Skip to FiltersReport abuse
1,606 listings
- Price Drop
- 97,192 miles
- No accidents, 3 owners, rental vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Safford Brown Subaru Manassas (155 mi away)
Close
Located in Manassas, VA / 155 miles away from Chesapeake, VA
Recent Arrival! 19/27 City/Highway MPG2021 Jeep Cherokee Velvet Red Pearlcoat Limited 4WD 9-Speed 948TE Automatic 3.2L V6 Back up Camera, Bluetooth...
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: 1C4PJMDX2MD177500
Stock: P315A
Certified Pre-Owned: No
Listed since: 07-06-2025 - $24,999great price$4,029 below market
- 28,100 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- i.g. Burton Chrysler Dodge Jeep Ram FIAT of Milford (159 mi away)
Close
Located in Milford, DE / 159 miles away from Chesapeake, VA
*CERTIFIED, !!!((( SEE IT AT THE MILFORD JEEP LOCATION!!!)))!!!, ***THIS VEHICLE IS SCHEDULED TO LEAVE FOR MANHEIM AUTO AUCTION AND IS BEING OFFERED A...
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: 1C4PJMDX4ND513598
Stock: 825081
Certified Pre-Owned: Yes
Listed since: 04-07-2025 - New Listing
- 58,783 miles
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax Raleigh (151 mi away)
Close
Located in Raleigh, NC / 151 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: 1C4PJLCB4MD208438
Stock: 27010119
Certified Pre-Owned: No - 46,055 miles
- 1 accident, 2 owners, 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, APPLE CARPLAY/ANDROID AUTO, UCONNECT 8.4C, BLUETOOTH, ALPINE PREMIUM SOUND SYSTEM, STEERING WHEEL AUDIO CONTROLS, PU...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX7MD197449
Stock: MR1410
Certified Pre-Owned: Yes
Listed since: 07-10-2025- $18,000good price$1,909 below market
- 51,447 miles
- No accidents, 3 owners, personal use
- 5 Seats, 21 City / 29 Hwy MPG
- Heritage Honda of Westminster (200 mi away)
Close
Located in Westminster, MD / 200 miles away from Chesapeake, VA
Recent Arrival! **FOUR WHEEL DRIVE**, **POWER SEAT**, **BLIND SPOT SENSORS**, **APPLE CARPLAY/ANDROID AUTO**, **BACKUP CAMERA**, **HANDS FREE BLUETOOT...
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: 1C4PJMLB4LD560004
Stock: MU560004
Certified Pre-Owned: No
Listed since: 06-06-2025 - Price Drop$26,000good price$1,727 below market
- 25,890 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
Close
Located in Westminster, MD / 199 miles away from Chesapeake, VA
2022 Jeep Cherokee Limited Bright White Clearcoat 9-Speed 948TE Automatic 4WD 3.2L V6CARFAX One-Owner. Clean CARFAX.BLUETOOTH, BACK UP CAMERA, ALLOY 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDXXND546895
Stock: BJ1660
Certified Pre-Owned: No
Listed since: 06-06-2025 - $16,500good price$2,257 below market
- 108,725 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Farrish Chrysler Dodge Jeep Ram (158 mi away)
Close
Located in Fairfax, VA / 158 miles away from Chesapeake, VA
**CERTIFIED** 4 NEW TIRES!!! 2020 JEEP CHEROKEE TRAILHAWK** 4WD** 108K MILES** CLEAN CARFAX NO ACCIDENTS** COMFORT & CONVENIENCE PACKAGE** REMOTE ENGI...
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: 1C4PJMBX8LD616510
Stock: 37958A
Certified Pre-Owned: Yes
Listed since: 06-15-2025 - Price Drop$20,995good price$2,149 below market
- 39,668 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Vineland Hyundai (197 mi away)
Close
Located in Millville, NJ / 197 miles away from Chesapeake, VA
ABS brakes, Alloy wheels, Compass, Electronic Stability Control, Heated door mirrors, Illuminated entry, Low tire pressure warning, ParkView Rear Back...
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: 1C4PJMLXXLD642332
Stock: V00963B
Certified Pre-Owned: No
Listed since: 04-07-2025 - Price Drop$15,989good price$1,054 below market
- 112,715 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- Dulles Kia (179 mi away)
Close
Located in Leesburg, VA / 179 miles away from Chesapeake, VA
2020 Jeep Cherokee Trailhawk Velvet Red Pearlcoat 3.2L V6 4WDParkView Rear Back-Up Camera, Quick Order Package 27E Trailhawk.Clean CARFAX.Dulle...
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: 1C4PJMBX8LD651676
Stock: P3987B
Certified Pre-Owned: No
Listed since: 06-07-2025 - $18,700good price$1,911 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 One-Owner. Leather Seats, Bluetooth, *Multi Point Inspection*, *Carfax Accident Free*, Cherokee Limited, 4WD, Apple CarPlay/Android Auto, Dual ...
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 - Price Drop$18,137good price$2,175 below market
- 29,695 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Crossroads Ford of Henderson (126 mi away)
Close
Located in Henderson, NC / 126 miles away from Chesapeake, VA
Clean Carfax, ONLY AT CROSSROADS FORD OF HENDERSON, CALL TODAY, 252-492-5011, WILL NOT LAST LONG, Alloy wheels, Apple CarPlay/Android Auto, Delay-off ...
