Reviews
Sell/Trade
Car Shows
X DriveChicago
Shop Used Cars
Shop Certified Used Cars
Shop New Cars
Current Rebates and Incentives
The LEASE You Can DO
Find a Dealer
Auto Repair
Locations
Check for Recall
Research
Sell/Trade Your Vehicle
Reviews & Road Tests
Featured Vehicles
Car Shows & Cruise Nights
Car Care
Check for Recalls
SHOP USED CARS
Shop Certified Used Cars
SHOP NEW CARS
Current Rebates and Incentives
The LEASE You Can DO
FIND A DEALER
Auto Repair Locations
RESEARCH
Sell/Trade Your Vehicle
Reviews & Road Tests
Featured Vehicles
Chicago Auto Show Tickets
Car Shows & Cruise Nights
Auto Shows
Check for Recalls
Auto Financing
English
/
Español
EN
/
ESP
Resources
x
Please enter your e-mail to save this vehicle and DriveChicago.com will notify you of any price changes.
Click the
above to view your saved vehicles.
Save This Vehicle
terms & conditions
Used 2015 - 2025 Toyota Highlander For Sale
» see all used cars
Your Search
Within
5
10
15
25
50
75
100
250
Miles of
2024
2023
2022
2021
2020
2019
2018
2017
2016
2015
2014
2013
2012
2011
2010
2009
2008
2007
2006
2005
2004
2003
2002
2001
2000
1999
1998
1997
1996
1995
1994
1993
1992
1991
1990
1987
1985
1983
1982
to
2024
2023
2022
2021
2020
2019
2018
2017
2016
2015
2014
2013
2012
2011
2010
2009
2008
2007
2006
2005
2004
2003
2002
2001
2000
1999
1998
1997
1996
1995
1994
1993
1992
1991
1990
1987
1985
1983
1982
Certified
Search
Clear all
New/Used
New/Used
New
Used
Make
Make
Acura
Alfa Romeo
Aston Martin
Audi
Bentley
BMW
Bugatti
Buick
Cadillac
Chevrolet
Chrysler
Daewoo
Dodge
Eagle
Ferrari
Fiat
Fisker
Ford
Genesis
Geo
GMC
Honda
Hummer
Hyundai
Infiniti
Isuzu
Jaguar
Jeep
Kia
Koenigsegg
Lamborghini
Land Rover
Lexus
Lincoln
Lotus
Maserati
Maybach
Mazda
Mclaren
Mercedes-Benz
Mercury
Mini
Mitsubishi
Nissan
Oldsmobile
Panoz
Peugeot
Plymouth
Pontiac
Porsche
Ram
Rivian
Rolls-Royce
Saab
Saturn
Scion
SMART
SRT
Subaru
Suzuki
Tesla
Toyota
Volkswagen
Volvo
Model
Model
4Runner
86
Avalon
BZ4X
C-HR
Camry
Corolla
Corolla Cross
Crown
GR 86
GR86
Highlander
Land Cruiser
Prius
Prius C
RAV4
Sequoia
Sienna
Supra
Tacoma
Tundra
Venza
Yaris
Trim
Trim
Hybrid XLE
L
LE
Limited
Limited Platinum
Platinum
XLE
XLE V6
XSE
Price
Price
Up to $5,000
$5,001 to $10,000
$10,001 to $15,000
$15,001 to $20,000
$20,001 to $30,000
$30,001 to $40,000
$40,001 to $50,000
$50,001 to $75,000
$75,001 to $100,000
$100,001+
Mileage
Mileage
10,000 or less
20,000 or less
30,000 or less
40,000 or less
50,000 or less
60,000 or less
70,000 or less
80,000 or less
90,000 or less
100,000 or less
100,000 or more
Body Type
Body Type
Convertible
Coupe
Hatchback
Minivan
Pickup
Sedan
SUV/Crossover
Van
Wagon
Other/Unknown
Engine
Engine
3 Cylinder
4 Cylinder
5 Cylinder
6 Cylinder
8 Cylinder
10 Cylinder
12 Cylinder
Rotary
Electric
Transmission
Transmission
Automatic
CVT
Manual
Semi-Automatic
Drive Train
Drive Train
2WD
4WD
AWD
FWD
RWD
Exterior
Exterior
Interior
Interior
Reviews
» see all
2023 Toyota Highlander
by Dave Boe
2023 Toyota Highlander
by Jim OBrill
2022 Toyota Highlander
by Jim OBrill
2022 Toyota Highlander
by Mark Bilek
2021 Toyota Highlander
by Jim OBrill
2020 Toyota Highlander
by Dan Jedlicka
