Jeep Grand-Cherokee-Overland vs Ram 1500

Searchshop currently shows 1 listing for the Jeep Grand-Cherokee-Overland from 1 dealer alongside 1,331 listings for the Ram 1500 from 55 dealers, with prices and dealer locations updated continuously. On price, the Jeep Grand-Cherokee-Overland runs roughly 40% below the Ram 1500 at the median ($32,275 vs $53,978), which adds up across the typical loan term. Listings span model years 2022–2022 for the Jeep Grand-Cherokee-Overland and 2010–2026 for the Ram 1500, so there's flexibility on both sides whether you're cross-shopping new, late-model, or used.

A live-data comparison like Jeep Grand-Cherokee-Overland vs Ram 1500 gives cars and trucks buyers a more realistic picture than spec sheets alone — the prices shown here reflect actual dealer asking prices, not MSRP. When evaluating cars and trucks at this price point, experienced buyers typically weigh service history, mileage, trim level, and remaining powertrain warranty alongside the headline number. The Jeep Grand-Cherokee-Overland currently carries the lower median asking price, which compounds meaningfully over a 48-to-72-month financing term — even a modest gap per month adds up to hundreds of dollars by payoff. Broader selection from the Ram 1500 side gives buyers more negotiating room and reduces the chance of settling on a unit that's slightly off on color, trim, or mileage. Running a VIN history report and scheduling an independent pre-purchase inspection are the two most effective steps for catching hidden accident history, odometer rollbacks, or deferred maintenance before signing. Insurance premiums, fuel costs, and scheduled maintenance intervals vary between models and trim levels — comparing total five-year cost of ownership, not just sticker price, often changes the calculus significantly. Listings refresh continuously as dealers update their feeds — check back if a specific cars or trucks you're tracking changes in price or status.