Skip to FiltersReport abuse
1,691 listings
- Price Drop$20,500good price$990 below market
- 53,369 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats
- Koons Ford Baltimore (181 mi away)
Close
Located in Baltimore, MD / 181 miles away from Chesapeake, VA
Step into refined capability with this 2020 Jeep Cherokee Limited, a versatile SUV that blends rugged performance with upscale comfort. Powered by a d...
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:
Listing Information:
VIN: 1C4PJMDN2LD537085
Stock: 00P73153
Certified Pre-Owned: No
Listed since: 04-18-2025 - $12,399good price$1,610 below market
- 109,292 miles
- 3 accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Kargar Motors (156 mi away)
Close
Located in Manassas, VA / 156 miles away from Chesapeake, VA
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB9LD614536
Stock: KMM10021
Certified Pre-Owned: No - New Listing$17,246good price$1,611 below market
- 70,535 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Fair Oaks Chrysler Jeep Dodge Ram (164 mi away)
Close
Located in Chantilly, VA / 164 miles away from Chesapeake, VA
2020 Jeep Cherokee Latitude PlusRecent Arrival! CARFAX One-Owner. Clean CARFAX.This vehicle comes with the following features and options : Cold W...
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB3LD542734
Stock: LD542734A
Certified Pre-Owned: No
Listed since: 05-12-2025 - New Listing$19,995fair price$54 below market
- 28,916 miles
- No accidents, 3 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Southern Chrysler Dodge Jeep RAM Chesapeake (14 mi away)
Close
Located in Chesapeake, VA / 14 miles away from Chesapeake, VA
Recent Arrival! Clean CARFAX.Certified. Diamond Black Crystal Pearlcoat 2020 Jeep Cherokee Latitude 2.4L I4 9-Speed 948TE Automatic FWD BLUETOOTH SYST...
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCBXLD552676
Stock: YP10748
Certified Pre-Owned: No
Listed since: 05-14-2025 - Price Drop$23,498good price$1,470 below market
- 45,899 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Crossroads Ford of Apex (161 mi away)
Close
Located in Apex, NC / 161 miles away from Chesapeake, VA
Clean Carfax, 4WD, Backup Camera, Must See, Ony at Crossroads Ford of Apex, 1-Year SiriusXM Guardian Trial, 10 Speakers, 4G LTE Wi-Fi Hot Spot, 5-Year...
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: 1C4PJMDX4ND500981
Stock: PU27216
Certified Pre-Owned: No
Listed since: 02-21-2025 - $24,998fair price$378 below market
- 39,152 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- CarMax Virginia Beach (10 mi away)
Close
Located in Virginia Beach, VA / 10 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:
Listing Information:
VIN: 1C4PJMMNXND544899
Stock: 26583050
Certified Pre-Owned: No - Price Drop$25,800fair price$29 below market
- 25,180 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Koons Tysons Chrysler Dodge Jeep Ram (161 mi away)
Close
Located in Vienna, VA / 161 miles away from Chesapeake, VA
Recent Arrival! 2022 Jeep Cherokee Limited 4WD Billet Silver Metallic Clearcoat*** APPLE CARPLAY AND ANDROID AUTO *** BLIND SPOT *** ADAPTIVE CRUISE...
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: 1C4PJMDX2ND513499
Stock: 00JB1181
Certified Pre-Owned: No
Listed since: 04-27-2025 - $18,500fair price$741 below market
- 71,339 miles
- No accidents, 2 owners, personal use only
- 5 Seats
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
Close
Located in Westminster, MD / 199 miles away from Chesapeake, VA
2020 Jeep Cherokee Latitude Plus Billet Silver Metallic Clearcoat 9-Speed 948TE Automatic 4WD 3.2L V6Recent Arrival! Clean CARFAX.BLUETOOTH, BACK UP C...
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: 1C4PJMLX7LD530815
Stock: BJ1568
Certified Pre-Owned: No
Listed since: 05-09-2025 - $19,999fair price$1,121 below market
- 54,700 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 20 City / 29 Hwy MPG
- Enterprise Car Sales Marlow Heights (149 mi away)
- Home delivery*
Close
Located in Suitland, MD / 149 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 1C4PJLMX3ND519659
Stock: 8DQQ2M
Certified Pre-Owned: No
Listed since: 04-22-2025 - $20,499good price$938 below market
- 53,609 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats
- Enterprise Car Sales Raleigh (150 mi away)
- Home delivery*
Close
Located in Raleigh, NC / 150 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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:
Listing Information:
VIN: 1C4PJMMN7ND544519
Stock: 8F1M40
Certified Pre-Owned: No
Listed since: 04-30-2025 - Price Drop$28,200fair price$226 below market
- 25,352 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Lindsay Manassas Chrysler Dodge Jeep Ram (156 mi away)
Close
Located in Manassas, VA / 156 miles away from Chesapeake, VA
*LOW MILEAGE*, PANORAMIC SUNROOF, GPS/ NAVIGATION, APPLE CARPLAY/ANDROID AUTO, UCONNECT 8.4 NAV, BLUETOOTH, ALPINE PREMIUM SOUND SYSTEM, PUSH-BUTTON S...
