What's your car worth?Jeep occupies a unique position in the SUV market — the only mainstream brand that builds genuine off-road capability into nearly every model in its lineup. Used Wranglers and Gladiators hold their value better than almost any vehicle on the road, while the Grand Cherokee and the new Wagoneer line bring Jeep into the three-row luxury SUV conversation.
Our used Jeep inventory in Highland Park typically includes the Wrangler (two-door and Unlimited four-door) including the Rubicon, Rubicon 392, and 4xe plug-in hybrid variants; the Gladiator pickup; the Grand Cherokee (including L three-row); the Cherokee, Compass, and Renegade; and the Wagoneer and Grand Wagoneer flagship SUVs. Pricing typically ranges from around $15,000 for older Compass and Renegade models up to six figures for late-model Wagoneer L Series III and Grand Cherokee Trackhawk.
What to look for when buying a used Jeep
For Grand Cherokee, Wrangler, and Gladiator models with the 3.6L Pentastar V6, certain pre-2018 units had a documented pattern of left-bank cylinder head failures — model-year-specific research matters, and many were addressed under warranty. The ZF 8-speed automatic (used across most Jeep models) is generally durable but service intervals matter. For the 5.7L and 6.4L Hemi engines in Grand Cherokee and Wrangler 392, the same lifter/cam considerations from the Dodge lineup apply. Aftermarket lift kits, wheels, and tires are common on Wranglers and Gladiators — confirm whether modifications are documented and whether they affect warranty status. Most Jeeps in our inventory are inspected on intake and include a free CARFAX Vehicle History Report.
Serving Chicagoland and out-of-state buyers
Our Highland Park dealership is about 30 minutes north of downtown Chicago via Route 41. We serve buyers across the Chicagoland area — Deerfield, Glencoe, Lake Forest, Northbrook, Evanston, Wilmette, Buffalo Grove, Vernon Hills, and beyond — plus out-of-state buyers nationwide with full remote purchase options and shipping.
Used Jeep for Sale in Highland Park, IL
| Original price | $29,569 |
| Recently discounted | -$2,180 |
| Sale price | $27,389 |
| Documentation fee | $377.63 |
| Electronic registration and title | $35 |
| Original price | $35,149 |
| Recently discounted | -$1,660 |
| Sale price | $33,489 |
| Documentation fee | $377.63 |
| Electronic registration and title | $35 |
| Original price | $58,099 |
| Recently discounted | -$2,110 |
| Sale price | $55,989 |
| Documentation fee | $377.63 |
| Electronic registration and title | $35 |
| Sale price | $23,829 |
| Documentation fee | $377.63 |
| Electronic registration and title | $35 |
Pictures are for illustration purposes only. All vehicles subject to prior sales. Dealer not responsible for typographical errors. See dealer for details. Options and packages listed on third party sites are predictive, please reach out to dealer to verify options. See dealer for copy of limited warranty. Used car prices plus tax (based on residence), title, state fees (based on residence) and dealer fees. Used car MPG claims are based on EPA estimated city and highway ratings when the vehicle was new. Used vehicle MPGe/EPA Range Rating are based on EPA Range Rating when the vehicle was new. Consumers' actual mileage will vary. The value of used vehicles varies with mileage, usage and condition. Book values should be considered estimates only.