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 2021 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
Avalon
C-HR
Camry
Corolla
Highlander
Prius
RAV4
Sienna
Tacoma
Tundra
Venza
Trim
Trim
LE
XLE
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
Showing 21 - 32 of 32
Sort By Closest First
Sort By Lowest Price First
Sort By Lowest Mileage First
Sort By Oldest First (by car year)
USED 2021
Toyota
Highlander Hybrid
PRICE CHANGE
$33,690
EST. PAYMENT*
$
MILEAGE: 37,572
Chicago North Side Toyota
Located in Chicago, IL
44.44 mi
0
USED 2021
Toyota
Highlander Hybrid
$36,990
EST. PAYMENT*
$
MILEAGE: 52,805
Chicago North Side Toyota
Located in Chicago, IL
44.44 mi
0
USED 2021
Toyota
Highlander Hybrid
PRICE CHANGE
$40,890
EST. PAYMENT*
$
MILEAGE: 54,692
Chicago North Side Toyota
Located in Chicago, IL
44.44 mi
0
USED 2021
Toyota
Highlander Hybrid
PRICE CHANGE
$31,990
EST. PAYMENT*
$
MILEAGE: 60,597
Chicago North Side Toyota
Located in Chicago, IL
44.44 mi
0
USED 2021
Toyota
Highlander
PRICE CHANGE
$35,295
EST. PAYMENT*
$
MILEAGE: 40,242
Kia of Lincolnwood
Located in Lincolnwood, IL
47.70 mi
0
USED 2021
Toyota
Highlander Hybrid
NEWLY LISTED
Call For Price
EST. PAYMENT*
$
MILEAGE: 34,290
Loeber Mercedes-Benz Sprinter
Located in Lincolnwood, IL
48.33 mi
0
USED 2021
Toyota
Highlander
$34,400
EST. PAYMENT*
$
MILEAGE: 51,759
Oakbrook Toyota In Westmont
Located in Westmont, IL
48.40 mi
0
USED 2021
Toyota
Highlander
$34,200
EST. PAYMENT*
$
MILEAGE: 54,384
Oakbrook Toyota In Westmont
Located in Westmont, IL
48.40 mi
0
USED 2021
Toyota
Highlander
NEWLY LISTED
$32,988
EST. PAYMENT*
$
MILEAGE: 29,449
Toyota of Lincolnwood
Located in Lincolnwood, IL
48.78 mi
0
USED 2021
Toyota
Highlander
NEWLY LISTED
$34,288
EST. PAYMENT*
$
MILEAGE: 1,407
Toyota of Lincolnwood
Located in Lincolnwood, IL
48.78 mi
0
USED 2021
Toyota
Highlander
NEWLY LISTED
Call For Price
EST. PAYMENT*
$
MILEAGE: 18,528
Toyota of Lincolnwood
Located in Lincolnwood, IL
48.78 mi
0
USED 2021
Toyota
Highlander
NEWLY LISTED
$31,788
EST. PAYMENT*
$
MILEAGE: 58,632
Toyota of Lincolnwood
Located in Lincolnwood, IL
48.78 mi
0
Previous Page
