CoPilot AI-Assisted Car Shopping

 New Search
 Save
 Sort
 Share

Used 2016 Jeep Grand Cherokee for Sale in Madison, WI

Grand Cherokees for Sale at Dealers

Filters
Price
Year
Mileage
Trim
2017 Jeep Grand Cherokee Limited 4WD photo
Price Drop
New Find
2017 Jeep Grand Cherokee Limited 4WD • Madison, WI
Brown • 3.6L V6 Engine
$14,898 • 125.8k miles
•••

Not Ranked

CoPilot AI: It’s a “D+” Buy

  • $500 Price Drop
  • Includes $406 Premium Upgrades
  • Average Mileage
More details
2016 Jeep Grand Cherokee Limited 4WD photo
Price Drop
New Find
2016 Jeep Grand Cherokee Limited 4WD • Madison, WI
White • 3.6L V6 Engine
$12,479 • 126.7k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $545 Price Drop
  • Fair Price - $259 Above Market
  • Includes $458 Premium Upgrades
More details
2017 Jeep Grand Cherokee Overland 4WD photo
Price Drop
2017 Jeep Grand Cherokee Overland 4WD • Madison, WI
Silver • 3.6L V6 Engine
$14,595 • 111.4k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $299 Price Drop
  • Good Price - $725 Below Market
  • Motivation to Negotiate - Very High
More details
2015 Jeep Grand Cherokee Limited 4WD photo
2015 Jeep Grand Cherokee Limited 4WD • Madison, WI
Gray • 3.6L V6 Engine
$13,900 • 104.8k miles
•••

Not Ranked

CoPilot AI: It’s a “C-” Buy

  • Includes $686 Premium Upgrades
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2015 Jeep Grand Cherokee Laredo 4WD photo
2015 Jeep Grand Cherokee Laredo 4WD • Madison, WI
Green • 3.6L V6 Engine
$12,390 • 94.7k miles
•••

Not Ranked

CoPilot AI: It’s a “C-” Buy

  • Includes $649 Premium Upgrades
  • Very Low Mileage
More details
2017 Jeep Grand Cherokee Summit 4WD photo
2017 Jeep Grand Cherokee Summit 4WD • Madison, WI
Blue • 5.7L V8 Engine
$18,299 • 111k miles
•••

Not Ranked

CoPilot AI: It’s an “A-” Buy

  • Fair Price - $2 Above Market
  • Includes $1,215 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2017 Jeep Grand Cherokee Altitude 4WD photo
New Find
2017 Jeep Grand Cherokee Altitude 4WD • Madison, WI
Gray • 3.6L V6 Engine
$16,499 • 92.8k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $126 Above Market
  • Includes $2,938 Premium Upgrades
  • Below Average Mileage
More details
2015 Jeep Grand Cherokee Overland 4WD photo
2015 Jeep Grand Cherokee Overland 4WD • Madison, WI
Black • 3.6L V6 Engine
$10,843 • 155.6k miles
•••

Not Ranked

CoPilot AI: It’s a “D” Buy

  • Average Mileage
  • Dealer Rating - 4.6 stars
More details
2017 Jeep Grand Cherokee Limited 4WD photo
Price Drop
2017 Jeep Grand Cherokee Limited 4WD • Jefferson, WI
Silver • 3.6L V6 Engine
$15,743 • 110.4k miles
•••

Not Ranked

CoPilot AI: It’s a “D+” Buy

  • $244 Price Drop
  • Includes $756 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2015 Jeep Grand Cherokee Laredo 4WD photo
Price Drop
2015 Jeep Grand Cherokee Laredo 4WD • Monroe, WI
Black • 3.6L V6 Engine
$11,290 • 98.5k miles
•••

Not Ranked

CoPilot AI: It’s an “A+” Buy

  • $352 Price Drop
  • Great Price - $1,053 Below Market
  • Includes $1,894 Premium Upgrades
More details
2015 Jeep Grand Cherokee Limited 4WD photo
New Find
2015 Jeep Grand Cherokee Limited 4WD • Cedarville, IL
Gray • 3.6L V6 Engine
$14,301 • 114.4k miles
•••

Not Ranked

CoPilot AI: It’s a “C” Buy

  • Includes $1,179 Premium Upgrades
  • Below Average Mileage
  • Dealer Rating - 4.3 stars
More details
2017 Jeep Grand Cherokee Limited 4WD photo
2017 Jeep Grand Cherokee Limited 4WD • Cedarville, IL
Black • 5.7L V8 Engine
$16,301 • 97.7k miles
•••

Not Ranked

CoPilot AI: It’s an “A+” Buy

  • Good Price - $770 Below Market
  • Includes $3,476 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2017 Jeep Grand Cherokee Limited 4WD photo
New Find
2017 Jeep Grand Cherokee Limited 4WD • Cedarville, IL
Blue • 3.6L V6 Engine
$16,801 • 88.2k miles
•••

