Used Toyota Highlander for Sale in Chicago...
337 Results

Used Toyota Highlander for Sale in Chicago, IL

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165,154 miles
  • Color: Green
  • MPG: 17 City / 23 Highway
  • Drive Type: 4 wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
27,527 miles
  • Color: Black
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
37,032 miles
  • Color: Gray
  • MPG: 27 City / 28 Highway
  • Drive Type: All wheel drive
  • Engine: Gas / Electric Hybrid
GREAT PRICE
26,000
Est. Finance Payment $429/mo.
47,410 miles
  • Color: Silver
  • MPG: 18 City / 24 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
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38,656 miles
  • Color: Off White
  • MPG: 18 City / 24 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
12,490
Est. Finance Payment $263/mo.
109,436 miles
  • Color: Silver
  • MPG: 17 City / 22 Highway
  • Drive Type: 4 wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
22,995
Est. Finance Payment $334/mo.
61,528 miles
  • Color: White
  • MPG: 18 City / 24 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
48,396 miles
  • Color: Blue
  • MPG: 19 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
33,995
Est. Finance Payment $480/mo.
12,431 miles
  • Color: Burgundy
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
15,500
Est. Finance Payment $230/mo.
62,653 miles
  • Color: White
  • MPG: 17 City / 22 Highway
  • Drive Type: 4 wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
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107,907 miles
  • Color: Gray
  • MPG: 18 City / 24 Highway
  • Drive Type: 2 wheel drive - front
  • Engine: 4-Cylinder
GREAT PRICE
30,700
Est. Finance Payment $416/mo.
24,662 miles
  • Color: Black
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
31,683
Est. Finance Payment $430/mo.
13,676 miles
  • Color: Silver
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
31,999
Est. Finance Payment $438/mo.
19,468 miles
  • Color: Silver
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
26,287 miles
  • Color: Red
  • MPG: 20 City / 27 Highway
  • Drive Type: 2 wheel drive - front
  • Engine: 6-Cylinder
GREAT PRICE
6,788 miles
  • Color: Gray
  • MPG: 20 City / 24 Highway
  • Drive Type: 2 wheel drive - front
  • Engine: 4-Cylinder
GREAT PRICE
17,257 miles
  • Color: Gray
  • MPG: 21 City / 27 Highway
  • Drive Type: 2 wheel drive - front
  • Engine: 6-Cylinder
GREAT PRICE
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14,498
Est. Finance Payment $207/mo.
67,904 miles
  • Color: Burgundy
  • MPG: 17 City / 22 Highway
  • Drive Type: 4 wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
26,284 miles
  • Color: Black
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
48,396 miles
  • Color: Blue
  • MPG: 19 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
22,995
Est. Finance Payment $329/mo.
51,007 miles
  • Color: Black
  • MPG: 18 City / 24 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GOOD PRICE
34,975
Est. Finance Payment $475/mo.
5 miles
  • Color: Blue
  • MPG: 20 City / 27 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
34,996
Est. Finance Payment $475/mo.
5 miles
  • Color: Black
  • MPG: 20 City / 28 Highway
  • Drive Type: 2 wheel drive - front
  • Engine: 6-Cylinder
GREAT PRICE
35,416
Est. Finance Payment $481/mo.
5 miles
  • Color: Silver
  • MPG: 20 City / 28 Highway
  • Drive Type: 2 wheel drive - front
  • Engine: 6-Cylinder
GREAT PRICE
35,996
Est. Finance Payment $488/mo.
5 miles
  • Color: Gray
  • MPG: 20 City / 28 Highway
  • Drive Type: 2 wheel drive - front
  • Engine: 6-Cylinder
GREAT PRICE
35,996
Est. Finance Payment $488/mo.
5 miles
  • Color: Red
  • MPG: 20 City / 27 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
38,916
Est. Finance Payment $528/mo.
2,450 miles
  • Color: Green
  • MPG: 20 City / 27 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
39,961
Est. Finance Payment $542/mo.
5 miles
  • Color: Red
  • MPG: 20 City / 27 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
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Looking for a Used Toyota Highlander near Chicago?

The Toyota Highlander is a mid-sized near-luxury crossover competing in a crowded segment where just about every major auto manufacturer has a hat in the ring. What makes the Highlander successful is its blend of technology, convenience and Toyota durability at the right price. With the largest selection of cars from dealers and private sellers, Autotrader can help find the perfect Highlander for you.

Autotrader has 337 Used Toyota Highlanders for sale near Chicago, IL, including a 2009 Toyota Highlander 2WD, a 2011 Toyota Highlander 4WD, and a 2011 Toyota Highlander SE ranging in price from $3,299 to $49,745.

Not sure if a Highlander is the right fit for you?

That's okay! We make it easy to shop for your next vehicle by body type, mileage, price, and much more.You can find other popular Toyota vehicles such as RAV4, Camry, and 4Runner on Autotrader.


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