New Toyota Grand Highlander for Sale nearChicago, IL
85 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- 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:
- 0
- Stock #:
- 29M776
- VIN:
- 5TDAAAB52TS29M776
Sponsored by Chicago Northside Toyota
2026 Toyota Grand Highlander
Platinum AWD
Chicago, IL
8 mi away
New car
TSRP $57,893
$58,271
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Portobello
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS35F270
- VIN:
- 5TDAAAB57TS35F270
New arrival
Sponsored Listing
2026 Toyota Grand Highlander
Platinum AWD
Libertyville, IL
31 mi away
New car
TSRP $60,920
$61,298
- 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:
- Automatic
- Mileage:
- 7
- Stock #:
- N260406
- VIN:
- 5TDAAAB54TS29N136
Sponsored Listing
2026 Toyota Grand Highlander
XLE AWD
Hodgkins, IL
15 mi away
New car
$53,787
- 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:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8
- Stock #:
- 7800
- VIN:
- 5TDAAAB52TS147034
New arrival
2026 Toyota Grand Highlander
XLE AWD
Calumet City, IL
19 mi away
New car
TSRP $49,318
$46,436
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- K6477
- VIN:
- 5TDAAAB54TS35E982
New arrival
2026 Toyota Grand Highlander
XLE AWD
Fox Lake, IL
45 mi away
New car
TSRP $50,123
$47,613
- 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:
- Automatic
- Mileage:
- 430
- Stock #:
- TS142480
- VIN:
- 5TDAAAB50TS142480
2026 Toyota Grand Highlander
XLE AWD
Libertyville, IL
31 mi away
New car
TSRP $49,350
$49,728
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- T29240
- VIN:
- 5TDAAAB58TS145692
2026 Toyota Grand Highlander
XLE AWD
Waukegan, IL
36 mi away
New car
TSRP $48,448
$48,249
- Year:
- 2026
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- K6478
- VIN:
- 5TDAAAB53TS35E827
New arrival
2026 Toyota Grand Highlander
Limited AWD
Fox Lake, IL
45 mi away
New car
TSRP $55,458
$53,467
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- S6F146472
- VIN:
- 5TDAAAB5XTS146472
2026 Toyota Grand Highlander
XLE AWD
Schererville, IN
26 mi away
New car
TSRP $49,945
$48,710
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 45
- Stock #:
- TS144268
- VIN:
- 5TDAAAB51TS144268
2026 Toyota Grand Highlander
Limited AWD
Libertyville, IL
31 mi away
New car
TSRP $55,603
$55,981
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- T5F140374
- VIN:
- 5TDAAAB52TS140374
2026 Toyota Grand Highlander
Platinum AWD
Home delivery from Davenport, IA
Price includes $225 shipping
New car
No Price Listed
- 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
- Mileage:
- 0
- Stock #:
- T261156
- VIN:
- 5TDAAAB53TS146667
2026 Toyota Grand Highlander
Platinum AWD
Home delivery from Delaware, OH
Price includes $395 shipping
New car
TSRP $59,113
$58,706
- 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:
- Bluprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Blk)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- 6947269
- VIN:
- 5TDAAAB57TS147269
2026 Toyota Grand Highlander
XLE AWD
Chicago, IL
7 mi away
New car
TSRP $48,553
$48,930
- 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:
- Light Gray
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS34H282
- VIN:
- 5TDAAAB57TS34H282
New arrival
2026 Toyota Grand Highlander
XLE AWD
Libertyville, IL
31 mi away
New car
TSRP $49,793
$50,171
- 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:
- 0218
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 6
- Stock #:
- T145630
- VIN:
- 5TDAAAB58TS145630
2026 Toyota Grand Highlander
XLE AWD
Chicago, IL
2 mi away
New car
TSRP $48,448
$48,860
- 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
- Mileage:
- 0
- VIN:
- 5TDAAAB58TS31F912
