Skip to main content

Jeep Pickups for Sale in Florida

Jeep close_smallPickup close_smallFlorida close_small Clear all

Filters

114 results

Applied

Jeep close_smallPickup close_smallFlorida close_small Clear all

Location

location_searching

Condition

All New Used
Body Type
Popular Body Types
Pickup
114
check_box
Less than $400,000
Any
Make, Model, and Trim
Make
Jeep
114
check_box
Gladiator
114
check_box_outline_blank
High
1
check_box_outline_blank
High Altitude
1
check_box_outline_blank
Mojave
24
check_box_outline_blank
Overland
10
check_box_outline_blank
Rubicon
26
check_box_outline_blank
Sport
52
check_box_outline_blank
Chassis Options
Crew
114
check_box_outline_blank
Pickup
114
check_box_outline_blank
4WD/4x4/AWD
114
check_box_outline_blank
Diesel
5
check_box_outline_blank
Gasoline
109
check_box_outline_blank
Fiat Chrysler Automobiles
104
check_box_outline_blank
6
114
check_box_outline_blank
Automatic
108
check_box_outline_blank
Manual
1
check_box_outline_blank
Black
20
check_box_outline_blank
Blue
5
check_box_outline_blank
Gray
22
check_box_outline_blank
Green
2
check_box_outline_blank
Red
11
check_box_outline_blank
Silver
6
check_box_outline_blank
White
26
check_box_outline_blank
Light
54
check_box_outline_blank
1
4
check_box_outline_blank
2
50
check_box_outline_blank
Ladder Rack
2
check_box_outline_blank
Toolbox
1
check_box_outline_blank
State
Florida
114
check_box

Listing Type

Vehicle Body Only Trailer
Used 2024 Jeep Gladiator - photo 1
Used 2024 Jeep Gladiator - photo 2

Used 2024 Jeep Gladiator Mojave Crew Cab

$42,191
speed 20,361 mi
sell
Key features
  • Gasoline
  • 4WD
  • Mojave
location_on
Tallahassee Ford
Tallahassee, FL (888.2 mi)
(850) 279-9333
Used 2024 Jeep Gladiator - photo 1
Used 2024 Jeep Gladiator - photo 2

Used 2024 Jeep Gladiator Rubicon Crew Cab

$48,100 List Price
$44,100
speed 18,245 mi
sell
Key features
  • Gasoline
  • 3.6L V6 Cylinder Engine
  • 4WD
location_on
Jacksonville Chrysler Jeep Dodge RAM Westside
Jacksonville, FL (900.5 mi)
(904) 236-5982
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Mojave Crew Cab

$38,100 List Price
$35,100
speed 61,027 mi
sell
Key features
  • Gasoline
  • 3.6L V6 Cylinder Engine
  • 4WD
location_on
Jacksonville Chrysler Jeep Dodge RAM Westside
Jacksonville, FL (900.5 mi)
(904) 236-5982
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Sport Crew Cab

$22,000
speed 111,206 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport
location_on
Duval Ford
Jacksonville, FL (905.3 mi)
(904) 364-1670
Used 2023 Jeep Gladiator - photo 1
Used 2023 Jeep Gladiator - photo 2

Used 2023 Jeep Gladiator Sport Crew Cab

$26,500
speed 83,653 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport S
location_on
Duval Ford
Jacksonville, FL (905.3 mi)
(904) 364-1670
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Rubicon Crew Cab

$36,574
speed 37,318 mi
sell
Key features
  • Gasoline
  • 4WD
  • Rubicon
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (905.8 mi)
(850) 344-1701
Used 2026 Jeep Gladiator - photo 1
Used 2026 Jeep Gladiator - photo 2

Used 2026 Jeep Gladiator Sport Crew Cab

$38,704
speed 214 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (905.8 mi)
(850) 344-1701
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Rubicon Crew Cab

$35,884
speed 49,340 mi
sell
Key features
  • Gasoline
  • 4WD
  • Rubicon
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (905.8 mi)
(850) 344-1701
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Mojave Crew Cab

$30,164
speed 101,657 mi
sell
Key features
  • Gasoline
  • 4WD
  • Mojave
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (905.8 mi)
(850) 344-1701
Used 2023 Jeep Gladiator - photo 1
Used 2023 Jeep Gladiator - photo 2

Used 2023 Jeep Gladiator Sport Crew Cab

$29,999
speed 41,949 mi
sell
Key features
  • Gasoline
  • 4WD
  • Willys
location_on
DARCARS Orangepark Chrysler Jeep Dodge RAM
Jacksonville, FL (909.3 mi)
(904) 299-1867
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Sport Crew Cab

$29,999
speed 29,438 mi
sell
Key features
  • Gasoline
  • 4WD
  • Willys
location_on
DARCARS Orangepark Chrysler Jeep Dodge RAM
Jacksonville, FL (909.3 mi)
(904) 299-1867
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Overland Crew Cab

$28,225
speed 57,508 mi
sell
Key features
  • Gasoline
  • 4WD
  • Overland
location_on
DARCARS Orangepark Chrysler Jeep Dodge RAM
Jacksonville, FL (909.3 mi)
(904) 299-1867
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Rubicon Crew Cab

$31,000
speed 62,224 mi
sell
Key features
  • Gasoline
  • 4WD
  • Rubicon
location_on
DARCARS Orangepark Chrysler Jeep Dodge RAM
Jacksonville, FL (909.3 mi)
(904) 299-1867
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Mojave Crew Cab

$29,206
speed 91,308 mi
sell
Key features
  • Gasoline
  • 4WD
  • Mojave
location_on
DARCARS Orangepark Chrysler Jeep Dodge RAM
Jacksonville, FL (909.3 mi)
(904) 299-1867
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Sport Crew Cab

