Used Toyota Highlander in Chicago, IL

Local Toyota Highlander inventory in Chicago.

2021 Toyota Highlander LE — SUV — 67,781 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2021 Toyota Highlander

LE · AWD · Automatic

67,781 miGas23 mpg Magnetic Gray Metallic

$26,990

Chicago, IL

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2022 Toyota Highlander XLE — SUV — 62,359 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2022 Toyota Highlander

XLE · AWD · Automatic

62,359 miGas23 mpg Midnight Black Metallic

$30,990

Chicago, IL

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2021 Toyota Highlander Hybrid Platinum — SUV — 140,656 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2021 Toyota Highlander

Hybrid Platinum · AWD · Automatic

140,656 miHybrid35 mpg Magnetic Gray Metallic

$30,995

Chicago, IL

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2023 Toyota Highlander L — SUV — 37,235 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2023 Toyota Highlander

L · FWD · Automatic

37,235 miGas25 mpg Wind Chill Pearl

$31,490

Chicago, IL

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2023 Toyota Highlander XLE — SUV — 15,275 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2023 Toyota Highlander

XLE · AWD · Automatic

15,275 miGas24 mpg Midnight Black Metallic

$38,990

Chicago, IL

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2021 Toyota Highlander Limited — SUV — 54,905 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2021 Toyota Highlander

Limited · AWD · Automatic

54,905 miGas23 mpg Blizzard Pearl

$34,990

Chicago, IL

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2021 Toyota Highlander XLE — SUV — 107,832 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2021 Toyota Highlander

XLE · AWD · Automatic

107,832 miGas23 mpg Blueprint

$25,995

Chicago, IL

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2023 Toyota Highlander L — SUV — 29,450 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2023 Toyota Highlander

L · FWD · Automatic

29,450 miGas25 mpg Celestial Silver Metallic

$32,490

Chicago, IL

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2024 Toyota Highlander LE — SUV — 19,528 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2024 Toyota Highlander

LE · AWD · Automatic

19,528 miGas24 mpg Midnight Black Metallic

$37,490

Chicago, IL

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2024 Toyota Highlander LE — SUV — 23,010 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2024 Toyota Highlander

LE · AWD · Automatic

23,010 miGas24 mpg Midnight Black Metallic

$37,677

Chicago, IL

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2018 Toyota Highlander XLE — SUV — 76,850 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2018 Toyota Highlander

XLE · FWD · Automatic

76,850 miGas23 mpg Blizzard Pearl

$23,955

Chicago, IL

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2021 Toyota Highlander XLE — SUV — 60,161 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2021 Toyota Highlander

XLE · FWD · Automatic

60,161 miGas24 mpg Magnetic Gray Metallic

$30,995

Chicago, IL

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2021 Toyota Highlander XSE — SUV — 56,477 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2021 Toyota Highlander

XSE · AWD · Automatic

56,477 miGas23 mpg Midnight Black Metallic

$34,490

Chicago, IL

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2021 Toyota Highlander XLE — SUV — 52,734 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2021 Toyota Highlander

XLE · AWD · Automatic

52,734 miGas23 mpg Midnight Black Metallic

$30,000

Chicago, IL

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2019 Toyota Highlander XLE — SUV — 50,026 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2019 Toyota Highlander

XLE · AWD · Automatic

50,026 miGas22 mpg Predawn Gray Mica

$29,000

Chicago, IL

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2023 Toyota Highlander LE — SUV — 21,210 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2023 Toyota Highlander

LE · FWD · Automatic

21,210 miGas25 mpg Celestial Silver Metallic

$33,990

Chicago, IL

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2023 Toyota Highlander LE — SUV — 39,078 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2023 Toyota Highlander

LE · FWD · Automatic

39,078 miGas25 mpg Celestial Silver Metallic

$31,490

Chicago, IL

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2024 Toyota Highlander LE — SUV — 26,694 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2024 Toyota Highlander

LE · AWD · Automatic

26,694 miGas24 mpg Celestial Silver Metallic

$37,327

Chicago, IL

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2022 Toyota Highlander XLE — SUV — 72,346 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2022 Toyota Highlander

XLE · FWD · Automatic

72,346 miGas24 mpg Midnight Black Metallic

$30,596

Chicago, IL

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2023 Toyota Highlander LE — SUV — 39,313 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2023 Toyota Highlander

LE · AWD · Automatic

39,313 miGas24 mpg Midnight Black Metallic

$30,989

Chicago, IL

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2021 Toyota Highlander XLE — SUV — 70,384 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2021 Toyota Highlander

XLE · AWD · Automatic

70,384 miGas23 mpg Celestial Silver Metallic

$30,490

Chicago, IL

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2023 Toyota Highlander L — SUV — 32,084 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2023 Toyota Highlander

L · FWD · Automatic

32,084 miGas25 mpg Magnetic Gray Metallic

$29,990

Chicago, IL

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2021 Toyota Highlander XLE — SUV — 67,340 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2021 Toyota Highlander

XLE · FWD · Automatic

67,340 miGas24 mpg Midnight Black Metallic

$29,490

Chicago, IL

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2024 Toyota Highlander LE — SUV — 20,812 mi — Chicago, IL Clean title
Toyota logo

USED · SUV

2024 Toyota Highlander

LE · AWD · Automatic

20,812 miGas24 mpg Celestial Silver Metallic

$36,677

Chicago, IL

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About this category

Browse used Toyota Highlander for sale in Chicago, IL. Carlify shows 0 active Highlander listings from Chicago-area dealerships. Compare model years, trims, and pricing without leaving home.

Frequently asked questions

How many used Toyota Highlander are for sale in Chicago, IL?
Carlify lists thousands of used Toyota Highlander listings from Chicago-area dealerships.
How much does a used Toyota Highlander cost in Chicago?
Used Toyota Highlander pricing in Chicago varies by year, trim, and mileage.
What's the typical mileage on a used Toyota Highlander in Chicago?
Mileage varies. Use the mileage filter to narrow Toyota Highlander listings.