New & Used 2025 Toyota Grand Highlander for Sale near Chicago, IL
159 results
- 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
Sponsored by McGrath Elmhurst Toyota
2026 Toyota Grand Highlander
Limited FWD
707 mi
Elmhurst, IL
17 mi away
Fair Deal
$53,988
- 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
Sponsored Listing
2025 Toyota Grand Highlander
XLE AWD
45,006 mi
Chicago, IL
8 mi away
Good Deal
$43,889
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,065
- Stock #:
- P7319
- VIN:
- 5TDAAAB50RS029394
Sponsored Listing
2024 Toyota Grand Highlander
XLE AWD
60,065 mi
Calumet City, IL
19 mi away
Good Deal
$41,650
- 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 (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Leather
- Transmission:
- Automatic
- Mileage:
- 17,371
- Stock #:
- 6054A
- VIN:
- 5TDAAAA57SS020859
2025 Toyota Grand Highlander
XLE FWD
17,371 mi
Home delivery from Godfrey, IL
Price includes $366 shipping
Good Deal
$41,517
- 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 1l6
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 58,763
- Stock #:
- 260320A
- VIN:
- 5TDAAAB5XRS003966
2024 Toyota Grand Highlander
Limited AWD
58,763 mi
Schaumburg, IL
27 mi away
Great Deal
$42,855
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,065
- Stock #:
- P7319
- VIN:
- 5TDAAAB50RS029394
2024 Toyota Grand Highlander
XLE AWD
60,065 mi
Calumet City, IL
19 mi away
Good Deal
$41,650
- 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:
- 20,469
- Stock #:
- R6N038737
- VIN:
- 5TDAAAB55RS038737
2024 Toyota Grand Highlander
Limited AWD
20,469 mi
Northbrook, IL
19 mi away
Great Deal
$47,367
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,400
- Stock #:
- 057861
- VIN:
- 5TDAAAB52RS057861
New arrival
2024 Toyota Grand Highlander
XLE AWD
19,400 mi
Home delivery from Lakewood, CO
Price includes $915 shipping
Good Deal
$45,847
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,227
- Stock #:
- 023983A
- VIN:
- 5TDAAAA51SS023983
2025 Toyota Grand Highlander
Limited FWD
11,227 mi
Home delivery from Pelham, AL
Price includes $890 shipping
Fair Deal
$51,584
- 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:
- 8-Speed Automatic
- Mileage:
- 30,400
- Stock #:
- TP15128
- VIN:
- 5TDAAAB53SS090146
Price drop
-$1,000
2025 Toyota Grand Highlander
XLE AWD
30,400 mi
Chicago, IL
8 mi away
Good Deal
$46,363
$45,363
- 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:
- Storm Cloud
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,531
- Stock #:
- R88072
- VIN:
- 5TDAAAA55RS016173
2024 Toyota Grand Highlander
XLE FWD
35,531 mi
Home delivery from Herculaneum, MO
Price includes $580 shipping
Fair Deal
$42,693
CarGurus Analysis:
2025 Toyota Grand Highlander
With 1,704 currently listed for sale and an average price of $48,129.00, 34.5% of 2025 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.
92.0% of 2025 Grand Highlander models on CarGurus are accident free.
The 2025 Toyota Grand Highlander stands out with its spacious interior, capable of seating adult passengers comfortably in the third row, impressive fuel-efficient powertrains, and a variety of features for a family-focused SUV.
- 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
$43,889
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 4,153
- Stock #:
- 28129936
- VIN:
- 5TDAAAB59TS106951
2026 Toyota Grand Highlander
Limited AWD
4,153 mi
Store transfer to Oak Lawn, IL
Price includes $549 shipping
Fair Deal
$55,547
- 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:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 42,609
- Stock #:
- D69134A
- VIN:
- 5TDAAAB50RS052397
New arrival
2024 Toyota Grand Highlander
XLE AWD
42,609 mi
Streamwood, IL
32 mi away
Good Deal
$42,858
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,137
- Stock #:
- 29381
- VIN:
- 5TDAAAB51RS000311
2024 Toyota Grand Highlander
XLE AWD
59,137 mi
Home delivery from Cambridge, OH
Price includes $508 shipping
Fair Deal
$42,338
- 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:
- 14,059
- Stock #:
- 19372
- VIN:
- 5TDAAAB57RS058410
New arrival
2024 Toyota Grand Highlander
XLE AWD
14,059 mi
Home delivery from Lansing, MI
Price includes $248 shipping
Good Deal
$45,428
- 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:
- 28,608
- Stock #:
- P5165
- VIN:
- 5TDAAAB57SS076427
2025 Toyota Grand Highlander
XLE AWD
28,608 mi
Home delivery from Washington, PA
Price includes $1,407 shipping
Good Deal
$45,847
- 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
Fair Deal
$44,898
- 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:
- 25,289
- Stock #:
- TA6341A
- VIN:
- 5TDAAAB52RS032958
New arrival
2024 Toyota Grand Highlander
XLE AWD
25,289 mi
Home delivery from Ottawa, IL
Price includes $73 shipping
Fair Deal
$46,070
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,835
- Stock #:
- 16616154
- VIN:
- 5TDAAAB56SS080257
2025 Toyota Grand Highlander
Limited AWD
32,835 mi
Home delivery from Appleton, WI
Price includes $170 shipping
Good Deal
$48,014
- 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 Listing
2026 Toyota Grand Highlander
Limited FWD
505 mi
Elmhurst, IL
17 mi away
Fair Deal
$53,888
CarGurus Analysis: 2025 Toyota Grand Highlander
Summary
With 1,704 currently listed for sale and an average price of $48,129.00, 34.5% of 2025 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.
