Used Toyota Grand Highlander for Sale nearChicago, IL
80 vehicles found
- 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 by Advantage Toyota of River Oaks
2024 Toyota Grand Highlander
XLE AWD
60,065 mi
Calumet City, IL
19 mi away
Good Deal
$41,650
- 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
Fair Deal
$56,907
- 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
Price drop
-$3,480
Sponsored Listing
2025 Toyota Grand Highlander
XLE FWD
25,039 mi
Des Plaines, IL
16 mi away
Great Deal
$45,757
$42,277
- 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
$42,933
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,900
- Stock #:
- P006842
- VIN:
- 5TDAAAB57RS006842
2024 Toyota Grand Highlander
Platinum AWD
28,900 mi
Home delivery from Taylorsville, IN
Price includes $298 shipping
Good Deal
$49,276
- 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
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 21,607
- Stock #:
- 28694674
- VIN:
- 5TDAAAB57RS052400
2024 Toyota Grand Highlander
Platinum AWD
21,607 mi
Store transfer to Oak Lawn, IL
Price includes $899 shipping
Fair Deal
$51,897
- 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
New arrival
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:
- 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:
- 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:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 24,581
- Stock #:
- 28828334
- VIN:
- 5TDAAAB50SS083638
2025 Toyota Grand Highlander
XLE AWD
24,581 mi
Store transfer to Oak Lawn, IL
Price includes $449 shipping
Fair Deal
$47,447
- 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
Good Deal
$47,403
Recommended model year:
2024 Toyota Grand Highlander
Shop 2024 Toyota Grand Highlander »With 1,506 currently listed for sale and an average price of $45,967.00, 37.4% of 2024 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Grand Highlander 5 / 5 stars.
90.9% of 2024 Grand Highlander models on CarGurus are accident free.
The 2024 Toyota Grand Highlander impresses with its spacious interior, offering a maximum cargo capacity of 97.5 cubic feet, making it a great option for families needing extra room.
- 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
$38,607
- 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:
- 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 (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,416
- Stock #:
- E2241A
- VIN:
- 5TDAAAB56RS056664
2024 Toyota Grand Highlander
Platinum AWD
12,416 mi
Westmont, IL
18 mi away
Fair Deal
$52,625
- 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
Fair Deal
$56,907
- 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
Price drop
-$3,480
2025 Toyota Grand Highlander
XLE FWD
25,039 mi
Des Plaines, IL
16 mi away
Great Deal
$45,757
$42,277
- 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
2025 Toyota Grand Highlander
XLE AWD
30,400 mi
Chicago, IL
8 mi away
Good Deal
$45,163
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 55,854
- Stock #:
- P20724
- VIN:
- 5TDAAAB52RS003881
New arrival
2024 Toyota Grand Highlander
Platinum AWD
55,854 mi
Streamwood, IL
32 mi away
Fair Deal
$48,358
- 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:
- 95,236
- Stock #:
- S6C004775
- VIN:
- 5TDAAAB58RS004775
2024 Toyota Grand Highlander
Platinum AWD
95,236 mi
Schererville, IN
26 mi away
Fair Deal
$41,300
- 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
$43,363
FAQs
How much does the Toyota Grand Highlander cost in Chicago, IL?
The average Toyota Grand Highlander costs about $47,290.71. The average price has increased by 6.6% since last year. The 80 for sale near Chicago, IL on CarGurus, range from $34,699 to $59,544 in price.
Is the Toyota Grand Highlander a good car?
CarGurus experts gave the 2026 Toyota Grand Highlander an overall rating of 7.7/10 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.
How many Toyota Grand Highlander vehicles in Chicago, IL have no reported accidents or damage?
80 out of 80 for sale near Chicago, IL have no reported accidents or damage.
Is the Toyota Grand Highlander safe?
CarGurus experts gave the 2026 Toyota Grand Highlander a safety rating of 8/10.
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 |
|---|---|
| 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 |
Toyota Grand Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Toyota Grand Highlander prices has changed over time.
See more price trendsAVG Price
$47,291
6.6%
Toyota Grand Highlander
Index Price
$29,169
0.2%
All used vehicles
Toyota Grand Highlander Pricing Analysis: Chicago, IL Market Report
Pricing Analysis by Model Year
Key Insights
- Recent Models Command Premiums: The 2026 Toyota Grand Highlander is priced at $52,348, approximately 24.9% above MSRP, indicating strong demand for the latest model year.
