Sort

New and Used 2020 Jeep Grand Cherokee for Sale in Madison, WI

See all 26 photos
New
$46,599 MSRP $54,925

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: Red
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1136 reviews)
6 mi. from 53701
Check Availability
Call
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing) Review
Trustworthy
by Lauri247 from DealerRater.com
November 6, 2018
5 5 5 5 5 4.7 (1136 reviews)
Micheal is a very approachable and relaxed salesman. I observed him with another female customer and he has compassionate understanding of people and their needs. Being a female I did not feel like I was being treated differently but that he respected my choices and requests. Very patient and kind! No pressure, detailed, and efficient 👍 Lauri Johnson
JUST ADDED
See all 28 photos
New
$40,099 MSRP $46,895

2020 Jeep Grand Cherokee Trailhawk

HOT CAR
  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1136 reviews)
6 mi. from 53701
Check Availability
Call
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing) Review
Wonderful service!
by Shephard2019 from DealerRater.com
December 3, 2018
5 5 5 5 5 4.7 (1136 reviews)
I was in a bit of a bund having 2 vehicles and 2 payments. I decided to go to Russ Darrow to look at a new 2019 jeep because I have always heard great things about Jeeps. I found Russ Darrow online when I went on True Car.com. they were the first place I chose to look at buying a new vehicle. Michael was the first person who came up to me and right away I knew I would be buying a Jeep from him. He was very informative and was not pushy or a fast talker like most salesman. I would definitely recommend Russ Darrow to anyone looking to buy a new vehicle!
SPECIAL OFFERS
See all 26 photos
New
$42,999 MSRP $50,040

2020 Jeep Grand Cherokee Trailhawk

  • Ext. Color: Black
  • Int. Color: Red
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1136 reviews)
6 mi. from 53701
Check Availability
Call
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing) Review
First oil change on my new Jeep
by Dr Finley from DealerRater.com
December 3, 2018
5 5 5 5 5 4.7 (1136 reviews)
Had first oil change on our new Jeep today. Service Advisor Ian Johnson did a great job answering our questions. The oil change was completed quickly. Thank you for a great experience! Dan & Lynn Finley
See all 25 photos
New
$39,399 MSRP $46,885

2020 Jeep Grand Cherokee Altitude

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1136 reviews)
6 mi. from 53701
Check Availability
Call
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing) Review
Great Experience
by AS0311 from DealerRater.com
November 6, 2018
5 5 5 5 5 4.7 (1136 reviews)
I recently purchased a 2018 Ram 1500. Lucas was great and worked hard to get answers to all my questions. He was very transparent on all aspects of the deal and worked hard to make sure I got the exact vehicle I wanted. The sales, finance, and service crew there are all courteous and do all they can to make your car buying experience a great one.
See all 26 photos
New
$49,399 MSRP $58,125

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1136 reviews)
6 mi. from 53701
Check Availability
Call
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing) Review
Time for a new car
by OurNewJeep from DealerRater.com
December 3, 2018
5 5 5 5 5 4.7 (1136 reviews)
We needed a replacement car and found what we wanted on hand at the dealer. Crystal assisted us with a new vehicle purchase six months ago and was just as helpful today. She was friendly, knowledgeable, professional, patient and thorough. We had a great experience with her as our sales person for our last car and were glad to see her for this purchase. This was also a smooth process, no surprises and the whole process was quick. Thank you, Julie and Larry
JUST ADDED
See all 25 photos
New
$32,499 MSRP $38,635

2020 Jeep Grand Cherokee Laredo E

HOT CAR
  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1136 reviews)
6 mi. from 53701
Check Availability
Call
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing) Review
Service review
by Danijo from DealerRater.com
November 6, 2018
5 5 5 5 5 4.7 (1136 reviews)
Took my 2015 chrystler 200 there, and my car was two months past warranty. The service department was so great and was able to find a recall that was causes my issues and so saved me money for not being under warranty. They were quick and efficient!
SPECIAL OFFERS
See all 30 photos
New
$44,145 MSRP $54,030

