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Used 2020 Toyota Highlander for Sale near Illinois

255 results
Chicago, IL
2019 Toyota Highlander LE Plus AWD Michigan City Kia

2019 Toyota Highlander

LE Plus AWD

64,167 miles

$24,490

Fair Deal
Michigan City, IN
41 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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
64,167
Stock number:
DMK2559B
VIN:
5TDBZRFH5KS721401

Sponsored

2019 Toyota Highlander Limited AWD

2019 Toyota Highlander

Limited AWD

97,146 miles

$24,999

Good Deal
Villa Park, IL
19 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:
Silver
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
97,146
Stock number:
B47468A
VIN:
5TDDZRFH0KS939867

Sponsored

2021 Toyota Highlander XSE AWD

2021 Toyota Highlander

XSE AWD

68,011 miles

$31,495

Good Deal
Orland Park, IL
23 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:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
68,011
Stock number:
B10546
VIN:
5TDJZRBH2MS143701

Sponsored

2021 Toyota Highlander LE AWD

2021 Toyota Highlander

LE AWD

54,548 miles

$26,484

Great Deal
Certified Pre-Owned
Riverside, IL
9 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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
54,548
Stock number:
5754A
VIN:
5TDBZRBH9MS546675

2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

62,725 miles

$26,360

Fair Deal
Lombard, 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:
Ooh La La Rouge Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
62,725
Stock number:
251269A
VIN:
5TDJZRFH1KS990586

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2021 Toyota Highlander

XLE AWD

49,605 miles

$30,990

Fair Deal
Saint Charles, IL
35 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:
Moon Dust
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
49,605
Stock number:
F4809
VIN:
5TDHZRBH2MS530439

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2019 Toyota Highlander

LE Plus AWD

64,167 miles

$24,490

Fair Deal
Michigan City, IN
41 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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
64,167
Stock number:
DMK2559B
VIN:
5TDBZRFH5KS721401

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2021 Toyota Highlander

XSE AWD

68,011 miles

$31,495

Good Deal
Orland Park, IL
23 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:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
68,011
Stock number:
B10546
VIN:
5TDJZRBH2MS143701

Preparing for a close up...

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2019 Toyota Highlander

SE AWD

49,175 miles

$27,423

Good Deal
Barrington, IL
31 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:
49,175
Stock number:
650090B
VIN:
5TDJZRFH2KS577351

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2021 Toyota Highlander

Limited AWD

71,820 miles

$29,990

Good Deal
Streamwood, IL
32 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:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
71,820
Stock number:
P20969
VIN:
5TDDZRBH8MS530184

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2021 Toyota Highlander

XLE AWD

43,415 miles

$33,093

Fair Deal
Certified Pre-Owned
Calumet City, IL
19 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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
43,415
Stock number:
7105A
VIN:
5TDHZRBH4MS102162

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2021 Toyota Highlander

LE AWD

28,753 miles

$28,750

Good Deal
Mt. Prospect, IL
21 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:
Gray (Graphite)
Transmission:
Automatic
Mileage:
28,753
Stock number:
078634
VIN:
5TDBZRBHXMS078634

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2020 Toyota Highlander

XLE AWD

63,112 miles

$24,995

Great Deal
Wheeling, IL
23 mi away
Year:
2020
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:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
63,112
VIN:
5TDGZRBH4LS521644

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2020 Toyota Highlander

XLE FWD

89,797 miles

$25,797

Fair Deal
Store transfer to Oak Lawn, IL
1,743 mi away • Price includes $1,799 shipping Price includes $1,799 shipping
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
89,797
Stock number:
28147005
VIN:
5TDGZRAH8LS011326

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2019 Toyota Highlander

XLE AWD

80,543 miles

$25,397

Good Deal
Store transfer to Oak Lawn, IL
563 mi away • Price includes $399 shipping Price includes $399 shipping
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:
White
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
80,543
Stock number:
27721087
VIN:
5TDJZRFH0KS573265

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2020 Toyota Highlander

XLE AWD

39,252 miles

$29,379

Great Deal
Northlake, IL
14 mi away
Year:
2020
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:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
39,252
Stock number:
11881
VIN:
5TDGZRBH6LS511046

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2019 Toyota Highlander

XLE FWD

114,016 miles

$20,982

Fair Deal
Elgin, IL
34 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red (Maroon)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
114,016
Stock number:
EYC-334049
VIN:
5TDKZRFHXKS334049

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  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2020
  5. / Illinois
Overview
Reviews
FAQs

CarGurus Analysis: 2020 Toyota Highlander

Picture of 2020 Toyota Highlander

Summary

  • With 3,672 currently listed for sale on CarGurus and an average price of $28,162.50, 36.7% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.5 / 5 stars and CarGurus experts gave it an 7.7 / 10.
  • 73.2% of 2020 Highlander models on CarGurus are accident free.
  • The 2020 Toyota Highlander excelled in providing a spacious and tranquil ride, featuring a premium-like interior that offered comfort comparable to luxury brands, while incorporating standard advanced safety features.

