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807 listings
- Price Drop$26,353great price$5,513 below market
- 108,518 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- McDonald Chrysler Dodge Jeep Ram (166 mi away)
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Located in Clare, MI / 166 miles away from Milwaukee, WI
🔥 Adventure-Ready 2020 Jeep Gladiator Rubicon 4x4 – Conquer Every Terrain in Style! 🔥Looking for the ultimate combination of rugged capability, ic...
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: 1C6JJTBG5LL101025
Stock: 50101025
Certified Pre-Owned: No
Listed since: 05-23-2025 - Price Drop$30,900great price$4,523 below market
- 71,113 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- McDonald GMC (198 mi away)
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Located in Saginaw, MI / 198 miles away from Milwaukee, WI
Recent Arrival!Conquer every trail with the 2020 Jeep Gladiator Rubicon — rugged power, off-road beast mode, and unstoppable style all in one. Adven...
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: 1C6JJTBG7LL194632
Stock: 15194632
Certified Pre-Owned: No
Listed since: 05-30-2025 - $22,674great price$3,366 below market
- 97,136 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Alma Ford (166 mi away)
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Located in Alma, MI / 166 miles away from Milwaukee, WI
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: 1C6HJTAG9LL180716
Stock: 6571PA
Certified Pre-Owned: No
Listed since: 02-26-2025 - Price Drop$28,606good price$3,075 below market
- 32,571 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Volkswagen of Muskegon (87 mi away)
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Located in Muskegon, MI / 87 miles away from Milwaukee, WI
Passed My Auto Import rigorous pre-delivery Inspection, Professionally detailed for delivery, Full tank of fuel for delivery, Professionally Maintaine...
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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG3LL205867
Stock: P13579A
Certified Pre-Owned: No
Listed since: 06-26-2025 - $26,920good price$3,116 below market
- 55,973 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Vanderhyde Brothers Ford (120 mi away)
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Located in Cedar Springs, MI / 120 miles away from Milwaukee, WI
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: 1C6HJTAG9LL153242
Stock: P3632A
Certified Pre-Owned: No
Listed since: 07-31-2025 - New Listing$23,500good price$2,250 below market
- 81,090 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Zimbrick Buick GMC Eastside (70 mi away)
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Located in Madison, WI / 70 miles away from Milwaukee, WI
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: 1C6HJTAG2LL150652
Stock: UN13937
Certified Pre-Owned: No
Listed since: 04-26-2025 - $28,900good price$1,534 below market
- 42,385 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Majeski Motors of Sterling (124 mi away)
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Located in Sterling, IL / 124 miles away from Milwaukee, WI
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: 1C6JJTAG5LL212871
Stock: 11736
Certified Pre-Owned: No
Listed since: 05-18-2023 - $36,991fair price$1,460 below market
- 39,604 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- McFadden Friendly Motors (95 mi away)
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Located in South Haven, MI / 95 miles away from Milwaukee, WI
Sold with a nationwide lifetime powertrain warranty! 2020 Jeep Gladiator Rubicon 4x4 No Accidents! 8-SPEED AUTOMATICLEATHER-FACED SEATSHeated SeatsH...
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: 1C6JJTBG0LL183181
Stock: P6807
Certified Pre-Owned: No
Listed since: 07-02-2025 - Price Drop$34,000fair price$1,149 below market
- 69,291 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Glenbrook Dodge Chrysler Jeep Ram FIAT (195 mi away)
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Located in Fort Wayne, IN / 195 miles away from Milwaukee, WI
SummaryGlenbrook Chrysler Dodge Jeep Ram is committed to 100% customer satisfaction, with no exceptions. At Glenbrook Chrysler Dodge Jeep Ram ...
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: 1C6JJTBG6LL201439
Stock: M620
Certified Pre-Owned: No
Listed since: 06-03-2025 
Photos not available$24,962fair price$725 below market- 70,846 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Heller Ford (169 mi away)
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Located in El Paso, IL / 169 miles away from Milwaukee, WI
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: 1C6HJTAG4LL190778
Stock: 2401235B
Certified Pre-Owned: No
Listed since: 07-22-2025- Price Drop$32,400fair price$864 above market
- 62,196 miles
- No accidents, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarWise Gurnee (45 mi away)
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Located in Gurnee, IL / 45 miles away from Milwaukee, WI
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: 1C6JJTBG6LL162710
Stock: GM28662R
Certified Pre-Owned: No
Listed since: 04-23-2025 - $25,988fair price$810 above market
- 133,102 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Michiana Chrysler Dodge Jeep Ram FIAT (129 mi away)
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Located in Mishawaka, IN / 129 miles away from Milwaukee, WI
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: 1C6HJTFGXLL127712
Stock: 25235A
Certified Pre-Owned: No
Listed since: 07-23-2025 - $29,990great price$4,445 below market
- 32,334 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Auto Gallery Chicago (78 mi away)
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Located in Addison, IL / 78 miles away from Milwaukee, WI
Visit Auto Gallery of Chicago to shop our great deals. You can call 630-628-1400 to schedule your test drive today.
