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1,650 listings
  • $10,997
    fair price
    $557 below market
    • 102,606 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 22 City / 31 Hwy MPG
    • Hendrick Subaru Southpoint (162 mi away)
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Trip Computer
    • Rear Bench Seats
    Close

    Located in Durham, NC / 162 miles away from Chesapeake, VA

    Deep Cherry Red Crystal Pearlcoat exterior and Black interior. Aluminum Wheels, SINGLE DISC REMOTE CD PLAYER, ENGINE: 3.2L V6 24V VVT, TRANSMISSION: 9...

    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: 1C4PJLCS7EW204437
    Stock: SD0740B
    Certified Pre-Owned: No
    Listed since: 05-28-2025

  • $8,988
    good price
    $1,349 below market
    • 134,997 miles
    • 2 accidents, 1 owner, personal use
    • 5 Seats
    • Carolina Import & Domestic (145 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Raleigh, NC / 145 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: 1C4PJMDS4EW297924
    Stock: 4461
    Certified Pre-Owned: No
    Listed since: 06-28-2025

  • $9,300
    fair price
    $350 below market
    • 125,542 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 22 City / 31 Hwy MPG
    • AmeriCar (167 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Laurel, MD / 167 miles away from Chesapeake, VA

    A comfortable and well-equipped SUV with a smooth and quiet ride, spacious interior, and advanced tech features. Perfect for both city driving and wee...

    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: 1C4PJLDB4EW283824
    Stock: 283824
    Certified Pre-Owned: No
    Listed since: 06-12-2025

  • $6,400
    fair price
    $155 below market
    • 191,356 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 5 Seats
    • Clayton Motors (145 mi away)
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Upgraded Engine
    • Trip Computer
    Close

    Located in Clayton, NC / 145 miles away from Chesapeake, VA

    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: 1C4PJLCS0EW148471
    Stock: L148471
    Certified Pre-Owned: No
    Listed since: 02-07-2024

  • $7,500
    fair price
    $4 below market
    • 141,388 miles
    • No accidents, 5 owners, corporate fleet vehicle
    • 5 Seats, 21 City / 28 Hwy MPG
    • East End Auto Sales (83 mi away)
    • AWD/4WD
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Trip Computer
    Close

    Located in Henrico, VA / 83 miles away from Chesapeake, VA

    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: Yes

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 1C4PJMCB4EW152058
    Stock: 32139
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • $13,996
    fair price
    $1,033 below market
    • 83,710 miles
    • 2 accidents, 1 owner, personal use only
    • 5 Seats
    • Driveway (170 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sterling, VA / 170 miles away from Chesapeake, VA

    Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Remote Start,Satellite Radio,WiFi Hotsp...

    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: 1C4PJMDS3GW306177
    Stock: GW306177T
    Certified Pre-Owned: No

  • Price Drop
    $11,495
    fair price
    $724 below market
    • 75,694 miles
    • 2 accidents, 1 owner, personal use only
    • 5 Seats
    • Braddock Motors (198 mi away)
    • AWD/4WD
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Upgraded Engine
    Close

    Located in Braddock Heights, MD / 198 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: 1C4PJMCS5EW247504
    Stock: 24459M
    Certified Pre-Owned: No
    Listed since: 02-21-2025

  • $8,200
    fair price
    $553 below market
    • 148,233 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats
    • Royal City Auto Sales (200 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Martinsville, VA / 200 miles away from Chesapeake, VA

    Visit Royal City Auto Sales to shop our great deals. You can contact us or call 2**-3**-3*** to schedule your test drive today. Child Safety Door Lock...

    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: 1C4PJMDS1EW232660
    Stock: 232660
    Certified Pre-Owned: No
    Listed since: 03-18-2025

  • Price Drop
    $11,388
    fair price
    $713 below market
    • 75,507 miles
    • 1 accident, 3 owners, personal use
    • 5 Seats, 22 City / 31 Hwy MPG
    • EZ Car Plus (187 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Edgewood, MD / 187 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 (22 City/31 Highway)

    Listing Information:

    VIN: 1C4PJLDS4EW103919
    Stock: 103919
    Certified Pre-Owned: No
    Listed since: 05-08-2025

  • Price Drop
    $11,722
    fair price
    $395 below market
    • 106,339 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats
    • DARCARS Honda (154 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Bowie, MD / 154 miles away from Chesapeake, VA

    2016 Jeep Cherokee Latitude Granite Crystal Metallic Clearcoat 9-Speed 948TE AutomaticBlind Spot & Cross Path Detection, Heated Front Seats, ParkSen...

