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

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New
$33,999 MSRP $40,345

2020 Jeep Cherokee Trailhawk

  • Ext. Color: Green
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
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(877) 286-0047
4.7 (1129 reviews)
6 mi. from 53701
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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 (1129 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
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New
$28,999 MSRP $34,520

2020 Jeep Cherokee Latitude Plus

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
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(877) 286-0047
4.7 (1129 reviews)
6 mi. from 53701
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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 (1129 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!
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New
$33,499 MSRP $40,025

2020 Jeep Cherokee High Altitude

  • Ext. Color: Red
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1129 reviews)
6 mi. from 53701
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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 (1129 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
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New
$26,599 MSRP $31,385

2020 Jeep Cherokee Latitude Plus

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1129 reviews)
6 mi. from 53701
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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 (1129 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.
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New
$33,499 MSRP $38,775

2020 Jeep Cherokee Limited

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1129 reviews)
6 mi. from 53701
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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 (1129 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
SPECIAL OFFERS
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New
$26,499 MSRP $30,080

2020 Jeep Cherokee Latitude Plus

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1129 reviews)
6 mi. from 53701
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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 (1129 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!
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Jeep Certified
$26,790 13,051 mi.

2020 Jeep Cherokee Limited

Good Deal
  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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  • Free CARFAX 1-Owner Report
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(608) 467-4874
4.7 (1129 reviews)
6 mi. from 53701
Authorized Jeep Dealer
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing) Review
Wonderful experience!
by Lacy from DealerRater.com
December 3, 2018
5 5 5 5 5 4.7 (1129 reviews)
Michael Glowacki was wonderful to work with. Very helpful and knowledgeable! I have had nothing but wonderful experiences with Russ Darrow Jeep! Will keep coming back!
SPECIAL OFFERS
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New
$26,499 MSRP $31,385

2020 Jeep Cherokee Latitude Plus

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1129 reviews)
6 mi. from 53701
Check Availability
Call
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing) Review
Stress free experience.
by Ashkee05 from DealerRater.com
December 3, 2018
5 5 5 5 5 4.7 (1129 reviews)
After having a terrible experience with wilde we ended up at Russ Darrow. We started via the website. Between two kids active in activities it took almost two weeks to even get into the dealership. We started talking with Madlyn Smith who provided us with great links, and were transferred to Lucas Branum. They both were amazing through the process and Lucas made the whole visit/experience completely stress free. He walked us through absolutely everything and even showed our son how to do the stow and go seats. From him, to finance, to service everyone was super amazing! We absolutely love our van and that we will be ready, safe and comfortable for travel when our last baby makes his arrival later this year!
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Jeep Certified
$26,603 14,026 mi.

2020 Jeep Cherokee Limited

Good Deal
  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX 1-Owner Report
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(608) 467-4874
4.7 (1129 reviews)
6 mi. from 53701
Authorized Jeep Dealer
Check Availability
Call
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing) Review
Jacob was great!
by Goodyfam from DealerRater.com
December 3, 2018
5 5 5 5 5 4.7 (1129 reviews)
Jacob was patient, accommodating and always willing to search for our needs/wants whenever they changed (which was often!) He was great with kids too!
SPECIAL OFFERS
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New
$35,812 MSRP $42,715

2020 Jeep Cherokee Limited

  • Ext. Color: Black
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Van Horn Chrysler Dodge Jeep Ram of Stoughton
() -
(608) 205-4549
4.5 (105 reviews)
12 mi. from 53701
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Van Horn Chrysler Dodge Jeep Ram of Stoughton Review
Pam from Fitchburg
by Pamela from Fitchburg
December 3, 2018
5 5 5 5 5 4.5 (105 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
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New
$26,594 MSRP $33,570

2020 Jeep Cherokee Latitude Plus

  • Ext. Color: Gray
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Van Horn Chrysler Dodge Jeep Ram of Stoughton
() -
(608) 205-4549
4.5 (105 reviews)
12 mi. from 53701
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Van Horn Chrysler Dodge Jeep Ram of Stoughton Review
Joe Leonard
by Joe from Stoughton, WI
November 6, 2018
5 5 5 5 5 4.5 (105 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
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New
$37,741 MSRP $43,490

2020 Jeep Cherokee Trailhawk

  • Ext. Color: Red
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Kayser Chrysler Center
() -
(608) 467-1064
4.6 (97 reviews)
22 mi. from 53701
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Kayser Chrysler Center Review
First Time Car Buyer. Fantastic Expirienc.
by Steven B from Plain, WI
December 3, 2018
5 5 5 5 5 4.6 (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
New
$35,818 MSRP $41,165

2020 Jeep Cherokee Limited

  • Ext. Color: Red
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Kayser Chrysler Center
() -
(608) 467-1064
4.6 (97 reviews)
22 mi. from 53701
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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 4.6 (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
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New
$31,234 MSRP $36,090

2020 Jeep Cherokee Limited

HOT CAR
  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Kayser Chrysler Center
() -
(608) 467-1064
4.6 (97 reviews)
22 mi. from 53701
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Kayser Chrysler Center Review
Good experience
by Ford Focus from Sauk City, Wisconsin
November 6, 2018
5 5 5 5 5 4.6 (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
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New
$28,866 MSRP $34,730

2020 Jeep Cherokee Latitude Plus

  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Kayser Chrysler Center
() -
(608) 467-1064
4.6 (97 reviews)
22 mi. from 53701
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Kayser Chrysler Center Review
An awesome job!!!
by Thao L from Manitowoc, WI
November 5, 2018
5 5 5 5 5 4.6 (97 reviews)
I have had such a easy and great experience with Kayser Chrysler dealership. Being from another state car shopping was always a hassle in the big city. My sale associate was Doug Pape, and he was awesome! I've found the car online and being it was almost 3 hours away. He kept in contact, the whole time and also done as much as they could to get me a loan. My credit was not great just fair and I was beyond surprise that they done it! This would never happen back in the city without a co-signer. I still can't believe that we didn't even see the car yet and it was all set to be mine. We drive 2hrs and 30 min there, the paper work was done in like an 1hr and a half. Todd in the financial was awesome as well! Everything was quick and easy, not a million paper to sign or waiting hours for loan response. The guys there are funny with a great personality. I highly recommend them to anyone! The drive was worth it because I love my car!
* 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.
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