New
2026 Jeep Cherokee Overland
17 miles
Bright White Clearcoat
$40,418
Dan Cummins Chrysler Dodge Jeep Ram of Georgetown · 119 mi away
New Jeep Cherokee for Sale Near Middlesboro, KY
Browse new Jeep Cherokee from authorized dealers
24 new Jeep Cherokees are for sale near Middlesboro, KY, priced from $35,000 to $47,359 across 5 dealers within 150 miles. Big O Dodge Chrysler Jeep RAM (147 mi away) has the largest selection with 14 in stock. Inventory updated August 5, 2026.
Jeep Cherokee dealers near Middlesboro, KY
Redmond Chrysler Dodge Jeep Ram Middlesboro
1935 U.S. 25E, Middlesboro, KY 40965 · 1.8 mi away
5 Cherokees in stock · $35,000–$40,250
Dan Cummins Chrysler Dodge Jeep Ram of Paris
2021 Alverson Dr, Paris, KY 40361 · 113 mi away
1 Cherokee in stock · $35,987
(859) 340-8999 · Wednesday: 8:30 AM – 8:00 PM
Dan Cummins Chrysler Dodge Jeep Ram of Georgetown
215 Connector Rd, Georgetown, KY 40324 · 119 mi away
1 Cherokee in stock · $40,418
(502) 603-6889 · Wednesday: 8:30 AM – 8:00 PM
Crown Chrysler Dodge Jeep Ram Chattanooga
2120 Chapman Rd, Chattanooga, TN 37421 · 136 mi away
3 Cherokees in stock · $44,644–$47,359
(423) 763-1986 · Wednesday: 9:00 AM – 5:00 PM
Big O Dodge Chrysler Jeep RAM
2645 Laurens Rd, Greenville, SC 29607 · 147 mi away
14 Cherokees in stock · $37,475–$44,175
(864) 288-5000 · Wednesday: 9:00 AM – 7:00 PM
