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1,601 listings
  • New Listing
    $20,998
    fair price
    $443 above market
    • 57,689 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • CarMax West Broad (98 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Richmond, VA / 98 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: 1C4PJMLX1LD635544
    Stock: 27036583
    Certified Pre-Owned: No

  • Price Drop
    • 86,097 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 22 City / 31 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Alarm
    Close

    Located in Phoenix, AZ / 2,024 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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLCBXGW234485
    Stock: 2003668827
    Certified Pre-Owned: No
    Listed since: 04-19-2025

  • Price Drop
    • 110,080 miles
    • No accidents, 3 owners, personal use only
    • 5 Seats, 22 City / 31 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Alarm
    • Trip Computer
    Close

    Located in Memphis, TN / 773 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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLABXGW116469
    Stock: 2003652653
    Certified Pre-Owned: No
    Listed since: 04-26-2025

  • New Listing
    $11,999
    fair price
    $878 below market
    • 70,589 miles
    • 5 Seats, 22 City / 31 Hwy MPG
    • Fayetteville Acura (193 mi away)
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Alarm
    Close

    Located in Fayetteville, NC / 193 miles away from Chesapeake, VA

    LOCAL TRADE, Quick Order Package 21J.**QUALITY PRE-OWNED** Save huge $$$ while getting a great pre-owned vehicle. Fayetteville Automall believes in se...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLCB5GW264090
    Stock: GW264090
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • Price Drop
    $20,590
    good price
    $1,893 below market
    • 58,315 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Phoenix, AZ / 2,024 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:

    Listing Information:

    VIN: 1C4PJMDX2JD549347
    Stock: 2003712338
    Certified Pre-Owned: No
    Listed since: 06-18-2025

    • 68,061 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 21 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Chicago, IL / 745 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:

    23 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 1C4PJMDX2JD517160
    Stock: 2003801696
    Certified Pre-Owned: No
    Listed since: 06-06-2025

  • Price Drop
    $21,295
    fair price
    $1,053 above market
    • 75,015 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • DriveTime Woodbridge (143 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Woodbridge, VA / 143 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: 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: 1C4PJMDX2LD558228
    Stock: 1630090742
    Certified Pre-Owned: No
    Listed since: 04-04-2025

  • $20,900
    fair price
    $79 below market
    • 34,105 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 5 Seats
    • 1 US Motors (186 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Edgewood, MD / 186 miles away from Chesapeake, VA

    Vehicle Overview: **Vehicles come with complimentary Lifetime Powertrain warranty (with Qualifying purchase) The Eprice does not include state taxes s...

    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:

    Listing Information:

    VIN: 1C4PJMLX1LD644695
    Stock: 644695
    Certified Pre-Owned: No

  • $10,995
    fair price
    $364 above market
    • 113,317 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 28 Hwy MPG
    • Piedmont Motors (162 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Warrenton, VA / 162 miles away from Chesapeake, VA

    This Jeep Cherokee Latitude 4WD is an excellent value for the money and is priced to move! It is a one owner car that has been truly well taken care o...

    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/28 Highway)

    Listing Information:

    VIN: 1C4PJMCS3GW101928
    Stock: 11194
    Certified Pre-Owned: No
    Listed since: 04-20-2025

  • New Listing
    Stock photo**
    $19,995
    fair price
    $139 above 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)
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    • USB Inputs
    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

  • $17,237
    fair price
    $178 above market
    • 114,890 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 29 Hwy MPG
    • Terry Subaru (172 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Lynchburg, VA / 172 miles away from Chesapeake, VA

    This 2020 Jeep Cherokee Altitude in Billet Silver Metallic Clearcoat features: 2.4L I4 4WD Stock numbers starting with VA are located at Terry Auto Ou...

    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: 1C4PJMLB4LD580446
    Stock: CC12437
    Certified Pre-Owned: No
    Listed since: 05-17-2025

  • $19,998
    fair price
    $654 above market
    • 28,762 miles
    • 2 accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 29 Hwy MPG
    • CarMax Capital Boulevard (142 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in Raleigh, NC / 142 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: 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: 1C4PJMCB5LD576020
    Stock: 27472840
    Certified Pre-Owned: No

  • New Listing
    • 43,050 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 5 Seats, 21 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in San Antonio, TX / 1,380 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:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLCB1JD566186
    Stock: 2003826255
    Certified Pre-Owned: No
    Listed since: 06-27-2025

  • Stock photo**
    $19,899
    fair price
    $348 above market
    • 74,303 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 21 City / 29 Hwy MPG
    • Vineland Chrysler Dodge Jeep Ram (200 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Vineland, NJ / 200 miles away from Chesapeake, VA

    Odometer is 632 miles below market average! 2020 Jeep Cherokee Latitude Plus Velvet Red Pearlcoat 21/29 City/Highway MPG

    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: 1C4PJMLB5LD584697
    Stock: D00156A
    Certified Pre-Owned: No
    Listed since: 05-31-2025

  • $13,999
    fair price
    $329 above market
    • 92,747 miles
    • 2 accidents, 2 owners, corporate fleet vehicle
    • 5 Seats
    • M&M Auto (172 mi away)
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Baltimore, MD / 172 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:

    Listing Information:

    VIN: 1C4PJLCB5JD596548
    Stock: R14682P
    Certified Pre-Owned: No
    Listed since: 01-04-2025

  • $10,000
    fair price
    $175 above market
    • 104,570 miles
    • 3 accidents, 2 owners, personal use only
    • 5 Seats
    • DARCARS Chrysler Jeep Dodge Ram of New Carrollton (157 mi away)
    • AWD/4WD
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Upgraded Engine
    Close

    Located in New Carrollton, MD / 157 miles away from Chesapeake, VA

    2016 Jeep Cherokee Sport Brilliant Black Crystal Pearlcoat 3.2L V6 4WD 9-Speed 948TE AutomaticQuick Order Package 26A, Radio: Uconnect 5.0, Wheels: 17...

