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2,850 listings
  • Price Drop
    $22,500
    great price
    $3,933 below market
    • 98,861 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 17 City / 23 Hwy MPG
    • Koons Sterling Ford (169 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Sterling, VA / 169 miles away from Chesapeake, VA

    PRICE TEMORARILY REDUCED UNTIL 7/7 FOR INDEPENDENCE WEEKEND SALES EVENT! Certified PreOwned!!! Free PremiumCare Warranty!!!Sport S with Hard Top, Upgr...

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDG4LW240881
    Stock: 0049377A
    Certified Pre-Owned: No
    Listed since: 06-14-2025

    • 85,297 miles
    • Frame damage reported, 1 owner, corporate fleet vehicle
    • 5 Seats
    • VINS (155 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Blind Spot Monitorin...
    Close

    Located in Manassas Park, VA / 155 miles away from Chesapeake, VA

    Priced below KBB Fair Purchase Price! 2021 Jeep Wrangler Unlimited Islander Nacho Clearcoat 3.6L V6 24V VVT 7.0" Touchscreen Display, 8.4" Radio & Pre...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 1C4HJXDG4MW668340
    Stock: 23178
    Certified Pre-Owned: No
    Listed since: 06-10-2025

  • New Listing
    • 18,109 miles
    • 5 Seats, 13 City / 17 Hwy MPG
    • Dealers Trade Outlet (162 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    14 Combined MPG (13 City/17 Highway)

    Listing Information:

    VIN: 1C4JJXSJXPW597889
    Stock: D8729
    Certified Pre-Owned: No
    Listed since: 04-18-2025

  • New Listing
    • 7,993 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in College Station, TX / 1,226 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: 1C4HJXEG0NW106449
    Stock: 27350214
    Certified Pre-Owned: No

    • 44,459 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 13 City / 17 Hwy MPG
    • Fred Frederick Chrysler Jeep Dodge Ram Laurel (167 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    Introducing the 2021 Jeep Wrangler Unlimited Rubicon 392, a powerful and rugged vehicle designed to exceed all expectations! This model boasts a 6.4L ...

    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:

    14 Combined MPG (13 City/17 Highway)

    Listing Information:

    VIN: 1C4JJXSJ5MW678181
    Stock: N1198A
    Certified Pre-Owned: No
    Listed since: 06-15-2024

  • New Listing
    • 37,470 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 21 City / 24 Hwy MPG
    • Ourisman Chrysler Jeep Dodge Ram of Alexandria (149 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Alexandria, VA / 149 miles away from Chesapeake, VA

    Recent Arrival! 2023 Jeep Wrangler Sahara Bright White Clearcoat3.45 Overall Top Gear Ratio, 4-Wheel Disc Brakes, 9 Speakers, ABS brakes, Air Conditio...

    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 (21 City/24 Highway)

    Listing Information:

    VIN: 1C4HJXEN0PW586557
    Stock: 07C3142
    Certified Pre-Owned: No
    Listed since: 04-22-2025

  • Price Drop
    $48,998
    good price
    $2,382 below market
    • 18,526 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 16 City / 22 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in Medford, OR / 2,479 miles away from Chesapeake, VA

    CarFax No Accidents Reported,Apple CarPlay,Back-Up Camera,Brake Assist,Heated Seats,Heated Steering Wheel,Remote Start,Satellite Radio,Tow Hitch,WiFi ...

    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:

    19 Combined MPG (16 City/22 Highway)

    Listing Information:

    VIN: 1C4RJXFG4RW233357
    Stock: 233357C
    Certified Pre-Owned: Yes

    • 9 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats
    • Heritage Chrysler Jeep Dodge Ram Parkville (184 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Baltimore, MD / 184 miles away from Chesapeake, VA

    *Our Internet Price INCLUDES FREIGHT. Your additional costs are sales tax, tag and title fees for the state in which the vehicle will be registered, a...

    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: 1C4HJXDN9MW767640
    Stock: L1767640
    Certified Pre-Owned: No
    Listed since: 06-17-2025

  • New Listing
    • 24,086 miles
    • 4 Seats
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    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 Unavailable.

    Features and Specs:

    Listing Information:

    VIN: 1C4GJXAN4PW645157
    Stock: 27457391
    Certified Pre-Owned: No

  • New Listing
    $26,495
    great price
    $4,464 below market
    • 89,500 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats
    • AutoNation Chevrolet Timonium (189 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Timonium, MD / 189 miles away from Chesapeake, VA

    Sky 1-Touch Power TopTransmission: 8-Speed Automatic (850Re)8.4" Radio & Premium Audio GroupBlack; Leather Trimmed Seats W/Sahara LogoAlpine Premi...

    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: 1C4HJXEN3LW317382
    Stock: LW317382
    Certified Pre-Owned: No
    Listed since: 06-30-2025

    • 45,420 miles
    • 1 accident, 1 owner, personal use
    • 5 Seats
    • Bayside Pre-Owned Super Center Hollywood (112 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Hollywood, MD / 112 miles away from Chesapeake, VA

    CARFAX One-Owner. ***Complete Service History***, ***Complete Service History with Bayside!***, ***Completely reconditioned to Factory Standards!***, ...

    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: 1C4HJXDN0MW738804
    Stock: MW738804
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • New Listing
    • 56,093 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • John Hiester Chrysler Dodge Jeep Ram of Sanford (185 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sanford, NC / 185 miles away from Chesapeake, VA

    ***FACTORY CHRYSLER CERTIFIED***, CLEAN CARFAX, ONE OWNER, LOCAL TRADE, BALANCE OF FACTORY WARRANTY, LIFETIME ENGINE GUARANTEE, 4WD, FAST AND EASY FIN...

