Used 2016 Toyota Highlander for Sale near Chicago, IL

151 results

Chicago, IL

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2015 Toyota Highlander

LE Plus AWD

86,632 miles

$17,777

Good Deal

Elmhurst, IL

17 mi away

Year:: 2015
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: Attitude Black Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic
Mileage:: 86,632
Stock number:: T44559A
VIN:: 5TDBKRFH3FS216449

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2017 Toyota Highlander

SE AWD

122,391 miles

$19,826

Fair Deal

Highland, IN

25 mi away

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:: SALSA RED PEARL
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 122,391
Stock number:: 10519
VIN:: 5TDJZRFH0HS437582

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2015 Toyota Highlander

Limited AWD

164,081 miles

$14,799

Good Deal

Northlake, IL

14 mi away

Year:: 2015
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 164,081
Stock number:: 12375W
VIN:: 5TDDKRFH2FS121311

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2017 Toyota Highlander

XLE AWD

82,346 miles

$22,677

Fair Deal

Antioch, IL

48 mi away

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:: Almond
Transmission:: 8-Speed Automatic
Mileage:: 82,346
Stock number:: 21033N
VIN:: 5TDJZRFH4HS513336

2015 Toyota Highlander

LE Plus AWD

117,110 miles

$15,500

Good Deal

McHenry, IL

46 mi away

Year:: 2015
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: Black
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 117,110
Stock number:: 1219
VIN:: 5TDBKRFH2FS089189

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2015 Toyota Highlander

XLE

112,309 miles

$17,490

Fair Deal

Chicago, IL

2 mi away

Year:: 2015
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: Attitude Black Metallic
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 112,309
Stock number:: T259A
VIN:: 5TDJKRFHXFS086617

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2016 Toyota Highlander

Limited Platinum AWD

118,404 miles

$19,550

Fair Deal

Certified Pre-Owned

Joliet, IL

36 mi away

Year:: 2016
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: White (Blizzard Pearl)
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 118,404
Stock number:: B6486A
VIN:: 5TDDKRFH6GS257913

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2016 Toyota Highlander

XLE AWD

140,124 miles

$16,999

Fair Deal

Crystal Lake, IL

42 mi away

Year:: 2016
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: Midnight Black Metallic
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 140,124
Stock number:: 40824A
VIN:: 5TDJKRFH0GS502482

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2015 Toyota Highlander

XLE

131,288 miles

$15,999

Good Deal

Tinley Park, IL

22 mi away

Year:: 2015
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: White (Blizzard Pearl)
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 131,288
Stock number:: 463601
VIN:: 5TDJKRFH1FS201492

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2015 Toyota Highlander

XLE

170,844 miles

$11,998

Great Deal

Naperville, IL

33 mi away

Year:: 2015
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 170,844
Stock number:: 091320
VIN:: 5TDJKRFH1FS091320

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2017 Toyota Highlander

SE AWD

122,391 miles

$19,826

Fair Deal

Highland, IN

25 mi away

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:: SALSA RED PEARL
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 122,391
Stock number:: 10519
VIN:: 5TDJZRFH0HS437582

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2015 Toyota Highlander

Limited AWD

102,586 miles

$19,295

Fair Deal

Schaumburg, IL

26 mi away

Year:: 2015
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 270 hp 3.5L V6
Exterior color:: Blue
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Ash
Transmission:: 6-Speed Automatic
Mileage:: 102,586
Stock number:: 251061B
VIN:: 5TDDKRFH1FS076460

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2017 Toyota Highlander

XLE AWD

100,081 miles

$21,395

Fair Deal

Highland, IN

25 mi away

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:: Silver
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 100,081
Stock number:: 1770017562
VIN:: 5TDJZRFH9HS396191

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2017 Toyota Highlander

Limited Platinum AWD

143,038 miles

$18,558

Good Deal

Bartlett, IL

32 mi away

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:: 22 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 143,038
Stock number:: DH23569A
VIN:: 5TDDZRFH4HS453877

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2015 Toyota Highlander

XLE

144,901 miles

$15,490

Fair Deal

Streamwood, IL

32 mi away

Year:: 2015
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 270 hp 3.5L V6
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 144,901
Stock number:: P21015A
VIN:: 5TDJKRFH1FS076638

