Used 2023 Toyota Highlander for Sale near Chicago, IL

Summary

• With 6,084 currently listed for sale on CarGurus and an average price of $35,244.50, 34.7% of 2023 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
• 87% of 2023 Highlander models on CarGurus are accident free.
• The 2023 Toyota Highlander combined practicality and comfort with a redesigned turbocharged engine, offering improved fuel efficiency and ample cargo space while maintaining a strong focus on safety features and advanced technology.

Why it stands out

The 2023 Toyota Highlander distinguished itself in the midsize SUV segment with its combination of comfort, practicality, and fuel efficiency. Its updated turbocharged four-cylinder engine provided a balance of power and improved fuel economy, while the hybrid variant achieved an impressive 35 mpg combined, setting it apart from many competitors. Additionally, with up to 84.3 cubic feet of cargo space and a comprehensive suite of standard safety features, including Toyota Safety Sense, the Highlander offered both versatility and peace of mind for families on the go.

Other model years to consider

• 2022 Toyota Highlander: This year offers $33,572.41 average price, 36% good/great deals, 4.6/5 user rating, 8.2/10 expert rating, 6,308 listings.
• 2021 Toyota Highlander: This year offers $30,215.79 average price, 36% good/great deals, 4.8/5 user rating, 7.5/10 expert rating, 4,417 listings.
• 2020 Toyota Highlander: This year offers $27,857.05 average price, 36% good/great deals, 4.5/5 user rating, 7.7/10 expert rating, 3,587 listings.

This analysis is based on CarGurus' proprietary market data from December 16, 2025, CarGurus experts' opinions, and generative AI.