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814 listings
- $36,998good price$2,938 below market
- 47,032 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Oxnard, CA / 2,402 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,...
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: 1C6JJTBGXLL117849
Stock: LL117849P
Certified Pre-Owned: No - New Listing$27,687good price$3,415 below market
- 43,070 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Best of Clinton (167 mi away)
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Located in Clinton, NC / 167 miles away from Chesapeake, VA
Best of Clinton, Inc. Sales 609 Southeast Blvd Clinton, NC 28328 9**-5**-1*** Introducing the rugged 2020 Jeep Gladiator in a sleek brown finish, read...
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: 1C6JJTAG2LL166464
Stock: LL166464
Certified Pre-Owned: No
Listed since: 06-23-2025 - New Listing$31,995good price$3,588 below market
- 67,122 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Sheehy Ford of Warrenton (162 mi away)
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Located in Warrenton, VA / 162 miles away from Chesapeake, VA
2020 Jeep Gladiator Rubicon 4WD at Sheehy Ford of Warrenton! This Gladiator has an exterior color of Bright White Clearcoat with Black Leather interio...
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: 1C6JJTBG0LL110344
Stock: YJ4564PA
Certified Pre-Owned: No
Listed since: 05-30-2025 - $36,998good price$2,845 below market
- 48,216 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from CO to VA*
Close
Located in Loveland, CO / 1,567 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: Yes
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG7LL101754
Stock: 27130721
Certified Pre-Owned: No - New Listing$35,998fair price$2,143 below market
- 49,864 miles
- No accidents, 4 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from UT to VA*
Close
Located in South Jordan, UT / 1,930 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: 1C6JJTBG5LL162746
Stock: 27213761
Certified Pre-Owned: No - New Listing$39,990fair price$1,985 below market
- 26,841 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Los Angeles, CA / 2,356 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: 1C6JJTBG0LL194522
Stock: 2003895588
Certified Pre-Owned: No
Listed since: 07-15-2025 - New Listing$35,998good price$2,338 below market
- 48,069 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from CA to VA*
Close
Located in San Diego, CA / 2,321 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: 1C6JJTBG9LL188511
Stock: 27491780
Certified Pre-Owned: No - $30,888good price
- 57,249 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Houston, TX / 1,210 miles away from Chesapeake, VA
Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Leather Seats,Remote Start,Satellite Radio,Tow Hitch,4-Wheel Disc Brakes,6-Spee...
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: 1C6JJTBG2LL212471
Stock: LL212471P
Certified Pre-Owned: No - Price Drop$29,533good price$3,289 below market
- 69,254 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Albany, NY / 433 miles away from Chesapeake, VA
CarFax No Accidents Reported,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,R...
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: 1C6HJTFG3LL103767
Stock: LL103767A
Certified Pre-Owned: Yes - $24,995good price$1,828 below market
- 90,106 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Missoula, MT / 2,055 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,Tow H...
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: 1C6HJTAG0LL143554
Stock: 12987FM
Certified Pre-Owned: No - New Listing$35,998fair price
- 44,127 miles
- No accidents, 2 owners, corporate fleet vehicle
- 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: 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: 1C6JJTBG1LL100714
Stock: 27613675
Certified Pre-Owned: No - $24,990good price$1,847 below market
- 80,525 miles
- No accidents, 2 owners, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Apex Car & Truck Sales (161 mi away)
Close
Located in Apex, NC / 161 miles away from Chesapeake, VA
GORGEOUS LIKE NEW GLADIATIOR! This is a must see great looking excellent condition very versatile 2020 Jeep Gladiator Sport 4WD loaded with goodies an...
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: 1C6HJTAG8LL190265
Stock: 190265
Certified Pre-Owned: No
Listed since: 07-09-2025 - New Listing$25,655good price$1,927 below market
- 97,763 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Fred Anderson Toyota of Sanford (185 mi away)
Close
Located in Sanford, NC / 185 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: 1C6HJTFGXLL216745
Stock: R6272911R
Certified Pre-Owned: No
Listed since: 04-26-2025 - $31,168fair price$213 below market
- 53,478 miles
- No accidents, 2 owners, corporate fleet vehicle
- 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,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,T...
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: 1C6HJTAG7LL146659
Stock: LL146659J
Certified Pre-Owned: No - Price Drop$28,494good price$3,361 below market
- 83,564 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Wappingers Falls, NY / 358 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Remote Start,Satell...
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: 1C6JJTBG7LL202020
Stock: 620451T
Certified Pre-Owned: No - $25,000good price$1,786 below market
- 62,448 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Kindle Chrysler Dodge Jeep Ram (180 mi away)
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Located in Cape May Court House, NJ / 180 miles away from Chesapeake, VA
2020 Jeep Gladiator Sport in Black Clearcoat vehicle highlights include.., 1 OWNER, ACCIDENT FREE, FREEDOM 3-PIECE HARD TOP, ROLL UP TONNEAU COVER, TR...
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: 1C6HJTAG1LL122423
Stock: 20787P
Certified Pre-Owned: No
Listed since: 04-01-2025 - New Listing$25,590fair price$668 below market
- 119,458 miles
- No accidents, 2 owners, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Kansas City, MO / 1,011 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: 1C6HJTFGXLL174934
Stock: 2003801505
Certified Pre-Owned: No
Listed since: 06-07-2025 - New Listing$28,998fair price$1,444 below market
- 65,052 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from GA to VA*
Close
Located in Buford, GA / 473 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: 1C6HJTAG1LL193329
Stock: 27548499
Certified Pre-Owned: No - New Listing$30,867good price$1,713 below market
- 31,356 miles
- No accidents, 2 owners, personal use
- 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: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTFG4LL212738
Stock: K5793A
Certified Pre-Owned: No
Listed since: 01-30-2025 - New Listing$31,247fair price$1,117 below market
- 24,135 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Hertrich Chevrolet (170 mi away)
Close
Located in Dover, DE / 170 miles away from Chesapeake, VA
Non-Smoker vehicle, CD Player, Bluetooth , iPod/MP3 Input, 4x4, TRANSMISSION: 8-SPEED AUTOMATIC (850R. ENGINE: 3.6L V6 24V VVT UPG I W/ESS, POPULAR EQ...
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: 1C6HJTAG8LL211776
Stock: R1783
Certified Pre-Owned: No
Listed since: 07-03-2025 - Price Drop$31,000good price$1,988 below market
- 77,469 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Buick GMC of Brandywine (139 mi away)
Close
Located in Brandywine, MD / 139 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: 1C6JJTBG0LL217748
Stock: 294460A
Certified Pre-Owned: No
Listed since: 05-25-2025
Showing 694 - 714 out of 814 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 | $26,133 | $27,968 | $29,743 |
| Clean | $25,655 | $27,432 | $29,147 |
| Average | $24,858 | $26,538 | $28,153 |
| Rough | $23,822 | $25,376 | $26,860 |
The average list price of a used 2020 Jeep Gladiator in Chesapeake, Virginia is $30,957. The average mileage on a used Jeep Gladiator 2020 for sale in Chesapeake, Virginia is 61,248. Based on the average mileage of 61,248 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 $24,858.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.