$23,747
speed 81,639 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport
location_on
DARCARS Orangepark Chrysler Jeep Dodge RAM
Jacksonville, FL (909.3 mi)
(904) 299-1867
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Rubicon Crew Cab

$30,600
speed 69,135 mi
sell
Key features
  • Gasoline
  • 4WD
  • Rubicon
location_on
DARCARS Orangepark Chrysler Jeep Dodge RAM
Jacksonville, FL (909.3 mi)
(904) 299-1867
Used 2022 Jeep Gladiator - photo 1

Used 2022 Jeep Gladiator Sport Crew Cab

$29,808
speed 37,978 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport
location_on
DARCARS Orangepark Chrysler Jeep Dodge RAM
Jacksonville, FL (909.3 mi)
(904) 299-1867
Used 2020 Jeep Gladiator - photo 1

Used 2020 Jeep Gladiator Rubicon Crew Cab

$30,999
speed 68,492 mi
sell
Key features
  • Gasoline
  • 4WD
  • Rubicon
location_on
DARCARS Orangepark Chrysler Jeep Dodge RAM
Jacksonville, FL (909.3 mi)
(904) 299-1867
Used 2024 Jeep Gladiator - photo 1
Used 2024 Jeep Gladiator - photo 2

Used 2024 Jeep Gladiator Sport Crew Cab

$37,792
speed 18,318 mi
sell
Key features
  • Gasoline
  • Pentastar 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
  • 4x4
location_on
Pete Moore Chevrolet
Pensacola, FL (911.3 mi)
(850) 805-8546
Used 2021 Jeep Gladiator - photo 1
Used 2021 Jeep Gladiator - photo 2

Used 2021 Jeep Gladiator Sport Crew Cab

$32,876 List Price
$29,100
speed 65,832 mi
sell
Key features
  • Gasoline
  • Regular Unleaded V-6 3.6 L/220
  • 4WD
location_on
Garber Ford
Green Cove Springs, FL (924.5 mi)
(877) 563-8843
Used 2023 Jeep Gladiator - photo 1
Used 2023 Jeep Gladiator - photo 2

Used 2023 Jeep Gladiator Sport Crew Cab

$36,425 List Price
$30,986
speed 52,025 mi
sell
Key features
  • Gasoline
  • Regular Unleaded V-6 3.6 L/220
  • 4WD
location_on
Garber Ford
Green Cove Springs, FL (924.5 mi)
(877) 563-8843
Used 2023 Jeep Gladiator - photo 1
Used 2023 Jeep Gladiator - photo 2

Used 2023 Jeep Gladiator Sport Crew Cab

$37,901 List Price
$30,436
speed 37,518 mi
sell
Key features
  • Gasoline
  • Regular Unleaded V-6 3.6 L/220
  • 4WD
location_on
Garber Ford
Green Cove Springs, FL (924.5 mi)
(877) 563-8843
Used 2023 Jeep Gladiator - photo 1

Used 2023 Jeep Gladiator Overland Crew Cab

$34,975
speed 31,764 mi
sell
Key features
  • Gasoline
  • Regular Unleaded V-6 3.6 L/220
  • 4WD
location_on
Garber Ford
Green Cove Springs, FL (924.5 mi)
(877) 563-8843
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Sport Crew Cab

$22,625 List Price
$16,500
speed 129,898 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport
location_on
Bozard Ford-Lincoln
St Augustine, FL (932.9 mi)
(904) 543-3823
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Mojave Crew Cab

$34,075 List Price
$29,101
speed 80,832 mi
sell
Key features
  • Gasoline
  • 4WD
  • Mojave
location_on
Bozard Ford-Lincoln
St Augustine, FL (932.9 mi)
(904) 543-3823
Used 2023 Jeep Gladiator - photo 1
Used 2023 Jeep Gladiator - photo 2

Used 2023 Jeep Gladiator Mojave Crew Cab

$41,478 List Price
$36,562
speed 21,229 mi
sell
Key features
  • Gasoline
  • 4WD
  • Mojave
location_on
Parks Ford of Gainesville
Gainesville, FL (937.2 mi)
(352) 225-7856
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Rubicon Crew Cab

$34,996 List Price
$32,469
speed 54,168 mi
sell
Key features
  • Gasoline
  • 4WD
  • Rubicon
location_on
Parks Ford of Gainesville
Gainesville, FL (937.2 mi)
(352) 225-7856
Used 2021 Jeep Gladiator - photo 1

Used 2021 Jeep Gladiator Overland Crew Cab

$40,237
speed 63,229 mi
sell
Key features
  • Diesel
  • 4WD
  • Overland
location_on
Phillips Chrysler Jeep Dodge Ram
Ocala, FL (979.9 mi)
(352) 632-1942
Used 2025 Jeep Gladiator - photo 1
Used 2025 Jeep Gladiator - photo 2

Used 2025 Jeep Gladiator Mojave Crew Cab

$48,873
speed 6,091 mi
sell
Key features
  • Gasoline
  • 4WD
  • Mojave
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (985.1 mi)
(386) 205-6982
Used 2020 Jeep Gladiator - photo 1
Used 2020 Jeep Gladiator - photo 2

Used 2020 Jeep Gladiator Sport Crew Cab

$26,873
speed 48,732 mi
sell
Key features
  • Gasoline
  • 4WD
  • Sport
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (985.1 mi)
(386) 205-6982

Helpful Resources

Most Popular Work Truck and Van Inventory

Company
For Dealers
For Commercial Industry

Right Truck. Right Place. Right Time.

Get updates that keep you in the loop — join our newsletter.