Used Toyota Highlander for Sale in Chicago, IL

Showing 24 of 371 listings

No matches found.

Save your search and we will notify you when we have cars that match your search criteria.

We expanded your search distance and we're unable to find cars that match.

Try adjusting your filters, or start a new search.

Get a price quote
148,903 km

Bunt Motors Inc

60062, Northbrook IL

Check Details
$32,998
$32,998 above
$973/mo est. ?
152,255 km

CarMax Hillside (Eisenhower Expy) - Now offering Curbside Pickup

60162, Hillside IL

Check Details
$32,998
$32,998 above
$973/mo est. ?
63,546 km

CarMax Joliet

60586, Plainfield IL

Check Details
$38,300
$38,300 above
$1,129/mo est. ?
58,144 km

Team Toyota

46375, Schererville IN

Check Details
$1,575
$1,575 above
$46/mo est. ?
2 km 3.3L

SCA Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
4.1 Google 55 reviews

60428, MARKHAM IL

Check Details
Get a price quote
420,624 km 3.5L

SCA Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
4.1 Google 55 reviews

60428, MARKHAM IL

Check Details
$12,700
$12,700 above
$375/mo est. ?
237,925 km 3.5L

Car City Inc

4.5 Google 355 reviews

60074, Palatine IL

Check Details
Get a price quote
80,300 km 3.5L

A Better Bid Online Car Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
3.7 Google 199 reviews

60411, CHICAGO HEIGHTS IL

Check Details
Get a price quote
263,941 km 3.5L

A Better Bid Online Car Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
3.7 Google 199 reviews

60411, CHICAGO HEIGHTS IL

Check Details
Get a price quote
304,138 km

Oakbrook Toyota in Westmont

4.6 Google 3096 reviews

60559, Westmont IL

Check Details
Get a price quote
196,288 km 3.3L

SCA Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
4.1 Google 55 reviews

60428, MARKHAM IL

Check Details
$32,749
$32,749 above
$966/mo est. ?
96,446 km

Phillips Chevrolet of Lansing

60438, Lansing IL

Check Details
Get a price quote
129,824 km

Toyota On Edens

3.5 Google 409 reviews

60062, Northbrook IL

Check Details
$23,988
$23,988 above
$707/mo est. ?
145,587 km

McGrath Elmhurst Toyota

60126, Elmhurst IL

Check Details
$37,990
$37,990 above
$1,120/mo est. ?
58,453 km

Elgin Toyota

60107, Streamwood IL

Check Details
$59,235
$59,235 above
$1,743/mo est. ?
0 km 2.5L

Oakbrook Toyota in Westmont

4.6 Google 3096 reviews

60559, Westmont IL

Check Details
Get a price quote
251,337 km

Apple Chevrolet

60487, Tinley Park IL

Check Details
Get a price quote
380,709 km 3.5L

A Better Bid Online Car Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
3.7 Google 199 reviews

60411, CHICAGO HEIGHTS IL

Check Details
$29,995
$29,995 above
$885/mo est. ?
133,442 km 2.5L

Baha Auto Group

60459, Burbank IL

Check Details
Get a price quote
235,234 km 3.5L

A Better Bid Online Car Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
3.7 Google 199 reviews

46311, DYER IN

Check Details
Get a price quote
147,601 km 3.5L

A Better Bid Online Car Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
3.7 Google 199 reviews

60411, CHICAGO HEIGHTS IL

Check Details
Get a price quote
295,248 km 3.5L

A Better Bid Online Car Auctions

Authorized EpicVIN dealer

5.0
Star icon
1 review
3.7 Google 199 reviews

60411, CHICAGO HEIGHTS IL

Check Details
$41,599
$41,599 above
$1,227/mo est. ?
49,452 km

60642, Chicago IL

Check Details
$30,322
$30,322 above
$894/mo est. ?
116,341 km

Willowbrook Kia

4.8 Google 1712 reviews

60527, Willowbrook IL

Check Details

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.