CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified cars
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
    • Dealer signup
    • Reviews
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • General questions
    • Electric cars
    • Compare cars
  • Discover
  • Advertise
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Toyota Highlander XSE AWD for Sale near Chicago, IL

42 results
Nationwide
2021 Toyota Highlander XSE AWD Zeigler Buick GMC of Lincolnwood

2021 Toyota Highlander XSE AWD

72,809 mi

295 hp 3.5L V6

$33,581

Fair Deal
Sunroof/Moonroof Ā· Navigation System Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
72,809
NHTSA overall safety rating:
Not Rated
Stock number:
M25401A
VIN:
5TDJZRBH3MS106026

Lincolnwood, IL (10 mi away)

2023 Toyota Highlander XSE AWD

2023 Toyota Highlander XSE AWD

22,305 mi

265 hp 2.4L I4

$41,998

Fair Deal
Sunroof/Moonroof Ā· Adaptive Cruise Control Ā· & more
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
22,305
NHTSA overall safety rating:
Not Rated
Stock number:
69E05050
VIN:
5TDKDRBH9PS001157

Chicago, IL (7 mi away)

2021 Toyota Highlander XSE AWD

2021 Toyota Highlander XSE AWD

68,010 mi

295 hp 3.5L V6

$34,490

Fair Deal
Sunroof/Moonroof Ā· Navigation System Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
68,010
NHTSA overall safety rating:
Not Rated
Stock number:
R7Z142603
VIN:
5TDJZRBH8MS142603

Northbrook, IL (19 mi away)

2023 Toyota Highlander XSE AWD

2023 Toyota Highlander XSE AWD

22,305 mi

265 hp 2.4L I4

$41,998

Fair Deal
Sunroof/Moonroof Ā· Adaptive Cruise Control Ā· & more
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
22,305
NHTSA overall safety rating:
Not Rated
Stock number:
69E05050
VIN:
5TDKDRBH9PS001157

Chicago, IL (7 mi away)

2021 Toyota Highlander XSE AWD

2021 Toyota Highlander XSE AWD

59,649 mi

295 hp 3.5L V6

$35,997

Fair Deal
Sunroof/Moonroof Ā· Navigation System Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
59,649
NHTSA overall safety rating:
Not Rated
Stock number:
27451428
VIN:
5TDJZRBH6MS066430

Reno, NV (1,686 mi away)

2021 Toyota Highlander XSE AWD

2021 Toyota Highlander XSE AWD

50,051 mi

295 hp 3.5L V6

$37,499

Fair Deal
Leather Seats Ā· Sunroof/Moonroof Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
50,051
NHTSA overall safety rating:
Not Rated
Stock number:
P9944
VIN:
5TDLZRBH2MS061024

Tinley Park, IL (22 mi away)

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander XSE AWD

33,044 mi

295 hp 3.5L V6

$38,990

Fair Deal
Sunroof/Moonroof Ā· Adaptive Cruise Control Ā· & more
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
33,044
NHTSA overall safety rating:
5
Stock number:
P16131
VIN:
5TDLZRBH1NS213604

Chicago, IL (8 mi away)

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander XSE AWD

37,204 mi

295 hp 3.5L V6

$35,647

Good Deal
Sunroof/Moonroof Ā· Adaptive Cruise Control Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
37,204
NHTSA overall safety rating:
Not Rated
Stock number:
27048183
VIN:
5TDLZRBH5MS120955

Midlothian, VA (611 mi away)

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander XSE AWD

33,168 mi

295 hp 3.5L V6

$37,499

Good Deal
Sunroof/Moonroof Ā· Adaptive Cruise Control Ā· & more
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
33,168
NHTSA overall safety rating:
5
Stock number:
34-TPU1090
VIN:
5TDLZRBHXNS216761

Burns Harbor, IN (33 mi away)

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander XSE AWD

62,345 mi

295 hp 3.5L V6

$34,488

Good Deal
Leather Seats Ā· Sunroof/Moonroof Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
Automatic
Mileage:
62,345
NHTSA overall safety rating:
Not Rated
Stock number:
251835A
VIN:
5TDJZRBH6MS148383

Schaumburg, IL (27 mi away)

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander XSE AWD

34,570 mi

295 hp 3.5L V6

$39,747

Fair Deal
Leather Seats Ā· Sunroof/Moonroof Ā· & more
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
Automatic
Mileage:
34,570
NHTSA overall safety rating:
5
Stock number:
27364245
VIN:
5TDLZRBH5NS239901

Green Brook Twp, NJ (688 mi away)

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander XSE AWD

72,809 mi

295 hp 3.5L V6

$33,581

Fair Deal
Sunroof/Moonroof Ā· Navigation System Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
72,809
NHTSA overall safety rating:
Not Rated
Stock number:
M25401A
VIN:
5TDJZRBH3MS106026

Lincolnwood, IL (10 mi away)

