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800 listings
- $35,995fair price$1,520 below market
- 54,409 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Auto Network of Wilmington (194 mi away)
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Located in Wilmington, NC / 194 miles away from Chesapeake, VA
ANOTHER CLEAN CARFAX WELL MAINTAINED LOADED UP 4X4 JEEP GLADIATOR RUBICON !!! 2020 JEEP GLADIATOR RUBICON This rugged 4X4 pickup is powered by a re...
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: 1C6JJTBG8LL183249
Stock: AS-340A
Certified Pre-Owned: No
Listed since: 07-15-2025 - New Listing$25,895fair price$480 below market
- 82,168 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Hendrick Subaru Southpoint (162 mi away)
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Located in Durham, NC / 162 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: 1C6JJTAG8LL137664
Stock: XHS5657A
Certified Pre-Owned: No
Listed since: 06-03-2025 - $27,612fair price$754 below market
- 68,206 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Century Ford of Mt Airy (189 mi away)
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Located in Mount Airy, MD / 189 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: 1C6HJTAG8LL200308
Stock: 6643PX
Certified Pre-Owned: No
Listed since: 07-04-2025 - $30,385fair price$199 below market
- 58,710 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
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Located in Portland, OR / 2,457 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyl...
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: 1C6HJTFG0LL116301
Stock: LL116301T
Certified Pre-Owned: No - Price Drop$28,744good price$2,040 below market
- 68,175 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
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Located in Temecula, CA / 2,303 miles away from Chesapeake, VA
CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,HD Radio,V6 Cylinder Engine,Power Door Locks,Brake Assist,Floor Mats,...
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: 1C6HJTAG5LL187758
Stock: LL187758P
Certified Pre-Owned: Yes - $29,590fair price
- 49,520 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
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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: 1C6JJTAG5LL150971
Stock: 2003747651
Certified Pre-Owned: No
Listed since: 05-22-2025 - New Listing$30,990fair price$727 below market
- 41,564 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
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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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTAG3LL150662
Stock: 2003887986
Certified Pre-Owned: No
Listed since: 07-22-2025 - New Listing$30,990fair price$279 below market
- 44,317 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
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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: 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: 1C6HJTAG0LL158717
Stock: 2003825986
Certified Pre-Owned: No
Listed since: 07-02-2025 - Price Drop$34,288fair price$816 below market
- 52,480 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Shannon Auto Sales (155 mi away)
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Located in Manassas, VA / 155 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: 1C6JJTBG7LL126069
Stock: 87029A
Certified Pre-Owned: No
Listed since: 05-28-2025 
Photos not available$27,983fair price$1,261 below market- 56,550 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Nissan of Newport News (33 mi away)
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Located in Newport News, VA / 33 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price!Odometer is 7593 miles below market average!2020 Jeep Gladiator Sport 4D Crew Cab Bright White ClearcoatFULLY SER...
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: 1C6HJTAGXLL169983
Stock: LL169983
Certified Pre-Owned: No
Listed since: 07-01-2025- New Listing$28,251fair price$1,356 below market
- 53,938 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Yorkville, NY / 444 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Satel...
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: 1C6HJTAG5LL154887
Stock: D154887A
Certified Pre-Owned: No - Price Drop$25,900good price$1,759 below market
- 44,702 miles
- 2 accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Preston Chrysler Dodge Jeep Ram (138 mi away)
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Located in Millsboro, DE / 138 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price! Odometer is 14882 miles below market average!Founded in 1975, Preston has been providing a friendly, no-hassle c...
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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG4LL119063
Stock: J50209A
Certified Pre-Owned: No
Listed since: 04-26-2025 - New Listing$43,375fair price$165 above market
- 14,200 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Mike Toler Chrysler Jeep Dodge Ram FIAT (141 mi away)
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Located in Morehead City, NC / 141 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: 1C6JJTBG3LL216447
Stock: P3337
Certified Pre-Owned: No
Listed since: 07-19-2025 - $33,415fair price$1,317 below market
- 34,901 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Sport Durst Mitsubishi (162 mi away)
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Located in Durham, NC / 162 miles away from Chesapeake, VA
Recent Arrival! Clean CARFAX. 2020 Jeep Gladiator Overland 4WD Black Clearcoat 4WD 8-Speed Automatic 3.6L V6 24V VVT *REMAINDER OF FACTORY WARRANTY*, ...
