Page № 7 - Used Toyota Highlander for Sale in Chicago, IL

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$30,995
$30,995 above
$914/mo est. ?
56,638 km

INFINITI of Naperville

4.6 Google 972 reviews

60540, Naperville IL

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$36,298
$36,298 above
$1,070/mo est. ?
44,207 km

60642, Chicago IL

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$59,581
$59,581 above
$1,753/mo est. ?
5 km

Toyota of Edens New

60062, Northbrook IL

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$50,238
$50,238 above
$1,478/mo est. ?
0 km

Elgin Toyota

60107, Streamwood IL

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$20,788
$20,788 above
$613/mo est. ?
219,084 km

Napleton's Schaumburg Buick GMC

4.1 Google 531 reviews

60195, Schaumburg IL

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$9,999
$9,999 above
$295/mo est. ?
250,779 km 2.7L

Tristate Auto Group

60005, Arlington Heights IL

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$12,990
$12,990 above
$383/mo est. ?
186,914 km

Car City Inc

4.5 Google 355 reviews

60074, Palatine IL

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$50,488
$50,488 above
$1,486/mo est. ?
0 km

ChicagoNorthsideScionToyota Used

60659, Chicago IL

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$57,405
$57,405 above
$1,693/mo est. ?
1,012 km

Toyota of Naperville

4.8 Google 5181 reviews

60540, Naperville IL

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$50,488
$50,488 above
$1,486/mo est. ?
0 km

Toyota on Western

5.0
Star icon
5 reviews
4.1 Google 794 reviews

60636, Chicago IL

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$31,998
$31,998 above
$944/mo est. ?
88,156 km

CarMax Tinley Park

1.0
Star icon
1 review

60477, Tinley Park IL

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$13,400
$13,400 above
$395/mo est. ?
169,940 km

Windy City Autos LLC

60193, Schaumburg IL

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$29,995
$29,995 above
$885/mo est. ?
146,947 km

Baha Auto Group - Palos Hills

60465, Palos Hills IL

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$22,980
$22,980 above
$678/mo est. ?
141,290 km

Driven Auto of Oak Forest

4.6 Google 202 reviews

60452, Oak Forest IL

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$30,998
$30,998 above
$914/mo est. ?
69,944 km

CarMax Tinley Park

1.0
Star icon
1 review

60477, Tinley Park IL

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$26,988
$26,988 above
$796/mo est. ?
141,585 km 3.5L

Chicago Auto Warehouse

60618, Chicago IL

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$43,998
$43,998 above
$1,297/mo est. ?
19,211 km

CarMax Joliet

60586, Plainfield IL

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$44,390
$44,390 above
$1,309/mo est. ?
22,275 km

Elgin Toyota

60107, Streamwood IL

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$16,295
$16,295 above
$481/mo est. ?
266,652 km

60074, Palatine IL

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$7,995
$7,995 above
$236/mo est. ?
305,818 km 3.5L

BA Auto Group

60193, Schaumburg IL

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$22,756
$22,756 above
$671/mo est. ?
132,940 km

Bob Rohrman Schaumburg Kia

60173, Schaumburg IL

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$37,990
$37,990 above
$1,120/mo est. ?
44,038 km

Elgin Toyota

60107, Streamwood IL

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$26,600
$26,600 above
$784/mo est. ?
133,176 km

Team Toyota

46375, Schererville IN

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$31,990
$31,990 above
$943/mo est. ?
90,352 km

Bob Rohrman Schaumburg Ford

4.0 Google 1828 reviews

60173, Schaumburg IL

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Frequently Asked Questions

Our marketplace currently lists 371 used cars in Chicago, IL from dealers and private sellers. Prices range from $12,927 to $57,963.

Top brands by active listings in Chicago, IL are Toyota. The mix often reflects local buying preferences.

The average listed price in Chicago, IL is $33,393. Browse by budget: under $10,000, under $20,000, or under $30,000.

No — you can buy from a seller in Chicago, IL regardless of your state of residence. You'll need to register and title the vehicle in your home state within the required window (usually 30 days). Local dealers typically handle paperwork for out-of-state buyers.

Yes — popular nearby options include cities across the state. You can also browse all used cars in Illinois.