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander XSE AWD

52,243 mi

295 hp 3.5L V6

$35,490

Fair Deal
Sunroof/Moonroof Ā· Adaptive Cruise Control Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
52,243
NHTSA overall safety rating:
Not Rated
Stock number:
P20536
VIN:
5TDLZRBH2MS058978

Streamwood, IL (32 mi away)

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander XSE AWD

8,106 mi

265 hp 2.4L I4

$44,999

Good Deal
Sunroof/Moonroof Ā· Adaptive Cruise Control Ā· & more
Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
8,106
NHTSA overall safety rating:
5
Stock number:
19527P
VIN:
5TDKDRBH5RS565066

Palatine, IL (27 mi away)

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander XSE AWD

31,196 mi

265 hp 2.4L I4

$41,998

Fair Deal
Sunroof/Moonroof Ā· Navigation System Ā· & more
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,196
NHTSA overall safety rating:
Not Rated
Stock number:
27000899
VIN:
5TDKDRBH0PS022754

Hillside, IL (14 mi away)

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander XSE AWD

75,729 mi

295 hp 3.5L V6

$32,990

Fair Deal
Sunroof/Moonroof Ā· Adaptive Cruise Control Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
75,729
NHTSA overall safety rating:
Not Rated
Stock number:
P20550
VIN:
5TDLZRBH3MS081122

Streamwood, IL (32 mi away)

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander XSE AWD

66,111 mi

295 hp 3.5L V6

$35,347

Fair Deal
Sunroof/Moonroof Ā· Navigation System Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
66,111
NHTSA overall safety rating:
Not Rated
Stock number:
T251813B
VIN:
5TDJZRBH6MS134788

Kenosha, WI (50 mi away)

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander XSE AWD

75,033 mi

295 hp 3.5L V6

$33,600

Fair Deal
Sunroof/Moonroof Ā· Adaptive Cruise Control Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
75,033
NHTSA overall safety rating:
Not Rated
Stock number:
G25195A
VIN:
5TDJZRBH3MS108536

Bensenville, IL (17 mi away)

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander XSE AWD

74,260 mi

295 hp 3.5L V6

$35,330

Fair Deal
Sunroof/Moonroof Ā· Alloy Wheels Ā· & more
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
74,260
NHTSA overall safety rating:
5
Stock number:
TU151
VIN:
5TDJZRBH8NS178616

Chicago, IL (2 mi away)

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander XSE AWD

21,984 mi

265 hp 2.4L I4

$42,490

Fair Deal
Sunroof/Moonroof Ā· Adaptive Cruise Control Ā· & more
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
21,984
NHTSA overall safety rating:
Not Rated
Stock number:
P16202
VIN:
5TDKDRBH9PS003300

Chicago, IL (8 mi away)

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander XSE AWD

75,729 mi

295 hp 3.5L V6

$32,990

Fair Deal
Sunroof/Moonroof Ā· Adaptive Cruise Control Ā· & more
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
75,729
NHTSA overall safety rating:
Not Rated
Stock number:
P20550
VIN:
5TDLZRBH3MS081122

Streamwood, IL (32 mi away)

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / XSE AWD
  5. / Illinois
  6. / Chicago
  • Toyota Highlander XLE AWD in Chicago IL

  • Toyota Highlander XLE FWD

  • Toyota Highlander Limited AWD in Chicago IL

  • Toyota Highlander LE AWD

  • Toyota Highlander LE FWD

  • Toyota Highlander XSE AWD in Chicago IL

  • Toyota Highlander XLE

  • Toyota Highlander Platinum AWD

  • Toyota Highlander L FWD

  • Toyota Highlander XSE FWD

  • Toyota Highlander in Palatine IL

  • Toyota Highlander in Aurora IL

  • Toyota Highlander in Kenosha WI

  • Toyota Highlander in South Bend IN

  • Toyota Highlander in Rockford IL

  • Toyota Highlander in Milwaukee WI

  • Toyota Highlander in Janesville WI

  • Toyota Highlander in Holland MI

  • Toyota Highlander in Kalamazoo MI

  • Toyota Highlander in Chicago IL

  • Toyota Sedans for Sale Right Now in Chicago IL

  • Toyota SUVs & Crossovers for Sale in Chicago IL

  • Old Toyota Trucks for Sale in Chicago IL

  • Used Toyota Electric Cars for Sale

  • Reliable Cars for Sale in Chicago IL

  • Toyota Trucks for Sale (with Photos) - CarGurus in Chicago IL

  • Best 3-Row SUVs For Sale in Chicago IL

  • 2025 Toyota Highlander XSE AWD in Chicago IL

  • 2024 Toyota Highlander XSE AWD in Chicago IL

  • 2023 Toyota Highlander XSE AWD

  • 2022 Toyota Highlander XSE AWD in Chicago IL

  • 2021 Toyota Highlander XSE AWD

  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Blog
  • Careers
  • Advertise with CarGurus
  • For Dealers
  • Dealer resources
  • Dealer signup
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help
  • Contact us
  • Delivery
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.