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: 1C6HJTFG2LL173048
Stock: P18038
Certified Pre-Owned: No
Listed since: 07-16-2025 - New Listing$37,999fair price$612 above market
- 19,749 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Sullivan Auto Trading (131 mi away)
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Located in Fredericksburg, VA / 131 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: 1C6JJTBGXLL125191
Stock: 143059
Certified Pre-Owned: No
Listed since: 12-02-2024 - Price Drop
- 20,592 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Klamath Falls, OR / 2,425 miles away from Chesapeake, VA
CarFax No Accidents Reported,Low Mileage,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,V6 Cylinder Engine,Power Door Locks,Brake Assis...
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: 1C6HJTAG5LL141167
Stock: LL141167P
Certified Pre-Owned: No - Price Drop$36,995fair price$337 below market
- 26,935 miles
- 1 accident, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Alexandria Toyota (152 mi away)
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Located in Alexandria, VA / 152 miles away from Chesapeake, VA
2020 Jeep Gladiator Rubicon 4WDRecent Arrival!Welcome to Alexandria Toyota! We re proud to offer our clients in Washington DC, Springfield, Fairfax, ...
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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG8LL163910
Stock: 0N15647A
Certified Pre-Owned: No
Listed since: 07-12-2025 - 27,313 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Bend, OR / 2,392 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Ke...
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: 1C6HJTFG3LL106684
Stock: LL106684J
Certified Pre-Owned: No- $29,853fair price$473 below market
- 56,025 miles
- No accidents, 3 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Dick Myers Chrysler Dodge Jeep Ram (187 mi away)
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Located in Harrisonburg, VA / 187 miles away from Chesapeake, VA
Recent Arrival! 2020 Jeep Gladiator Sport Bright White Clearcoat 4WD 3.6L V6 24V VVTBALANCE OF FACTORY WARRANTY, LOCAL TRADE-IN, FULLY 124 POINT STATE...
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: 1C6HJTAG3LL139241
Stock: U-07432
Certified Pre-Owned: No
Listed since: 07-17-2025 - Price Drop$23,299fair price$317 below market
- 88,422 miles
- 1 accident, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Steven Nissan (184 mi away)
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Located in Harrisonburg, VA / 184 miles away from Chesapeake, VA
Adventure Meets Utility 2020 Jeep Gladiator Sport | 88,410 Miles Built for the trail. Ready for the road.Looking for the ultimate mix of rugged capabi...
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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTAG8LL129189
Stock: N2687A
Certified Pre-Owned: No
Listed since: 07-06-2025 - $25,997fair price$1,136 above market
- 124,661 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Sport and Imports (166 mi away)
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Located in Pasadena, MD / 166 miles away from Chesapeake, VA
***Ask about our used vehicle certification process! *** Please call our friendly sales professionals to schedule your appointment today! 410-...
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: 1C6HJTFG8LL195183
Stock: 25293
Certified Pre-Owned: No
Showing 715 - 735 out of 800 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 2020 Jeep Gladiator in Chesapeake, VA Values
Estimated values
2020 Jeep Gladiator Rubicon 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $26,899 | $28,723 | $30,486 |
| Clean | $26,407 | $28,172 | $29,875 |
| Average | $25,586 | $27,254 | $28,856 |
| Rough | $24,520 | $26,060 | $27,532 |
The average list price of a used 2020 Jeep Gladiator in Chesapeake, Virginia is $31,289. The average mileage on a used Jeep Gladiator 2020 for sale in Chesapeake, Virginia is 51,787. Based on the average mileage of 51,787 for used 2020 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 2020 in Chesapeake, Virginia to be $25,586.
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