Used 2018 Toyota Highlander for Sale nearChicago, IL

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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:
8-Speed Automatic
Mileage:
72,407
Stock #:
G65368A
VIN:
5TDJZRFH5KS584634
Midnight Black Metallic 2019 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival
Gurnee Chrysler Jeep Dodge Ram

Sponsored by Gurnee Chrysler Jeep Dodge Ram

2019 Toyota Highlander

XLE AWD

72,407 mi

Gurnee, IL
39 mi away
Fair Deal

$28,690

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:
Red (Burgundy)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
58,644
Stock #:
70100038
VIN:
5TDZZRFH3JS241497
Red (Burgundy) 2018 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2018 Toyota Highlander

LE Plus

58,644 mi

Store transfer to Oak Lawn, IL
Price includes $1,299 shipping
Fair Deal

$26,297

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:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
96,369
Stock #:
192398
VIN:
5TDZZRFH4HS192398
Silver 2017 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
New arrival

 

2017 Toyota Highlander

LE Plus

96,369 mi

Home delivery from Marietta, GA
Price includes $856 shipping
Good Deal

$19,526

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:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
77,480
Stock #:
NH1246
VIN:
5TDJZRFH7HS374710
White (Blizzard Pearl) 2017 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2017 Toyota Highlander

SE AWD

77,480 mi

Home delivery from New Haven, IN
Price includes $296 shipping
Fair Deal

$24,516

CarGurus Analysis:

2018 Toyota Highlander

4.6

  • With 239 currently listed for sale near Chicago, IL and an average price of $23,045, 25.5% 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.

  • 92.5% of 2018 Highlander models on CarGurus are accident free.

Research summarized using AI

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:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
83,954
Stock #:
26626
VIN:
5TDJZRFH7JS885842
Midnight Black Metallic 2018 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2018 Toyota Highlander

XLE AWD

83,954 mi

Home delivery from Shawnee, KS
Price includes $642 shipping
Fair Deal

$25,487

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:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
147,877
Stock #:
390971
VIN:
5TDJZRFH5HS390971
Gray 2017 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2017 Toyota Highlander

SE AWD

147,877 mi

Home delivery from Bloomington, IL
Price includes $119 shipping
Good Deal

$17,291

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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
112,415
Stock #:
PR1621
VIN:
5TDJZRFH1KS579799
Black 2019 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2019 Toyota Highlander

XLE AWD

112,415 mi

Home delivery from Dwight, IL
Price includes $82 shipping
Great Deal

$20,939

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:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
148,553
Stock #:
726538
VIN:
5TDJZRFH8KS726538
Gray 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2019 Toyota Highlander

XLE AWD

148,553 mi

Waukegan, IL
36 mi away
Fair Deal

$19,363

CarGurus Analysis: 2018 Toyota Highlander

Image Not Available

Summary

  • With 239 currently listed for sale near Chicago, IL and an average price of $23,045, 25.5% 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.

  • 92.5% of 2018 Highlander models on CarGurus are accident free.

Why it stands out

The 2018 Toyota Highlander stands out as a comfortable, practical midsize SUV with a strong reputation for reliability and safety. In this generation, Toyota gave the Highlander more upscale styling and interior features, and reinforced the body to make it more comfortable on the road. It also offers both gas and hybrid powertrains, with front-wheel drive standard and all-wheel drive optional, giving buyers a familiar and flexible setup.

What makes the 2018 Highlander especially appealing is its everyday usefulness. It can carry up to 84.3 cubic feet of cargo space with the seats folded down, and every Highlander comes with an 8-inch touchscreen, USB inputs, Apple CarPlay and Android Auto, and Amazon Alexa. Toyota Safety Sense is standard, including lane-keep assist, lane-departure alerts, and automatic emergency braking, and the model earned strong IIHS safety recognition throughout this generation except 2026. The hybrid version is also notable for returning 35 mpg combined, which is much more than most other midsize SUVs.

The tradeoff is that the Highlander is not especially exciting to drive. The source describes it as lacking vigor, with soft suspension tuning and numb, uncommunicative steering. Its third row is also tiny, so buyers who need adult-sized rear seating may want to look elsewhere. Even so, the 2018 Highlander’s mix of comfort, practicality, efficiency, and long-term dependability makes it a compelling family SUV.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $40,770
    • Good/great deal percentage: 46.6%
    • User rating: 5 / 5
    • Total listings: 193
  • 2021 Toyota Highlander

    • Average price: $30,402
    • Good/great deal percentage: 34.7%
    • User rating: 4.86 / 5
    • Total listings: 265
  • 2023 Toyota Highlander

    • Average price: $34,335
    • Good/great deal percentage: 43.3%
    • User rating: 4.75 / 5
    • Total listings: 254

This analysis is based on CarGurus' proprietary market data from September 28, 2026, CarGurus experts' opinions, and generative AI.

*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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