    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: 1C4PJMCB9GW298443
    Stock: 5P2487A
    Certified Pre-Owned: No
    Listed since: 06-24-2025

  • $9,900
    fair price
    $187 above market
    • 129,444 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats
    • Pleasure Ride Auto, Inc (105 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Greenville, NC / 105 miles away from Chesapeake, VA

    REALLY CLEAN AND NICE, GOOD LOOKING AND SHARP, WELL KEPT AND WELL MAINTAINED, CLEAN CARFAX, VERY AFFORDABLE SMALL SUV 4WD. 2014 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:

    Listing Information:

    VIN: 1C4PJMCS5EW240908
    Stock: 40908
    Certified Pre-Owned: No
    Listed since: 05-10-2025

  • New Listing
    • 56,617 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    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

    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: 1C4PJMDS2EW241030
    Stock: 2003834110
    Certified Pre-Owned: No
    Listed since: 06-21-2025

  • $8,999
    fair price
    $960 above market
    • 93,465 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 5 Seats, 22 City / 31 Hwy MPG
    • Nawabe Automotive Group (154 mi away)
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Trip Computer
    • Rear Bench Seats
    Close

    Located in Culpeper, VA / 154 miles away from Chesapeake, VA

    Price excludes taxes, title, registration, license fees, insurance, and additional options. Please contact Nawabe Automotive Group for further informa...

    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: 1C4PJLAB8EW112398
    Stock: 112398
    Certified Pre-Owned: No
    Listed since: 02-03-2025

  • $8,988
    fair price
    $12 above market
    • 126,740 miles
    • No accidents, 4 owners, personal use only
    • 5 Seats, 21 City / 28 Hwy MPG
    • R G Motors (154 mi away)
    • AWD/4WD
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Trip Computer
    Close

    Located in Roxboro, NC / 154 miles away from Chesapeake, VA

    Thank you for viewing our 2014 Jeep Cherokee Latitude 4WD for sale in Roxboro, NC. If you have any specific questions please contact us. We will be ...

    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: 1C4PJMCB8EW165895
    Stock: 03411
    Certified Pre-Owned: No
    Listed since: 04-19-2025

  • New Listing
    $14,000
    fair price
    $263 below market
    • 85,899 miles
    • 5 Seats
    • Nationwide Nissan (188 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Timonium, MD / 188 miles away from Chesapeake, VA

    Bright White Clearcoat 2016 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 3.2L V6Recent Arrival! 20/28 City/Highway MPG

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    Listing Information:

    VIN: 1C4PJMDS8GW118576
    Stock: E131301A
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • $12,956
    fair price
    $32 above market
    • 43,038 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 21 City / 28 Hwy MPG
    • Dick Myers Chrysler Dodge Jeep Ram (187 mi away)
    • AWD/4WD
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Trip Computer
    Close

    Located in Harrisonburg, VA / 187 miles away from Chesapeake, VA

    Recent Arrival! 2014 Jeep Cherokee Sport Billet Silver Metallic Clearcoat 4WD 2.4L I4 MultiAirDICK MYERS PROMISE 3MTH/3,000 MILE LIMITED WARRANTY, CLE...

    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: 1C4PJMAB7EW233106
    Stock: U-07418
    Certified Pre-Owned: No
    Listed since: 07-01-2025

  • New Listing
    • 28,365 miles
    • 5 Seats
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Upgraded Headlights
    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 Unavailable.

    Features and Specs:

    Listing Information:

    VIN: 1C4PJLDS3EW241502
    Stock: 2003826819
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • Stock photo**
    $9,984
    fair price
    $225 above market
    • 118,652 miles
    • No accidents, 4 owners, personal use only
    • 5 Seats
    • Hopkins Automotive Seaford (140 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Seaford, DE / 140 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: 1C4PJMCS2EW200494
    Stock: 409215
    Certified Pre-Owned: No
    Listed since: 04-16-2025

  • New Listing
    $9,673
    fair price
    $90 below market
    • 159,758 miles
    • 5 Seats
    • Front Royal Ford (188 mi away)
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Upgraded Engine
    Close

