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Used Toyota Highlander for Sale near Chicago, IL

360 results
Chicago, IL
2014 Toyota Highlander Limited AWD Silver Auto Sales and Service

2014 Toyota Highlander

Limited AWD

193,628 miles

$12,995

Fair Deal
Frankfort, IL
30 mi away
Year:
2014
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Silver Sky Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
193,628
Stock number:
60449A
VIN:
5TDDKRFH3ES009051

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2015 Toyota Highlander

XLE

136,862 miles

$15,499

Good Deal
Elgin, IL
34 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:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
136,862
Stock number:
EYC-222934
VIN:
5TDJKRFH2FS222934

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2019 Toyota Highlander SE AWD

2019 Toyota Highlander

SE AWD

132,801 miles

$19,963

Fair Deal
Hodgkins, IL
15 mi away
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:
132,801
Stock number:
N26488B
VIN:
5TDJZRFH8KS614516

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2022 Toyota Highlander XLE AWD

2022 Toyota Highlander

XLE AWD

42,455 miles

$34,950

Fair Deal
Tinley Park, IL
22 mi away
Year:
2022
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:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
42,455
Stock number:
24195T
VIN:
5TDGZRBH6NS237785

2021 Toyota Highlander XSE AWD

2021 Toyota Highlander

XSE AWD

70,497 miles

$29,200

Great Deal
Lake Villa, IL
43 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
70,497
Stock number:
LV565
VIN:
5TDLZRBH2MS147269

2019 Toyota Highlander SE AWD

2019 Toyota Highlander

SE AWD

122,588 miles

$20,700

Good Deal
Oak Forest, IL
21 mi away
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:
122,588
Stock number:
45495
VIN:
5TDJZRFH2KS991004

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2021 Toyota Highlander

XSE AWD

80,354 miles

$28,000

Great Deal
Kenosha, WI
49 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black (Charcoal)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
80,354
Stock number:
M25529A
VIN:
5TDJZRBH7MS149011

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2017 Toyota Highlander

XLE AWD

99,877 miles

$20,989

Fair Deal
Plainfield, IL
37 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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
99,877
Stock number:
M251179A
VIN:
5TDJZRFH1HS459493

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2018 Toyota Highlander

XLE AWD

122,825 miles

$20,995

Fair Deal
Mchenry, IL
45 mi away
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
Interior color:
Brown (Beige)
Transmission:
8-Speed Automatic
Mileage:
122,825
Stock number:
25717
VIN:
5TDJZRFH6JS552788

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2004 Toyota Highlander

Limited V6 AWD

74,150 miles

$10,565

Good Deal
Arlington Heights, IL
23 mi away
Year:
2004
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
230 hp 3.3L V6
Exterior color:
Silver
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
74,150
Stock number:
10696
VIN:
JTEEP21AX40009522

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2022 Toyota Highlander

XLE AWD

26,427 miles

$33,977

Good Deal
Lake Bluff, IL
30 mi away
Year:
2022
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:
23 MPG
Fuel type:
Gasoline
Interior color:
Glazed Caramel
Transmission:
8-Speed Automatic
Mileage:
26,427
Stock number:
53P108
VIN:
5TDHZRBH4NS577604

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2021 Toyota Highlander

Limited AWD

48,844 miles

$35,425

Fair Deal
Merrillville, IN
33 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-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:
48,844
Stock number:
B2M559166
VIN:
5TDDZRBH8MS559166

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2015 Toyota Highlander

XLE

112,309 miles

$15,890

Great 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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2025 Toyota Highlander

LE FWD

34,922 miles

$34,247

Great Deal
Store transfer to Oak Lawn, IL
401 mi away • Price includes $249 shipping Price includes $249 shipping
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
Interior color:
Black
Transmission:
Automatic
Mileage:
34,922
Stock number:
28430909
VIN:
5TDKDRAH8SS551881

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2021 Toyota Highlander

Platinum AWD

79,235 miles

$31,900

Good Deal
Crown Point, IN
30 mi away
Year:
2021
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:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
79,235
Stock number:
JP3399
VIN:
5TDGZRBH2MS075264

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2011 Toyota Highlander

Base

132,500 miles

$10,799

Good Deal
Elgin, IL
34 mi away
Year:
2011
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
187 hp 2.7L I4
Exterior color:
Gray
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
132,500
Stock number:
070624
VIN:
5TDBK3EH8BS070624

