Skip to FiltersReport abuse
808 listings
- New Listing$35,192fair price$310 below market
- 48,459 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Pearson Chrysler Jeep Dodge Ram (95 mi away)
Close
Located in Richmond, VA / 95 miles away from Chesapeake, VA
Sting-Gray Clearcoat 2023 Jeep Gladiator High Altitude 4WD 8-Speed Automatic 3.6L V6 24V VVT Fresh Oil Change, 3.73 Rear Axle Ratio, ABS 4-Wheel HD Di...
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/22 Highway)
Listing Information:
VIN: 1C6HJTFG8PL550312
Stock: U3894
Certified Pre-Owned: No
Listed since: 05-23-2025 - New Listing$40,695fair price$1,334 below market
- 20,239 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Antwerpen Hyundai Clarksville (176 mi away)
Close
Located in Clarksville, MD / 176 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG4PL560083
Stock: DQ0004A
Certified Pre-Owned: No
Listed since: 06-15-2025 - $42,590fair price
- 11,967 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,195 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG2PL567212
Stock: 2003825888
Certified Pre-Owned: No
Listed since: 07-03-2025 - $33,999fair price$594 below market
- 38,393 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Kennewick, WA / 2,286 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium...
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/22 Highway)
Listing Information:
VIN: 1C6HJTFG1PL550412
Stock: PL550412A
Certified Pre-Owned: No - $34,990fair price$558 below market
- 47,101 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Charlotte, NC / 277 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: 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/22 Highway)
Listing Information:
VIN: 1C6HJTFG5PL552793
Stock: 2003749006
Certified Pre-Owned: No
Listed since: 06-25-2025 - New Listing$35,998fair price$1,059 above market
- 14,187 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from SC to VA*
Close
Located in Myrtle Beach, SC / 257 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG3PL573245
Stock: 27509385
Certified Pre-Owned: No - New Listing$39,888fair price$152 above market
- 16,127 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Doug Henry Buick GMC (134 mi away)
Close
Located in Goldsboro, NC / 134 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: Yes
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG0PL529926
Stock: X5615
Certified Pre-Owned: No
Listed since: 01-26-2025 - Price Drop$29,902good price$1,718 below market
- 55,911 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Clermont, FL / 650 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG9PL564168
Stock: 7WTNXF
Certified Pre-Owned: No
Listed since: 05-13-2025 - New Listing$29,499fair price$887 below market
- 68,580 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Huntington, WV / 357 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG3PL535460
Stock: 7W66C0
Certified Pre-Owned: No
Listed since: 06-27-2025 - 19,999 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,195 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG7PL558909
Stock: 2003863848
Certified Pre-Owned: No
Listed since: 06-30-2025- Price Drop$31,953fair price$32 below market
- 33,115 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Koons Annapolis Toyota (156 mi away)
Close
Located in Annapolis, MD / 156 miles away from Chesapeake, VA
**NAVIGATION**, **BLUETOOTH**, **BACK-UP CAMERA**, ABS brakes, Alpine Premium Audio System, Apple CarPlay/Android Auto, Cold Weather Group, Heated doo...
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/23 Highway)
Listing Information:
VIN: 1C6HJTFG3ML593919
Stock: KAT250398A
Certified Pre-Owned: No
Listed since: 07-05-2025 - Price Drop$29,178fair price$503 below market
- 52,751 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Urbandale, IA / 995 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAGXPL522552
Stock: 7V3L6T
Certified Pre-Owned: No
Listed since: 05-05-2025 - New Listing$31,248good price$1,885 below market
- 57,493 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3l, 6cyl
- Capital Ford of Lillington (170 mi away)
Close
Located in Lillington, NC / 170 miles away from Chesapeake, VA
Capital Confidence - 3 Month / 3,000 Mile Premium Warranty!Recent Arrival! 2021 Jeep Gladiator CARFAX One-Owner. Clean CARFAX. 240 Amp Alternator, 7.0...
