New 2026 Jeep Cherokee Overland 4x4 in Madison, WI

Discover the ultimate driving experience with the 2026 Jeep Cherokee Overland. This exceptional SUV combines unparalleled capability, advanced technology, and refined luxury, making it the perfect companion for your adventures.

- WE SHIP NATIONWIDE!!!
- ADVANCED PRO TECH GROUP
- COMPACT SPARE TIRE

Boasting a stunning blue exterior, the Cherokee Overland is more than just a pretty face. Under the hood, a powerful 1.6L I4 engine paired with a smooth-shifting CVT transmission delivers an impressive 39 city / 35 highway MPG, ensuring exceptional fuel efficiency without compromising performance. With its robust 4WD system, you’ll conquer any terrain with confidence, whether you’re navigating the city streets or exploring the great outdoors.

Step inside the cabin, and you’ll be greeted by a wealth of premium features that elevate your driving experience. The Uconnect 5 Nav system with a stunning 12.3" display puts the world at your fingertips, while the 10-speaker audio system provides a concert-hall-quality soundscape. Heated and ventilated front seats, a heated steering wheel, and a dual-zone automatic climate control system ensure your comfort no matter the weather.

Safety is paramount in the Cherokee Overland, with a suite of advanced driver-assistance technologies that keep you and your loved ones protected. The Surround View Camera System provides a 360-degree view, while the ParkSense Automated Manufacturers Suggested Retail Price does not reflect actual dealer cost due to incentives or holdbacks. Tax, title, license and service fee extra. See dealer for complete details and special internet pricing. Internet prices cannot be combined with any other advertised offer and reflect all available manufacturer rebates Not all will qualify, see dealer for details. Vehicle data on this website is compiled from publicly available sources believed by the publisher to be reliable. Vehicle data is subject to change without notice. The publisher assumes no responsibility for errors and/or omissions in this data the compilation of this data and makes no representations express or implied to any actual or prospective purchaser of the vehicle as to the condition of the vehicle, vehicle specifications, ownership, vehicle history, equipment/accessories, price or warranties. Must qualify for all limited rebates.$1000 - 2026 National Retail Bonus Cash . Exp. 06/01/2026

• 10 Speakers
• 4-Wheel Disc Brakes
• 4.16 Final Drive Ratio
• 4G LTE Wi-Fi Hot Spot
• ABS brakes
• Advanced Pro Tech Group
• Air Conditioning
• Alloy wheels
• AM/FM radio: SiriusXM with 360L
• Apple CarPlay
• Apple CarPlay/Android Auto
• Audio memory
• Auto High-beam Headlights
• Auto-Dimming Exterior Driver Mirror
• Auto-dimming Rear-View mirror
• Automatic temperature control
• Brake assist
• Compass
• Delay-off headlights
• Driver door bin
• Driver vanity mirror
• Dual front impact airbags
• Dual front side impact airbags
• Electronic Stability Control
• Emergency communication system
• Four wheel independent suspension
• Front anti-roll bar
• Front Bucket Seats
• Front Camera Washer
• Front Center Armrest
• Front dual zone A/C
• Front fog lights
• Front License Plate Bracket
• Front reading lights
• Fully automatic headlights
• Garage door transmitter
• Global Telematics Box Module (TBM)
• Gloss Black Mirrors
• Gloss Black Painted Roof
• Google Android Auto
• GPS Antenna Input
• Heated door mirrors
• Heated Exterior Mirrors
• Heated front seats
• Heated Second Row Seats
• Heated steering wheel
• HVAC memory
• Illuminated entry
• Knee airbag
• Low tire pressure warning
• Memory seat
• Navigation System
• Occupant sensing airbag
• Outside temperature display
• Overhead airbag
• Overhead console
• Panic alarm
• ParkSense Automated Parking System
• ParkView Rear Back-Up Camera
• Passenger door bin
• Passenger vanity mirror
• Power door mirrors
• Power driver seat
• Power Liftgate
• Power moonroof
• Power passenger seat
• Power steering
• Power windows
• Quick Order Package 23Q Overland
• Radio data system
• Radio: Uconnect 5 Nav with 12.3" Display
• Rain sensing wipers
• Rear anti-roll bar
• Rear Back Up Camera Washer
• Rear reading lights
• Rear seat center armrest
• Rear side impact airbag
• Rear window defroster
• Rear window wiper
• Rearview Autodim Digital Display Mirror
• Remote keyless entry
• Security system
• SiriusXM with 360L
• Speed control
• Speed-sensing steering
• Split folding rear seat
• Spoiler
• Steering wheel mounted au