    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: 1C4HJXEG7MW508158
    Stock: B10620C
    Certified Pre-Owned: Yes
    Listed since: 07-02-2025

  • Stock photo**
    • 68,339 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats
    • Terry Subaru (172 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

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

    This 2021 Jeep Wrangler Unlimited Sport S in Black Clearcoat features: Recent Arrival! 2.0L I4 DOHC 4WD Stock numbers starting with VA are located at ...

    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: 1C4HJXDN8MW621973
    Stock: VA12537
    Certified Pre-Owned: No
    Listed since: 06-25-2025

  • New Listing
    Stock photo**
    • 33,430 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Vineland Chrysler Dodge Jeep Ram (200 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

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

    Recent Arrival! Odometer is 11065 miles below market average! 2021 Jeep Wrangler Unlimited Sport Altitude Sting-Gray Clearcoat

    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: 1C4HJXDN8MW817377
    Stock: DS0005A
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • Stock photo**
    • 39,630 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Capital Ford of Lillington (171 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Lillington, NC / 171 miles away from Chesapeake, VA

    Capital Confidence - 3 Month / 3,000 Mile Premium Warranty!Recent Arrival! 2021 Jeep Wrangler CARFAX One-Owner. 7.0" Touchscreen Display, Air Conditio...

    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: 1C4HJXDN4MW783499
    Stock: 20PB1844
    Certified Pre-Owned: No
    Listed since: 07-01-2025

  • Price Drop
    $33,000
    great price
    $4,167 below market
    • 29,144 miles
    • No accidents, 2 owners, rental vehicle
    • 5 Seats, 16 City / 22 Hwy MPG
    • Ourisman Chrysler Dodge Jeep Ram of Woodbridge (143 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Woodbridge, VA / 143 miles away from Chesapeake, VA

    2024 Jeep Wrangler Sport S FOUR WHEEL DRIVE / 4WD / 4X4, 4WD, FOUR WHEEL DRIVE, ANDROID AUTO & APPLE CARPLAY, BLUETOOTH, BLUETOOTH AUDIO STREAMING, BL...

    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:

    19 Combined MPG (16 City/22 Highway)

    Listing Information:

    VIN: 1C4PJXDN5RW268594
    Stock: A268594
    Certified Pre-Owned: Yes
    Listed since: 06-03-2025

  • New Listing
    • 42,175 miles
    • 4 Seats, 17 City / 25 Hwy MPG, Manual
    • CarMax Laurel (168 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Laurel, MD / 168 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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: 1C4GJXAGXMW560465
    Stock: 26607378
    Certified Pre-Owned: No

    • 89,442 miles
    • 2 accidents, 2 owners, personal use only
    • 5 Seats
    • CarMax West Broad (98 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    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: 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: 1C4HJXEN6MW592519
    Stock: 27531628
    Certified Pre-Owned: No

  • New Listing
    • 75,699 miles
    • 4 Seats
    • Hall Toyota Elizabeth City (31 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Elizabeth City, NC / 31 miles away from Chesapeake, VA

    JUST ARRIVED. PENDING INSPECTION. We are currently offering Vehicle Purchase Home Delivery by appointment. Please contact for details.. Bright White C...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    Listing Information:

    VIN: 1C4GJXAN2MW627736
    Stock: 22255399B
    Certified Pre-Owned: No
    Listed since: 07-03-2025

  • New Listing
    $40,998
    great price
    $4,631 below market
    • 14,679 miles
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from GA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Buford, GA / 474 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:

    Listing Information:

    VIN: 1C4JJXFG4NW210166
    Stock: 27513270
    Certified Pre-Owned: No

  • New Listing
    $34,276
    good price
    $3,234 below market
    • 43,617 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 20 City / 22 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in Van Nuys, CA / 2,363 miles away from Chesapeake, VA

    Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Remote Start,Satellite Radio,Tow Hitch,Turbo/Supe...

    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 (20 City/22 Highway)

    Listing Information:

    VIN: 1C4PJXEN8RW129400
    Stock: RW129400P
    Certified Pre-Owned: No

Showing 358 - 378 out of 2,850 listings

Consumer Reviews for the Jeep Wrangler

Read recent reviews for the Jeep Wrangler
Overall Consumer Rating
4.2 out of 5 stars26 Reviews
Write a vehicle reviewSee all 26 reviews
  • 5 star
    (69%)
  • 4 star
    (12%)
  • 3 star
    (0%)
  • 2 star
    (4%)
  • 1 star
    (15%)
5 out of 5 stars

My Last Hoorah!

Atteboyz, 08/07/2022
2022 Jeep Wrangler Willys Sport 2dr SUV 4WD (3.6L 6cyl 6M)
I love my Sarge Green Willys Sport 2-Door, V-6, with Manual. I researched my build options to death before custom order. It looks and feels like a mean, green, jeepin machine. It also fits nicely in my garage. I'm an empty-nester, so 4-Door was out; I like the 2-Door looks better. She zips and punches nicely; straighten the curves, flattin the hills...
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Used 2020 Jeep Wrangler in Chesapeake, VA Values

Estimated values
2020 Jeep Wrangler Unlimited Sport S 4dr SUV 4WD (3.6L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$22,932$25,281$27,555
Clean$22,259$24,512$26,687
Average$21,138$23,230$25,239
Rough$19,679$21,562$23,358

The average list price of a used 2020 Jeep Wrangler in Chesapeake, Virginia is $36,493. The average mileage on a used Jeep Wrangler 2020 for sale in Chesapeake, Virginia is 45,808. Based on the average mileage of 45,808 for used 2020 Jeep Wrangler 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 Wrangler 2020 in Chesapeake, Virginia to be $21,138.

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