Why it stands out

The 2020 Toyota Highlander distinguished itself in the midsize three-row SUV segment with its exceptional passenger comfort and tranquil ride quality. Its redesigned interior offered a luxurious feel akin to that of higher-end Lexus models, making it a standout choice for families seeking both space and serenity during their journeys. While it may not have boasted the most exciting styling or handling, the Highlander excelled in providing a quiet, effortless driving experience, supported by standard advanced safety features that enhanced its appeal.

Other model years to consider

  • 2022 Toyota Highlander: This year offers $33,925.22 average price, 34% good/great deals, 4.6/5 user rating, 8.2/10 expert rating, 6,414 listings.
  • 2021 Toyota Highlander: This year offers $30,564.27 average price, 35% good/great deals, 4.8/5 user rating, 7.5/10 expert rating, 4,592 listings.
  • 2023 Toyota Highlander: This year offers $35,595.40 average price, 34% good/great deals, 4.4/5 user rating, 6,158 listings.

This analysis is based on CarGurus' proprietary market data from December 3, 2025, CarGurus experts' opinions, and generative AI.

4.5 Overall rating

(33 reviews)
Karen D
4.0
Reviewed a 2020 Toyota Highlander on Mar 11, 2024

The 2020 Toyota Highlander XLE drives great!! Very smooth ride and great acceleration. I loved how it could turn tight corners, like when pulling out onto a 4-lane road. A lot of great features. The sound system was ok, but realized it wasnt that great after comparing it to the 2021 Limited with JBL speakers. Wish it had the nicer sound system. There were two things I was very disappointed in. The seats seemed rather shallow, compared to the seats in my 2012 Limited Highlander. My friend and I both felt like we were sliding off the edge of the front seats. Does Toyota think that Americans are getting smaller? The other thing was that the visors were not long enough to come all the way out to the edge of the windshield. There was at least a two inch gap between the outside edge of the visor and the outside edge of the windshield!! What the heck were they thinking! Driving toward the sun in the late afternoon was terrible because the sun was in my eyes and there was nothing I could do about it. Again, my 2012 Highlander has this one beat because the visor is plenty long enough. What a stupid place to try to save a buck! Those two things have me looking at other vehicles because I dont want to settle for something that is uncomfortable, and when you pay 40K for a vehicle, it better be good in every aspect!

Anonymous
5.0
Reviewed a 2020 Toyota Highlander on Nov 07, 2020

Most comfortable riding vehicle that we have ever purchased. Great features and a great looking vehicle as well.

Kris B
5.0
Reviewed a 2020 Toyota Highlander on May 22, 2023

Absolutely love this car. Great comfortable family vehicle with plenty of space, and features

Lee W
4.0
Reviewed a 2020 Toyota Highlander on Feb 27, 2020

The ride was smooth, the Highlander is quick and very quiet. I loved many of the features it had, like the posted speed limit on the instrument cluster. What really disappointed me was the passenger seat comfort. The seat bottom only adjusts fron-to-rear, not up or down so I wasn’t as comfortable in it as I was the Hyundai Palisade or the Kia Telluride. It’s still a really good vehicle.

Becky S
5.0
Reviewed a 2020 Toyota Highlander on Nov 22, 2022

Just picked one up Saturday! Absolutely love it, love the features, everything about it. Love the 3 row seats for all the grandkids. Had a Lexus RX350, feel there very similar just a little more room in the Highlander. Levy’s very smooth driving though.

2020 Toyota Highlander FAQs

How much does the 2020 Toyota Highlander cost in Illinois?

The average 2020 Toyota Highlander costs about $28,113.46. The average price has decreased by -7.1% since last year. The 255 for sale near Illinois on CarGurus, range from $15,363 to $48,902 in price.

Is the 2020 Toyota Highlander a good car?

CarGurus experts gave the 2020 Toyota Highlander an overall rating of 7.7/10 and 2020 Toyota Highlander owners have rated the vehicle a 4.5/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many 2020 Toyota Highlander vehicles in Illinois have no reported accidents or damage?

254 out of 255 for sale near Illinois have no reported accidents or damage.

Is the 2020 Toyota Highlander safe?

CarGurus experts gave the 2020 Toyota Highlander a safety rating of 9/10.

What is the fuel economy of the 2020 Toyota Highlander?

Depending on the engine and options, the 2020 Toyota Highlander gets between 22 and 23 MPG (or MPGe).

What fuel types are available?

Gasoline engines are available.

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