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New & Used 2026 Toyota Highlander for Sale near Chicago, IL

68 results
Chicago, IL
2025 Toyota Highlander XSE AWD Advantage Toyota of River Oaks

2025 Toyota Highlander

XSE AWD

18,853 miles

$44,473

Fair Deal
Certified Pre-Owned
Calumet City, IL
19 mi away
Year:
2025
Make:
Toyota
Model:
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:
18,853
Stock number:
P7065
VIN:
5TDKDRBH4SS575996

Sponsored

2025 Toyota Highlander Platinum AWD

2025 Toyota Highlander

Platinum AWD

3,704 miles

$51,446

Good Deal
Merrillville, IN
33 mi away
Year:
2025
Make:
Toyota
Model:
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:
Gray
Transmission:
Automatic
Mileage:
3,704
Stock number:
BNN584316
VIN:
5TDKDRBH1SS584316

Sponsored

2025 Toyota Highlander LE FWD

2025 Toyota Highlander

LE FWD

5,751 miles

$35,599

Great Deal
Carol Stream, IL
25 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
5,751
Stock number:
555027
VIN:
5TDKDRAH1SS555027

2025 Toyota Highlander XSE AWD

2025 Toyota Highlander

XSE AWD

18,853 miles

$44,473

Fair Deal
Certified Pre-Owned
Calumet City, IL
19 mi away
Year:
2025
Make:
Toyota
Model:
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:
18,853
Stock number:
P7065
VIN:
5TDKDRBH4SS575996

2025 Toyota Highlander Platinum AWD

2025 Toyota Highlander

Platinum AWD

3,704 miles

$51,446

Good Deal
Merrillville, IN
33 mi away
Year:
2025
Make:
Toyota
Model:
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:
Gray
Transmission:
Automatic
Mileage:
3,704
Stock number:
BNN584316
VIN:
5TDKDRBH1SS584316

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $53,937

$50,229

Merrillville, IN
33 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
2
Stock number:
B0F597456
VIN:
5TDKDRBH3TS597456

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $55,283

$51,700

Schererville, IN
26 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
4
Stock number:
S0F595983
VIN:
5TDKDRBH5TS595983

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $54,087

$51,929

Burns Harbor, IN
33 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White (Wind Chill Pearl)
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5
Stock number:
34-26080
VIN:
5TDKDRBH9TS598546

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

New car | MSRP $48,517

$48,517

Chicago, IL
8 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
4
Stock number:
T25538
VIN:
5TDKDRBH3SS583989

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

New car | MSRP $57,031

$53,071

Burns Harbor, IN
33 mi away
Year:
2025
Make:
Toyota
Model:
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:
Glazed Caramel
Transmission:
8-Speed Automatic
Mileage:
10
Stock number:
34-25137
VIN:
5TDKDRBH4SS592765

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $48,148

$46,400

Schererville, IN
26 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10
Stock number:
SDF601453
VIN:
5TDKDRBH8TS601453

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $54,808

$53,808

Streamwood, IL
32 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
0
Stock number:
A67249
VIN:
5TDKDRBH5TS49A722

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $55,283

$53,300

Schererville, IN
26 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
8
Stock number:
SNF599854
VIN:
5TDKDRBH3TS599854

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $57,210

$57,210

Waukegan, IL
36 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
Automatic
Mileage:
0
Stock number:
T28858
VIN:
5TDKDRBH6TS52A455

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

New car

$55,113

Hodgkins, IL
15 mi away
Year:
2025
Make:
Toyota
Model:
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 number:
N250617
VIN:
5TDKDRBH4SS595066

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $47,628

$47,628

Libertyville, IL
31 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White (Wind Chill Pearl)
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
15
Stock number:
TS599453
VIN:
5TDKDRBH7TS599453

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $54,808

$53,808

Streamwood, IL
32 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
0
Stock number:
67118
VIN:
5TDKDRBH5TS600664

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

New car | MSRP $57,595

Negotiable

Northbrook, IL
19 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Green
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
5
Stock number:
R8F592568
VIN:
5TDKDRBH2SS592568

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $52,573

$50,500

Schererville, IN
26 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10
Stock number:
SDF601273
VIN:
5TDKDRBH6TS601273

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $55,283

$55,283

Libertyville, IL
31 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White (Wind Chill Pearl)
Fuel type:
Gasoline
Interior color:
Glazed Caramel
Transmission:
Automatic
Mileage:
10
Stock number:
TS50A954
VIN:
5TDKDRBH1TS50A954

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

New car | MSRP $54,746

$54,746

Chicago, IL
8 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5
Stock number:
T25819
VIN:
5TDKDRBH3SS593213

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

New car | MSRP $55,812

$55,812

Tinley Park, IL
22 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
1
Stock number:
46306
VIN:
5TDKDRBH3SS594622

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

New car | MSRP $57,281

Negotiable

Northbrook, IL
19 mi away
Year:
2025
Make:
Toyota
Model:
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:
5
Stock number:
R8F590687
VIN:
5TDKDRBH0SS590687

  1. Home
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  4. / 2026
  5. / Illinois
  6. / Chicago
FAQs

2026 Toyota Highlander FAQs

How many 2026 Toyota Highlander vehicles in Chicago, IL have no reported accidents or damage?

8 out of 8 for sale near Chicago, IL have no reported accidents or damage.

What is the fuel economy of the 2026 Toyota Highlander?

Depending on the engine and options, the 2026 Toyota Highlander gets between 24 and 24 MPG (or MPGe).

What fuel types are available?

Gasoline engines are available.

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