Used 2022 Toyota Highlander for Sale near Chicago, IL
257 results
CarGurus Analysis:
2022 Toyota Highlander
With 244 currently listed for sale near Chicago, IL and an average price of $33,849.00, 67.6% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2022 Toyota Highlander 4.44 / 5 stars.
100.0% of 2022 Highlander models on CarGurus are accident free.
The 2022 Toyota Highlander combines family-friendly versatility with a spacious interior, robust V6 engine, and standard advanced safety features.
CarGurus Analysis: 2022 Toyota Highlander
overall

Summary
With 244 currently listed for sale near Chicago, IL and an average price of $33,849.00, 67.6% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2022 Toyota Highlander 4.44 / 5 stars.
100.0% of 2022 Highlander models on CarGurus are accident free.
The 2022 Toyota Highlander combines family-friendly versatility with a spacious interior, robust V6 engine, and standard advanced safety features.
Why it stands out
The 2022 Toyota Highlander stands out in the crowded midsize SUV market primarily due to its impressive blend of practicality and style. Equipped with a powerful 3.5-liter V6 engine that produces 295 horsepower, the Highlander delivers reliable performance whether you're commuting or on a family road trip. It features a spacious three-row layout, with up to 84.3 cubic feet of cargo space when the rear seats are folded down, making it an ideal choice for families needing room for both passengers and gear.
The Highlander excels in safety, offering the Toyota Safety Sense suite, which includes advanced features like adaptive cruise control and collision avoidance. Expert reviews highlight its smooth ride quality and user-friendly technology, although they note that the infotainment system could feel outdated. In terms of compatibility with different buyer needs, the Highlander provides various trims and options, allowing for a tailored purchase experience that can suit everything from budget-conscious families to those seeking more luxurious features.
Other model years to consider
- Average price: $35,371.00
- Good/great deal percentage: 62.8%
- User rating: 5 / 5
- Total listings: 199
- Average price: $36,545.00
- Good/great deal percentage: 66.0%
- User rating: 4.75 / 5
- Total listings: 235
- Average price: $29,939.00
- Good/great deal percentage: 53.0%
- User rating: 4.86 / 5
- Total listings: 183
This analysis is based on CarGurus' proprietary market data from May 19, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles

Toyota Highlander Buying Guide: Cost, Reliability, and the Best Years to Buy
Discover the ultimate buying guide for purchasing a used Toyota Highlander, covering every generation since 2001. Whether you're a first-time buyer or a Toyota loyalist, this comprehensive overview will help you research your next pre-owned Toyota Highlander.

The Best Three-Row SUVs of 2026
There’s no escaping it: SUVs are everywhere. Minivans offer the space for the most passengers and gear, but big, three-row SUVs deliver on both while offering some level of performance, on and off the paved roads.

The Best Used SUVs Under $10,000 in 2026
Can you get a great SUV for less than $10,000? Heck, yes! Our guide runs through the top 10, with options including family favorites and some upscale options.
4.5 Overall rating
Filter by rating
Randy H
Reviewed a 2022 Toyota Highlander on Jan 23, 2023
Doesnt have driver seat memory button or seat coolers, which are features I wanted, but otherwise, a great vehicle.
Emmanuel S
Reviewed a 2022 Toyota Highlander on Apr 18, 2024
The car is great with very nice features. It is a good value in terms of price and nothing is missing. It is a good looking car
Andrew T
Reviewed a 2022 Toyota Highlander on Aug 19, 2022
Outdated infotainment The third row is very small
Milind D
Reviewed a 2022 Toyota Highlander on Dec 22, 2021
Best car ever. Awesome experience so far. Very safe.
2022 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE FWD | $38,055 |
| XSE FWD | $42,650 |
| Limited AWD | $46,960 |
| XSE AWD | $44,600 |
| LE AWD | $39,655 |
| Platinum AWD | $49,960 |
| XLE FWD | $41,055 |
| XLE AWD | $42,655 |
2022 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2022 Toyota Highlander prices has changed over time.
See more price trends2022 Toyota Highlander Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Premium Pricing in Wisconsin: Cities like Kalamazoo, MI ($37,739) and Milwaukee, WI ($35,884) show the highest average prices, indicating stronger demand or limited supply in these markets.
- Competitive Pricing in Nearby States: South Bend, IN ($34,591) and Rockford, IL ($34,372) offer more competitive pricing, potentially appealing to buyers prioritizing value.
- Inventory Varied Across Cities: Palatine, IL has a healthy inventory of 243 listings, likely providing more choices for buyers compared to cities with lower inventories.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Kalamazoo, MI | 183 | $37,739 |
| Milwaukee, WI | 189 | $35,884 |
| Kenosha, WI | 229 | $35,689 |
| Holland, MI | 180 | $36,404 |
| South Bend, IN | 186 | $34,591 |
| Rockford, IL | 179 | $34,372 |
| Aurora, IL | 248 | $34,951 |
| Palatine, IL | 243 | $34,916 |
| Janesville, WI | 173 | $36,155 |
| Lafayette, IN | 227 | $36,317 |
Pricing by Trim Packages
Key Insights
- AWD Dominance in Listings: The XLE AWD (219 listings) stands out with the most availability, suggesting strong consumer preference for all-wheel-drive options in the market.
- Price Range Across Trims: The Limited AWD ($46,960 MSRP) commands the highest premium, aligned with luxury features, while the LE AWD ($39,655 MSRP) offers a more value-driven choice.
- Feature-Rich Trims are Popular: Trims like XLE and Limited are favored for their extensive features, which may drive higher inventory levels in these categories.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 219 | $42,655 | AWD | 3.5L 295 hp V6 |
| Limited AWD | 103 | $46,960 | AWD | 3.5L 295 hp V6 |
| LE AWD | 73 | $39,655 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 56 | $41,055 | FWD | 3.5L 295 hp V6 |
| LE FWD | 46 | $38,055 | FWD | 3.5L 295 hp V6 |
| Platinum AWD | 44 | $49,960 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 23 | $45,010 | FWD | 3.5L 295 hp V6 |
| XSE AWD | 34 | $44,600 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Premium for New Models: The 2026 Toyota Highlander is currently priced at $51,280, reflecting a 12.0% increase over its MSRP, indicative of high demand for the latest offerings.
- Significant Depreciation on Older Models: The 2015 Highlander has the highest depreciation at −42.9%, illustrating the rapid loss in value for older vehicles, which can be advantageous for budget-conscious buyers.
- Best Value in Recent Years: The models from 2021 to 2023 demonstrate moderate depreciation, particularly the 2023 model, which is priced very near its MSRP at a −1.1% dip.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,280 | +12.0% |
| 2025 Toyota Highlander | $40,320 | $43,002 | +6.7% |
| 2024 Toyota Highlander | $39,270 | $35,242 | -10.5% |
| 2023 Toyota Highlander | $36,620 | $36,714 | -1.1% |
| 2021 Toyota Highlander | $35,085 | $30,352 | -13.4% |
| 2020 Toyota Highlander | $34,600 | $29,898 | -13.5% |
| 2019 Toyota Highlander | $31,830 | $24,080 | -24.5% |
| 2018 Toyota Highlander | $31,230 | $23,317 | -25.3% |
| 2017 Toyota Highlander | $30,630 | $20,930 | -31.6% |
| 2016 Toyota Highlander | $30,490 | $20,458 | -32.9% |
| 2015 Toyota Highlander | $29,765 | $17,027 | -42.9% |
These recommendations are based on CarGurus' proprietary market data from May 21, 2026, CarGurus experts' opinions, and generative AI.










