New & Used 2026 Toyota Grand Highlander for Sale nearChicago, IL
105 vehicles found
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 505
- Stock #:
- 12930P
- VIN:
- 5TDAAAA50TS040078
Sponsored by McGrath Elmhurst Toyota
2026 Toyota Grand Highlander
Limited FWD
505 mi
Elmhurst, IL
17 mi away
Good Deal
$53,188
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 25,039
- Stock #:
- 62033
- VIN:
- 5TDAAAA52SS026293
New arrival
Sponsored Listing
2025 Toyota Grand Highlander
XLE FWD
25,039 mi
Des Plaines, IL
16 mi away
Good Deal
$42,573
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Portobello
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,135
- Stock #:
- PKC15966A
- VIN:
- 5TDAAAB5XTS119191
New arrival
Sponsored Listing
2026 Toyota Grand Highlander
Platinum AWD
11,135 mi
Elmhurst, IL
18 mi away
Good Deal
$56,662
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,597
- Stock #:
- 3260450A
- VIN:
- 5TDAAAB54TS107327
New arrival
2026 Toyota Grand Highlander
XLE AWD
15,597 mi
Elgin, IL
33 mi away
Great Deal
$46,963
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,006
- Stock #:
- TP15140
- VIN:
- 5TDAAAB58SS080051
2025 Toyota Grand Highlander
XLE AWD
45,006 mi
Chicago, IL
8 mi away
Good Deal
$43,363
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,604
- Stock #:
- 28831954
- VIN:
- 5TDAAAB56SS077987
New arrival
2025 Toyota Grand Highlander
XLE AWD
33,604 mi
Store transfer to Oak Lawn, IL
Price includes $1,099 shipping
Fair Deal
$45,097
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Cloud)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 608
- Stock #:
- 34-1461JH
- VIN:
- 5TDAAAA56SS027740
2025 Toyota Grand Highlander
Limited FWD
608 mi
Burns Harbor, IN
33 mi away
Fair Deal
$53,444
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Cloud)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,708
- Stock #:
- 34-1491CG
- VIN:
- 5TDAAAA50SS033047
2025 Toyota Grand Highlander
XLE FWD
23,708 mi
Burns Harbor, IN
33 mi away
Fair Deal
$45,939
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Storm Cloud
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,398
- Stock #:
- 913231
- VIN:
- 5TDAAAB52SS098996
2025 Toyota Grand Highlander
Limited AWD
10,398 mi
Home delivery from Knoxville, TN
Price includes $1,371 shipping
Fair Deal
$54,114
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Storm Cloud
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,877
- Stock #:
- P026324
- VIN:
- 5TDAAAA59SS026324
New arrival
2025 Toyota Grand Highlander
XLE FWD
3,877 mi
Home delivery from Taylorsville, IN
Price includes $298 shipping
Fair Deal
$46,654
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 25,039
- Stock #:
- 62033
- VIN:
- 5TDAAAA52SS026293
New arrival
2025 Toyota Grand Highlander
XLE FWD
25,039 mi
Des Plaines, IL
16 mi away
Good Deal
$42,573
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,839
- Stock #:
- X16088
- VIN:
- 5TDAAAB57SS073530
New arrival
2025 Toyota Grand Highlander
Limited AWD
14,839 mi
Niles, IL
16 mi away
Fair Deal
$54,379
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Portobello
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,135
- Stock #:
- PKC15966A
- VIN:
- 5TDAAAB5XTS119191
New arrival
2026 Toyota Grand Highlander
Platinum AWD
11,135 mi
Elmhurst, IL
18 mi away
Good Deal
$56,662
CarGurus Analysis:
2026 Toyota Grand Highlander
With 665 currently listed for sale and an average price of $53,154.00, 34.1% of 2026 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.
95.9% of 2026 Grand Highlander models on CarGurus are accident free.
The 2026 Toyota Grand Highlander provides ample space for passengers and cargo, complemented by a hybrid powertrain option that increases fuel efficiency.