2020 Jeep Grand Cherokee Trailhawk

  • Ext. Color: Red
  • Int. Color: Red
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Van Horn Chrysler Dodge Jeep Ram of Stoughton
() -
(608) 205-4549
4.6 (110 reviews)
12 mi. from 53701
Check Availability
Call
Van Horn Chrysler Dodge Jeep Ram of Stoughton Review
Pam from Fitchburg
by Pamela from Fitchburg
December 3, 2018
5 5 5 5 5 4.6 (110 reviews)
Over Memorial weekend I began having some car trouble, I was concerned about driving it. I called and spoke to Wade and he said he would look into getting me a loaner, but there was nothing available. Wade then gave me his car as a loaner until I could get my Jeep fixed. This is above and beyond, thanks Wade, and also a thanks to the great service team at Van Horn!
SPECIAL OFFERS
See all 30 photos
New
$44,092 MSRP $53,835

2020 Jeep Grand Cherokee Trailhawk

  • Ext. Color: White
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Van Horn Chrysler Dodge Jeep Ram of Stoughton
() -
(608) 205-4549
4.6 (110 reviews)
12 mi. from 53701
Check Availability
Call
Van Horn Chrysler Dodge Jeep Ram of Stoughton Review
Joe Leonard
by Joe from Stoughton, WI
November 6, 2018
5 5 5 5 5 4.6 (110 reviews)
Brought my vehicle in for service, needed some.part and such. Cost was very reasonable. I was kept I formed of the progress, completed on time. Will be back for sure.
SPECIAL OFFERS
See all 20 photos
New
$30,699 MSRP $39,285

2020 Jeep Grand Cherokee Laredo

  • Ext. Color: Silver
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Van Horn Chrysler Dodge Jeep Ram of Stoughton
() -
(608) 205-4549
4.6 (110 reviews)
12 mi. from 53701
Check Availability
Call
Van Horn Chrysler Dodge Jeep Ram of Stoughton Review
WOW!!! And that's not all!!!
by Lance & Sonya Belew from Manchester, Iowa
November 6, 2018
5 5 5 5 5 4.6 (110 reviews)
I don't even know where to start!!!! The sales and finance people at this dealership are knowledgeable, friendly, trustworthy and straight up care about their customers. We have 6 other Ram dealers within 25 miles of us, but my wife and I drove over 160 miles (from Iowa to Wisconsin) to purchase a Ram 2500 truck from them. We did this because the sales people sincerely wanted our business, trusted us about the vehicle we wanted to trade in and were willing to negotiate a WIN-WIN. If you are in the market for any new vehicle, get in touch with this place first. We now consider this group friends and just to make sure we don't miss giving out the kudos...THANKS FOR EVERYTHING CHRIS, JUSTIN AND SPENCER FOR OUR NEW RAM 2500 TRUCK!! We will be sending as many people as possible your direction.
SPECIAL OFFERS
See all 26 photos
New
$35,384 MSRP $43,425

2020 Jeep Grand Cherokee Laredo

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Van Horn Chrysler Dodge Jeep Ram of Stoughton
() -
(608) 205-4549
4.6 (110 reviews)
12 mi. from 53701
Check Availability
Call
Van Horn Chrysler Dodge Jeep Ram of Stoughton Review
Very Impressed... well worth the drive
by K and K from Boscobel, Wisconsin
December 3, 2018
5 5 5 5 5 4.6 (110 reviews)
We hate car shopping! We have had some bad experiences in the past and this time it was a breeze. Our salesperson, Brianna Rader was excellent. She made the process as stress free as possible. We had picked out a couple models and when there wasn't one of the options available for us to drive, she set it up with the dealer next door to take a drive. Coming from 2 hours away, she did as much leg work as possible over the phone and through email. We are very pleased with the dealership and how they treated us. It says a lot about a business that will treat their customers so well. We will definitely be returning in the future! Great job Van Horn team!
See all 9 photos
New
$31,997 MSRP $38,480

