Sort

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

SPECIAL OFFERS
See all 32 photos
New
$28,885 MSRP $34,025

2020 Jeep Cherokee Latitude Plus

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Kayser Chrysler Center Watertown
() -
(920) 545-2127
4.9 (252 reviews)
1 mi. from 53098
Check Availability
Call
Kayser Chrysler Center Watertown Review
Thank you for a great experience!
by RAM2019 from DealerRater.com
December 3, 2018
5 5 5 5 5 4.9 (252 reviews)
The team at Kayser Chrysler of Watertown, made my purchase experience relaxing and enjoyable. This is my sixth vehicle purchase and I can???t remember a time where I felt this comfortable in a car dealership, there is a great group of people working there. I went back and forth on a few vehicles trying to decide which was the best fit for me. Eric was patient throughout the entire process and answered any and all questions I had. I would recommend Kayser Chrysler of Watertown to anyone looking for a relaxed and pressure free buying experience. I plan to purchase from Kayser Chrysler in the future. Thanks again, I love my new Ram Truck! Joe
See all 32 photos
New
$33,216 MSRP $39,480

2020 Jeep Cherokee High Altitude

  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Kayser Chrysler Center Watertown
() -
(920) 545-2127
4.9 (252 reviews)
1 mi. from 53098
Check Availability
Call
Kayser Chrysler Center Watertown Review
Great experience
by TJdives from DealerRater.com
December 3, 2018
5 5 5 5 5 4.9 (252 reviews)
This was my first time visiting a Kayser dealership, and I was pleasantly surprised! I generally loathe shopping for vehicles - I find myself planning my escape as soon as the cliche pressure lingo starts - but I never had to deploy my exit strategy with Glen at Kayser. Glen was helpful and informative every step of the process, from his initial greeting to the moment that I told him that I just wasn't ready to make a decision yet. When we ultimately purchased the truck we wanted, there were no surprises, no hidden fees or charges, and no BS - just a good deal on a good truck. I would highly recommend Gken and Kayser Watertown if you want a refreshingly pleasant dealership experience.
SPECIAL OFFERS
See all 28 photos
New
$34,513 MSRP $37,180

2020 Jeep Cherokee Limited

  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Griffin Chrysler Dodge Jeep Ram of Jefferson
() -
(920) 541-2249
4.8 (187 reviews)
15 mi. from 53098
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 (187 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.
SPECIAL OFFERS
See all 28 photos
New
$35,333 MSRP $38,085

2020 Jeep Cherokee Trailhawk

  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Griffin Chrysler Dodge Jeep Ram of Jefferson
() -
(920) 541-2249
4.8 (187 reviews)
15 mi. from 53098
Check Availability
Call
Griffin Chrysler Dodge Jeep Ram of Jefferson Review
Great service!
by DANAEMERY from DealerRater.com
December 7, 2018
5 5 5 5 5 4.8 (187 reviews)
So happy with the whole team at Griffin! Since I purchased my auto in 2016, I can???t say enough good things about the experience I have had so far. Would definitely recommend to others!
SPECIAL OFFERS
See all 28 photos
New
$35,964 MSRP $38,775

2020 Jeep Cherokee Limited

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Griffin Chrysler Dodge Jeep Ram of Jefferson
() -
(920) 541-2249
4.8 (187 reviews)
15 mi. from 53098
Check Availability
Call
Griffin Chrysler Dodge Jeep Ram of Jefferson Review
We love going to Chrysler Griffin !
by CDICKRELL from DealerRater.com
December 3, 2018
5 5 5 5 5 4.8 (187 reviews)
Always on time , great customer service, and do an excellent job 😊 Edgar offered me a ride while service was done and called when it was complete.
See all 28 photos
New
$34,946 MSRP $40,025

2020 Jeep Cherokee High Altitude

  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Reed Chrysler Sales
() -
(920) 643-3066
5 (22 reviews)
19 mi. from 53098
Check Availability
Call
Reed Chrysler Sales Review
Outstanding!!!!
by Frank W. from Helena, AL
November 5, 2018
5 5 5 5 5 5 (22 reviews)
Wow is all I can say! Long distance transaction, everything went smooth and seamless. Scott Reed was excellent to work with, and under promised the condition of the car!!! Small town family service is what you get from Scott.....thanks!
SPECIAL OFFERS
New
$35,815 MSRP $35,815

