Used 2023 Toyota Highlander for Sale near Chicago, IL
211 results
CarGurus Analysis:
2023 Toyota Highlander
With 202 currently listed for sale near Chicago, IL and an average price of $35,287.00, 71.3% of 2023 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2023 Toyota Highlander 4.67 / 5 stars.
Accident-free percentage: 136.1% of 2023 Highlander models on CarGurus are accident-free.
The 2023 Toyota Highlander stands out with its spaciousness, comfort, and safety features, along with an efficient hybrid option that caters to a variety of buyer needs.
CarGurus Analysis: 2023 Toyota Highlander

Summary
With 202 currently listed for sale near Chicago, IL and an average price of $35,287.00, 71.3% of 2023 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2023 Toyota Highlander 4.67 / 5 stars.
Accident-free percentage: 136.1% of 2023 Highlander models on CarGurus are accident-free.
The 2023 Toyota Highlander stands out with its spaciousness, comfort, and safety features, along with an efficient hybrid option that caters to a variety of buyer needs.
Why it stands out
The 2023 Toyota Highlander continues to maintain its reputation as a reliable and versatile midsize SUV, combining the spaciousness and practicality that families need. Notable for its upscale design and improved handling, this model is equipped with both gasoline and hybrid powertrains, catering to a range of preferences for efficiency and performance. The new turbocharged four-cylinder engine introduced this year provides commendable power while boosting fuel economy, making it a competitive choice in the segment. Additionally, features like the standard Toyota Safety Sense suite, which includes advanced safety technologies, ensure peace of mind for drivers and passengers alike. While some may find the Highlander's handling to be less engaging compared to sportier rivals, its focus on comfort and reliability makes it a solid pick for those who prioritize family-friendly features and long-term durability.
Other model years to consider
- Average price: $35,589.00
- Good/great deal percentage: 63.0%
- User rating: 5 / 5
- Total listings: 184
- Average price: $34,688.00
- Good/great deal percentage: 68.1%
- User rating: 4.44 / 5
- Total listings: 207
- Average price: $24,816.00
- Good/great deal percentage: 29.6%
- User rating: 4.76 / 5
- Total listings: 179
This analysis is based on CarGurus' proprietary market data from April 14, 2026, CarGurus experts' opinions, and generative AI.
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4.7 Overall rating
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Samuel B
Reviewed a 2023 Toyota Highlander on Oct 20, 2023
Extremely smooth ride and very comfortable seats. Love the interior layout.
Alexander H
Reviewed a 2023 Toyota XSE AWD on Aug 11, 2023
New 4cyl. is peppy enough, just seems out of place in a vehicle this size. That plus the buzzing of something so small compared to the V6 leaves much to be desired. Handling is great. With the xse sport tuned suspension...it drives relatively good. Only upside of going for the premium audio is the 12.3 inch infotainment. The jbl premium sound doesnt do it for me. Shallow sound and lackluster bass. Build quality is what youd expect from Toyota, surprising actually...in a good way. Seats are comfortable for those lucky to be in the 2 front rows. The third should be reserved for small children or average sized adults in a pinch. Cargo space is a bit small but its what to expect in this segment. The third row means some compromise in that dept. Overall, I love my new Highlander. Its definitely not without flaws but they are easy to look past.
Xexeed M
Reviewed a 2023 Toyota Highlander on May 4, 2023
Car’s 3rd row is not bumpy. Features like Birds Eye view are fantastic. Drives very smooth.
2023 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $51,425 |
| Limited AWD | $48,225 |
| LE AWD | $40,620 |
| XSE AWD | $45,565 |
| L FWD | $36,620 |
| LE FWD | $39,020 |
| XLE FWD | $42,020 |
| XLE AWD | $43,620 |
2023 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2023 Toyota Highlander prices has changed over time.
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