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,692
- Stock #:
- 260915A
- VIN:
- 5TDAAAA57SS028539
2025 Toyota Grand Highlander
XLE FWD
18,692 mi
Naperville, IL
30 mi away
Fair Deal
$45,190
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 505
- Stock #:
- 12930P
- VIN:
- 5TDAAAA50TS040078
2026 Toyota Grand Highlander
Limited FWD
505 mi
Elmhurst, IL
17 mi away
Good Deal
$53,188
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 707
- Stock #:
- 12929P
- VIN:
- 5TDAAAA59TS040015
2026 Toyota Grand Highlander
Limited FWD
707 mi
Elmhurst, IL
17 mi away
Good Deal
$53,288
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 21,428
- Stock #:
- 61986
- VIN:
- 5TDAAAA57SS025642
2025 Toyota Grand Highlander
XLE FWD
21,428 mi
Des Plaines, IL
16 mi away
Good Deal
$44,398
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,924
- Stock #:
- 756626A
- VIN:
- 5TDAAAB54TS112298
2026 Toyota Grand Highlander
Platinum AWD
1,924 mi
Home delivery from Taylorsville, IN
Price includes $298 shipping
Good Deal
$58,486
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 23,322
- Stock #:
- SS020092
- VIN:
- 5TDAAAA56SS020092
New arrival
2025 Toyota Grand Highlander
Limited FWD
23,322 mi
Home delivery from Forney, TX
Price includes $1,192 shipping
Good Deal
$49,886
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,059
- Stock #:
- P3756
- VIN:
- 5TDAAAB59SS091432
Preparing for a close up...
Photos coming soon
New arrival
2025 Toyota Grand Highlander
XLE AWD
7,059 mi
Kenosha, WI
50 mi away
Fair Deal
$48,997
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 11,116
- Stock #:
- 28131636
- VIN:
- 5TDAAAB58TS111767
2026 Toyota Grand Highlander
LE AWD
11,116 mi
Store transfer to Oak Lawn, IL
Price includes $549 shipping
Great Deal
$45,547
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 6,702
- Stock #:
- TNT108604
- VIN:
- 5TDAAAB59TS108604
New arrival
2026 Toyota Grand Highlander
XLE AWD
6,702 mi
Home delivery from Whitestown, IN
Price includes $181 shipping
Good Deal
$49,412
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 21,428
- Stock #:
- 61986
- VIN:
- 5TDAAAA57SS025642
Sponsored Listing
2025 Toyota Grand Highlander
XLE FWD
21,428 mi
Des Plaines, IL
16 mi away
Good Deal
$44,398
CarGurus Analysis: 2026 Toyota Grand Highlander
7.7
of 10 overall
Look and feel7/10
Technology8/10
Performance7/10
Safety8/10
Form & function8/10
Cost effectiveness8/10
Summary
With 665 currently listed for sale and an average price of $53,154.00, 34.1% of 2026 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.
95.9% of 2026 Grand Highlander models on CarGurus are accident free.
The 2026 Toyota Grand Highlander provides ample space for passengers and cargo, complemented by a hybrid powertrain option that increases fuel efficiency.
Why it stands out
The 2026 Toyota Grand Highlander is designed with families in mind, offering spacious third-row seating and a comprehensive suite of safety features that come standard across all trims. Its range of powertrains includes traditional gasoline and hybrid options, making it versatile for different driving needs. The Grand Highlander's hybrid variant could achieve up to 36 mpg combined, which is significant compared to many competitors. Although some may find its exterior styling uninspired and certain tech features tied to subscriptions, the practical interior layout and comfort it provides for larger families remain key selling points. With solid expert ratings averaging 7.67 / 10, the Grand Highlander is positioned as a reliable choice for those needing a roomy SUV that emphasizes safety and technological advancements.
