Any model year of used Jeep Cherokee is a great choice. It offers an affordable price, everyday practicality, good looks, many creature comforts, and off-road prowess that puts it ahead of its compact SUV peers. In particular, though, to get the best balance of affordability, reliability, and modern features, look for a 2018 Jeep Cherokee. The 2019 model saw an updated exterior design but a near-identical interior. That means you'll get the same modern features and versatile capabilities, but with an often more attractive price.