2020 Jeep Grand Cherokee Laredo E

  • Ext. Color: Silver
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Kayser Chrysler Center
() -
(608) 467-1064
4.3 (97 reviews)
22 mi. from 53701
Check Availability
Call
Kayser Chrysler Center Review
First Time Car Buyer. Fantastic Expirienc.
by Steven B from Plain, WI
December 3, 2018
5 5 5 5 5 4.3 (97 reviews)
As a first time New car buyer, I can say this was the most pleasurable and easy going process. I am 22 years old and I didn't know squat about car buying. I worked with a gentleman by the name of Zak Smith, he made the car buying process a breeze and enjoyment. He answered all my questions and had a completely glass window approach to financial technicalities. I originally came to find a car that helped me relive my High School glory days. Originally it was a 5.0 Mustang that caught my eye, but it didn't have that spark of excitement that I was looking for. Zak sat down with me and we explored a few cars and he brought me to a 2018 Charger Daytona 392. That car sealed the deal for me. There was never a feeling of being pre-approved. Which means that I never felt like I was being profiled by the dealership. That is what won me over the most. I'm a young guy and most dealerships I went to did not take me seriously or didn't go to the lengths that Zak extended himself to. I was always treated with dignity and respect the whole time. The people at this dealership genuinely care about your car buying experience and helping find you what is the best fit for your budget, as well as your personality type. I will be buying another car from them in the future.
SPECIAL OFFERS
See all 13 photos
New
$44,879 MSRP $52,285

2020 Jeep Grand Cherokee Overland

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Kayser Chrysler Center
() -
(608) 467-1064
4.3 (97 reviews)
22 mi. from 53701
Check Availability
Call
Kayser Chrysler Center Review
He's still the man
by Joe and Sara from Lone Rock, WI
November 6, 2018
5 5 5 5 5 4.3 (97 reviews)
Worked with Zak again, and again we are extremely satisfied. Love working work someone who makes you feel like a friend, vs. a customer!
SPECIAL OFFERS
See all 13 photos
New
$44,997 MSRP $52,480

2020 Jeep Grand Cherokee Overland

  • Ext. Color: Red
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Kayser Chrysler Center
() -
(608) 467-1064
4.3 (97 reviews)
22 mi. from 53701
Check Availability
Call
Kayser Chrysler Center Review
Good experience
by Ford Focus from Sauk City, Wisconsin
November 6, 2018
5 5 5 5 5 4.3 (97 reviews)
Had a very good run-in with these guys. They seemed very willing to help in a friendly atmosphere. I dealt with Doug and Charlie and both were very professional. Would definitely recommend going back.
SPECIAL OFFERS
See all 26 photos
New
$46,865 MSRP $51,535

2020 Jeep Grand Cherokee Trailhawk

  • Ext. Color: Red
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Griffin Chrysler Dodge Jeep Ram of Jefferson
() -
(920) 541-2249
4.8 (188 reviews)
29 mi. from 53701
Check Availability
Call
Griffin Chrysler Dodge Jeep Ram of Jefferson Review
Great
by JIMTSIKRETSIS from DealerRater.com
December 3, 2018
5 5 5 5 5 4.8 (188 reviews)
Edgar and Jeff are great 👍 to work with. Mark, Joe and Randy do excellent work. They always find a way to get me in when I call. Work always done ? in a timely way and fairly priced. Keep up the great work. My family has bought 18 vehicles 🚗 from your sales staff.
* Title, other fees, and incentives are not included in this calculation, which is an estimate only. Monthly payment estimates are for illustrative purposes only and do not represent a financing offer from the seller. Other taxes may apply.
The information on vehicles provided in this service is supplied by the seller or other third parties; Cars.com is not responsible for the accuracy of such information. Cars.com provides this service and materials without representations or warranties of any kind, either expressed or implied. See our terms of service for more details.
142 results
Save Search
  • Location
    • Search within
    • ?
  • New/Used
  • Year
    Min
     
    to
    Max
  • Model
  • Trim
  • Price
    Min
     
    to
    Max
  • Mileage
  • Deal Rating
  • Features
  • Body Style
  • Exterior Color
  • Interior Color
  • Special Offers
  • Drivetrain
  • Transmission
  • Cylinders
  • Photos
  • Fuel
  • Door Count
  • Dealer Ratings
  • Listing Date
  • Seller Type
  • Keywords
New Search

Save Your Search

Search saved!

You can manage your searches in your profile.

That's too many

You can only compare up to 4 cars at a time.

You've reached your limit

Sorry, you've saved the maximum amount of favorites for your account. Please unsave some if you wish to save others.