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1,613 listings
  • New Listing
    $9,280
    great price
    $3,112 below market
    • 106,150 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 5 Seats
    • Seasell Auto (195 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Wilmington, NC / 195 miles away from Chesapeake, VA

    ABOUT THIS VEHICLE We welcome pre-purchase inspections and independent test drives on each and every vehicle. We are a CARFAX Advantage dealer meaning...

    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: 1C4PJMAS1GW292932
    Stock: GW292932
    Certified Pre-Owned: No
    Listed since: 05-21-2025

  • Stock photo**
    • 130,745 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 29 Hwy MPG
    • Greenville AutoWorld (102 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Greenville, NC / 102 miles away from Chesapeake, VA

    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: 1C4PJMJSXHW509685
    Stock: 509685
    Certified Pre-Owned: No
    Listed since: 03-08-2025

  • Price Drop
    • 73,553 miles
    • No accidents, 2 owners, personal use
    • 5 Seats
    • Hi Lo Auto Sales (197 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Frederick, MD / 197 miles away from Chesapeake, VA

    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: 1C4PJMDB5HW566971
    Stock: 24298
    Certified Pre-Owned: No
    Listed since: 06-12-2025

  • Stock photo**
    $8,997
    great price
    $4,761 below market
    • 120,450 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 19 City / 25 Hwy MPG
    • Sterling Motorsport (168 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Sterling, VA / 168 miles away from Chesapeake, VA

    2016 Jeep Cherokee Trailhawk Reviews: * Refined available V6 engine; smooth and quiet ride; spacious seating; abundance of available high-end tech fea...

    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/25 Highway)

    Listing Information:

    VIN: 1C4PJMBS3GW299282
    Stock: L299282
    Certified Pre-Owned: No
    Listed since: 04-15-2025

    • 91,030 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 21 City / 30 Hwy MPG
    • Lilliston Chrysler Dodge Jeep Ram (196 mi away)
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    • USB Inputs
    • Alarm
    Close

    Located in Millville, NJ / 196 miles away from Chesapeake, VA

    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 (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLAB1HW577335
    Stock: 77335
    Certified Pre-Owned: No
    Listed since: 06-19-2025

    • 103,000 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats, 21 City / 28 Hwy MPG
    • Carvana - Richmond (99 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather 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: 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/28 Highway)

    Listing Information:

    VIN: 1C4PJMDS2FW719738
    Stock: 2003813710
    Certified Pre-Owned: No
    Listed since: 06-11-2025

    • 40,735 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats
    • Carvana - Richmond (99 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather 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: 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: 1C4PJMDS6FW512981
    Stock: 2003818717
    Certified Pre-Owned: No
    Listed since: 06-17-2025

    • 61,231 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 19 City / 27 Hwy MPG
    • Mr. Car of Glen Burnie (168 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Glen Burnie, MD / 168 miles away from Chesapeake, VA

    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: 1C4PJMDX3KD121255
    Stock: CC121255B
    Certified Pre-Owned: No
    Listed since: 04-11-2025

  • New Listing
    • 91,266 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats
    • Lilliston Chrysler Dodge Jeep Ram (196 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in Millville, NJ / 196 miles away from Chesapeake, VA

    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: 1C4PJMCB9HW657503
    Stock: 57503
    Certified Pre-Owned: No
    Listed since: 06-24-2025

  • New Listing
    Stock photo**
    • 84,440 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • i.g. Burton Lewes Automall (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in Lewes, DE / 151 miles away from Chesapeake, VA

    Recent Arrival! 2019 Jeep Cherokee Latitude Latitude Since 1908, i.G. Burton Auto Group has served Delmarva and its surrounding communities with outst...

    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: 1C4PJMCX1KD219265
    Stock: L251848B
    Certified Pre-Owned: No
    Listed since: 06-24-2025

  • New Listing
    • 70,162 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats, 21 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Blind Spot Monitorin...
    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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 1C4PJMCS2HW637075
    Stock: 2003813991
    Certified Pre-Owned: No
    Listed since: 06-24-2025

  • New Listing
    • 49,236 miles
    • 5 Seats, 21 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Upgraded Headlights
    • 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 Unavailable.

    Features and Specs:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLAS1HW667228
    Stock: 2003820120
    Certified Pre-Owned: No
    Listed since: 06-14-2025

  • New Listing
    • 37,685 miles
    • 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 Cleveland, OH / 440 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 Unavailable.

    Features and Specs:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLCB5HW503347
    Stock: 2003814519
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • Price Drop
    • 32,176 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 5 Seats, 22 City / 31 Hwy MPG
    • DriveTime Woodbridge (143 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Blind Spot Monitorin...
    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: 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: 1C4PJLLB2KD466695
    Stock: 1630089879
    Certified Pre-Owned: No
    Listed since: 03-17-2025

  • $14,998
    fair price
    $786 above market
    • 56,741 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats, 21 City / 30 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Alarm
    • Trip Computer
    Close

    Located in Irvine, CA / 2,335 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:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLAB0HW662442
    Stock: 27504557
    Certified Pre-Owned: No

    • 92,871 miles
    • 2 accidents, 2 owners, personal use
    • 5 Seats, 21 City / 30 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Fort Worth, TX / 1,218 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:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLDB9HD224316
    Stock: 27254117
    Certified Pre-Owned: No

    • 89,768 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats
    • CarMax Frederick (173 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Gaithersburg, MD / 173 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: Yes

    Features and Specs:

    Listing Information:

    VIN: 1C4PJMDB7FW510561
    Stock: 27018289
    Certified Pre-Owned: No

  • New Listing
    • 102,714 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats, 21 City / 30 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Buena Park, CA / 2,345 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:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLDS3HW668991
    Stock: 27479730
    Certified Pre-Owned: No

  • New Listing
    $14,790
    fair price
    $817 above market
    • 79,636 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats, 21 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in San Franciso, CA / 2,517 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:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLCB7HW514589
    Stock: 2003750484
    Certified Pre-Owned: No
    Listed since: 05-21-2025

  • New Listing
    • 89,967 miles
    • 2 accidents, 2 owners, personal use
    • 5 Seats, 21 City / 30 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Buena Park, CA / 2,345 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:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLDS0HW661822
    Stock: 27087887
    Certified Pre-Owned: No

  • New Listing
    • 89,159 miles
    • 5 Seats, 21 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Alarm
    • Trip Computer
    Close

    Located in Tampa, FL / 707 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 Unavailable.

    Features and Specs:

    25 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: 1C4PJLAB7HW534540
    Stock: 2003730636
    Certified Pre-Owned: No
    Listed since: 05-30-2025

Showing 232 - 252 out of 1,613 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 2016 Jeep Cherokee in Chesapeake, VA Values

Estimated values
2016 Jeep Cherokee Sport 4dr SUV 4WD (3.2L 6cyl 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$6,876$10,588$13,204
Clean$6,579$10,117$12,598
Average$6,086$9,333$11,590
Rough$5,444$8,312$10,278

The average list price of a used 2016 Jeep Cherokee in Chesapeake, Virginia is $15,864. The average mileage on a used Jeep Cherokee 2016 for sale in Chesapeake, Virginia is 80,605. Based on the average mileage of 80,605 for used 2016 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 2016 in Chesapeake, Virginia to be $6,086.

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