- 2025 Model Shows Good Value: The 2025 model demonstrates a much smaller depreciation, with current pricing at $47,748, about -1.3% below MSRP, suggesting a solid resale value.
- Older Years Underperform: The 2024 model is trading at $46,904, lower than its MSRP by -2.3%, showing less appeal compared to the newer offerings.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Grand Highlander | $41,860 | $52,348 | +24.9% |
| 2025 Toyota Grand Highlander | $40,860 | $47,748 | -1.3% |
| 2024 Toyota Grand Highlander | $43,320 | $46,904 | -2.3% |
Pricing in Nearby Cities
Market Area: Greater Chicago Region
Key Insights
- Price Variance: Palatine, IL ($47,797) has the highest average price among nearby cities, likely influenced by its affluent demographic.
- Best Deals in Rockford: Conversely, Rockford, IL ($45,168) offers the most competitive pricing, highlighting a potential value market for buyers.
- Consistent Demand Across Region: Cities like Aurora (80 listings) and Palatine (76 listings) show robust inventory, indicating steady demand for this model.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Palatine, IL | 76 | $47,797 |
| Aurora, IL | 80 | $47,381 |
| Kenosha, WI | 76 | $46,432 |
| South Bend, IN | 58 | $48,620 |
| Rockford, IL | 62 | $45,168 |
| Milwaukee, WI | 56 | $45,739 |
| Janesville, WI | 61 | $44,081 |
| Holland, MI | 64 | $50,525 |
| Kalamazoo, MI | 64 | $49,769 |
| Lafayette, IN | 76 | $49,250 |
Pricing by Trim Packages
Key Insights
- AWD Dominates Supply: The XLE AWD and Platinum AWD trims each offer 26 listings, indicating strong buyer preference for all-wheel drive capabilities.
- Premium Pricing for Top Trims: The Platinum AWD ($55,045 MSRP) represents the highest price point, catering to buyers seeking luxury features and maximum utility.
- FWD Trims Show Lower Inventory: The Limited FWD and LE FWD trims have fewer listings (7 and 4, respectively), which may reflect lower demand or supply constraints.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 26 | $46,230 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 26 | $55,045 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 18 | $50,960 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 18 | $44,630 | FWD | 2.4L 265 hp I4 |
| Limited FWD | 7 | $49,360 | FWD | 2.4L 265 hp I4 |
| LE FWD | 4 | $41,860 | 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.
CarGurus recommends the 2024 Toyota Grand Highlander
Summary
With 1,506 currently listed for sale and an average price of $45,967.00, 37.4% of 2024 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Grand Highlander 5 / 5 stars.
90.9% of 2024 Grand Highlander models on CarGurus are accident free.
The 2024 Toyota Grand Highlander impresses with its spacious interior, offering a maximum cargo capacity of 97.5 cubic feet, making it a great option for families needing extra room.
Why it stands out
The 2024 Toyota Grand Highlander distinguishes itself in the competitive three-row SUV market with its combination of size and features. Built on the TNGA-K platform, this model offers generous interior space, accommodating larger families and their gear with ease. What's particularly appealing is the availability of two hybrid powertrains, ensuring good fuel efficiency without compromising on power. With advanced safety features like Toyota Safety Sense 3.0 standard across all trims, the Grand Highlander provides peace of mind for drivers. Additionally, its sleek, modern design combines style with function, making it an attractive choice against competitors like the Kia Telluride.
Other model years to consider
- Average price: $48,165.00
- Good/great deal percentage: 36.3%
- Total listings: 1,699
- Average price: $53,154.00
- Good/great deal percentage: 34.1%
- Total listings: 665
These recommendations are based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
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Used Toyota Grand Highlander for Sale Under $10,000 Near ChicagoUsed Toyota Grand Highlander for Sale Under $15,000 Near ChicagoUsed Toyota Grand Highlander for Sale Under $20,000 Near ChicagoUsed Toyota Grand Highlander for Sale Under $25,000 Near ChicagoUsed Toyota Grand Highlander for Sale Under $30,000 Near ChicagoUsed Toyota Grand Highlander for Sale Under $40,000 Near Chicago
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