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1,606 listings
- New Listing
- 58,454 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from KS to VA*
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Located in Merriam, KS / 1,017 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX1LD527584
Stock: 27437852
Certified Pre-Owned: No - 49,916 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Chicago, IL / 746 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBXXLD582604
Stock: 2003888929
Certified Pre-Owned: No
Listed since: 07-11-2025- Price Drop
- 36,554 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Preston Chrysler Dodge Jeep Ram of Dover (171 mi away)
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Located in Dover, DE / 171 miles away from Chesapeake, VA
Founded in 1975, Preston has been providing a friendly, no-hassle car buying experience for more than 45 years. We have been family owned and operated...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX2ND511867
Stock: DU00347
Certified Pre-Owned: No
Listed since: 06-10-2025 - New Listing
- 49,361 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Cavalier Ford Greenbrier (5 mi away)
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Located in Chesapeake, VA / 5 miles away from Chesapeake, VA
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AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMLXXLD635199
Stock: G250092B
Certified Pre-Owned: No
Listed since: 07-23-2025 - 58,026 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 20 City / 29 Hwy MPG
- Karmike USA (144 mi away)
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Located in Newport, NC / 144 miles away from Chesapeake, VA
Power Door LocksPower SteeringDaytime Running LightsPush Button StartLED HeadlampsHill Start Assist ControlTilt & Telescoping WheelAlarm SystemLeather...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX7ND505554
Stock: P5269
Certified Pre-Owned: No
Listed since: 08-10-2024- New Listing
- 16,483 miles
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Jacksonville, FL / 551 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLDB5LD577953
Stock: 27441329
Certified Pre-Owned: No - New Listing
- 27,017 miles
- No accidents, 1 owner, personal use
- 5 Seats, 20 City / 29 Hwy MPG
- Whitten Brothers of Ashland (97 mi away)
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Located in Ashland, VA / 97 miles away from Chesapeake, VA
Backup Camera, Heated Seats, Android Auto / Apple Carplay, Bluetooth. CARFAX One-Owner. Clean CARFAX. Sting-Gray Clearcoat 2022 Jeep Cherokee Latitude...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX2ND521306
Stock: SM2896
Certified Pre-Owned: No
Listed since: 07-26-2025 - New Listing
- 53,444 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NC to VA*
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Located in Gastonia, NC / 293 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX8LD647577
Stock: 26937842
Certified Pre-Owned: No - New Listing$18,898great price$3,999 below market
- 56,220 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Dulles Chrysler Dodge Jeep Ram (179 mi away)
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Located in Leesburg, VA / 179 miles away from Chesapeake, VA
CLEAN CARFAX, APPLE CARPLAY/ANDROID AUTO, ONLY TWO OWNERS, HEATED/VENTILATED SEATS, HEATED STEERING, POWER SEATS, LOCALLY OWNED & SERVICED, PANORAMIC ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBXXKD132210
Stock: 24111D
Certified Pre-Owned: No
Listed since: 03-30-2025 - New Listing
- 8,944 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Columbus, OH / 430 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX7ND526331
Stock: 2003811986
Certified Pre-Owned: No
Listed since: 07-02-2025 - New Listing
- 59,217 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Powers Swain Chevrolet (190 mi away)
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Located in Fayetteville, NC / 190 miles away from Chesapeake, VA
Recent Arrival!TO KEEP YOU SAFE, WE DELIVER!BUY ONLINE-TEXT-EMAIL-CHAT-PHONE AND WE WILL DELIVER YOUR NEXT VEHICLE TO YOUR DOOR!FROM OUR SALES FLOOR T...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX4ND546777
Stock: 25A126
Certified Pre-Owned: No
Listed since: 07-24-2025 - New Listing
- 71,212 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Volvo Cars Silver Spring (167 mi away)
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Located in Silver Spring, MD / 167 miles away from Chesapeake, VA
JUST ARRIVED. PENDING INSPECTION. 2018 Jeep Cherokee Velvet Red Pearlcoat 4WD Limited 3.2L V6 Clean CARFAX.20/27 City/Highway MPG 3 Additional Gallon...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
Listing Information:
VIN: 1C4PJMDX2JD600801
Stock: G50372A
Certified Pre-Owned: No
Listed since: 07-26-2025 - 23,908 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 21 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Charlotte, NC / 277 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB1LD529700
Stock: 2003847796
Certified Pre-Owned: No
Listed since: 07-02-2025- 145,015 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 21 City / 30 Hwy MPG
- Impex Chevrolet GMC (192 mi away)
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Located in Reidsville, NC / 192 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (21 City/30 Highway)
Listing Information:
VIN: 1C4PJLCB7JD503691
Stock: 2JT3691
Certified Pre-Owned: No
Listed since: 04-18-2025- 158,773 miles
- 2 accidents, 2 owners, personal use only
- 5 Seats, 21 City / 30 Hwy MPG
- Impex Chevrolet GMC (192 mi away)
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Located in Reidsville, NC / 192 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (21 City/30 Highway)
Listing Information:
VIN: 1C4PJLCB5JD561783
Stock: 2HT1957A
Certified Pre-Owned: No
Listed since: 05-16-2025- 47,505 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Doug Henry Buick GMC (134 mi away)
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Located in Goldsboro, NC / 134 miles away from Chesapeake, VA
2022 Jeep Cherokee Trailhawk Take a moment to stop by and see if this is the vehicle that best meets your needs. Located at 709 HWY 70 Bypass East in ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX6ND532205
Stock: Z6528