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB0LD507696
Stock: PU0099
Certified Pre-Owned: No
Listed since: 02-17-2025 - $22,000good price$1,004 below market
- 11,465 miles
- 1 accident, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Auto Giants Mitsubishi (157 mi away)
Close
Located in Manassas, VA / 157 miles away from Chesapeake, VA
2020 Jeep Cherokee Limited Diamond Black Crystal PearlcoatOdometer is 20827 miles below market average! 19/27 City/Highway MPG
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX4LD618557
Stock: U2670
Certified Pre-Owned: No
Listed since: 06-09-2025 - $22,000good price$1,540 below market
- 53,962 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats
- Exclusive Motor Cars (186 mi away)
Close
Located in Randallstown, MD / 186 miles away from Chesapeake, VA
CARFAX One-Owner. This 2022 Hydro Blue Pearlcoat Jeep Cherokee Latitude Lux 4WD is well equipped and includes these features and benefits:. 4WD Clea...
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: 1C4PJMMN8ND546957
Stock: D546957
Certified Pre-Owned: No
Listed since: 02-21-2025 - $21,998good price$1,133 below market
- 34,710 miles
- No accidents, 3 owners, personal use only
- 5 Seats
- CarMax Brandywine (139 mi away)
Close
Located in Brandywine, MD / 139 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: Yes
Features and Specs:
Listing Information:
VIN: 1C4PJMLX7LD509219
Stock: 27543902
Certified Pre-Owned: No - $21,805fair price$545 below market
- 34,131 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Adams Chevrolet (194 mi away)
Close
Located in Havre De Grace, MD / 194 miles away from Chesapeake, VA
**ONE OWNER**, **CLEAN AUTO CHECK**, Quick Order Package 26G. 2020 Jeep Cherokee Limited Cherokee 4D Sport Utility 3.2L V6 Billet Silver Metallic Clea...
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: Yes
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX0LD578073
Stock: 17614A
Certified Pre-Owned: No
Listed since: 09-20-2024 - $20,995fair price$391 below market
- 26,765 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Hyman Bros Kia (93 mi away)
Close
Located in Midlothian, VA / 93 miles away from Chesapeake, VA
Heated Seats, Smart Device Integration, Apple CarPlay®, Blind Spot Monitor, Bluetooth®, iPod/MP3 Input, Aluminum Wheels, Back-Up Camera, ENGINE: 3.2L ...
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: 1C4PJLLX7LD634294
Stock: N728041
Certified Pre-Owned: No
Listed since: 03-08-2024 - 81,840 miles
- 2 accidents, 2 owners, rental vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Lease Return Center (140 mi away)
Close
Located in Triangle, VA / 140 miles away from Chesapeake, VA
--LIMITED 4X4--CARFAX CERTIFIED!!!!--BEAUTIFUL BLACK ON BLACK--FULLY LOADED JEEP--SUPER CLEAN--LOOKS AND RUNS AMAZING--THE BEST PRICES ONLINE!!!!!WE F...
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: Yes
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX8LD611868
Stock: 611868
Certified Pre-Owned: No- New Listing$28,590fair price$440 below market
- 23,935 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 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: 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: 1C4PJMDX4ND533981
Stock: 2003871310
Certified Pre-Owned: No
Listed since: 07-12-2025 - $17,995good price$1,153 below market
- 64,584 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- VA Cars Super Center (94 mi away)
Close
Located in Richmond, VA / 94 miles away from Chesapeake, VA
2020 Jeep Cherokee Latitude Plus Velvet Red Pearlcoat 4WD 9-Speed 948TE Automatic 2.4L I4 Cherokee Latitude Plus, 4D Sport Utility, 2.4L I4, 4WD, Velv...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB4LD625336
Stock: 5255
Certified Pre-Owned: No
Listed since: 06-26-2025 - Price Drop$25,999fair price$621 below market
- 35,938 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Lindsay Chevrolet (142 mi away)
Close
Located in Woodbridge, VA / 142 miles away from Chesapeake, VA
Bright White Clearcoat 2022 Jeep Cherokee Limited Limited10 Speakers, 3.251 Final Drive Ratio, 4-Wheel Disc Brakes, 4G LTE Wi-Fi Hot Spot, 8.4" Touc...
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: 1C4PJMDX0ND513565
Stock: HP9266
Certified Pre-Owned: No
Listed since: 06-17-2025 - Price Drop$19,499fair price$903 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
Showing 43 - 63 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 2021 Jeep Cherokee in Chesapeake, VA Values
Estimated values
2021 Jeep Cherokee Limited 4dr SUV 4WD (3.2L 6cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $18,936 | $21,035 | $23,139 |
| Clean | $18,533 | $20,577 | $22,623 |
| Average | $17,861 | $19,813 | $21,764 |
| Rough | $16,987 | $18,820 | $20,646 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $20,826. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 51,194. Based on the average mileage of 51,194 for used 2021 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 2021 in Chesapeake, Virginia to be $17,861.
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.