Used 2025 Toyota Grand Highlander for Sale nearChicago, IL
192 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,048
- Stock #:
- P17008
- VIN:
- 5TDAAAB55RS035580
Sponsored by Chicago Northside Toyota
2024 Toyota Grand Highlander
XLE AWD
65,048 mi
Chicago, IL
8 mi away
Good Deal
$40,868
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 4,255
- Stock #:
- P12127
- VIN:
- 5TDAAAB59TS128321
Sponsored Listing
2026 Toyota Grand Highlander
XLE AWD
4,255 mi
Hodgkins, IL
15 mi away
Fair Deal
$50,946
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,502
- Stock #:
- PM6033
- VIN:
- 5TDAAAB58RS022306
Sponsored Listing
2024 Toyota Grand Highlander
Platinum AWD
38,502 mi
Plainfield, IL
35 mi away
Great Deal
$45,368
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,502
- Stock #:
- PM6033
- VIN:
- 5TDAAAB58RS022306
2024 Toyota Grand Highlander
Platinum AWD
38,502 mi
Plainfield, IL
35 mi away
Great Deal
$45,368
- 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:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,692
- Stock #:
- G02723A
- VIN:
- 5TDAAAB50SS093456
New arrival
2025 Toyota Grand Highlander
XLE AWD
17,692 mi
Gurnee, IL
38 mi away
Good Deal
$46,913
- Year:
- 2024
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 12,728
- Stock #:
- 28099526
- VIN:
- 5TDAAAB56RS031070
2024 Toyota Grand Highlander
Limited AWD
12,728 mi
Store transfer to Oak Lawn, IL
Price includes $549 shipping
Fair Deal
$51,547
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,513
- Stock #:
- P26204
- VIN:
- 5TDAAAB53SS087165
2025 Toyota Grand Highlander
XLE AWD
21,513 mi
Home delivery from Richmond, VA
Price includes $610 shipping
Good Deal
$45,903
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,496
- Stock #:
- 28621539
- VIN:
- 5TDAAAB58RS041163
New arrival
2024 Toyota Grand Highlander
Platinum AWD
30,496 mi
Store transfer to Oak Lawn, IL
Price includes $399 shipping
Fair Deal
$52,397
- 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:
- White (Cloud)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,937
- Stock #:
- 1CT8491A
- VIN:
- 5TDAAAA57TS041535
2026 Toyota Grand Highlander
XLE FWD
3,937 mi
Home delivery from Greensboro, NC
Price includes $813 shipping
Fair Deal
$48,712
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 43,445
- Stock #:
- 21041578T
- VIN:
- 5TDAAAB54RS041578
New arrival
2024 Toyota Grand Highlander
XLE AWD
43,445 mi
Highland, IN
25 mi away
Fair Deal
$44,723
- 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
2026 Toyota Grand Highlander
XLE AWD
15,597 mi
Elgin, IL
33 mi away
Great Deal
$46,403
- Year:
- 2024
- 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:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,294
- Stock #:
- L2600601A
- VIN:
- 5TDAAAB56RS018089
2024 Toyota Grand Highlander
XLE AWD
69,294 mi
Glenview, IL
17 mi away
Good Deal
$40,372
- 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:
- 23,717
- Stock #:
- 34-1491CG
- VIN:
- 5TDAAAA50SS033047
2025 Toyota Grand Highlander
XLE FWD
23,717 mi
Burns Harbor, IN
33 mi away
Fair Deal
$46,278
CarGurus Analysis:
2025 Toyota Grand Highlander
With 1,663 currently listed for sale and an average price of $47,656.00, 33.0% of 2025 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.
91.9% of 2025 Grand Highlander models on CarGurus are accident free.
The 2025 Toyota Grand Highlander offers spacious seating for seven, impressive fuel efficiency, and a choice of hybrid powertrains, making it a practical family SUV.
- 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
2026 Toyota Grand Highlander
Platinum AWD
11,135 mi
Elmhurst, IL
18 mi away
Fair Deal
$56,407
- 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:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 41,243
- Stock #:
- S32974
- VIN:
- 5TDAAAB58SS074136
2025 Toyota Grand Highlander
XLE AWD
41,243 mi
Palos Hills, IL
16 mi away
Fair Deal
$45,373
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,362
- Stock #:
- P0210
- VIN:
- 5TDAAAB59SS095027
2025 Toyota Grand Highlander
XLE AWD
14,362 mi
Home delivery from Orlando, FL
Price includes $1,498 shipping
Great Deal
$45,994
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,783
- Stock #:
- 28308957
- VIN:
- 5TDAAAB54RS030435
New arrival
2024 Toyota Grand Highlander
XLE AWD
25,783 mi
Store transfer to Oak Lawn, IL
Price includes $549 shipping
Great Deal
$42,547
- Year:
- 2024
- 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:
- 95,237
- Stock #:
- S6C004775
- VIN:
- 5TDAAAB58RS004775
2024 Toyota Grand Highlander
Platinum AWD
95,237 mi
Schererville, IN
26 mi away
Great Deal
$38,300
- Year:
- 2024
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,745
- Stock #:
- P22610
- VIN:
- 5TDAAAA53RS005995
2024 Toyota Grand Highlander
XLE FWD
46,745 mi
Home delivery from Milwaukee, WI
Price includes $500 shipping
Great Deal
$37,407
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,355
- Stock #:
- EP5076
- VIN:
- 5TDAAAA56SS020643
New arrival
2025 Toyota Grand Highlander
XLE FWD
46,355 mi
Elgin, IL
39 mi away
Fair Deal
$42,728
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,352
- Stock #:
- U8805
- VIN:
- 5TDAAAB53RS005560
2024 Toyota Grand Highlander
Limited AWD
38,352 mi
Home delivery from Adrian, MI
Price includes $366 shipping
Great Deal
$43,465
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 58,867
- Stock #:
- F260580AA
- VIN:
- 5TDAAAB58RS062742
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New arrival
2024 Toyota Grand Highlander
XLE AWD
58,867 mi
Saint Charles, IL
34 mi away
Fair Deal
$42,613
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,355
- Stock #:
- EP5076
- VIN:
- 5TDAAAA56SS020643
New arrival
Sponsored Listing
2025 Toyota Grand Highlander
XLE FWD
46,355 mi
Elgin, IL
39 mi away
Fair Deal
$42,728
CarGurus Analysis: 2025 Toyota Grand Highlander
Summary
With 1,663 currently listed for sale and an average price of $47,656.00, 33.0% of 2025 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.