New arrival
2026 Toyota Grand Highlander
XLE AWD
Elmhurst, IL
17 mi away
New car
TSRP $49,678
$50,056
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- B7F147823
- VIN:
- 5TDAAAB57TS147823
New arrival
2026 Toyota Grand Highlander
XLE AWD
Merrillville, IN
33 mi away
New car
TSRP $49,960
$50,221
- 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:
- 3
- Stock #:
- 10T2535N
- VIN:
- 5TDAAAB51TS145727
New arrival
2026 Toyota Grand Highlander
XLE AWD
Home delivery from Baxter, MN
Price includes $451 shipping
New car
TSRP $48,373
$49,174
- 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:
- Storm Cloud
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Mileage:
- 0
- Stock #:
- TA32F706
- VIN:
- 5TDAAAB50TS32F706
New arrival
2026 Toyota Grand Highlander
Platinum AWD
Home delivery from Delaware, OH
Price includes $395 shipping
New car
TSRP $58,027
$58,870
- 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:
- 5
- Stock #:
- R7F148185
- VIN:
- 5TDAAAB56TS148185
New arrival
2026 Toyota Grand Highlander
Platinum AWD
Northbrook, IL
19 mi away
New car
TSRP $57,893
No Price Listed
- Year:
- 2026
- 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:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 6
- Stock #:
- S7F148303
- VIN:
- 5TDAAAB58TS148303
New arrival
2026 Toyota Grand Highlander
Platinum AWD
Schererville, IN
26 mi away
New car
TSRP $62,125
$60,310
- 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:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- A69345
- VIN:
- 5TDAAAB56TS32F838
2026 Toyota Grand Highlander
XLE AWD
Streamwood, IL
32 mi away
New car
TSRP $50,438
$49,402
- 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
- Fuel type:
- Gasoline
- Interior color:
- Portobello Leather
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 147679
- VIN:
- 5TDAAAB54TS147679
New arrival
2026 Toyota Grand Highlander
Platinum AWD
Home delivery from DeRidder, LA
Price includes $1,240 shipping
New car
TSRP $61,317
$62,558
- 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:
- Storm Cloud
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2,630
- Stock #:
- TS142155
- VIN:
- 5TDAAAB50TS142155
2026 Toyota Grand Highlander
XLE AWD
Libertyville, IL
31 mi away
New car
TSRP $48,448
$48,826
FAQs
How much does the 2026 Toyota Grand Highlander cost?
The 2026 Toyota Grand Highlander has a starting MSRP of $42,260 and can cost up to $55,445 depending on the trim package and upgrades. The 642 new models for sale on CarGurus have an average listing price of $52,859.
Is the Toyota Grand Highlander a good car?
CarGurus experts gave the 2024 Toyota Grand Highlander an overall rating of 8/10 and Toyota Grand Highlander owners have rated the vehicle a 5/5 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.
Is the Toyota Grand Highlander safe?
CarGurus experts gave the 2024 Toyota Grand Highlander a safety rating of 9/10.
What fuel types are available?
Gasoline engines are available.
5.0 Overall rating
Filter by year
Filter by rating
Nick A
Reviewed a 2024 Toyota Grand Highlander on Aug 14, 2024
The car is amazing. Not much of a discount though.
Is this review helpful?
Shanta C
Reviewed a 2024 Toyota Grand Highlander on Jun 20, 2024
Great suv with lots of space and safety features.
Is this review helpful?
Toyota Grand Highlander Trims
| Trim type | MSRP |
|---|---|
| 2026 Platinum AWD | $55,445 |
| 2026 LE AWD | $43,860 |
| 2026 LE FWD | $42,260 |
| 2026 Limited AWD | $51,360 |
| 2026 Limited FWD | $49,760 |
| 2026 XLE AWD | $46,630 |
| 2026 XLE FWD | $45,030 |
Toyota Grand Highlander Price Trends
CarGurus tracks the prices of millions of car listings every year. See how the average price of prices has changed over time.