2020 Toyota Highlander
by Jill Ciminillo
2020 Toyota Highlander
by Dave Boe
2019 Toyota Highlander
by Jerry Kuyper
2019 Toyota Highlander
by Dan Jedlicka
<< Previous Page
Next Page >>
Showing 21 - 40 of 226
Sort By Closest First
Sort By Lowest Price First
Sort By Lowest Mileage First
Sort By Oldest First (by car year)
USED 2022
Toyota
Highlander
$34,988
EST. PAYMENT*
$
MILEAGE: 42,984
Jennings Chevrolet
Located in Glenview, IL
7.80 mi
0
USED 2019
Toyota
Highlander
PRICE CHANGE
$28,900
EST. PAYMENT*
$
MILEAGE: 51,651
McGrath Acura of Morton Grove
Located in Morton Grove, IL
8.38 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$31,479
EST. PAYMENT*
$
MILEAGE: 25,033
Jidd Motors Mitsubishi
Located in Des Plaines, IL
8.80 mi
0
USED 2021
Toyota
Highlander
NEWLY LISTED
$34,165
EST. PAYMENT*
$
MILEAGE: 53,944
McGrath Acura of Libertyville
Located in Libertyville, IL
8.97 mi
0
USED 2021
Toyota
Highlander
NEWLY LISTED
$41,490
EST. PAYMENT*
$
MILEAGE: 22,919
McGrath Acura of Libertyville
Located in Libertyville, IL
8.97 mi
0
USED 2021
Toyota
Highlander
NEWLY LISTED
$31,933
EST. PAYMENT*
$
MILEAGE: 55,726
McGrath Acura of Libertyville
Located in Libertyville, IL
8.97 mi
0
USED 2021
Toyota
Highlander Hybrid
NEWLY LISTED
$47,995
EST. PAYMENT*
$
MILEAGE: 8,139
Woodfield Lexus
Located in Schaumburg, IL
9.11 mi
0
USED 2015
Toyota
Highlander
PRICE CHANGE
$19,400
EST. PAYMENT*
$
MILEAGE: 98,686
Napleton's Schaumburg Buick GMC
Located in Schaumburg, IL
9.65 mi
0
USED 2021
Toyota
Highlander Hybrid
PRICE CHANGE
$37,500
EST. PAYMENT*
$
MILEAGE: 52,163
Napleton's Schaumburg Buick GMC
Located in Schaumburg, IL
9.65 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$38,974
EST. PAYMENT*
$
MILEAGE: 1,774
Gregory Infiniti
Located in Libertyville, IL
9.93 mi
0
USED 2017
Toyota
Highlander Hybrid
PRICE CHANGE
$27,300
EST. PAYMENT*
$
MILEAGE: 89,412
Schaumburg Toyota
Located in Schaumburg, IL
10.52 mi
0
USED 2022
Toyota
Highlander
NEWLY LISTED
$41,500
EST. PAYMENT*
$
MILEAGE: 17,482
Schaumburg Toyota
Located in Schaumburg, IL
10.52 mi
0
USED 2021
Toyota
Highlander
NEWLY LISTED
$42,000
EST. PAYMENT*
$
MILEAGE: 28,196
Schaumburg Toyota
Located in Schaumburg, IL
10.52 mi
0
USED 2019
Toyota
Highlander
NEWLY LISTED
$27,000
EST. PAYMENT*
$
MILEAGE: 55,248
Schaumburg Toyota
Located in Schaumburg, IL
10.52 mi
0
USED 2017
Toyota
Highlander
$22,525
EST. PAYMENT*
$
MILEAGE: 120,960
Schaumburg Toyota
Located in Schaumburg, IL
10.52 mi
0
USED 2021
Toyota
Highlander
PRICE CHANGE
$40,285
EST. PAYMENT*
$
MILEAGE: 48,983
Schaumburg Toyota
Located in Schaumburg, IL
10.52 mi
0
USED 2024
Toyota
Grand Highlander
PRICE CHANGE
$52,250
EST. PAYMENT*
$
MILEAGE: 10,243
Schaumburg Toyota
Located in Schaumburg, IL
10.52 mi
0
USED 2021
Toyota
Highlander
$33,185
EST. PAYMENT*
$
MILEAGE: 34,883
Schaumburg Toyota
Located in Schaumburg, IL
10.52 mi
0
USED 2023
Toyota
Highlander
NEWLY LISTED
$43,500
EST. PAYMENT*
$
MILEAGE: 3,068
Schaumburg Toyota
Located in Schaumburg, IL
10.52 mi
0
USED 2021
Toyota
Highlander Hybrid
NEWLY LISTED
$36,850
EST. PAYMENT*
$
MILEAGE: 69,450
Schaumburg Toyota
Located in Schaumburg, IL
10.52 mi
0
Previous Page
Next Page