New Toyota Grand Highlander for Sale near Chicago, IL
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How much does the 2026 Toyota Grand Highlander cost?
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Shanta C
Reviewed a 2024 Toyota Grand Highlander on Jun 20, 2024
Great suv with lots of space and safety features.
Nick A
Reviewed a 2024 Toyota Grand Highlander on Aug 14, 2024
The car is amazing. Not much of a discount though.
Toyota Grand Highlander Trims
| Trim type | MSRP |
|---|---|
| 2026 Platinum AWD | $55,045 |
| 2026 LE AWD | $43,460 |
| 2026 LE FWD | $41,860 |
| 2026 Limited AWD | $50,960 |
| 2026 Limited FWD | $49,360 |
| 2026 XLE AWD | $46,230 |
| 2026 XLE FWD | $44,630 |
Toyota Grand Highlander Price Trends
CarGurus tracks the prices of millions of car listings every year. See how the average price of prices has changed over time.
See more price trendsToyota Grand Highlander Pricing Analysis: Chicago, IL Market Report
Pricing Analysis by Model Year
Key Insights
- New Models at a Premium: The 2026 Grand Highlander is priced at $48,112, indicating about 14.0% above MSRP, highlighting strong demand for the latest model.
- Moderate Depreciation for Recent Years: The 2025 model shows a decrease of only −0.4% from MSRP, while the 2024 model is similarly close, priced −2.9% below its original MSRP, indicating a steady value retention.
- Older Models Show Smaller Price Drop: The price for the 2024 Highlander reflects a slower depreciation schedule that might appeal to budget-conscious buyers seeking recent years at lower prices.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Grand Highlander | $41,860 | $48,112 | +14.0% |
| 2025 Toyota Grand Highlander | $40,860 | $47,700 | -0.4% |
| 2024 Toyota Grand Highlander | $43,320 | $44,868 | -2.9% |
Pricing in Nearby Cities
Market Area: Greater Chicago Region
Key Insights
- Holland, MI Commands the Highest Price: The average price in Holland reaches $54,248, likely influenced by its regional market dynamics and lower supply.
- South Bend, IN Offers the Best Value: At $39,996, South Bend provides the lowest prices, possibly due to higher inventories or price-sensitive market characteristics.
- Consistent Pricing Across Cities: Most cities reflect average pricing relatively close to each other, with minor variances indicating stable market conditions.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Holland, MI | 53 | $54,248 |
| Kalamazoo, MI | 61 | $56,644 |
| Palatine, IL | 65 | $46,755 |
| Aurora, IL | 64 | $45,408 |
| Kenosha, WI | 65 | $45,963 |
| Milwaukee, WI | 51 | $46,175 |
| Janesville, WI | 55 | $45,446 |
| Rockford, IL | 52 | $44,502 |
| South Bend, IN | 52 | $39,996 |
Pricing by Trim Packages
Key Insights
- AWD Trims Are Most Plentiful: The XLE AWD is the most common listing with 36 units, reflecting strong demand for all-weather capabilities.
- Price Premium for Higher Trims: The Platinum AWD trim commands an MSRP of $55,045, significantly higher than base trims, likely due to enhanced features.
- Base Trims in Limited Supply: The LE FWD and LE AWD trims have only one listing each, indicating less availability for budget-friendly options.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 36 | $46,230 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 16 | $55,045 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 19 | $50,960 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 11 | $44,630 | FWD | 2.4L 265 hp I4 |
| Limited FWD | 7 | $49,360 | FWD | 2.4L 265 hp I4 |
| LE FWD | 1 | $41,860 | FWD | 2.4L 265 hp I4 |
| LE AWD | 1 | $43,460 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from May 28, 2026, CarGurus experts' opinions, and generative AI.
Toyota Grand Highlander test drive
overall
This three-row crossover SUV offers plenty of space and hybrid powertrain options.
Summary: Toyota offers a total of four SUVs with three rows of seats, so it might be tough to decide which one is right for you and your family. While the adventurous will likely gravitate to the 4Runner or Sequoia, those who enjoy soccer games and Target runs should stick to the Highlander or Grand Highlander. Both are excellent choices, but if you’ve got bigger kids with more gear, then the 2026 Toyota Grand Highlander should be on your shortlist.
The Grand Highlander was introduced for the 2024 model year and enters 2026 unchanged. In addition to good fuel economy and lots of power, it provides plenty of space for cargo and people—even in the third row. However, the exterior styling feels stale and some of the infotainment features require a subscription.
Verdict: Despite a few small foibles, the 2026 Toyota Grand Highlander is perfect for active families who need a bit of extra space and comfort.
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