See more price trends2026 Toyota Grand Highlander Starting MSRP
$42,260
0.7%
New Toyota Grand Highlander
AVG Used Toyota Grand Highlander Price
$49,038
0.7%
2024 - 2026 model years
Toyota Grand Highlander Pricing Analysis: Chicago, IL Market Report
Pricing Analysis by Model Year
Key Insights
- Significant New-Car Premium: The 2026 model is priced at $55,495, which is approximately 30.9% above its MSRP, indicating strong demand for the latest model.
- Stable Pricing for Recent Models: The 2025 model shows a modest depreciation of only 10.5% from its MSRP, while the 2024 model is priced slightly above its original MSRP, suggesting a stable market for these years.
- Older Models Depreciate Less: The 2024 model has a current average price of $45,216, which is only -1.4% below its MSRP, indicating that it retains value better than older models.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Grand Highlander | $42,260 | $55,495 | +30.9% |
| 2025 Toyota Grand Highlander | $40,860 | $45,118 | +10.5% |
| 2024 Toyota Grand Highlander | $43,320 | $45,216 | -1.4% |
Pricing in Nearby Cities
Market Area: Greater Chicago Region
Key Insights
- Highest Prices in South Bend: The city of South Bend, IN has the highest average price at $46,735, likely due to limited inventory and higher demand.
- Lowest Prices in Milwaukee: Milwaukee, WI offers the most competitive pricing at $43,919, suggesting a more price-sensitive market or higher inventory levels.
- Inventory Variation: Cities like Aurora, IL and Palatine, IL have similar inventory levels (83 and 79 listings respectively) but show a price difference, indicating varying demand dynamics.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| South Bend, IN | 60 | $46,735 |
| Palatine, IL | 79 | $46,106 |
| Aurora, IL | 83 | $45,400 |
| Rockford, IL | 65 | $46,448 |
| Kenosha, WI | 71 | $44,891 |
| Janesville, WI | 66 | $44,236 |
| Kalamazoo, MI | 68 | $52,414 |
| Holland, MI | 66 | $53,274 |
| Milwaukee, WI | 64 | $43,919 |
Pricing by Trim Packages
Key Insights
- AWD Trims Lead Inventory: The XLE AWD and Platinum AWD trims are the most common, reflecting strong demand for all-weather capabilities.
- Premium Pricing for Higher Trims: The Platinum AWD trim, with an MSRP of $55,445, is significantly higher than base trims, indicating a premium market segment.
- Limited Inventory for Base Trims: The LE FWD and LE AWD trims have only one listing each, suggesting limited availability and potentially higher demand for these entry-level options.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 34 | $46,630 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 26 | $55,445 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 15 | $45,030 | FWD | 2.4L 265 hp I4 |
| Limited AWD | 19 | $51,360 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 14 | $49,760 | FWD | 2.4L 265 hp I4 |
| LE FWD | 1 | $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 16, 2026, CarGurus experts' opinions, and generative AI.
Toyota Grand Highlander test drive
8
of 10 overall
Look and feel9/10
Technology7/10
Performance6/10
Safety9/10
Form & function9/10
Cost effectiveness8/10
Can’t find a Kia Telluride? The 2024 Toyota Grand Highlander is a bigger and more fuel-efficient option.
If you have more than a couple of kids, chances are good that a regular Toyota Highlander won’t be big enough for all your needs. For many shoppers like you, the Kia Telluride and its corporate cousin, the Hyundai Palisade, have become the obvious choices. Those three-row crossovers are newer, bigger, and incredibly nice to drive.
But now there’s a new Highlander. A bigger Highlander. A Grand Highlander. This all-new model takes a popular nameplate (which, don't worry, isn’t going anywhere) and adds a little extra space. But what separates the Grand Highlander from the field is the availability of not one, but two different hybrid powertrains. This all-new model offers plenty of space, good fuel efficiency, and Toyota’s sterling reputation for reliability. So, is the 2024 Grand Highlander an immediate threat to the hot-selling Kia Telluride?
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