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New & Used 2025 Toyota Highlander for Sale near Chicago, IL

95 results
Chicago, IL
2024 Toyota Highlander LE AWD Toyota of Fox Lake

2024 Toyota Highlander

LE AWD

28,172 miles

$34,779

Good Deal
Fox Lake, IL
45 mi away
Year:
2024
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:
Black
Transmission:
Automatic
Mileage:
28,172
Stock number:
P2757
VIN:
5TDKDRBHXRS551826

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

32,788 miles

$34,417

Fair Deal
Round Lake, IL
42 mi away
Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
E62
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
32,788
Stock number:
RS534206
VIN:
5TDKDRBH5RS534206

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

45,645 miles

$30,490

Good Deal
Chicago, IL
8 mi away
Year:
2024
Make:
Toyota
Model:
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:
Automatic
Mileage:
45,645
Stock number:
XP16436
VIN:
5TDKDRBH8RS534054

Sponsored

2025 Toyota Highlander

2025 Toyota Highlander

20,329 miles

$34,128

Great Deal
16 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
20,329
Stock number:
16676048
VIN:
5TDKDRAH8SS554926

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

26,039 miles

$40,397

Fair Deal
Store transfer to Oak Lawn, IL
706 mi away • Price includes $399 shipping Price includes $399 shipping
Year:
2024
Make:
Toyota
Model:
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:
26,039
Stock number:
28322555
VIN:
5TDKDRBH5RS539714

2025 Toyota Highlander

2025 Toyota Highlander

32,241 miles

$33,021

Good Deal
16 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
32,241
Stock number:
16671087
VIN:
5TDKDRAH0SS554810

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

43,425 miles

$36,500

Fair Deal
Barrington, IL
31 mi away
Year:
2024
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 Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
43,425
Stock number:
PHR3106
VIN:
5TDKDRBH5RS536151

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

25,617 miles

$33,561

Good Deal
16 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
25,617
Stock number:
16657710
VIN:
5TDKDRAH9SS554028

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

45,645 miles

$30,490

Good Deal
Chicago, IL
8 mi away
Year:
2024
Make:
Toyota
Model:
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:
Automatic
Mileage:
45,645
Stock number:
XP16436
VIN:
5TDKDRBH8RS534054

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE FWD

18,708 miles

$36,868

Fair Deal
Plano, IL
48 mi away
Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
18,708
Stock number:
31749
VIN:
5TDKDRAH4RS531749

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

Limited FWD

49,321 miles

$37,997

Fair Deal
Store transfer to Oak Lawn, IL
1,527 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
49,321
Stock number:
27886245
VIN:
5TDKDRAH2RS541504

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

29,292 miles

$40,497

Fair Deal
Store transfer to Oak Lawn, IL
921 mi away • Price includes $499 shipping Price includes $499 shipping
Year:
2024
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:
Black
Transmission:
Automatic
Mileage:
29,292
Stock number:
28071557
VIN:
5TDKDRBH1RS531867

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

28,032 miles

$33,291

Great Deal
16 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
28,032
Stock number:
16619548
VIN:
5TDKDRAH8SS553260

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

32,788 miles

$34,417

Fair Deal
Round Lake, IL
42 mi away
Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
E62
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
32,788
Stock number:
RS534206
VIN:
5TDKDRBH5RS534206

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

28,172 miles

$34,779

Good Deal
Fox Lake, IL
45 mi away
Year:
2024
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:
Black
Transmission:
Automatic
Mileage:
28,172
Stock number:
P2757
VIN:
5TDKDRBHXRS551826

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

40,321 miles

$38,992

Fair Deal
Certified Pre-Owned
Hodgkins, IL
15 mi away
Year:
2024
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:
40,321
Stock number:
P11885
VIN:
5TDKDRBH8RS559374

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

47,777 miles

$31,445

Fair Deal
Des Plaines, IL
18 mi away
Year:
2024
Make:
Toyota
Model:
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:
47,777
Stock number:
JU17791
VIN:
5TDKDRBHXRS534833

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

25,617 miles

$33,561

Good Deal
16 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
25,617
Stock number:
16657710
VIN:
5TDKDRAH9SS554028

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2025
  5. / Illinois
  6. / Chicago
Overview
FAQs

CarGurus Analysis: 2025 Toyota Highlander

Picture of 2025 Toyota Highlander

Summary

  • With 1,527 currently listed for sale on CarGurus and an average price of $44,212.70, 32.4% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • 93.2% of 2025 Highlander models on CarGurus are accident free.
  • The 2025 Toyota Highlander offers a comfortable ride with practical features, a choice of efficient gas and hybrid powertrains, and up to 84.3 cubic feet of cargo space, making it an excellent option for families.

Why it stands out

The 2025 Toyota Highlander stands out in the marketplace due to its blend of comfort, practicality, and advanced safety features. With a spacious interior offering up to 84.3 cubic feet of cargo space and a suite of standard Toyota Safety Sense technologies, it provides excellent value for families seeking reliability and peace of mind. Additionally, the introduction of a fuel-efficient turbocharged engine and hybrid options enhances its appeal by delivering impressive fuel economy without sacrificing performance.

Other model years to consider

  • 2022 Toyota Highlander: This year offers $33,572.41 average price, 36% good/great deals, 4.6/5 user rating, 8.2/10 expert rating, 6,308 listings.
  • 2023 Toyota Highlander: This year offers $35,244.49 average price, 35% good/great deals, 4.4/5 user rating, 6,084 listings.
  • 2024 Toyota Highlander: This year offers $38,441.60 average price, 35% good/great deals, 4/5 user rating, 4,098 listings.

This analysis is based on CarGurus' proprietary market data from December 16, 2025, CarGurus experts' opinions, and generative AI.

2025 Toyota Highlander FAQs

How much does the 2025 Toyota Highlander cost in Chicago, IL?

The average 2025 Toyota Highlander costs about $39,548.87. The average price has decreased by -16.5% since last year. The 82 for sale near Chicago, IL on CarGurus, range from $27,995 to $50,400 in price.

How many 2025 Toyota Highlander vehicles in Chicago, IL have no reported accidents or damage?

82 out of 82 for sale near Chicago, IL have no reported accidents or damage.

What is the fuel economy of the 2025 Toyota Highlander?

Depending on the engine and options, the 2025 Toyota Highlander gets between 24 and 25 MPG (or EV battery range).

What fuel types are available?

Gasoline engines are available.

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