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: 1C6HJTAG3ML549457
Stock: 7114
Certified Pre-Owned: No
Listed since: 06-17-2025 - New Listing
- 86,008 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Packey Webb Ford (86 mi away)
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Located in Downers Grove, IL / 86 miles away from Milwaukee, WI
17/22 City/Highway MPG Bright White Clearcoat 2020 Jeep Gladiator Sport 4WD 8-Speed Automatic 3.6L V6 24V VVTSince 1962, the Webb Family has been p...
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: 1C6HJTAG2LL197129
Stock: 25T1502A
Certified Pre-Owned: No
Listed since: 07-22-2025 - Price Drop
- 111,438 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana - Chicago (69 mi away)
- Home delivery*
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Located in Chicago, IL / 69 miles away from Milwaukee, WI
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: 1C6JJTBG2LL145905
Stock: 2003707043
Certified Pre-Owned: No
Listed since: 05-03-2025 - 32,923 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Berger Chevrolet (117 mi away)
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Located in Grand Rapids, MI / 117 miles away from Milwaukee, WI
Heated Leather Seats, Bluetooth®, iPod/MP3 Input, Satellite Radio, 4x4, Alloy Wheels, Tow Hitch, ENGINE: 3.6L V6 24V VVT UPG I W/ESS, BLACK 3-PIECE HA...
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: 1C6JJTBG3LL138607
Stock: 25K621A
Certified Pre-Owned: No
Listed since: 07-28-2025- 83,880 miles
- No accidents, 4 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- S & H Auto Sales Osceola (132 mi away)
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Located in Osceola, IN / 132 miles away from Milwaukee, WI
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: 1C6HJTAG0LL199087
Stock: C199087
Certified Pre-Owned: No
Listed since: 07-02-2025- 85,127 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Fieldhouse Ford (133 mi away)
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Located in Demotte, IN / 133 miles away from Milwaukee, WI
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: 1C6JJTBGXLL147496
Stock: FRD25164A
Certified Pre-Owned: No
Listed since: 07-11-2025- New Listing
- 82,621 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Autowest of Plainwell (121 mi away)
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Located in Plainwell, MI / 121 miles away from Milwaukee, WI
Buckle up and get ready to conquer the open road in this sleek and stylish 2020 Jeep Gladiator! With its rugged off-road capabilities, this bad boy is...
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: 1C6JJTAG8LL155324
Stock: P6640
Certified Pre-Owned: No - New Listing$28,399fair price$1,093 below market
- 95,568 miles
- No accidents, 3 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Calumet Auto Finance (103 mi away)
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Located in Hammond, IN / 103 miles away from Milwaukee, WI
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: 1C6HJTFG4LL107729
Stock: 10727
Certified Pre-Owned: No - $34,962great price$5,382 below market
- 35,087 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Heller Ford (169 mi away)
Close
Located in El Paso, IL / 169 miles away from Milwaukee, WI
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: 1C6JJTBG5ML505461
Stock: 2400948A
Certified Pre-Owned: No
Listed since: 07-05-2025
Showing 1 - 21 out of 807 listings
Consumer Reviews for the Jeep Gladiator
Read recent reviews for the Jeep Gladiator
Finally -the Best of Both Worlds
AJ, 02/29/2020
2020 Jeep Gladiator Overland 4dr Crew Cab 4WD SB (3.6L 6cyl 6M)
Look, this will be my third Wrangler-style vehicle (JK, CJ5 & Gladiator in that order) and my 6th Jeep product overall so my post is obviously a bit biased. That being said, when you buy a Jeep, you probably know what you are getting into; they ride and look different. If you are looking for a vehicle that rides like a Bentley on the road, look elsewhere. If however you can accept … reasonable creature comforts, ride, and noise while benefiting from extreme versatility, ruggedness, freedom, stable value and the timeless "cool" factor then this is the vehicle for you. Taking off the top and doors gets you as close to the freedoms of riding a motorcycle without having to wear a helmet. It really is a great time. Also, no other vehicle is as customizable as a Jeep. There are entire magazines devoted to it so you can make each one into your own. I've loved Jeeps but always needed a truck, now I can have both. My only two critiques are 1- the keyfob is the size of of a Zippo lighter which is unnecessarily large and 2- the soft top version of the Gladiator simply looks "off" -like something out of World War 2 which is perhaps why they are not selling well. Small concessions for what you get in return. The hard top is the way to go anyway for heat and noise. The new hardtop material is feather light and I can lift everything off by myself. Go buy one and don't look back. I will drive this thing until it or I are dead.
Used 2020 Jeep Gladiator in Milwaukee, WI 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 | $25,655 | $27,529 | $29,341 |
| Clean | $25,186 | $27,001 | $28,752 |
| Average | $24,403 | $26,121 | $27,772 |
| Rough | $23,386 | $24,977 | $26,497 |
The average list price of a used 2020 Jeep Gladiator in Milwaukee, Wisconsin is $29,291. The average mileage on a used Jeep Gladiator 2020 for sale in Milwaukee, Wisconsin is 71,848. Based on the average mileage of 71,848 for used 2020 Jeep Gladiator for sale in Milwaukee, WI 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 Milwaukee, Wisconsin to be $24,403.
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