  • Great Price - $8,592 Below Market
  • Includes $2,564 Premium Upgrades
More details
2021 Jeep Grand Cherokee Laredo E 4WD photo
4
Price Drop
2021 Jeep Grand Cherokee Laredo E 4WD Mt Pleasant, WI
White 3.6L V6 Engine
$24,990 38.7k miles
•••

#4 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,000 Price Drop
  • Great Price - $6,357 Below Market
  • Includes $1,610 Premium Upgrades
More details
2019 Jeep Grand Cherokee Altitude 4WD photo
5
2019 Jeep Grand Cherokee Altitude 4WD Waukegan, IL
Gray 3.6L V6 Engine
$25,500 37.7k miles
•••

#5 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $6,297 Below Market
  • Includes $4,195 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2020 Jeep Grand Cherokee SRT 4WD photo
6
2020 Jeep Grand Cherokee SRT 4WD Mt Pleasant, WI
Blue 6.4L V8 Engine
$53,994 35.3k miles
•••

#6 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $5,933 Below Market
  • Includes $3,429 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2020 Jeep Grand Cherokee Summit 4WD photo
7
2020 Jeep Grand Cherokee Summit 4WD Plymouth, WI
Brown 5.7L V8 Engine
$31,231 55.2k miles
•••

#7 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $5,176 Below Market
  • Includes $1,930 Premium Upgrades
  • CARFAX: Clean Title
More details
2016 Jeep Grand Cherokee SRT 4WD photo
8
2016 Jeep Grand Cherokee SRT 4WD Hickory Hills, IL
Red 6.4L V8 Engine
$42,991 50.9k miles
•••

#8 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $5,108 Below Market
  • Includes $3,057 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2017 Jeep Grand Cherokee SRT 4WD photo
9
Price Drop
2017 Jeep Grand Cherokee SRT 4WD Mt Pleasant, WI
White 6.4L V8 Engine
$41,994 55.7k miles
•••

#9 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $300 Price Drop
  • Great Price - $5,100 Below Market
  • Includes $3,677 Premium Upgrades
More details
2023 Jeep Grand Cherokee Limited 4WD photo
10
Price Drop
2023 Jeep Grand Cherokee Limited 4WD Huntley, IL
Black 3.6L V6 Engine
$33,772 16.3k miles
•••

#10 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $600 Price Drop
  • Great Price - $4,852 Below Market
  • Includes $5,152 Premium Upgrades
More details
2023 Jeep Grand Cherokee Limited 4WD photo
11
Price Drop
2023 Jeep Grand Cherokee Limited 4WD Glenview, IL
Gray 3.6L V6 Engine
$34,488 15k miles
•••

#11 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,013 Price Drop
  • Great Price - $4,611 Below Market
  • Includes $5,819 Premium Upgrades
More details
2021 Jeep Grand Cherokee Limited 4WD photo
12
2021 Jeep Grand Cherokee Limited 4WD Downers Grove, IL
Black 5.7L V8 Engine
$31,437 25.7k miles
•••

#12 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $4,300 Below Market
  • Includes $7,303 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2023 Jeep Grand Cherokee Limited 4WD photo
13
2023 Jeep Grand Cherokee Limited 4WD Huntley, IL
Gray 3.6L V6 Engine
$34,488 14.8k miles
•••

#13 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $4,126 Below Market
  • Includes $5,329 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2020 Jeep Grand Cherokee Limited X 4WD photo
14
2020 Jeep Grand Cherokee Limited X 4WD Waukesha, WI
Blue 3.6L V6 Engine
$27,995 54.2k miles
•••

#14 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,895 Below Market
  • Includes $3,643 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Jeep Grand Cherokee 80th Anniversary 4WD photo
15
Price Drop
2021 Jeep Grand Cherokee 80th Anniversary 4WD Glendale Heights, IL
White 3.6L V6 Engine
$27,955 28.9k miles
•••

#15 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $599 Price Drop
  • Great Price - $3,730 Below Market
  • Includes $3,428 Premium Upgrades
More details
2022 Jeep Grand Cherokee Laredo 4WD photo
16
Price Drop
2022 Jeep Grand Cherokee Laredo 4WD Columbus, WI
Black 3.6L V6 Engine
$30,000 21.8k miles
•••

#16 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,475 Price Drop
  • Great Price - $3,477 Below Market
  • Includes $1,926 Premium Upgrades
More details
2023 Jeep Grand Cherokee Summit 4WD photo
17
Price Drop
2023 Jeep Grand Cherokee Summit 4WD Gurnee, IL
Black 3.6L V6 Engine
$43,888 25.6k miles
•••

#17 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $148 Price Drop
  • Great Price - $3,322 Below Market
  • Includes $5,258 Premium Upgrades
More details
2021 Jeep Grand Cherokee Laredo X 4WD photo
18
2021 Jeep Grand Cherokee Laredo X 4WD Cedarburg, WI
Black 3.6L V6 Engine
$28,776 12.4k miles
•••

#18 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,273 Below Market
  • Includes $7,314 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Jeep Grand Cherokee Limited 4WD photo
19
Price Drop
2021 Jeep Grand Cherokee Limited 4WD Glendale Heights, IL
White 3.6L V6 Engine
$26,838 32.8k miles
•••

#19 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $2,312 Price Drop
  • Great Price - $3,265 Below Market
  • Includes $2,485 Premium Upgrades
More details
2020 Jeep Grand Cherokee Limited 4WD photo
20
Price Drop
2020 Jeep Grand Cherokee Limited 4WD Waukegan, IL
Red 3.6L V6 Engine
$22,999 50.2k miles
•••

#20 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $736 Price Drop
  • Great Price - $2,645 Below Market
  • Includes $1,661 Premium Upgrades
More details
2023 Jeep Grand Cherokee Laredo 4WD photo
21
2023 Jeep Grand Cherokee Laredo 4WD Muskegon, MI
Black 3.6L V6 Engine
$30,682 24.8k miles
•••

#21 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,621 Below Market
  • Includes $2,592 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Jeep Grand Cherokee Laredo E 4WD photo
22
Price Drop
2021 Jeep Grand Cherokee Laredo E 4WD Chicago, IL
Red 3.6L V6 Engine
$22,996 32.9k miles
•••

#22 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $4 Price Drop
  • Great Price - $2,606 Below Market
  • Includes $2,198 Premium Upgrades
More details
2022 Jeep Grand Cherokee Overland 4WD photo
23
2022 Jeep Grand Cherokee Overland 4WD St. Charles, IL
Black 3.6L V6 Engine
$38,715 24.5k miles
•••

#23 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,563 Below Market
  • Includes $4,670 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Jeep Grand Cherokee Limited 4WD photo
24
Price Drop
2021 Jeep Grand Cherokee Limited 4WD Oak Lawn, IL
Black 3.6L V6 Engine
$26,820 35.4k miles
•••

#24 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $919 Price Drop
  • Great Price - $2,519 Below Market
  • Includes $1,769 Premium Upgrades
More details
2021 Jeep Grand Cherokee Laredo E 4WD photo
25
Price Drop
2021 Jeep Grand Cherokee Laredo E 4WD Bartlett, IL
Red 3.6L V6 Engine
$22,979 41.3k miles
•••

#25 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $6 Price Drop
  • Great Price - $2,494 Below Market
  • Includes $2,147 Premium Upgrades
More details
1-25 of 946 results

2025 Jeep Grand Cherokee

Mid-size SUV
Seats
5
Dimensions

© 2025 CoPilot. All Rights Reserved.