The Jeep Cherokee is a crossover SUV now in its fifth generation. Built originally as a full-sized SUV, since 2011 the Jeep Cherokee has evolved into the compact SUV class while retaining its original off-roading capabilities. But with families in mind, should you buy a Cherokee new or used? It may surprise you, but used models can actually be a great deal – there are several used options available which have a low mileage and many of the same features as the 2020 Cherokee, all for up to 26% less than the 2020 MSRP listing price.