    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:

    Listing Information:

    VIN: 1C4PJMASXGW305774
    Stock: D2707A
    Certified Pre-Owned: No
    Listed since: 04-04-2025

  • $16,700
    fair price
    $469 above market
    • 77,003 miles
    • 2 accidents, 2 owners, personal use
    • 5 Seats
    • Marlow Motor (185 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Front Royal, VA / 185 miles away from Chesapeake, VA

    Marlow Motor Company has built a reputation for providing premium customer service and these efforts extend well beyond our sales floor to our service...

    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:

    Listing Information:

    VIN: 1C4PJMDX0JD575459
    Stock: 8J5459PA
    Certified Pre-Owned: Yes
    Listed since: 03-22-2025

  • $9,990
    fair price
    $344 above market
    • 163,584 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats, 21 City / 28 Hwy MPG
    • Morales Motors (8 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in Norfolk, VA / 8 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:

    23 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 1C4PJMCB3JD547631
    Stock: 547631
    Certified Pre-Owned: No
    Listed since: 12-12-2024

  • Price Drop
    • 22,409 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • Carvana - Richmond (99 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Richmond, VA / 99 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:

    Listing Information:

    VIN: 1C4PJMLX2LD640848
    Stock: 2003827390
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • $10,999
    fair price
    $835 above market
    • 114,465 miles
    • 3 accidents, 4 owners, personal use only
    • 5 Seats
    • 518 Auto Sales (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Norfolk, VA / 12 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:

    Listing Information:

    VIN: 1C4PJMDS1EW214384
    Stock: 11469
    Certified Pre-Owned: No
    Listed since: 05-12-2025

    • 71,723 miles
    • No accidents, 3 owners, personal use only
    • 5 Seats, 22 City / 31 Hwy MPG
    • Carvana - Richmond (99 mi away)
    • Home delivery*
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Trip Computer
    • Rear Bench Seats
    Close

    Located in Richmond, VA / 99 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:

    25 Combined MPG (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLAB5EW163681
    Stock: 2003682100
    Certified Pre-Owned: No
    Listed since: 05-07-2025

Showing 358 - 378 out of 1,601 listings

Consumer Reviews for the Jeep Cherokee

Read recent reviews for the Jeep Cherokee
Overall Consumer Rating
3.5 out of 5 stars61 Reviews
Write a vehicle reviewSee all 61 reviews
  • 5 star
    (38%)
  • 4 star
    (25%)
  • 3 star
    (7%)
  • 2 star
    (13%)
  • 1 star
    (18%)
4 out of 5 stars

it's a JEEP with luxury and sophistication !

Mike, 05/17/2017
2017 Jeep Cherokee Latitude 4dr SUV (2.4L 4cyl 9A)
it's a great vehicle over all ! worth the money, but make sure you seriously consider the V-6 ! The 4 cylinder lacks bite, and will leave you disappointed. I have the 2.4 cylinder right now and am truly wishing I had the six as the four seriously is sluggish and unresponsive. Not sure what JEEP was thinking putting this engine in a Cherokee...I will say If acceleration isn't that … important to you then the four will be fine for you. It does it's job, but for me not impressed ! I enjoy driving it as it's seats are comfortable and the ride is smooth for the most part. Have 10,000 miles on mine now and have no problems and changed the oil once. The 8.4 Connect is user friendly and easy to use, the auto climate dual climate control is nice and works well and maintains a comfortable cabin. Gas mileage is average for a SUV I guess, but not bad. I do love my JEPP and am not disappointed in it thus far. But, because of the engine I am trying to turn it in early as it is a lease to upgrade to a Trailhawk with the V-6 or get in a grand Cherokee if possible ! Stay away from the 4 cylinder if possible.....other then that I am not disappointed in the JEEP Cherokee, great SUV and is stylish, comfortable, and you will have a sense of pride driving your JEEP around !
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Used 2020 Jeep Cherokee in Chesapeake, VA Values

Estimated values
2020 Jeep Cherokee Latitude Plus 4dr SUV 4WD (3.2L 6cyl 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$13,207$15,158$17,036
Clean$12,866$14,761$16,584
Average$12,296$14,099$15,831
Rough$11,555$13,238$14,852

The average list price of a used 2020 Jeep Cherokee in Chesapeake, Virginia is $16,683. The average mileage on a used Jeep Cherokee 2020 for sale in Chesapeake, Virginia is 76,689. Based on the average mileage of 76,689 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 $12,296.

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