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2014 Toyota Highlander

Limited AWD

193,628 miles

$12,995

Fair Deal
Frankfort, IL
30 mi away
Year:
2014
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Silver Sky Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
193,628
Stock number:
60449A
VIN:
5TDDKRFH3ES009051

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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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2017 Toyota Highlander

Limited Platinum AWD

143,039 miles

$17,496

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:
143,039
Stock number:
DH23569A
VIN:
5TDDZRFH4HS453877

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2023 Toyota Highlander

L FWD

62,030 miles

$27,440

Good Deal
Hoffman Estates, IL
27 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
62,030
Stock number:
L1169A
VIN:
5TDKDRAH4PS009183

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2022 Toyota Highlander

XLE AWD

67,825 miles

$29,490

Good Deal
Streamwood, IL
32 mi away
Year:
2022
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:
Gray
Transmission:
Automatic
Mileage:
67,825
Stock number:
P21138
VIN:
5TDGZRBH1NS238519

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2016 Toyota Highlander

LE AWD

130,892 miles

$13,995

Great Deal
Bridgeview, IL
12 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:
Blue
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
130,892
Stock number:
SIY12
VIN:
5TDBKRFH8GS244572

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2008 Toyota Highlander

Limited

216,436 miles

$4,799

Good Deal
Merrillville, IN
31 mi away
Year:
2008
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:
Brown (Sand Beige)
Transmission:
5-Speed Automatic
Mileage:
216,436
Stock number:
WBA-049035
VIN:
JTEDS42A382049035

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Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 4,192 currently listed for sale on CarGurus and an **average price of $32,510.00**, 32.3% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2022 Toyota Highlander 4.58 / 5 stars. - **82.7% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander offers a spacious and comfortable interior, a suite of advanced safety features, and a choice between fuel-efficient hybrid models and powerful gas engine options. ## Why it stands out The 2022 Toyota Highlander is a standout choice among midsize SUVs, combining a reputation for reliability with family-friendly features. Its spacious cabin accommodates up to eight passengers, making it an ideal vehicle for larger families. The recent model year includes enhancements in features and comfort, such as an upgraded infotainment system and standard safety technologies like Toyota Safety Sense, which includes automatic emergency braking and lane-keeping assistance. The Highlander's available hybrid variant also appeals to eco-conscious buyers, providing excellent fuel economy without sacrificing practicality or comfort. Overall, the 2022 model year emphasizes Toyota's commitment to quality and safety, making it a versatile option for everyday use. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,334.00 - Good/great deal percentage: 33.5% - User rating: 4.82 / 5 - Total listings: 2,772 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $34,633.00 - Good/great deal percentage: 31.9% - User rating: 4.36 / 5 - Total listings: 4,283 - **[2020 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2020-Toyota-Highlander-c29164)** - Average price: $27,110.00 - Good/great deal percentage: 34.8% - User rating: 4.48 / 5 - Total listings: 2,572 These recommendations are based on CarGurus' proprietary market data from March 2, 2026, CarGurus experts' opinions, and generative AI.

4.6 Overall rating

(691 reviews)

Customers say

Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.

AI generated from the text of customer reviews.

What people say

cargo space comfort interior performance safety
Julie W
5.0
Reviewed a 2021 Toyota Highlander on Jul 20, 2024

I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.

Melissa C
5.0
Reviewed a 2021 Toyota Highlander on May 05, 2024

Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.

Emmanuel S
5.0
Reviewed a 2022 Toyota Highlander on Apr 18, 2024

The car is great with very nice features. It is a good value in terms of price and nothing is missing. It is a good looking car

Anonymous
5.0
Reviewed a 2019 Toyota Highlander on Sep 03, 2024

great combination of reliability, function and features and price. Has more than enough bells and whistles with great driveability and comfort

James S
4.0
Reviewed a 2008 Toyota Highlander on Jul 16, 2024

We own 2 of these. One is the limited and the other is the all wheel drive. Over 150,000 on each and really just general maintenance issues so far with each. The clear coat is peeling and fading on the rear valance of each and the shocks and struts need to be replaced at this age. We have taken our limited everywhere including Texas, Colorado, North Carolina, Maryland, West Virginia, and more. Very good for families or dog owners and flexible with the third row seating. No major issues with either one so far!

Toyota Highlander FAQs

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

The average Toyota Highlander costs about $26,791.64. The average price has decreased by -7.2% since last year. The 357 for sale near Chicago, IL on CarGurus, range from $1,800 to $49,998 in price.

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

357 out of 357 for sale near Chicago, IL have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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