New & Used 2025 Toyota Highlander for Sale near Chicago, IL

Summary

• With 1,468 currently listed for sale on CarGurus and an average price of $44,752.00, 36.2% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
• 93.5% of 2025 Highlander models on CarGurus are accident free.
• The 2025 Toyota Highlander is a versatile midsize SUV offering a comfortable ride, impressive cargo space of up to 84.3 cubic feet, and advanced safety features, including Toyota Safety Sense as standard across all trims.

Why it stands out

The 2025 Toyota Highlander stands out in the midsize SUV segment due to its impressive combination of comfort, practicality, and advanced safety features. With up to 84.3 cubic feet of cargo space, it offers one of the best capacities in its class, making it ideal for families or those needing extra room. Additionally, its efficient hybrid powertrain delivers an impressive 35 mpg combined, providing significant fuel savings while maintaining a comprehensive suite of standard safety technologies through Toyota Safety Sense.

Other model years to consider

• 2022 Toyota Highlander: This year offers $33,925.22 average price, 34% good/great deals, 4.6/5 user rating, 8.2/10 expert rating, 6,414 listings.
• 2023 Toyota Highlander: This year offers $35,595.40 average price, 34% good/great deals, 4.4/5 user rating, 6,158 listings.
• 2024 Toyota Highlander: This year offers $38,632.12 average price, 35% good/great deals, 4/5 user rating, 4,000 listings.

This analysis is based on CarGurus' proprietary market data from December 3, 2025, CarGurus experts' opinions, and generative AI.