Used Toyota Highlander for Sale in Chicago, IL

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31,424 miles
  • Color: Blue
  • MPG: 19 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
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45,826 miles
  • Color: Silver
  • MPG: 18 City / 24 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
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6,454 miles
  • Color: Blue
  • MPG: 20 City / 27 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
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21,952 miles
  • Color: Silver
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
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30,490
Est. Finance Payment $550/mo.
38,713 miles
  • Color: Black
  • MPG: 18 City / 24 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
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33,621
Est. Finance Payment $460/mo.
40,973 miles
  • Color: White
  • MPG: 19 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
  • Tow Hitch Receiver & Wiring Harness Pkg: Tow Hitch Receiver & Wiring Harness Pkg
  • Protection Pkg #3: Protection Pkg #3
  • 3rd Row & Pass Thru All-Weather Floor Mat Pkg: 3rd Row & Pass Thru All-Weather Floor Mat Pkg
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34,098
Est. Finance Payment $467/mo.
33,105 miles
  • Color: White
  • MPG: 19 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
  • All-Weather Floor Liner Pkg: All-Weather Floor Liner Pkg
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34,377
Est. Finance Payment $466/mo.
33,395 miles
  • Color: White
  • MPG: 20 City / 27 Highway
  • Drive Type: 2 wheel drive - front
  • Engine: 6-Cylinder
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35,486
Est. Finance Payment $485/mo.
24,786 miles
  • Color: Gray
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
  • All-Weather Floor Liner Pkg: All-Weather Floor Liner Pkg
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35,797
Est. Finance Payment $490/mo.
22,548 miles
  • Color: Green
  • MPG: 19 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
  • Protection Pkg #3: Protection Pkg #3
  • All-Weather Floor Liner Pkg: All-Weather Floor Liner Pkg
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36,498
Est. Finance Payment $501/mo.
15,576 miles
  • Color: White
  • MPG: 20 City / 27 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
  • Carpet Mat Pkg: Carpet Mat Pkg
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39,786
Est. Finance Payment $544/mo.
16,332 miles
  • Color: Green
  • MPG: 19 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
  • Protection Pkg #3: Protection Pkg #3
  • All-Weather Floor Liner Pkg: All-Weather Floor Liner Pkg
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17,769 miles
  • Color: White
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
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26,312 miles
  • Color: Brown
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
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29,999
Est. Finance Payment $379/mo.
25,810 miles
  • Color: Silver
  • MPG: 20 City / 27 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
  • All-Weather Floor Liner Pkg: All-Weather Floor Liner Pkg
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35,388 miles
  • Color: Silver
  • MPG: 20 City / 27 Highway
  • Drive Type: 2 wheel drive - front
  • Engine: 6-Cylinder
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12 miles
  • Color: Brown
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
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30,799
Est. Finance Payment $422/mo.
35,336 miles
  • Color: Gray
  • MPG: 19 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
  • All-Weather Floor Liner Pkg: All-Weather Floor Liner Pkg
  • 3rd Row & Pass Thru All-Weather Floor Mat Pkg: 3rd Row & Pass Thru All-Weather Floor Mat Pkg
GREAT PRICE
31,544
Est. Finance Payment $432/mo.
33,184 miles
  • Color: Gray
  • MPG: 20 City / 27 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
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37,808
Est. Finance Payment $515/mo.
25,042 miles
  • Color: Black
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
38,499
Est. Finance Payment $524/mo.
23,118 miles
  • Color: White
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
  • All-Weather Floor Liner Pkg (TMS): All-Weather Floor Liner Pkg (TMS)
GREAT PRICE
49,822
Est. Finance Payment $666/mo.
4,990 miles
  • Color: Gold
  • MPG: 35 City / 34 Highway
  • Drive Type: All wheel drive
  • Engine: Gas / Electric Hybrid
GOOD PRICE
44,088
Est. Finance Payment $590/mo.
19,662 miles
  • Color: Gold
  • MPG: 20 City / 27 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
43,557 miles
  • Color: Blue
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
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12,537 miles
  • Color: Gray
  • MPG: 20 City / 24 Highway
  • Drive Type: 2 wheel drive - front
  • Engine: 4-Cylinder
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GOOD PRICE
35,899
Est. Finance Payment $481/mo.
22,014 miles
  • Color: Gray
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
GREAT PRICE
12,467 miles
  • Color: Silver
  • MPG: 20 City / 26 Highway
  • Drive Type: All wheel drive
  • Engine: 6-Cylinder
See estimated payment
  • All-Weather Floor Liner Pkg (TMS): All-Weather Floor Liner Pkg (TMS)
GREAT PRICE
108,761 miles
  • Color: Black
  • MPG: 17 City / 22 Highway
  • Drive Type: 4 wheel drive
  • Engine: 6-Cylinder
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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 348 Used Toyota Highlanders for sale near Chicago, IL, including a 2012 Toyota Highlander Limited, a 2017 Toyota Highlander LE, and a 2017 Toyota Highlander Limited ranging in price from $4,900 to $56,888.

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 Corolla on Autotrader.


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