2020 Jeep Cherokee Latitude Plus

  • Ext. Color: White
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Uptown Motorcars
() -
(888) 245-8124
4.8 (81 reviews)
23 mi. from 53098
Check Availability
Call
Uptown Motorcars Review
Saved by the service dept
by Volvogal from Menomonee Falls, Wi
November 5, 2018
5 5 5 5 5 4.8 (81 reviews)
On our way up north on Labor Day weekend we got a flat tire. After installing the spare tire we hobbled our vehicle to Uptown. The staff in the quick lube dept (Brian and Brendon) were able to plug/patch our tire and get us back on the road to enjoy the weekend. Although it was a frustrating situation, the quick lube staff made it bearable. Thanks, Guys!
SPECIAL OFFERS
See all 22 photos
New
$33,574 MSRP $38,445

2020 Jeep Cherokee Trailhawk

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Russ Darrow West Bend Chrysler Jeep Dodge RAM
() -
(888) 278-5647
4.7 (673 reviews)
28 mi. from 53098
Check Availability
Call
Russ Darrow West Bend Chrysler Jeep Dodge RAM Review
kimesha
by kimesha from janesville,wi
November 5, 2018
5 5 5 5 5 4.7 (673 reviews)
paul zwick is terrific he helped me get to my new car and back on the road as planned I wouldn't have went anywhere else !!!!
SPECIAL OFFERS
See all 23 photos
New
$28,995 MSRP $33,625

2020 Jeep Cherokee Latitude Plus

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
Russ Darrow West Bend Chrysler Jeep Dodge RAM
() -
(888) 278-5647
4.7 (673 reviews)
28 mi. from 53098
Check Availability
Call
Russ Darrow West Bend Chrysler Jeep Dodge RAM Review
Honest and Easy
by Jeep Fan from Waukesha, WI
November 6, 2018
5 5 5 5 5 4.7 (673 reviews)
I been here for couple times for test drive and then I finally made a purchase which I'm so happy now. Dealership has honest sales representatives who will assist you and not force you to buy their vehicles. I went there for test driving Dodge Durango but I didn't like that model and I left the dealership without having any hassle. Then I found the SUV which I wanted online (www.russdarrow.com) but it wasn't in this dealership but still I wanted to go there to make my purchase so I ask them if they can get that car from their sister dealership since to me it was really comfortable buying from them.
SPECIAL OFFERS
See all 23 photos
New
$32,361 MSRP $37,110

2020 Jeep Cherokee Latitude Plus

  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Russ Darrow West Bend Chrysler Jeep Dodge RAM
() -
(888) 278-5647
4.7 (673 reviews)
28 mi. from 53098
Check Availability
Call
Russ Darrow West Bend Chrysler Jeep Dodge RAM Review
Great
by Doris from Milwaukee Wisconsin
November 6, 2018
5 5 5 5 5 4.7 (673 reviews)
Great customer service I would recommend everyone to shop with them. They help you invest your money into something that's worth it well satisfying.
SPECIAL OFFERS
See all 24 photos
New
$28,999 MSRP $34,520

2020 Jeep Cherokee Latitude Plus

  • 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 (1129 reviews)
29 mi. from 53098
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 (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
SPECIAL OFFERS
See all 24 photos
New
$33,999 MSRP $40,345

2020 Jeep Cherokee Trailhawk

  • Ext. Color: Green
  • 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 (1129 reviews)
29 mi. from 53098
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 (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!
See all 24 photos
New
$33,499 MSRP $40,025

2020 Jeep 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 (1129 reviews)
29 mi. from 53098
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 (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
SPECIAL OFFERS
See all 25 photos
New
$33,499 MSRP $38,775

2020 Jeep Cherokee Limited

  • 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 (1129 reviews)
29 mi. from 53098
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 (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.
SPECIAL OFFERS
See all 23 photos
New
$26,499 MSRP $30,080

2020 Jeep Cherokee Latitude Plus

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: FWD
Save
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1129 reviews)
29 mi. from 53098
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 (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
See all 23 photos
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
Save
  • Free CARFAX 1-Owner Report
Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(608) 467-4874
4.7 (1129 reviews)
29 mi. from 53098
Authorized Jeep Dealer
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 (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!
SPECIAL OFFERS
See all 23 photos
New
$26,599 MSRP $31,385

2020 Jeep Cherokee Latitude Plus

  • 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 (1129 reviews)
29 mi. from 53098
Check Availability
Call
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
See all 23 photos
New
$26,499 MSRP $31,385

2020 Jeep Cherokee Latitude Plus

  • 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 (1129 reviews)
29 mi. from 53098
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!
* 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.
105 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.