The Jeep Grand Cherokee continues to prove it can hang with the premium SUV segment, with the renown off-road capability Jeep is known for combined with surprising levels of available luxury. Jeep does offer a wide range of trims however; the base Laredo starts at just under $31,000. Meanwhile, the top-of-the-line SRT model's blistering on-road performance rivals that of the Porsche Cayenne Turbo, but starting at $68,000, it's half the price.