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 2023 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
BZ4X
Camry
Corolla
Corolla Cross
Crown
GR 86
Highlander
Prius
RAV4
Sequoia
Sienna
Tacoma
Tundra
Venza
Trim
Trim
L
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
Next Page >>
Showing 1 - 20 of 41
Sort By Closest First
Sort By Lowest Price First
Sort By Lowest Mileage First
Sort By Oldest First (by car year)
USED 2023
Toyota
Highlander
PRICE CHANGE
$31,975
EST. PAYMENT*
$
MILEAGE: 15,661
Arlington Toyota Scion
Located in Palatine, IL
4.20 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$38,425
EST. PAYMENT*
$
MILEAGE: 1,774
Gregory Infiniti
Located in Libertyville, IL
6.80 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$42,490
EST. PAYMENT*
$
MILEAGE: 5,579
Toyota on Edens
Located in Northbrook, IL
9.32 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$31,977
EST. PAYMENT*
$
MILEAGE: 25,033
Jidd Motors Mitsubishi
Located in Des Plaines, IL
9.89 mi
0
USED 2023
Toyota
Highlander
NEWLY LISTED
$44,000
EST. PAYMENT*
$
MILEAGE: 3,068
Schaumburg Toyota
Located in Schaumburg, IL
11.20 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$46,895
EST. PAYMENT*
$
MILEAGE: 9,236
Muller Honda of Gurnee
Located in Gurnee, IL
15.05 mi
0
USED 2023
Toyota
Highlander Hybrid
PRICE CHANGE
$37,994
EST. PAYMENT*
$
MILEAGE: 64,011
Toyota of Lincolnwood
Located in Lincolnwood, IL
15.14 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$34,555
EST. PAYMENT*
$
MILEAGE: 27,291
Al Piemonte Chevrolet
Located in East Dundee, IL
16.55 mi
0
USED 2023
Toyota
Highlander
$51,575
EST. PAYMENT*
$
MILEAGE: 1,874
Pauly Toyota Scion
Located in Crystal Lake, IL
17.32 mi
0
USED 2023
Toyota
Highlander
$47,990
EST. PAYMENT*
$
MILEAGE: 6,102
Elgin Toyota
Located in Streamwood, IL
17.58 mi
0
USED 2023
Toyota
Highlander
$33,990
EST. PAYMENT*
$
MILEAGE: 16,462
Elgin Toyota
Located in Streamwood, IL
17.58 mi
0
USED 2023
Toyota
Highlander
$34,490
EST. PAYMENT*
$
MILEAGE: 18,537
Elgin Toyota
Located in Streamwood, IL
17.58 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$38,590
EST. PAYMENT*
$
MILEAGE: 12,451
Elgin Toyota
Located in Streamwood, IL
17.58 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$37,290
EST. PAYMENT*
$
MILEAGE: 8,905
Elgin Toyota
Located in Streamwood, IL
17.58 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$45,526
EST. PAYMENT*
$
MILEAGE: 5,800
Toyota of Fox Lake
Located in Fox Lake, IL
19.34 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$38,995
EST. PAYMENT*
$
MILEAGE: 26,637
Toyota of Fox Lake
Located in Fox Lake, IL
19.34 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$35,326
EST. PAYMENT*
$
MILEAGE: 11
Toyota of Fox Lake
Located in Fox Lake, IL
19.34 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$48,526
EST. PAYMENT*
$
MILEAGE: 43
Toyota of Fox Lake
Located in Fox Lake, IL
19.34 mi
0
USED 2023
Toyota
Highlander
PRICE CHANGE
$41,995
EST. PAYMENT*
$
MILEAGE: 9,877
Toyota of Fox Lake
Located in Fox Lake, IL
19.34 mi
0
USED 2023
Toyota
Highlander Hybrid
$51,990
EST. PAYMENT*
$
MILEAGE: 39,525
Chicago North Side Toyota
Located in Chicago, IL
19.78 mi
0
Next Page