Used 2024 Toyota Highlander for Sale nearChicago, IL

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Year:
2023
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:
131,121
Stock #:
V6N516709
VIN:
5TDKDRBH0PS516709
Gray 2023 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2023 Toyota Highlander

XLE AWD

131,121 mi

Merrillville, IN
33 mi away
Fair Deal

$26,797

Year:
2024
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
Transmission:
8-Speed Automatic
Mileage:
38,758
Stock #:
57476900
VIN:
5TDKDRBH7RS574769
 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2024 Toyota Highlander

XSE AWD

38,758 mi

Calumet City, IL
19 mi away
Fair Deal

$41,316

Year:
2023
Make:
Toyota
Model:
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:
46,946
Stock #:
70084842
VIN:
5TDKDRBH5PS027478
Black 2023 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2023 Toyota Highlander

XSE AWD

46,946 mi

Store transfer to Oak Lawn, IL
Price includes $149 shipping
Fair Deal

$40,147

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:
Brown
Transmission:
Automatic
Mileage:
29,846
Stock #:
19525
VIN:
5TDKDRBHXRS567041
White 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2024 Toyota Highlander

Platinum AWD

29,846 mi

Home delivery from Lansing, MI
Price includes $248 shipping
Good Deal

$44,522

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:
Cypress
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
26,568
Stock #:
13064P
VIN:
5TDKDRBH4RS537260
Cypress 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

XLE AWD

26,568 mi

Elmhurst, IL
17 mi away
Fair Deal
Manufacturer certified

$41,366

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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
10,383
Stock #:
TR43791
VIN:
5TDKDRBH5SS590961
White (Wind Chill Pearl) 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

XLE AWD

10,383 mi

Elmhurst, IL
17 mi away
Fair Deal
Manufacturer certified

$47,366

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:
19,572
Stock #:
577767
VIN:
5TDKDRBHXSS577767
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

19,572 mi

Home delivery from Marietta, GA
Price includes $1,150 shipping
Good Deal

$43,238

CarGurus Analysis:

2024 Toyota Highlander

5.0

  • With 209 currently listed for sale near Chicago, IL and an average price of $38,796.00, 49.3% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.

  • 100.0% of 2024 Highlander models on CarGurus are accident free.

Research summarized using AI

Year:
2023
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)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
33,227
Stock #:
63201
VIN:
5TDKDRBHXPS013298
White (Wind Chill Pearl) 2023 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2023 Toyota Highlander

Limited AWD

33,227 mi

Home delivery from Wall Township, NJ
Price includes $1,280 shipping
Great Deal

$36,574

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
Transmission:
Automatic
Mileage:
26,011
Stock #:
62028
VIN:
5TDKDRAH1SS553889
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
Price drop

-$1,967

 

2025 Toyota Highlander

LE FWD

26,011 mi

Des Plaines, IL
16 mi away
Great Deal

$36,261

$34,672

CarGurus Analysis: 2024 Toyota Highlander

Image Not Available

Summary

  • With 209 currently listed for sale near Chicago, IL and an average price of $38,796.00, 49.3% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.

  • 100.0% of 2024 Highlander models on CarGurus are accident free.

Why it stands out

The 2024 Toyota Highlander stands out as one of the most comfortable and practical vehicles in its class. Toyota’s fourth-generation redesign brought more upscale styling and interior features, and the SUV’s body was reinforced to make it more comfortable on the road. It also remains a true do-it-all family hauler, with up to 84.3 cubic feet of cargo space with the seats folded down, which is one of the best measurements in its class.

For buyers, the Highlander’s appeal is its blend of versatility, efficiency, and standard equipment. It offers both gas and hybrid powertrains, with front-wheel drive standard and all-wheel drive optional. Every Highlander comes with an 8-inch touchscreen, USB inputs, Apple CarPlay and Android Auto, Amazon Alexa, and Toyota Safety Sense, so even the base vehicle is well equipped. The hybrid can deliver 35 mpg combined, and Toyota’s safety suite helped the Highlander earn Top Safety Pick or Top Safety Pick+ designations from the Insurance Institute for Highway Safety every year of this generation except 2026.

The tradeoff is that the Highlander still isn’t especially exciting to drive. The source describes it as lacking vigor, with a soft suspension and numb, uncommunicative steering, and it also notes that the third row is tiny. Even so, its strong reliability, safety, economy, and overall practicality make the 2024 Toyota Highlander an easy SUV to recommend for shoppers who value comfort and long-term usefulness over driving thrills.

Other model years to consider

  • 2023 Toyota Highlander

    • Average price: $33,633.00
    • Good/great deal percentage: 51.4%
    • User rating: 4.75 / 5
    • Total listings: 255
  • 2021 Toyota Highlander

    • Average price: $30,563.00
    • Good/great deal percentage: 36.8%
    • User rating: 4.86 / 5
    • Total listings: 242
  • 2022 Toyota Highlander

    • Average price: $33,656.00
    • Good/great deal percentage: 43.7%
    • User rating: 4.5 / 5
    • Total listings: 316

This analysis is based on CarGurus' proprietary market data from August 11, 2026, CarGurus experts' opinions, and generative AI.

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