Certified Pre-Owned: No
Listed since: 12-02-2024- Price Drop$14,239great price$3,339 below market
- 121,490 miles
- No accidents, 3 owners, rental vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Cox Toyota (189 mi away)
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Located in Burlington, NC / 189 miles away from Chesapeake, VA
Sunroof, 4 x 4, Heated Leather Seats, Apple Car Play / Android Auto, Keyless Entry, Push Button Start, Navigation, Lifetime Engine Warranty, One Owner...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX6KD183185
Stock: 27181A
Certified Pre-Owned: No
Listed since: 06-28-2025 - $26,590fair price
- 24,540 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,195 miles away from Chesapeake, VA
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDXXND514545
Stock: 2003770533
Certified Pre-Owned: No
Listed since: 06-23-2025 - Price Drop
- 32,440 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Pearson Chrysler Jeep Dodge Ram (95 mi away)
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Located in Richmond, VA / 95 miles away from Chesapeake, VA
Granite Crystal Metallic Clearcoat 2022 Jeep Cherokee Trailhawk 4WD 9-Speed 948TE Automatic 3.2L V6 Fresh Oil Change, 3.517 Final Drive Ratio, 4G LTE ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX9ND517570
Stock: U3923
Certified Pre-Owned: No
Listed since: 06-28-2025 - 109,788 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 5 Seats, 21 City / 28 Hwy MPG
- Capital Blvd DriveTime (145 mi away)
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Located in Raleigh, NC / 145 miles away from Chesapeake, VA
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
23 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 1C4PJMCB1JD523215
Stock: 1190211195
Certified Pre-Owned: No
Listed since: 04-10-2025- 156,918 miles
- 1 accident, 3 owners, personal use only
- 5 Seats, 21 City / 28 Hwy MPG
- AP Fairfax (158 mi away)
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Located in Fairfax, VA / 158 miles away from Chesapeake, VA
2018 JEEP CHEROKEE LATITUDE PLUS with powerful V4, 2.4L engine and driven only 156918 miles! Fully loaded and much more! CARFAX CERTIFIED**FINANCING A...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 1C4PJMLB0JD560059
Stock: AP00956A
Certified Pre-Owned: No
Showing 547 - 567 out of 1,606 listings
Consumer Reviews for the Jeep Cherokee
Read recent reviews for the Jeep Cherokee
My new Jeep
bmwcharlie, 02/01/2021
2021 Jeep Cherokee Limited 4dr SUV (3.2L 6cyl 9A)
Time for a new lease as my Tiguan went back. I looked at a new Tiguan, Subaru Outback, Jeep Cherokee and the Volvo X 40. I chose the Jeep Cherokee.
The Jeep felt the most substantial by far. I was surprised by the cheap plastic center in the Subaru and the Volvo. The Tiguan was all plastic but for 289.00 a month all in (including all taxes and fees) the Tiguan Se was the least … expensive vehicle I have ever leased. The same equipped Tiguan was 370.00 a month. I really missed the heated steering wheel from my previous BMW so it was a must for my new lease. A Tiguan with a heated steering wheel was 407.00 a month. I set out for a new compact SUV for 350.00 a month. I never thought of leasing a Jeep but in my budget it kept coming up so I test drove it. I knew instantly this would be my next vehicle. I leased a Jeep Cherokee V6 Limited with Elite Pkg. for 381.00 a month including taxes and all fees. This was the most equipped car I ever had. Cooled seats front and back it even can parallel park. I love the remote start which automatically turns on the heated seats and steering wheel. This Jeep is on par with my X3. Which was 500.00 a month a new one 700. a month to lease. Value wise this is the best vehicle you will find. It took months of tracking prices and negotiating for me to get this price.
The Jeep ride is great, acceleration is great too. The Volvo was slightly better but the Jeep was pretty close. It rides more like the X3. The info entertainment is easy to use intuitive and fast which really makes for a great driving experience. The Jeep is compact unlike the Tiguan which felt like you had so much space in the cabin. Handling is sharp seats are comfortable. Since it mainly me and one other person most of the time I can live with the snug cabin. I took Delivery at the end of November and have had no problems. Fit and finish is great so I am thinking it should be pretty reliable.
Update: I still love my Cherokee. The Adaptive cruise control is amazing. Life changing feature. The stop and go really takes the sting out of heavy traffic. The automatic high beams are amazing. The ride is great it really takes any size pot hole no problem. Well not quite the razor sharp handle of a BMW it’s much more comfortable. The ride, handling, and acceleration strike a great balance. The lane keep assist is the cars big down fall. It’s will pull slightly at the wheel for no reason. Less on the highway than around town. It feels like you hit a piece of ice. I doesn’t bother me as much now but at first it was annoying as hell. I tried to disable it but couldn’t. I just put it on the lowest setting. Hopefully they will use a lane centering on the next update. The car feels so high tech it’s quite unexpected.. I am so glad I got this Jeep. I would have never considered it, if not for the chip shortage. Inventories were starting to get tight and they had the inventory. I got this lease at such a great deal.I am so grateful as prices are skyrocketing on leases. Blown away by the luxury driving experience from a Jeep, Who knew!
Used 2020 Jeep Cherokee in Chesapeake, VA Values
Estimated values
2020 Jeep Cherokee High Altitude 4dr SUV 4WD (3.2L 6cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $16,989 | $19,136 | $21,204 |
| Clean | $16,549 | $18,635 | $20,642 |
| Average | $15,816 | $17,799 | $19,704 |
| Rough | $14,863 | $16,712 | $18,486 |
The average list price of a used 2020 Jeep Cherokee in Chesapeake, Virginia is $21,207. The average mileage on a used Jeep Cherokee 2020 for sale in Chesapeake, Virginia is 65,011. Based on the average mileage of 65,011 for used 2020 Jeep Cherokee for sale in Chesapeake, VA and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Jeep Cherokee 2020 in Chesapeake, Virginia to be $15,816.
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