92.0% of 2025 Grand Highlander models on CarGurus are accident free.
The 2025 Toyota Grand Highlander stands out with its spacious interior, capable of seating adult passengers comfortably in the third row, impressive fuel-efficient powertrains, and a variety of features for a family-focused SUV.
Why it stands out
The 2025 Toyota Grand Highlander enhances the brand's reputation for reliability and practicality by bridging the gap between the standard Highlander and the larger Sequoia. Unlike its sibling, the Grand Highlander is designed with a focus on providing adult-sized comfort in the third row, making it an excellent choice for families. Its expansive dimensions allow for cargo space that competes with larger vehicles like the Tacoma and Tundra. Buyers can choose from three efficient powertrains, including hybrid options, which provide excellent fuel economy. Although some concerns about handling and reliability have been raised, the Grand Highlander is well-equipped and offers substantial value for those looking for a spacious three-row SUV.
Other model years to consider
- Average price: $46,106.00
- Good/great deal percentage: 35.5%
- User rating: 5 / 5
- Total listings: 1,500
- Average price: $53,088.00
- Good/great deal percentage: 32.5%
- Total listings: 686
This analysis is based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.
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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
$48,167
0.4%
2025 Toyota Grand Highlander
Index Price
$29,220
0.4%
All used vehicles
2025 Toyota Grand Highlander Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Highest Price in Milwaukee: The city of Milwaukee, WI ($57,707) shows the highest average pricing, suggesting either a smaller inventory or higher demand.
- Lowest Average Prices in Palatine and Aurora: Both Palatine, IL and Aurora, IL ($46,750) represent the most affordable options for the Grand Highlander, indicating a competitive market or higher inventory levels in these areas.
- Inventory Comparison: Cities with higher inventory such as Palatine (76 listings) and Aurora (80 listings) correlate with lower average prices compared to Milwaukee and South Bend, highlighting the impact of inventory on pricing dynamics.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Milwaukee, WI | 56 | $57,707 |
| South Bend, IN | 58 | $52,740 |
| Kenosha, WI | 76 | $49,292 |
| Holland, MI | 64 | $50,150 |
| Kalamazoo, MI | 64 | $50,150 |
| Aurora, IL | 80 | $46,750 |
| Palatine, IL | 76 | $46,750 |
Pricing by Trim Packages
Key Insights
- AWD Dominance: AWD trims such as the XLE AWD and Platinum AWD are prevalent in inventory, highlighting consumer preference for all-weather vehicles in this market.
- Base Trim Pricing vs Premium Trims: The XLE FWD ($43,630 MSRP) is the most affordable trim, whereas the premium Platinum AWD ($54,045 MSRP) represents a significant markup but offers extensive features catering to higher-end consumer preferences.
- Feature-Rich Premium Options: Both the Platinum AWD and Limited AWD trims offer extensive tech and comfort features, justifying their higher MSRP and appealing to families and luxury buyers alike.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 26 | $45,230 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 26 | $54,045 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 18 | $49,960 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 18 | $43,630 | FWD | 2.4L 265 hp I4 |
| Limited FWD | 7 | $48,360 | FWD | 2.4L 265 hp I4 |
| LE FWD | 4 | $40,860 | FWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from June 25, 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 $48,167.06. The average price has increased by 8% since last year. The 84 for sale near Chicago, IL on CarGurus, range from $34,699 to $59,544 in price.
How many 2025 Toyota Grand Highlander vehicles in Chicago, IL have no reported accidents or damage?
84 out of 84 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.
2025 Toyota Grand Highlander in Palatine IL2025 Toyota Grand Highlander in Aurora IL2025 Toyota Grand Highlander in Kenosha WI2025 Toyota Grand Highlander in South Bend IN2025 Toyota Grand Highlander in Rockford IL2025 Toyota Grand Highlander in Milwaukee WI2025 Toyota Grand Highlander in Janesville WI2025 Toyota Grand Highlander in Holland MI2025 Toyota Grand Highlander in Kalamazoo MI
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