Used 2018 Toyota Highlander for Sale near Chicago, IL
207 results
CarGurus Analysis:
2018 Toyota Highlander
With 199 currently listed for sale near Chicago, IL and an average price of $23,484.00, 30.7% of 2018 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2018 Toyota Highlander 4.57 / 5 stars.
82.4% of 2018 Highlander models on CarGurus are accident free.
The 2018 Toyota Highlander is praised for its reliability, spaciousness, and smooth ride, making it a great choice for families.
CarGurus Analysis: 2018 Toyota Highlander

Summary
With 199 currently listed for sale near Chicago, IL and an average price of $23,484.00, 30.7% of 2018 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2018 Toyota Highlander 4.57 / 5 stars.
82.4% of 2018 Highlander models on CarGurus are accident free.
The 2018 Toyota Highlander is praised for its reliability, spaciousness, and smooth ride, making it a great choice for families.
Why it stands out
The 2018 Toyota Highlander remains a top choice among midsize SUVs due to its blend of reliability, comfort, and practicality. The Highlander distinguishes itself with its spacious interior, capable of accommodating up to eight passengers, and a smooth ride quality that appeals to families. Though some users note limitations in third-row space and a desire for more advanced tech features like remote start or Apple CarPlay, its robust safety ratings and strong resale value make it a prudent choice for long-term ownership. The Highlander's quiet cabin, combined with its reputation for durability, reinforces its status as a family-friendly vehicle that meets the needs of drivers who prioritize dependability and comfort over sporty performance.
Other model years to consider
- Average price: $34,752.00
- Good/great deal percentage: 64.1%
- User rating: 5 / 5
- Total listings: 198
- Average price: $35,668.00
- Good/great deal percentage: 70.2%
- User rating: 4.75 / 5
- Total listings: 225
- Average price: $24,235.00
- Good/great deal percentage: 36.9%
- User rating: 4.76 / 5
- Total listings: 187
This analysis is based on CarGurus' proprietary market data from May 12, 2026, CarGurus experts' opinions, and generative AI.
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4.6 Overall rating
Filter by rating
Shane C
Reviewed a 2018 Toyota Highlander on Sep 5, 2020
Great ride with plenty of power. Great family vehicle.
Liz H
Reviewed a 2018 Toyota Highlander on Apr 18, 2021
This is my 2nd Toyota, my 1st was a 2015 Rav4 xle. I have a 2018 highlander xle and I Love it
John M
Reviewed a 2018 Toyota Highlander on Apr 16, 2021
Rides and drives great. Has quiet a few features but would have been nice to get cooling seats. Voice command is useless, doesn’t understand anything I say.
Robert Y
Reviewed a 2018 Toyota Highlander on Apr 7, 2021
This car is an awesome, very well built car from the ground up and from end to end. For good reason, it holds one of the highest resale values of vehicles in its class. This car also performs very well.
2018 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| SE AWD | $41,750 |
| Limited | $42,280 |
| LE AWD | $34,740 |
| LE | $33,280 |
| Limited Platinum AWD | $46,860 |
| XLE | $39,120 |
| Limited AWD | $43,740 |
| XLE AWD | $40,580 |
2018 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2018 Toyota Highlander prices has changed over time.
See more price trends2018 Toyota Highlander Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Highest Price in Lafayette, IN: The avg price of $24,829 indicates a higher demand or limited supply in this area.
- Lowest Price in South Bend, IN: At $20,891, this market is positioned as a value hub, possibly due to higher inventory levels.
- Price Dynamics by Location: Markets like Aurora, IL ($23,654) and Kenosha, WI ($24,640) show mid-range pricing but with varied inventory levels, reflecting regional demand fluctuations.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Lafayette, IN | 180 | $24,829 |
| Kenosha, WI | 183 | $24,640 |
| Palatine, IL | 200 | $24,054 |
| Milwaukee, WI | 153 | $24,144 |
| Rockford, IL | 152 | $23,240 |
| Aurora, IL | 207 | $23,654 |
| Kalamazoo, MI | 173 | $22,074 |
| Holland, MI | 164 | $21,947 |
| Janesville, WI | 150 | $20,763 |
| South Bend, IN | 170 | $20,891 |
Pricing by Trim Packages
Key Insights
- XLE AWD as the Market Leader: The XLE AWD trim, with 209 listings, is the most prevalent, indicating strong demand for features like third-row seating and safety technologies.
- Significant Price Spread: The highest-priced trim, Limited Platinum AWD, is listed at $46,860, almost ~38% higher than the base LE AWD at $34,740.
- AWD Demand: The majority of offerings are in AWD trims, suggesting a solid preference for better handling and capability in varying weather conditions.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 209 | $40,580 | AWD | 3.5L 295 hp V6 |
| Limited AWD | 104 | $43,740 | AWD | 3.5L 295 hp V6 |
| LE AWD | 76 | $34,740 | AWD | 3.5L 295 hp V6 |
| XLE | 35 | $39,120 | FWD | 3.5L 295 hp V6 |
| Limited | 27 | $42,280 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 20 | $46,860 | AWD | 3.5L 295 hp V6 |
| SE AWD | 20 | $41,750 | AWD | 3.5L 295 hp V6 |
| LE | 20 | $33,280 | FWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Premium for Newer Models: The 2026 model year shows a significant markup with the avg price at $50,960, reflecting strong new-car demand with a +11.2% premium over MSRP.
- Steep Depreciation: The 2015 Highlander has declined to $16,945, exhibiting a substantial −43.2% depreciation, a trend common in the older models.
- Resale Values Steadying: More recent model years from 2021 to 2023 maintain less depreciation at -6.9% to -1.8%, signaling stable demand in this segment.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $45,870 | $50,960 | +11.2% |
| 2025 | $40,320 | $45,771 | +13.7% |
| 2024 | $39,270 | $35,124 | -10.8% |
| 2023 | $36,620 | $35,854 | -2.1% |
| 2022 | $35,855 | $34,095 | -4.9% |
| 2021 | $35,085 | $30,630 | -12.7% |
| 2020 | $34,600 | $29,316 | -15.3% |
| 2019 | $31,830 | $24,202 | -23.9% |
| 2017 | $30,630 | $20,395 | -33.5% |
| 2016 | $30,490 | $20,558 | -32.5% |
| 2015 | $29,765 | $16,945 | -43.2% |
These recommendations are based on CarGurus' proprietary market data from May 14, 2026, CarGurus experts' opinions, and generative AI.