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2017 Toyota Highlander

SE AWD

98,883 miles

$21,998

Fair Deal

Kenosha, WI

49 mi away

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:: Red
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 98,883
Stock number:: K25676A
VIN:: 5TDJZRFH5HS470724

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2017 Toyota Highlander

SE AWD

150,007 miles

$17,518

Fair Deal

Bartlett, IL

32 mi away

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:: Silver
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 150,007
Stock number:: H23616A
VIN:: 5TDJZRFH3HS510041

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Overview

Reviews

FAQs

CarGurus Analysis: 2016 Toyota Highlander

Summary

With 1,955 currently listed for sale on CarGurus and an average price of $18,438.20, 39.1% of 2016 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Toyota Highlander 4.6 / 5 stars.
59.3% of 2016 Highlander models on CarGurus are accident free.
The 2016 Toyota Highlander featured a stylish design, versatile seating options for up to eight passengers, and advanced safety technologies, making it a reliable choice for families seeking both comfort and security.

Why it stands out

The 2016 Toyota Highlander stands out for its stylish redesign and impressive safety features, making it a compelling choice for families. With options for up to eight passengers, it provided ample room while incorporating advanced technologies like adaptive cruise control and automatic emergency braking that enhanced peace of mind on the road. Additionally, its reliable performance and strong resale value further solidified its appeal as a smart investment in the midsize SUV market.

Other model years to consider

2015 Toyota Highlander: This year offers $16,815.90 average price, 36% good/great deals, 4.8/5 user rating, 1,448 listings.
2019 Toyota Highlander: This year offers $23,940.47 average price, 36% good/great deals, 4.6/5 user rating, 3,041 listings.
2017 Toyota Highlander: This year offers $20,339.99 average price, 40% good/great deals, 4.7/5 user rating, 7.2/10 expert rating, 2,311 listings.

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

4.7 Overall rating

(38 reviews)

Ana J

5.0

Reviewed a 2016 Toyota Highlander on Apr 09, 2024

Love it. Great size and many nice features.

Vicki L

5.0

Reviewed a 2016 Toyota Highlander on May 22, 2022

Has all the bells and whistles important to a grandmother hauling grandkids to ballgames and everything in between. Smooth as a cadillac ride, great power, and I love the auto liftgate and back up camera. Third row seats are handy to have and fold down flat. Toyota has a great reputation for lasting a long time, and I like to keep my cars many years. Drove a GMC Acadia prior to this car, and I prefer the Toyota.

Anonymous

5.0

Reviewed a 2016 Toyota Limited AWD on Mar 30, 2023

Coming from a 13 Tucson that blew up on us without warning, this 2016 Toyota Highlander Limited is absolutely stunning. We are very pleased with the fit and finish on the Limited trim, the features are amazing, every single option. It rides so smooth and so quiet, has great power, great fuel economy. It has sharp lines outside, looks great inside, Toyota really did a great job with this vehicle. We are proud to be new members of the Toyota family. We hope for decades of good ownership within Toyota.

Nichole P

5.0

Reviewed a 2016 Toyota Highlander on Aug 05, 2021

Excellent steering, smooth ride and quiet. Mechanically sound car.

Ronald K

5.0

Reviewed a 2016 Toyota Highlander on Jun 12, 2023

I have compared this car to many others in its class for quality…. few are even close.

2016 Toyota Highlander FAQs

How much does the 2016 Toyota Highlander cost in Chicago, IL?

The average 2016 Toyota Highlander costs about $18,179.36. The average price has decreased by -5.9% since last year. The 151 for sale near Chicago, IL on CarGurus, range from $11,591 to $28,998 in price.

How many 2016 Toyota Highlander vehicles in Chicago, IL have no reported accidents or damage?

102 out of 151 for sale near Chicago, IL have no reported accidents or damage.

What is the fuel economy of the 2016 Toyota Highlander?

Depending on the engine and options, the 2016 Toyota Highlander gets between 20 and 23 MPG (or EV battery range).

What fuel types are available?

Gasoline engines are available.

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