New & Used 2027 Jeep Gladiator for Sale nearFreeport, IL
291 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- 41
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,570
- Stock #:
- 44P2739
- VIN:
- 1C6RJTBG9TL162090
Sponsored by Kunes Buick GMC of Oak Creek
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
16,570 mi
Oak Creek, WI
95 mi away
Fair Deal
$44,255
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,213
- Stock #:
- 151123A
- VIN:
- 1C6RJTEG4TL151123
New arrival
Sponsored Listing
2026 Jeep Gladiator
Mojave Crew Cab 4WD
16,213 mi
Dubuque, IA
58 mi away
Great Deal
$39,999
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,271
- Stock #:
- G5497A
- VIN:
- 1C6PJTAG9TL168853
New arrival
Sponsored Listing
2026 Jeep Gladiator
Sahara Crew Cab 4WD
3,271 mi
Lincolnwood, IL
99 mi away
Fair Deal
$43,300
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,271
- Stock #:
- G5497A
- VIN:
- 1C6PJTAG9TL168853
New arrival
2026 Jeep Gladiator
Sahara Crew Cab 4WD
3,271 mi
Lincolnwood, IL
99 mi away
Fair Deal
$43,300
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- 41
- Fuel type:
- Gasoline
- Interior color:
- Brown (Heritage Tan/Black)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 79
- Stock #:
- D260948A
- VIN:
- 1C6PJTAG3TL175460
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
79 mi
Forest Park, IL
98 mi away
Great Deal
$43,375
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,877
- Stock #:
- 36P1352
- VIN:
- 1C6RJTEG7TL160446
2026 Jeep Gladiator
Mojave Crew Cab 4WD
11,877 mi
Davenport, IA
72 mi away
Good Deal
$42,176
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 19,240
- Stock #:
- TL165014
- VIN:
- 1C6RJTEG3TL165014
New arrival
2026 Jeep Gladiator
Mojave Crew Cab 4WD
19,240 mi
Geneseo, IL
67 mi away
Fair Deal
$43,377
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,300
- Stock #:
- PMCRJ7850
- VIN:
- 1C6RJTEG5TL160364
Price drop
-$2,050
2026 Jeep Gladiator
Mojave Crew Cab 4WD
15,300 mi
Madison, WI
59 mi away
Good Deal
$44,439
$42,389
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,110
- Stock #:
- PMCRJ7849
- VIN:
- 1C6RJTEG9TL151456
Price drop
-$2,050
2026 Jeep Gladiator
Mojave Crew Cab 4WD
16,110 mi
Madison, WI
59 mi away
Good Deal
$44,439
$42,389
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,213
- Stock #:
- 151123A
- VIN:
- 1C6RJTEG4TL151123
New arrival
2026 Jeep Gladiator
Mojave Crew Cab 4WD
16,213 mi
Dubuque, IA
58 mi away
Great Deal
$39,999
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,049
- Stock #:
- 01P3144
- VIN:
- 1C6RJTEG3TL164980
Price drop
-$2,292
2026 Jeep Gladiator
Mojave Crew Cab 4WD
17,049 mi
Delavan, WI
55 mi away
Fair Deal
$45,627
$43,335
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 264
- Stock #:
- JT330A
- VIN:
- 1C6PJTAG4TL183079
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
264 mi
Franklin, WI
91 mi away
Good Deal
$44,478
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,219
- Stock #:
- 29120058
- VIN:
- 1C6RJTBG2TL165512
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
4,219 mi
Store transfer to Madison, WI
Price includes $1,999 shipping
Fair Deal
$44,997
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 16,771
- Stock #:
- 29147717
- VIN:
- 1C6RJTBG7TL164307
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
16,771 mi
Store transfer to Madison, WI
Price includes $999 shipping
Fair Deal
$43,997
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Red
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,319
- Stock #:
- 29102449
- VIN:
- 1C6RJTBG5TL155962
Price drop
-$1,000
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
14,319 mi
Store transfer to Madison, WI
Price includes $699 shipping
Good Deal
$42,697
$41,697
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 18,244
- Stock #:
- 29146977
- VIN:
- 1C6RJTBG1TL157112
Price drop
-$1,000
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
18,244 mi
Store transfer to Madison, WI
Price includes $699 shipping
Fair Deal
$43,697
$42,697
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,129
- Stock #:
- 29151910
- VIN:
- 1C6RJTEG1TL150897
2026 Jeep Gladiator
Mojave Crew Cab 4WD
12,129 mi
Store transfer to Madison, WI
Price includes $1,399 shipping
Fair Deal
$44,397
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,221
- Stock #:
- 28933472
- VIN:
- 1C6RJTEG0TL153497
Price drop
-$1,000
2026 Jeep Gladiator
Mojave Crew Cab 4WD
14,221 mi
Store transfer to Madison, WI
Price includes $1,999 shipping
Good Deal
$43,997
$42,997
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,859
- Stock #:
- 29147710
- VIN:
- 1C6RJTBG8TL157186
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
11,859 mi
