Used 2024 Toyota Highlander for Sale near Chicago, IL
202 results
CarGurus Analysis:
2024 Toyota Highlander
With 196 currently listed for sale near Chicago, IL and an average price of $34,107.00, 59.7% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
100.0% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander is known for its spacious and comfortable design, excellent safety records, and a hybrid model option that provides impressive fuel efficiency.
CarGurus Analysis: 2024 Toyota Highlander
Summary
With 196 currently listed for sale near Chicago, IL and an average price of $34,107.00, 59.7% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
100.0% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander is known for its spacious and comfortable design, excellent safety records, and a hybrid model option that provides impressive fuel efficiency.
Why it stands out
The 2024 Toyota Highlander remains a standout in the midsize SUV market due to its combination of space, comfort, and safety. With an emphasis on family-centric features, this vehicle offers ample seating and cargo capacity, making it an ideal choice for those needing to transport groups or gear. The Highlander excels in reliability, bolstering its reputation with a perfect accident-free percentage of 100.0%. The reviews reflect a strong satisfaction among owners, with an outstanding rating of 5 / 5 stars, indicating that buyers appreciate its comfort and practicality. The vehicle's history of solid reviews can be attributed to its ability to deliver a smooth ride, versatility, and an extensive list of safety features, although it may not provide the most thrilling driving experience compared to its rivals.
Other model years to consider
- Average price: $35,886.00
- Good/great deal percentage: 64.7%
- User rating: 4.75 / 5
- Total listings: 224
- Average price: $23,966.00
- Good/great deal percentage: 36.6%
- User rating: 4.76 / 5
- Total listings: 194
- Average price: $30,961.00
- Good/great deal percentage: 54.4%
- User rating: 4.86 / 5
- Total listings: 180
This analysis is based on CarGurus' proprietary market data from May 5, 2026, CarGurus experts' opinions, and generative AI.
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5.0 Overall rating
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Anonymous
Reviewed a 2024 Toyota XLE AWD on Dec 10, 2025
The 2024 Toyota Highlander XLE offers insane cabin room, comfort and luxury feel. The chassis makes an absolute smooth, dream and comfortable ride. Cabin rear chairs makes four adults feel like your in a Sequoia with room. Absolute beautiful and enjoyable ride and purchase
Jamey F
Reviewed a 2024 Toyota Highlander on Sep 6, 2025
I truly like everything about this vehicle. All the features are very easy to use and very comfortable.
2024 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| XSE AWD | $45,965 |
| XSE FWD | $44,015 |
| Limited AWD | $48,475 |
| Platinum AWD | $51,675 |
| LE FWD | $39,270 |
| XLE FWD | $42,420 |
| XLE AWD | $44,020 |
| LE AWD | $40,870 |
2024 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2024 Toyota Highlander prices has changed over time.
See more price trends2024 Toyota Highlander Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- High Prices in South Bend: Listings in South Bend, IN average $45,753, indicating strong demand and limited availability in that area.
- Lowest Average in Rockford: The average price in Rockford, IL is $32,353, suggesting a more price-sensitive market with greater inventory.
- Inventory Variation: With 210 listings in Kenosha, WI, and 145 in South Bend, IN, the higher inventory correlates with reduced pricing pressure in nearby cities.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| South Bend, IN | 145 | $45,753 |
| Kenosha, WI | 210 | $34,960 |
| Palatine, IL | 196 | $34,001 |
| Aurora, IL | 193 | $33,719 |
| Milwaukee, WI | 152 | $39,956 |
| Holland, MI | 121 | $44,001 |
| Kalamazoo, MI | 132 | $44,001 |
| Lafayette, IN | 169 | $42,010 |
| Rockford, IL | 134 | $32,353 |
Pricing by Trim Packages
Key Insights
- Most Common Trim - XLE AWD: The XLE AWD leads in listings with 209, reflecting popular demand for features suited for varying weather conditions.
- High MSRP for Premium Trims: The Platinum AWD trim has the highest MSRP at $51,675, emphasizing the price premium for added luxury and technology features.
- AWD vs FWD Preference: Listings show a preference for AWD configurations, particularly the XLE AWD and Limited AWD, indicating a regional inclination towards all-weather capability.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 209 | $44,020 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 96 | $48,475 | AWD | 2.4L 265 hp I4 |
| LE AWD | 80 | $40,870 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 33 | $45,965 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 34 | $51,675 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 52 | $42,420 | FWD | 2.4L 265 hp I4 |
| LE FWD | 59 | $39,270 | FWD | 2.4L 265 hp I4 |
| Limited FWD | 21 | $46,525 | FWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- Strong Premium for Newest Model: The 2026 Highlander records the highest average price at $51,495, indicating high demand for the latest features.
- Depreciation Trends: The 2019 Highlander reflects significant depreciation, priced at $24,199, which is -23.5% lower than the original MSRP.
- Value in 2021 Models: The 2021 Highlander, at $31,142, shows a moderate decline of -11.3%, representing a sweet spot for shoppers looking for relatively recent vehicles at more accessible prices.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,495 | +12.0% |
| 2025 Toyota Highlander | $40,320 | $45,796 | +13.7% |
| 2023 Toyota Highlander | $36,620 | $36,517 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $33,550 | -6.4% |
| 2021 Toyota Highlander | $35,085 | $31,142 | -11.3% |
| 2020 Toyota Highlander | $34,600 | $28,681 | -17.2% |
| 2019 Toyota Highlander | $31,830 | $24,199 | -23.5% |
| 2018 Toyota Highlander | $31,230 | $23,427 | -25.0% |
| 2017 Toyota Highlander | $30,630 | $20,404 | -33.4% |
| 2016 Toyota Highlander | $30,490 | $19,530 | -35.9% |
| 2015 Toyota Highlander | $29,765 | $18,510 | -37.8% |
These recommendations are based on CarGurus' proprietary market data from May 8, 2026, CarGurus experts' opinions, and generative AI.
