23. Dodge Journey
In many respects, Chrysler innovated the crossover market with the original Pacifica. But the Journey has fallen off the wagon in a lot of regards. Most noticeably is the lack of a redesign. The car has remained the same other than the front fascia refresh. The Journey is vastly outdated when you compare it to nearly every other crossover on the market.
Dodge is trying to position itself as a performance brand, but the Journey just falls short. The aged design is another one any serious driver should avoid. You might get a great deal on a Journey right now, but there are other models on the market worth considering.