Store transfer to Madison, WI
Price includes $1,199 shipping
Fair Deal
$44,197
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,810
- Stock #:
- 28783599
- VIN:
- 1C6RJTEG2TL160208
Price drop
-$1,000
2026 Jeep Gladiator
Mojave Crew Cab 4WD
15,810 mi
Store transfer to Madison, WI
Price includes $899 shipping
Good Deal
$42,897
$41,897
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 16,006
- Stock #:
- 29185645
- VIN:
- 1C6RJTBG5TL157470
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
16,006 mi
Store transfer to Madison, WI
Price includes $1,999 shipping
Fair Deal
$44,997
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 267
- Stock #:
- 29069567
- VIN:
- 1C6RJTAG0TL181550
Price drop
-$1,000
2026 Jeep Gladiator
Sport S Crew Cab 4WD
267 mi
Store transfer to Madison, WI
Price includes $1,999 shipping
Fair Deal
$41,997
$40,997
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,028
- Stock #:
- 29111565
- VIN:
- 1C6RJTEG3TL160458
2026 Jeep Gladiator
Mojave Crew Cab 4WD
12,028 mi
Store transfer to Madison, WI
Price includes $1,399 shipping
Fair Deal
$45,397
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 264
- Stock #:
- JT330A
- VIN:
- 1C6PJTAG4TL183079
Sponsored Listing
2026 Jeep Gladiator
Willys '41 4dr Crew Cab 4WD
264 mi
Franklin, WI
91 mi away
Good Deal
$44,478
2027 Jeep Gladiator Trims
| Trim type | MSRP |
|---|---|
| Rewind 4dr Crew Cab 4WD | $51,540 |
| Rubicon X Crew Cab 4WD | $64,995 |
| Mojave X Crew Cab 4WD | $63,295 |
| Rubicon Crew Cab 4WD | $55,700 |
| Mojave Crew Cab 4WD | $56,200 |
| Sport S Crew Cab 4WD | $42,100 |
| Willys Crew Cab 4WD | $47,445 |
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
2027 Jeep Gladiator Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Jeep Gladiator prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Jeep Gladiator
Index Price
$28,775
1.2%
All used vehicles
2027 Jeep Gladiator Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Jeep Gladiator is priced at $46,443, which is approximately 18.5% above its MSRP, indicating strong demand for the latest model.
- Depreciation Trends: The 2020 model shows the most significant depreciation at -14.2% compared to its original MSRP, reflecting a typical depreciation curve for vehicles over time.
- Best Value Year: The 2024 Jeep Gladiator is priced closest to its MSRP at just -1.8%, suggesting it may offer the best value for buyers looking for a recent model.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Jeep Gladiator | $39,300 | $46,443 | +18.5% |
| 2025 Jeep Gladiator | $38,100 | $41,596 | +9.8% |
| 2024 Jeep Gladiator | $37,895 | $38,215 | -1.8% |
| 2023 Jeep Gladiator | $38,990 | $35,081 | -10.0% |
| 2022 Jeep Gladiator | $37,170 | $32,039 | -13.8% |
| 2021 Jeep Gladiator | $34,645 | $31,655 | -8.6% |
| 2020 Jeep Gladiator | $33,545 | $28,796 | -14.2% |
These recommendations are based on CarGurus' proprietary market data from September 23, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How many 2027 Jeep Gladiator vehicles in Freeport, IL have no reported accidents or damage?
40 out of 40 for sale near Freeport, IL have no reported accidents or damage.
What is the fuel economy of the 2027 Jeep Gladiator?
Depending on the engine and options, the 2027 Jeep Gladiator gets between 19 and 19 MPG/MPGe.
What fuel types are available?
Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
Relevant articles
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
CarGurus Editorial Team
The Best Small Pickup Trucks of 2026
Looking for a pickup that's easy on your budget and easy to park, yet still tough and practical? Our expert guide runs through the best small pickups you can buy.
The CarGurus Editorial Team
The Best Cars for Camping in 2026
Of course just about any vehicle will work for camping, but one specifically outfitted for it will take you further than you even thought possible.
2027 Jeep Gladiator in Rockford IL2027 Jeep Gladiator in Janesville WI2027 Jeep Gladiator in Clinton IA2027 Jeep Gladiator in Madison WI2027 Jeep Gladiator in Dubuque IA2027 Jeep Gladiator in Davenport IA2027 Jeep Gladiator in Aurora IL2027 Jeep Gladiator in Palatine IL2027 Jeep Gladiator in Kenosha WI
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in FreeportUsed SUVs / Crossovers for Sale with Low Mileage in FreeportUsed Hatchbacks for Sale with Low Mileage in FreeportUsed Convertibles for Sale with Low Mileage in FreeportUsed Vans for Sale with Low Mileage in FreeportUsed Minivans for Sale with Low Mileage in FreeportUsed Pickup Trucks for Sale with Low Mileage in FreeportUsed Coupes for Sale with Low Mileage in FreeportUsed Wagons for Sale with Low Mileage in Freeport