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: 1C4PJMDX0ND503053
Stock: MK1007
Certified Pre-Owned: Yes
Listed since: 04-26-2025 - $20,990fair price$130 below market
- 75,052 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
Close
Located in Richmond, VA / 100 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: 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: 1C4PJMBX5LD612298
Stock: 2003661420
Certified Pre-Owned: No
Listed since: 04-20-2025 - $16,482fair price$10 below market
- 93,269 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Audi Arlington (154 mi away)
Close
Located in Arlington, VA / 154 miles away from Chesapeake, VA
* MSRP: $31,580.00 * Total Options: $1,700.00* Exterior Color: Granite Crystal Metallic Clear-Coat Exterior Paint, $195.00* Interior Color: Black Inte...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB9LD573198
Stock: 573198AN
Certified Pre-Owned: No
Listed since: 03-14-2025 - $20,900fair price$411 below market
- 54,782 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats
- Hanna Imports (148 mi away)
Close
Located in Raleigh, NC / 148 miles away from Chesapeake, VA
*Carfax Accident Free*, Leather Seats, Bluetooth, *Multi Point Inspection*, Cherokee Limited, 4WD, Apple CarPlay/Android Auto, Dual Bright Exhaust Tip...
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:
Listing Information:
VIN: 1C4PJMDN6LD533833
Stock: 3021593
Certified Pre-Owned: No
Listed since: 04-27-2025 - New Listing$20,495good price$1,615 below market
- 63,273 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- Kargar Motors (156 mi away)
Close
Located in Manassas, VA / 156 miles away from Chesapeake, VA
BUYING A CAR HAS NEVER BEEN THIS EASY.We specialize in 100% GUARANTEED APPROVAL. BAD CREDIT, NO CREDIT, BANKRUPTCY, REPO, FORECLOSURE...NO PROBLEM. NO...
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: 1C4PJMBX5LD572272
Stock: KMM12844
Certified Pre-Owned: No - Price Drop$25,500fair price$59 below market
- 37,350 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Lindsay Manassas Chrysler Dodge Jeep Ram (156 mi away)
Close
Located in Manassas, VA / 156 miles away from Chesapeake, VA
*LOW MILEAGE*, *WELL MAINTAINED*, PANORAMIC SUNROOF, POWER SUNROOF / SUNROOF / POWER TILT SLIDING ROOF, APPLE CARPLAY/ANDROID AUTO, UCONNECT 8.4C, BLU...
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: 1C4PJMDX8ND535149
Stock: MK1003
Certified Pre-Owned: Yes
Listed since: 04-17-2025 - Price Drop$16,800fair price$857 above market
- 89,294 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Hall Nissan Virginia Beach (10 mi away)
Close
Located in Virginia Beach, VA / 10 miles away from Chesapeake, VA
2020 Jeep Cherokee Latitude Plus Diamond Black Crystal Pearlcoat We are currently offering Vehicle Purchase Home Delivery by appointment. Please conta...
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB0LD624209
Stock: 9250188A
Certified Pre-Owned: No
Listed since: 05-10-2025 - Price Drop$17,218fair price$672 above market
- 70,041 miles
- 1 accident, 2 owners, rental vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Haley Toyota of Richmond (91 mi away)
Close
Located in Midlothian, VA / 91 miles away from Chesapeake, VA
*Vehicle pricing excludes tax, title, tags, $799 processing fee, and $319 fee for theft protection etch.*
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLBXLD628235
Stock: SJ6391A
Certified Pre-Owned: No
Listed since: 04-11-2025 - New Listing$18,395good price$1,060 below market
- 73,794 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- VA Cars Super Center (94 mi away)
Close
Located in Richmond, VA / 94 miles away from Chesapeake, VA
Recent Arrival! 2020 Jeep Cherokee Limited Bright White Clearcoat 4WD 9-Speed 948TE Automatic 3.2L V6 Cherokee Limited, 4D Sport Utility, 3.2L V6, 4WD...
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: 1C4PJMDX2LD602714
Stock: TR5211
Certified Pre-Owned: No
Listed since: 05-15-2025 - $15,932good price$937 below market
- 103,195 miles
- 2 accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- DARCARS Honda (154 mi away)
Close
Located in Bowie, MD / 154 miles away from Chesapeake, VA
2020 Jeep Cherokee Latitude Plus Sting-Gray Clearcoat 9-Speed 948TE Automatic115V Auxiliary Power Outlet, Air Conditioning ATC w/Dual Zone Control, ...
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: 1C4PJMLB4LD505231
Stock: 5P2404A
Certified Pre-Owned: No
Listed since: 04-18-2025 - Price Drop$16,500good price$1,356 below market
- 87,749 miles
- 2 accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Auto Giants Mitsubishi (157 mi away)
Close
Located in Manassas, VA / 157 miles away from Chesapeake, VA
SPRING INTO THE SAVINGS!2020 Jeep Cherokee Altitude Hydro Blue PearlcoatKEY FEATURES INCLUDE:, 4WD, APPLE CARPLAY, ANDROID AUTO, TOUCHSCREEN/ INFOTAIN...
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: 1C4PJMLBXLD526441
Stock: U2587
Certified Pre-Owned: No
Listed since: 05-01-2025
Showing 85 - 105 out of 1,691 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 Limited 4dr SUV 4WD (2.0L 4cyl Turbo 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $17,052 | $19,214 | $21,294 |
| Clean | $16,611 | $18,710 | $20,730 |
| Average | $15,875 | $17,871 | $19,788 |
| Rough | $14,919 | $16,780 | $18,565 |
The average list price of a used 2020 Jeep Cherokee in Chesapeake, Virginia is $20,040. The average mileage on a used Jeep Cherokee 2020 for sale in Chesapeake, Virginia is 63,102. Based on the average mileage of 63,102 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 $15,875.
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Body Type
Trim
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.