New & Used 2025 Toyota Highlander for Sale near Chicago, IL
122 results
CarGurus Analysis:
2025 Toyota Highlander
- With 110 currently listed for sale near Chicago, IL and an average price of $39,356.00, 38.2% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
- 83.6% of 2025 Highlander models on CarGurus are accident free.
- The 2025 Toyota Highlander features a spacious and comfortable interior, an available hybrid model, and impressive safety ratings.
CarGurus Analysis: 2025 Toyota Highlander
Summary
- With 110 currently listed for sale near Chicago, IL and an average price of $39,356.00, 38.2% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
- 83.6% of 2025 Highlander models on CarGurus are accident free.
- The 2025 Toyota Highlander features a spacious and comfortable interior, an available hybrid model, and impressive safety ratings.
Why it stands out
The 2025 Toyota Highlander distinguishes itself in the crowded SUV market with its roomy and versatile interior, perfect for families or those needing extra cargo space. The Highlander offers a smooth, car-like ride thanks to its unibody construction, which contributes to better fuel efficiency compared to traditional body-on-frame SUVs. While it may not excite driving enthusiasts with its uninspired dynamics, its reliability, safety, and practicality are standout features. The introduction of advanced safety tech and a new turbocharged engine has improved overall efficiency while maintaining a competitive edge among midsize SUVs. The Highlander's robust reputation for longevity and family-friendly features makes it a wise choice for buyers seeking a dependable used vehicle.
Other model years to consider
- Average price: $34,408.00
- Good/great deal percentage: 55.3%
- User rating: 4.58 / 5
- Total listings: 226
- Average price: $34,813.00
- Good/great deal percentage: 55.8%
- User rating: 4.36 / 5
- Total listings: 231
- Average price: $31,003.00
- Good/great deal percentage: 45.8%
- User rating: 4.82 / 5
- Total listings: 166
This analysis is based on CarGurus' proprietary market data from March 24, 2026, CarGurus experts' opinions, and generative AI.
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2025 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE FWD | $40,320 |
| Limited FWD | $47,575 |
| Limited AWD | $49,525 |
| LE AWD | $41,920 |
| Platinum AWD | $52,725 |
| XSE AWD | $47,140 |
| XLE AWD | $45,070 |
| XLE FWD | $43,470 |
2025 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2025 Toyota Highlander prices has changed over time.
See more price trends
