Used 2027 Toyota Grand Highlander for Sale nearChicago, IL
131 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
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 4,885
- Stock #:
- TS144268
- VIN:
- 5TDAAAB51TS144268
Sponsored by AutoNation Toyota Libertyville
2026 Toyota Grand Highlander
Limited AWD
4,885 mi
Libertyville, IL
31 mi away
Good Deal
$53,498
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,404
- Stock #:
- XX7662
- VIN:
- 5TDAAAB5XTS125234
Sponsored Listing
2026 Toyota Grand Highlander
XLE AWD
18,404 mi
Crystal Lake, IL
42 mi away
Fair Deal
$49,076
- 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:
- 12,925
- Stock #:
- TS143039
- VIN:
- 5TDAAAB53TS143039
Sponsored Listing
2026 Toyota Grand Highlander
XLE AWD
12,925 mi
Libertyville, IL
31 mi away
Good Deal
$49,498
- 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:
- 4,885
- Stock #:
- TS144268
- VIN:
- 5TDAAAB51TS144268
2026 Toyota Grand Highlander
Limited AWD
4,885 mi
Libertyville, IL
31 mi away
Good Deal
$53,498
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,354
- Stock #:
- T26596A
- VIN:
- 5TDAAAB58TS124941
2026 Toyota Grand Highlander
XLE AWD
14,354 mi
Chicago, IL
8 mi away
Fair Deal
$49,865
- 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:
- Heavy Metal
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,813
- Stock #:
- R403231A
- VIN:
- 5TDAAAB53TS105908
New arrival
2026 Toyota Grand Highlander
Platinum AWD
5,813 mi
Matteson, IL
27 mi away
Fair Deal
$59,894
- 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:
- 8-Speed Automatic
- Mileage:
- 17,891
- Stock #:
- TS127885
- VIN:
- 5TDAAAB56TS127885
2026 Toyota Grand Highlander
XLE AWD
17,891 mi
Home delivery from Kalamazoo, MI
Price includes $265 shipping
Fair Deal
$48,569
- 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:
- Heavy Metal
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 424
- Stock #:
- 69F08614
- VIN:
- 5TDAAAB57TS128561
New arrival
2026 Toyota Grand Highlander
Platinum AWD
424 mi
Chicago, IL
7 mi away
Good Deal
$59,175
- 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
- Transmission:
- Automatic
- Mileage:
- 12,659
- Stock #:
- HL2617A
- VIN:
- 5TDAAAB54TS115783
New arrival
2026 Toyota Grand Highlander
Platinum AWD
12,659 mi
Home delivery from Muscatine, IA
Price includes $360 shipping
Great Deal
$54,230
- 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:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,741
- Stock #:
- 66319A
- VIN:
- 5TDAAAB51TS129835
2026 Toyota Grand Highlander
XLE AWD
10,741 mi
Palatine, IL
27 mi away
Good Deal
$49,184
- 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:
- 12,925
- Stock #:
- TS143039
- VIN:
- 5TDAAAB53TS143039
2026 Toyota Grand Highlander
XLE AWD
12,925 mi
Libertyville, IL
31 mi away
Good Deal
$49,498
- 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:
- 4,535
- Stock #:
- PKB111810
- VIN:
- 5TDAAAB55TS111810
New arrival
2026 Toyota Grand Highlander
Limited AWD
4,535 mi
Home delivery from Parker, CO
Price includes $1,368 shipping
Good Deal
$55,363
- 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:
- 11,886
- Stock #:
- V1594
- VIN:
- 5TDAAAB54TS128114
2026 Toyota Grand Highlander
XLE AWD
11,886 mi
Chicago, IL
9 mi away
Great Deal
$44,499
- 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:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,882
- Stock #:
- P23496
- VIN:
- 5TDAAAB51TS105955
2026 Toyota Grand Highlander
XLE AWD
15,882 mi
Home delivery from Milwaukee, WI
Price includes $500 shipping
Fair Deal
$49,480
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 14,778
- Stock #:
- 8G6FS8
- VIN:
- 5TDAAAA55TS041968
2026 Toyota Grand Highlander
XLE FWD
14,778 mi
Aurora, IL
32 mi away
Fair Deal
$47,377
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,404
- Stock #:
- XX7662
- VIN:
- 5TDAAAB5XTS125234
2026 Toyota Grand Highlander
XLE AWD
18,404 mi
Crystal Lake, IL
42 mi away
Fair Deal
$49,076
- 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:
- 4,358
- Stock #:
- M23541
- VIN:
- 5TDAAAB57TS133453
2026 Toyota Grand Highlander
XLE AWD
4,358 mi
Home delivery from Lehi, UT
Price includes $1,893 shipping
Fair Deal
$50,386
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,460
- Stock #:
- TS037691
- VIN:
- 5TDAAAA51TS037691
New arrival
2026 Toyota Grand Highlander
XLE FWD
81,460 mi
Home delivery from Palmetto Bay, FL
Free home delivery
Great Deal
$37,199
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 69185
- VIN:
- 5TDAAAB57TS149488
2026 Toyota Grand Highlander
Platinum AWD
Streamwood, IL
32 mi away
New car
TSRP $58,772
$55,467
- 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:
- Storm Cloud
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- VIN:
- 5TDAAAB52TS44F622
New arrival
2026 Toyota Grand Highlander
Limited AWD
Crystal Lake, IL
42 mi away
New car
TSRP $55,898
$56,689
- 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
- Transmission:
- Automatic
- Mileage:
- 0
- VIN:
- 5TDAAAB52TS42H573
New arrival
2026 Toyota Grand Highlander
Platinum AWD
Crystal Lake, IL
42 mi away
New car
TSRP $58,493
$59,284
- 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 1)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Mileage:
- 0
- VIN:
- 5TDAAAB52TS44G785
New arrival
2026 Toyota Grand Highlander
XLE AWD
Elmhurst, IL
17 mi away
New car
TSRP $50,608
$51,166
- 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:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- K6714
- VIN:
- 5TDAAAB50TS43F476
Price drop
-$2,711
2026 Toyota Grand Highlander
XLE AWD
Fox Lake, IL
45 mi away
New car
TSRP $49,623
$49,869
$47,158
- 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:
- Heavy Metal
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 424
- Stock #:
- 69F08614
- VIN:
- 5TDAAAB57TS128561
New arrival
Sponsored Listing
2026 Toyota Grand Highlander
Platinum AWD
424 mi
Chicago, IL
7 mi away
Good Deal
$59,175
2027 Toyota Grand Highlander Trims
| Trim type | MSRP |
|---|---|
| XLE FWD | $45,430 |
| Platinum AWD | $55,745 |
| Limited AWD | $51,660 |
| Limited FWD | $50,060 |
| LE AWD | $44,160 |
| LE FWD | $42,560 |
| XLE AWD | $47,030 |
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
2027 Toyota Grand Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Toyota Grand Highlander prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Toyota Grand Highlander
Index Price
$28,675
1.0%
All used vehicles
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How many 2027 Toyota Grand Highlander vehicles in Chicago, IL have no reported accidents or damage?
19 out of 21 for sale near Chicago, IL have no reported accidents or damage.
What is the fuel economy of the 2027 Toyota Grand Highlander?
Depending on the engine and options, the 2027 Toyota Grand Highlander gets between 22 and 24 MPG/MPGe.
What fuel types are available?
Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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