Used 2014 Toyota Highlander for Sale near Chicago, IL

## Summary - With 1,106 currently listed for sale on CarGurus and an **average price of $14,945.00**, 37.9% of 2014 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2014 Toyota Highlander 4.25 / 5 stars. - **56.3% of 2014 Highlander models on CarGurus are accident free**. - The 2014 Toyota Highlander has evolved from a bland crossover to a more stylish and capable vehicle, offering a roomy interior and a variety of family-friendly features. ## Why it stands out The 2014 Toyota Highlander is a considerable update over its predecessors. It adopts a bolder design with athletic styling characterized by sharp headlights and a pronounced grille. This newer model is equipped with user-friendly technology, a spacious interior, and reliable performance. Many owners highlight its reliability and comfort, although some express a desire for better fuel economy and seat comfort. Noteworthy features include ample storage options, a well-designed center console, and advanced safety technologies that contribute to its appeal. As highlighted in expert reviews, the Highlander's robust all-wheel-drive system allows it to handle diverse driving conditions with confidence, making it suitable for both daily routines and weekend adventures. ## Other model years to consider - **[2022 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2022-Toyota-Highlander-c31996)** - Average price: $32,510.00 - Good/great deal percentage: 32.3% - User rating: 4.58 / 5 - Total listings: 4,192 - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,334.00 - Good/great deal percentage: 33.5% - User rating: 4.82 / 5 - Total listings: 2,772 - **[2015 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2015-Toyota-Highlander-c24608)** - Average price: $16,511.00 - Good/great deal percentage: 36.8% - User rating: 4.76 / 5 - Total listings: 1,203 This analysis is based on CarGurus' proprietary market data from March 2, 2026, CarGurus experts' opinions, and generative AI.