91.9% of 2025 Grand Highlander models on CarGurus are accident free.
The 2025 Toyota Grand Highlander offers spacious seating for seven, impressive fuel efficiency, and a choice of hybrid powertrains, making it a practical family SUV.
Why it stands out
The 2025 Toyota Grand Highlander is a standout in the crowded SUV market, filling the gap between the standard Highlander and the larger Sequoia. It boasts a spacious interior with "adult-sized" third-row seating, making it an excellent choice for families needing extra room without the bulk of a full-size SUV. Built on the TNGA-K platform, the Grand Highlander is larger than its siblings, providing ample cargo capacity and a comfortable ride. The model is available with a range of efficient powertrains, including a turbocharged four-cylinder and two hybrid options, ensuring that buyers can choose a model that fits their needs. While it has received some criticism for handling and reliability issues, the overall design and functionality make it a compelling option for those seeking a family-friendly vehicle.
Other model years to consider
- Average price: $45,533.00
- Good/great deal percentage: 33.8%
- User rating: 5 / 5
- Total listings: 1,454
- Average price: $52,603.00
- Good/great deal percentage: 32.7%
- Total listings: 640
This analysis is based on CarGurus' proprietary market data from July 20, 2026, CarGurus experts' opinions, and generative AI.
2025 Toyota Grand Highlander Trims
| Trim type | MSRP |
|---|---|
| LE AWD | $42,460 |
| Limited FWD | $48,360 |
| Platinum AWD | $54,045 |
| LE FWD | $40,860 |
| XLE FWD | $43,630 |
| Limited AWD | $49,960 |
| XLE AWD | $45,230 |
2025 Toyota Grand Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2025 Toyota Grand Highlander prices has changed over time.
See more price trendsAVG Price
$47,656
0.9%
2025 Toyota Grand Highlander
Index Price
$29,098
0.7%
All used vehicles
2025 Toyota Grand Highlander Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Highest Prices in Holland, MI: The market in Holland, MI commands the highest average price at $54,894, likely due to limited inventory and higher demand for premium features.
- Lowest Prices in Palatine, IL: Conversely, Palatine, IL offers the lowest average price at $45,002, indicating a more competitive market with potentially higher inventory levels.
- Price Variation Across Cities: The average prices range from $45,002 to $54,894, suggesting significant regional demand differences, possibly influenced by local economic conditions and consumer preferences.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Holland, MI | 66 | $54,894 |
| Kalamazoo, MI | 68 | $54,894 |
| Milwaukee, WI | 64 | $47,943 |
| South Bend, IN | 60 | $47,375 |
| Aurora, IL | 83 | $43,907 |
| Kenosha, WI | 71 | $45,004 |
| Palatine, IL | 79 | $45,002 |
Pricing by Trim Packages
Key Insights
- XLE AWD is the Most Common Trim: The XLE AWD trim leads the inventory with 34 listings, indicating strong demand for this configuration.
- Premium Pricing for Platinum AWD: The Platinum AWD trim, with an MSRP of $54,045, reflects a significant markup due to its luxury features, appealing to buyers seeking high-end options.
- Limited Inventory for Base Trims: The LE FWD and LE AWD trims have only 1 listing each, suggesting limited availability and potentially higher prices if demand increases.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 34 | $45,230 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 26 | $54,045 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 15 | $43,630 | FWD | 2.4L 265 hp I4 |
| Limited AWD | 19 | $49,960 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 13 | $48,360 | FWD | 2.4L 265 hp I4 |
| LE FWD | 1 | $40,860 | FWD | 2.4L 265 hp I4 |
| LE AWD | 1 | $42,460 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from July 16, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2025 Toyota Grand Highlander cost in Chicago, IL?
The average 2025 Toyota Grand Highlander costs about $47,655.84. The average price has increased by 8.3% since last year. The 100 for sale near Chicago, IL on CarGurus, range from $33,610 to $58,250 in price.
How many 2025 Toyota Grand Highlander vehicles in Chicago, IL have no reported accidents or damage?
100 out of 100 for sale near Chicago, IL have no reported accidents or damage.
What is the fuel economy of the 2025 Toyota Grand Highlander?
Depending on the engine and options, the 2025 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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