Other model years to consider
- Average price: $45,967.00
- Good/great deal percentage: 37.4%
- User rating: 5 / 5
- Total listings: 1,506
- Average price: $48,165.00
- Good/great deal percentage: 36.3%
- Total listings: 1,699
This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
2026 Toyota Grand Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $55,445 |
| LE AWD | $43,860 |
| LE FWD | $42,260 |
| Limited AWD | $51,360 |
| Limited FWD | $49,760 |
| XLE AWD | $46,630 |
| XLE FWD | $45,030 |
2026 Toyota Grand Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2026 Toyota Grand Highlander prices has changed over time.
See more price trendsAVG Price
$53,179
0.9%
2026 Toyota Grand Highlander
Index Price
$29,154
0.3%
All used vehicles
2026 Toyota Grand Highlander Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Highest Prices in Michigan: The cities of Holland, MI ($62,990) and Kalamazoo, MI ($62,990) exhibit the highest average prices, likely due to limited inventory and higher demand for premium features.
- Lowest Price in Rockford: Rockford, IL ($46,990) offers the most competitive pricing, suggesting a more price-sensitive market or greater inventory availability.
- Stable Pricing Across Suburbs: Cities like Palatine, IL ($51,743) and Aurora, IL ($51,743) maintain consistent pricing, indicating a balanced supply-demand dynamic in the suburban areas.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Holland, MI | 30 | $62,990 |
| Kalamazoo, MI | 30 | $62,990 |
| Palatine, IL | 37 | $51,743 |
| Aurora, IL | 38 | $51,743 |
| Lafayette, IN | 35 | $48,986 |
| Rockford, IL | 26 | $46,990 |
Pricing by Trim Packages
Key Insights
- AWD Trims Dominate Listings: The XLE AWD (30 listings) is the most common trim, reflecting strong demand for all-wheel drive options in the market.
- Premium Pricing for Higher Trims: The Platinum AWD ($55,445 MSRP) is the highest priced trim, indicating a significant markup for luxury features and advanced technology.
- Value in Base Trims: The LE FWD ($42,260 MSRP), while having the least inventory (2 listings), offers a more budget-friendly option for consumers seeking essential features.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 30 | $46,630 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 22 | $55,445 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 17 | $51,360 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 16 | $45,030 | FWD | 2.4L 265 hp I4 |
| Limited FWD | 9 | $49,760 | FWD | 2.4L 265 hp I4 |
| LE FWD | 2 | $42,260 | FWD | 2.4L 265 hp I4 |
| LE AWD | 1 | $43,860 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from July 2, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2026 Toyota Grand Highlander cost in Chicago, IL?
The average 2026 Toyota Grand Highlander costs about $53,178.60. The average price has increased by 0.7% since last year. The 44 for sale near Chicago, IL on CarGurus, range from $42,573 to $58,486 in price.
Is the 2026 Toyota Grand Highlander a good car?
CarGurus experts gave the 2026 Toyota Grand Highlander an overall rating of 7.7/10 and 2026 Toyota Grand Highlander owners have rated the vehicle a 0/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.
How many 2026 Toyota Grand Highlander vehicles in Chicago, IL have no reported accidents or damage?
40 out of 44 for sale near Chicago, IL have no reported accidents or damage.
Is the 2026 Toyota Grand Highlander safe?
CarGurus experts gave the 2026 Toyota Grand Highlander a safety rating of 8/10.
What is the fuel economy of the 2026 Toyota Grand Highlander?
Depending on the engine and options, the 2026 Toyota Grand Highlander gets between 22 and 24 MPG (or EV battery range).
What fuel types are available?
Gasoline engines are available.
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2026 Toyota Grand Highlander in Palatine IL2026 Toyota Grand Highlander in Aurora IL2026 Toyota Grand Highlander in Kenosha WI2026 Toyota Grand Highlander in South Bend IN2026 Toyota Grand Highlander in Rockford IL2026 Toyota Grand Highlander in Milwaukee WI2026 Toyota Grand Highlander in Janesville WI2026 Toyota Grand Highlander in Holland MI2026 Toyota Grand Highlander in Kalamazoo MI
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