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Used 2018 Toyota Highlander for Sale nearChicago, IL

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222 vehicles found

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Shoreline Blue Pearl
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Mileage:
79,899
Stock #:
T45348B
VIN:
5TDJZRFH7KS726983
Shoreline Blue Pearl 2019 Toyota Highlander SUV / Crossover All-Wheel Drive
New arrival
McGrath Elmhurst Toyota

Sponsored by McGrath Elmhurst Toyota

2019 Toyota Highlander

XLE AWD

79,899 mi

Elmhurst, IL
17 mi away
Fair Deal

$26,998

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Shoreline Mist
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
86,744
Stock #:
A935916
VIN:
5TDJZRFH7KS935916
Shoreline Mist 2019 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2019 Toyota Highlander

XLE AWD

86,744 mi

Bensenville, IL
17 mi away
Good Deal
Third-party certified

$25,103

Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
99,641
Stock #:
28520857
VIN:
5TDKZRFHXJS265393
Blue 2018 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2018 Toyota Highlander

XLE

99,641 mi

Store transfer to Oak Lawn, IL
Price includes $749 shipping
Fair Deal

$23,747

Year:
2017
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Predawn Gray Mica
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
6-Speed Automatic
Mileage:
85,967
Stock #:
B26193A
VIN:
5TDZARFH5HS030710
Predawn Gray Mica 2017 Toyota Highlander SUV / Crossover Front-Wheel Drive 6-Speed Automatic
Price drop

-$494

 

2017 Toyota Highlander

LE

85,967 mi

Lincolnwood, IL
10 mi away
Good Deal

$19,900

$19,406

CarGurus Analysis:

2018 Toyota Highlander

4.6

  • With 211 currently listed for sale near Chicago, IL and an average price of $22,654.00, 25.6% of 2018 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2018 Toyota Highlander 4.57 / 5 stars.

  • 90.0% of 2018 Highlander models on CarGurus are accident free.

  • The 2018 Toyota Highlander is praised for its reliability, spaciousness, and smooth ride, making it a great option for families.

Research summarized using AI

 

Year:
2017
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
75,569
Stock #:
MX4596
VIN:
5TDBZRFH2HS438494
Black 2017 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$935

 

2017 Toyota Highlander

LE AWD

75,569 mi

Home delivery from Michigan Center, MI
Price includes $308 shipping
Good Deal

$21,417

$20,482

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
69,266
Stock #:
MX4475
VIN:
5TDBZRFH6KS953103
Gray 2019 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2019 Toyota Highlander

LE AWD

69,266 mi

Home delivery from Louisville, TN
Price includes $828 shipping
Fair Deal

$24,804

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
95,632
Stock #:
KS972966
VIN:
5TDDZRFH2KS972966
Midnight Black Metallic 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2019 Toyota Highlander

Limited Platinum AWD

95,632 mi

Libertyville, IL
31 mi away
Good Deal
Manufacturer certified

$26,989

Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
95,773
Stock #:
B6N487885
VIN:
5TDDZRFH0JS487885
White 2018 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

Sponsored Listing

2018 Toyota Highlander

Limited Platinum AWD

95,773 mi

Merrillville, IN
33 mi away
Fair Deal

$26,410

CarGurus Analysis: 2018 Toyota Highlander

Image Not Available

Summary

  • With 211 currently listed for sale near Chicago, IL and an average price of $22,654.00, 25.6% of 2018 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2018 Toyota Highlander 4.57 / 5 stars.

  • 90.0% of 2018 Highlander models on CarGurus are accident free.

  • The 2018 Toyota Highlander is praised for its reliability, spaciousness, and smooth ride, making it a great option for families.

Why it stands out

The 2018 Toyota Highlander distinguishes itself in the competitive midsize SUV market by combining reliability, safety, and spaciousness, appealing particularly to families. Its three rows of seating can accommodate up to eight passengers, although taller adults may find the third row a bit cramped. Moreover, this model features a smooth, comfortable ride, and a variety of available advanced safety technologies, including lane-keep assist and automatic emergency braking, which have earned it excellent safety ratings. While the Highlander's infotainment technology has some room for improvement in terms of user-friendliness compared to its competitors, its overall value, backed by Toyota's reputation for durability, makes it a popular choice among buyers.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $36,506.00
    • Good/great deal percentage: 51.7%
    • User rating: 5 / 5
    • Total listings: 209
  • 2023 Toyota Highlander

    • Average price: $35,748.00
    • Good/great deal percentage: 50.8%
    • User rating: 4.75 / 5
    • Total listings: 258
  • 2021 Toyota Highlander

    • Average price: $30,111.00
    • Good/great deal percentage: 37.2%
    • User rating: 4.86 / 5
    • Total listings: 234

This analysis is based on CarGurus' proprietary market data from June 23, 2026, CarGurus experts' opinions, and generative AI.

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