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: 1C6JJTAMXML557904
Stock: 20IK1834A
Certified Pre-Owned: No
Listed since: 07-14-2025 - New Listing$32,000good price$1,420 below market
- 34,574 miles
- 5'0” bed, 3.6l, 6cyl
- Haley Chevrolet (125 mi away)
Close
Located in Farmville, VA / 125 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG2PL559829
Stock: J6863
Certified Pre-Owned: No - $33,421fair price$967 below market
- 49,185 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- CMA’s Chrysler Dodge Jeep Ram of Lynchburg (172 mi away)
Close
Located in Lynchburg, VA / 172 miles away from Chesapeake, VA
The 2021 Jeep Gladiator Overland offers the perfect balance of tough off-road capability and premium features. With its powerful engine, advanced 4x4 ...
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/23 Highway)
Listing Information:
VIN: 1C6HJTFG3ML548611
Stock: P4058
Certified Pre-Owned: Yes
Listed since: 06-12-2025 - Price Drop$28,998fair price$179 below market
- 62,632 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Saint Louis, MO / 783 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFGXPL522740
Stock: 7V9K6T
Certified Pre-Owned: No
Listed since: 04-03-2025 - $31,998fair price
- 28,330 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
Located in Houston, TX / 1,212 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTAG8PL513414
Stock: 27598959
Certified Pre-Owned: No - 48,117 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in San Antonio, TX / 1,389 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG4PL529156
Stock: 8DS1RJ
Certified Pre-Owned: No
Listed since: 05-24-2025- $28,900fair price$56 above market
- 54,681 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Southern Chrysler Dodge Jeep Ram Newport News (32 mi away)
Close
Located in Newport News, VA / 32 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX.Certified. Bright White Clearcoat 2023 Jeep Gladiator Sport 4WD 3.6L V6 24V VVT 8-Speed AutomaticFCA US LLC Certified P...
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/23 Highway)
Listing Information:
VIN: 1C6HJTAG7PL533878
Stock: OP10234
Certified Pre-Owned: No
Listed since: 06-17-2025 - 32,875 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Atlanta, GA / 506 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: 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTAG4PL575152
Stock: 2003825463
Certified Pre-Owned: No
Listed since: 07-02-2025- $26,998fair price
- 62,126 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Austin, TX / 1,317 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: 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/23 Highway)
Listing Information:
VIN: 1C6HJTAG2PL512114
Stock: 7VXYYJ
Certified Pre-Owned: No
Listed since: 04-15-2025
Showing 190 - 210 out of 808 listings
Consumer Reviews for the Jeep Gladiator
Read recent reviews for the Jeep Gladiator
Perfect for me
Dan Hirvi, 04/22/2022
2022 Jeep Gladiator Sport S 4dr Crew Cab 4WD SB (3.6L 6cyl 6M)
I highly recommend the Sport S with the Max Tow Package. Torquey and smooth, the automatic 8-speed transmission is pretty nice with the trusty 3.6 L V6. It's a real hauler or puller when I need it, it's articulation is great for some off road adventures and is comfortable on the highway. Plus, the sticker on my door has a rated payload of 1465 lbs! Don't let them tell you it's not "Jeep" … enough or it's not "truck" enough or it's not comfy enough. Get the customer preferred package with hard top and stick with the M+S rated all terrains for smooth and quiet daily driving. This is a perfect niche vehicle for some people!
Used 2023 Jeep Gladiator in Chesapeake, VA Values
Estimated values
2023 Jeep Gladiator High Altitude 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $32,090 | $33,086 | $34,205 |
| Clean | $31,727 | $32,687 | $33,766 |
| Average | $31,123 | $32,022 | $33,036 |
| Rough | $30,337 | $31,158 | $32,086 |
The average list price of a used 2023 Jeep Gladiator in Chesapeake, Virginia is $32,973. The average mileage on a used Jeep Gladiator 2023 for sale in Chesapeake, Virginia is 40,802. Based on the average mileage of 40,802 for used 2023 Jeep Gladiator 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 Gladiator 2023 in Chesapeake, Virginia to be $31,123.
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Trim
Truck Details
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.