    Located in Front Royal, VA / 188 miles away from Chesapeake, VA

    Cherokee Latitude, 3.2L V6, Granite Crystal Metallic Clearcoat, Black Cloth, All-Season Floor Mats, Cold Weather Group, Engine Block Heater, Exterior ...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    Listing Information:

    VIN: 1C4PJLCSXGW275179
    Stock: OS5225A
    Certified Pre-Owned: No
    Listed since: 07-14-2025

  • Price Drop
    • 118,628 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 5 Seats
    • DriveTime of Temple Hills (150 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Temple Hill, MD / 150 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:

    Listing Information:

    VIN: 1C4PJMCB9GW213732
    Stock: 1630092055
    Certified Pre-Owned: No
    Listed since: 05-30-2025

    • 148,556 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats
    • Car Outlet (8 mi away)
    • AWD/4WD
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    • Upgraded Engine
    Close

    Located in Portsmouth, VA / 8 miles away from Chesapeake, VA

    2014 Jeep Cherokee latitude 4WD 4D SUV 3.2 6cyl. Gasoline 148k miles Price: $8800 Affordable and reliable! Very clean and well maintained vehicle with...

    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: 1C4PJMCS2EW248559
    Stock: 248559
    Certified Pre-Owned: No
    Listed since: 03-29-2024

Showing 64 - 84 out of 1,650 listings

Consumer Reviews for the Jeep Cherokee

Read recent reviews for the Jeep Cherokee
Overall Consumer Rating
3.1 out of 5 stars128 Reviews
Write a vehicle reviewSee all 128 reviews
  • 5 star
    (33%)
  • 4 star
    (13%)
  • 3 star
    (13%)
  • 2 star
    (15%)
  • 1 star
    (26%)
1 out of 5 stars

worst car ever

worse car ever, 08/14/2018
2014 Jeep Cherokee Trailhawk 4dr SUV 4WD (2.4L 4cyl 9A)
This Jeep is my third jeep and I am extremely disappointed. I have owned a Wrangler, Jeep Grand Cherokee and now this trailhawk. I feel like each Jeep I own, there are more and more issues that plague these vehicles. Most recently I have a 2014 Jeep Cherokee Trailhawk, since acquiring this, it has required a new transmission (under 20,000). This vehicle also required some other work … (which slips my mind at the moment) that was done six months outside of the 3-year warranty. The cost was roughly $2700, thankfully Mopar refunded the majority of costs. I thought this should take care of everything but it is turning into a nightmare of a money pit. I have also had to replace brake pads, rotors in the last few months, the passenger rear handle came off I still need to order a new handle and have it installed but haven’t had the opportunity, so I have been avoiding using this door. On occasion my tailgate won’t close, I usually have to unplug the battery in order to reset this issue or google a quick fix. 2 weeks ago, I needed to replace the battery because my car wouldn’t start while visiting family, one of the connectors needed to be replaced at this time as well. The final straw has been finding out today that the ball joints need to be replaced. I understand that repairs sometimes need to happen and there is always routine maintenance, but this is excessive. I spend a significant amount of time without my vehicle and spending a lot of money for a car that is about 4 years old. I feel with the issues I feel extremely disappointed at the number of repairs and issues that are occurring and am looking to get a new vehicle when I was hoping this would last a couple more years. I feel that it is quite ridiculous to have to invest so much time and money in renting cars, seeking diagnosis for a relatively newer vehicle, and have never needed to bring in a car so much. This vehicle has become a laughing matter among my friends, family and coworkers. I am embarrassed that I am having so many issues and I wish there was a better warranty, or another option besides getting a different vehicle.
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Used 2014 Jeep Cherokee in Chesapeake, VA Values

Estimated values
2014 Jeep Cherokee Latitude 4dr SUV (3.2L 6cyl 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$4,538$6,739$8,080
Clean$4,311$6,382$7,628
Average$3,933$5,786$6,874
Rough$3,442$5,013$5,894

The average list price of a used 2014 Jeep Cherokee in Chesapeake, Virginia is $11,127. The average mileage on a used Jeep Cherokee 2014 for sale in Chesapeake, Virginia is 109,264. Based on the average mileage of 109,264 for used 2014 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 2014 in Chesapeake, Virginia to be $3,933.

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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.

** This image is a stock photo and may not reflect the model year or color of, and/or equipment offered on, the advertised vehicle.