Not Ranked

CoPilot AI: It’s a “C” Buy

  • Includes $1,051 Premium Upgrades
  • Very Low Mileage
  • Dealer Rating - 4.3 stars
More details
2017 Jeep Grand Cherokee Limited 4WD photo
2017 Jeep Grand Cherokee Limited 4WD • Cedarville, IL
White • 3.6L V6 Engine
$17,801 • 76.1k miles
•••

Not Ranked

CoPilot AI: It’s a “C-” Buy

  • Includes $886 Premium Upgrades
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2015 Jeep Grand Cherokee Overland 4WD photo
Price Drop
2015 Jeep Grand Cherokee Overland 4WD • Waupun, WI
Black • 3.6L V6 Engine
$11,087 • 141.2k miles
•••

Not Ranked

CoPilot AI: It’s a “C+” Buy

  • $11 Price Drop
  • Includes $543 Premium Upgrades
  • CARFAX: One Owner
More details
2017 Jeep Grand Cherokee Laredo 4WD photo
New Find
2017 Jeep Grand Cherokee Laredo 4WD • Waupun, WI
Black • 3.6L V6 Engine
$13,898 • 118k miles
•••

Not Ranked

CoPilot AI: It’s an “A-” Buy

  • Fair Price - $40 Below Market
  • Includes $2,275 Premium Upgrades
  • CARFAX: One Owner
More details
2017 Jeep Grand Cherokee Limited 4WD photo
2017 Jeep Grand Cherokee Limited 4WD • Richland Center, WI
Black • 3.6L V6 Engine
$14,490 • 120k miles
•••

Not Ranked

CoPilot AI: It’s a “C-” Buy

  • Includes $899 Premium Upgrades
  • Motivation to Negotiate - Very High
  • Average Mileage
More details
2015 Jeep Grand Cherokee Limited 4WD photo
New Find
2015 Jeep Grand Cherokee Limited 4WD • Platteville, WI
Black • 3.6L V6 Engine
$11,634 • 166.1k miles
•••

Not Ranked

CoPilot AI: It’s a “C-” Buy

  • Includes $1,913 Premium Upgrades
  • Dealer Rating - 4.2 stars
More details
2016 Jeep Grand Cherokee Limited 4WD photo
New Find
2016 Jeep Grand Cherokee Limited 4WD • Waukesha, WI
Black • 3.6L V6 Engine
$17,999 • 47.8k miles • Certified
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • Includes $1,400 Premium Upgrades
  • CARFAX: One Owner
  • Very Low Mileage
More details
2015 Jeep Grand Cherokee Overland 4WD photo
New Find
2015 Jeep Grand Cherokee Overland 4WD • Harvard, IL
Black • 3.0L V6 Engine
$9,413 • 164.2k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,242 Below Market
  • Includes $1,280 Premium Upgrades
  • Dealer Rating - 4.7 stars
More details
2015 Jeep Grand Cherokee Overland 4WD photo
Price Drop
2015 Jeep Grand Cherokee Overland 4WD • Waukesha, WI
Red • 3.6L V6 Engine
$8,698 • 194.4k miles
•••

Not Ranked

CoPilot AI: It’s a “D+” Buy

  • Includes $318 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2015 Jeep Grand Cherokee Laredo 4WD photo
2015 Jeep Grand Cherokee Laredo 4WD • Waukesha, WI
Gray • 3.6L V6 Engine
$9,394 • 147.5k miles
•••

Not Ranked

CoPilot AI: It’s an “A+” Buy

  • Great Price - $1,589 Below Market
  • Includes $1,898 Premium Upgrades
  • Average Mileage
More details
2016 Jeep Grand Cherokee 75th Anniversary 4WD photo
Price Drop
2016 Jeep Grand Cherokee 75th Anniversary 4WD • Waukesha, WI
Gray • 3.6L V6 Engine
$10,994 • 141.1k miles
•••

Not Ranked

CoPilot AI: It’s an “A” Buy

  • $1,303 Price Drop
  • Good Price - $601 Below Market
  • Includes $2,158 Premium Upgrades
More details
2016 Jeep Grand Cherokee 75th Anniversary 4WD photo
Price Drop
New Find
2016 Jeep Grand Cherokee 75th Anniversary 4WD • West Bend, WI
Black • 3.6L V6 Engine
$11,603 • 110.1k miles
•••

Not Ranked

CoPilot AI: It’s an “A+” Buy

  • Great Price - $943 Below Market
  • Includes $1,546 Premium Upgrades
  • CARFAX: One Owner
More details
2017 Jeep Grand Cherokee Limited 4WD photo
Price Drop
2017 Jeep Grand Cherokee Limited 4WD • Belvidere, IL
White • 3.6L V6 Engine
$12,990 • 126.3k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $2,000 Price Drop
  • Fair Price - $217 Above Market
  • Includes $704 Premium Upgrades
More details
1-25 of 103 results

2016 Jeep Grand Cherokee

Mid-size SUV
Seats
5
Fuel Economy
13City MPG
19Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions
Most Popular Models like Grand Cherokee
Jeep Grand Cherokee near Madison, WI
Other Years
Research More Models
View more SUVs

© 2026 CoPilot. All Rights Reserved.