A triple-digit August afternoon in a Lubbock parking lot makes a fair first test. Passive entry, push-button start and dual-zone automatic climate control are all included in the 2027 Jeep Cherokee trim, so driver and passenger can each set a temperature for the cool-down. Its seats are trimmed in Black Soul Cloth, the driver works a 6-way manual seat, and LED lamps handle the lighting front and rear, from the headlamps and daytime running lamps to the taillamps.

Phones pair wirelessly through Uconnect 5 using Apple CarPlay or Android Auto, while a pair of front USB-C ports handles charging and data. Level 2 driver assistance arrives as Active Driving Assist, which keeps the driver in control, and Blind-Spot and Rear Cross-Path Detection, Drowsy Driver Detection and the ParkView rear camera are standard as well. Roof rails, rain-sensing wipers and 17-inch aluminum wheels finish the exterior of this well-equipped Cherokee trim.

• Six-way manual driver seat in Black Soul Cloth
• Climate control split into two automatic zones
• Roof rails in black plus rain-sensing wipers
• Adaptive cruise that handles stop-and-go traffic
• Four terrain settings, from Snow to Sand/Mud

Hooking up a utility trailer for a run down US-84 gets simpler this year, because the 2027 Jeep Cherokee Laredo now joins the trims offering the factory Trailer-Tow Group. Its centerpiece is a Class III receiver hitch, backed by 7-pin and 4-pin wiring and Trailer-Hitch Zoom. Ordered that way, the Laredo is good for trailers weighing up to 3,500 lbs when properly equipped.

The driver gets an 8-way power seat that includes 2-way power lumbar, both front seats are heated, and the key fob can start the Cherokee remotely. Outside, the look changes with LED fog lamps and 18-inch machine-face painted aluminum wheels; inside, two charge-only USB-C ports serve the rear seat, and seats wear Soul Cloth with Labyrinth Embossing in Global Black or Black/Arctic. More hitch details sit on our Cherokee towing page.

• Available factory Trailer-Tow Group, new to the Laredo
• Start it remotely on blue-norther mornings
• Front-seat heating and an 8-way power driver seat
• Machine-face painted 18-inch aluminum wheels
• Charge-only USB-C pair for the second row

With grocery bags in both arms and a stiff spring wind blowing, the power liftgate on the 2027 Jeep Cherokee Limited is a welcome touch, and its opening height is adjustable. Cognac stitching runs across Perforated Capri Leatherette seats, and the cabin adds steering-wheel heat, wireless phone charging and 6-way power for the front passenger seat. Standard extras include a security alarm and a 115-volt outlet.

Package 23X builds the Limited Altitude on the same equipment as the Limited: it swaps in 18-inch gloss-black wheels, adds gloss-black badges, belt moldings and accents, and puts a gloss-black painted roof on every color except Diamond Black. Add the Tech Group to either one for Uconnect 5 Nav, Alpine 9-speaker audio with subwoofer, Active Noise Control and Traffic Sign Information, while the dual-pane panoramic sunroof is its own option. The Limited can also wear 20-inch wheels.

• Auto-dimming rearview mirror
• Liftgate with power operation and adjustable height
• 6-way power seat for the front passenger
• Package 23X gives the Altitude gloss-black 18-inch wheels and accents
• Nav and Alpine audio via the optional Tech Group

For the long drive down to Midland, the 2027 Jeep Cherokee Overland is the trim to take. Built-in navigation via Uconnect 5 Nav comes standard with Integrated Voice Command, HD Radio, Active Noise Control and Alpine 9-speaker audio with subwoofer, while a dual-pane panoramic sunroof frames the big West Texas sky. Each front seat has 8-way power adjustment and Uniquely Perforated Capri Leatherette.

Driver-seat, mirror and radio memory brings back your settings after someone else drives, the power liftgate goes hands-free, and a tight garage is easier with front and rear park assist plus Side Distance Warning. The Overland rides on 20-inch machine-face painted aluminum wheels. Lubbock summers make a case for the optional Advanced Pro Tech Group, which brings ventilated front seats, heated rear seats, the ParkSense Automated Parking System and a Surround-View Camera.

• Two-panel sunroof with a power front sunshade
• TomTom navigation through Uconnect 5 Nav
• Subwoofer-equipped Alpine audio, nine speakers in all
• Stored settings for seat, mirrors and radio
• Advanced Pro Tech Group adds seat ventilation

Out on a rutted lease road to a deer blind, the Trail Rated 2027 Jeep Cherokee Trailhawk is in its element. Its debut came on September 30, 2026, and Lubbock buyers can have one built to order. Its Active Drive II 4x4 adds a two-speed power transfer unit, geared at 2.92:1 in low range for a 37.5:1 crawl ratio, plus an electronic locking rear axle. Selec-Terrain picks up a Rock setting, and a 1-inch lift brings ground clearance to 9.0 inches.

Red tow hooks sit fore and aft, Mantis Green seats carry red accent stitching, and Jeep projects 33 mpg city, 29 highway and 31 combined. Approach, breakover and departure angles of 28.8, 21.9 and 31.8 degrees are tops in the segment, Jeep says. Its 24-inch water-fording rating comes with a Jeep reminder to check how deep a crossing is before entering.

• Low-range gearing of 2.92:1 via the two-speed power transfer unit
• Rear locker engaged electronically
• 9.0-inch clearance courtesy of a 1-inch lift
• Hybrid-battery plate and steel skid plates
• Red front and rear tow hooks