Used 2021 Toyota Highlander for Sale in Chicago, IL
- Search Used
- Search New
- By Car
- By Body Style
- By Price
Don’t miss out on the car for you.
Save this search to get alerted when cars are added.2021 Toyota Highlander XLE AWD
$33,490
64,878 mi
Chicago, IL (8 mi)
Chicago Northside Toyota

- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- UNKNOWN
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 64,878
- NHTSA overall safety rating:
- Not Rated
- Stock number:
- P13935
- VIN:
- 5TDGZRBH0MS062979
New Arrival
2022 Toyota Highlander Limited AWD
$47,995
2,963 mi
Lombard, IL (21 mi)
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- 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:
- 2,963
- NHTSA overall safety rating:
- 5
- Stock number:
- T90285
- VIN:
- 5TDDZRBH4NS251316
2021 Toyota Highlander LE FWD
$32,995
37,019 mi
Crystal Lake, IL (42 mi)
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 37,019
- NHTSA overall safety rating:
- Not Rated
- Stock number:
- M6821
- VIN:
- 5TDZZRAH0MS529019
2022 Toyota Highlander Limited AWD
$45,888
18,945 mi
Naperville, IL (30 mi)
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- UNKNOWN
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,945
- NHTSA overall safety rating:
- 5
- Stock number:
- R4652
- VIN:
- 5TDDZRBHXNS170451
2022 Toyota Highlander XSE AWD
$43,998
13,608 mi
Crown Point, IN (30 mi)
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cockpit Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,608
- NHTSA overall safety rating:
- 5
- Stock number:
- J23007A
- VIN:
- 5TDJZRBH6NS170157
2021 Toyota Highlander XSE AWD
$39,500
24,698 mi
Tinley Park, IL (22 mi)
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- 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:
- 8-Speed Automatic
- Mileage:
- 24,698
- NHTSA overall safety rating:
- Not Rated
- Stock number:
- MS056547
- VIN:
- 5TDJZRBHXMS056547
New Arrival
2021 Toyota Highlander XSE AWD
$39,999
23,900 mi
Crown Point, IN (30 mi)
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,900
- NHTSA overall safety rating:
- Not Rated
- Stock number:
- JP1722
- VIN:
- 5TDJZRBH6MS071367
2022 Toyota Highlander Platinum AWD
$48,998
12,099 mi
Naperville, IL (30 mi)
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- UNKNOWN
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,099
- NHTSA overall safety rating:
- 5
- Stock number:
- R4711
- VIN:
- 5TDFZRBH1NS185588
2022 Toyota Highlander XSE AWD
$44,000
11,666 mi
Morton Grove, IL (14 mi)
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cockpit Red
- Transmission:
- Automatic
- Mileage:
- 11,666
- NHTSA overall safety rating:
- 5
- Stock number:
- PM1706
- VIN:
- 5TDLZRBH9NS200597
2021 Toyota Highlander Platinum AWD
$39,895
48,313 mi
Des Plaines, IL (18 mi)
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,313
- NHTSA overall safety rating:
- Not Rated
- Stock number:
- 13635
- VIN:
- 5TDDZRBH9MS526595
2021 Toyota Highlander XLE AWD
$33,300
60,574 mi
Schererville, IN (26 mi)
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,574
- NHTSA overall safety rating:
- Not Rated
- Stock number:
- S2E524253
- VIN:
- 5TDGZRBH8MS524253
2021 Toyota Highlander LE AWD
$32,900
39,085 mi
Schererville, IN (26 mi)
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- 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:
- 39,085
- NHTSA overall safety rating:
- Not Rated
- Stock number:
- S2C120161
- VIN:
- 5TDBZRBH7MS120161
2022 Toyota Highlander Limited AWD
$46,000
7,583 mi
Saint Charles, IL (34 mi)
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,583
- NHTSA overall safety rating:
- 5
- Stock number:
- 10013A
- VIN:
- 5TDDZRBH0NS249336
2022 Toyota Highlander XLE AWD
$43,581
8,329 mi
Joliet, IL (37 mi)
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- 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:
- 8-Speed Automatic
- Mileage:
- 8,329
- NHTSA overall safety rating:
- 5
- Stock number:
- S230224A
- VIN:
- 5TDGZRBH6NS584744
2021 Toyota Highlander Platinum AWD
$47,998
13,547 mi
Naperville, IL (30 mi)
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- UNKNOWN
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,547
- NHTSA overall safety rating:
- Not Rated
- Stock number:
- T36419A
- VIN:
- 5TDFZRBH2MS158317
2022 Toyota Highlander Limited AWD
$48,998
9,659 mi
Naperville, IL (30 mi)
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,659
- NHTSA overall safety rating:
- 5
- Stock number:
- R4767
- VIN:
- 5TDDZRBH4NS226495
2022 Toyota Highlander LE FWD
$33,886
42,457 mi
Palatine, IL (27 mi)
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 42,457
- NHTSA overall safety rating:
- 5
- Stock number:
- 18000P
- VIN:
- 5TDZZRAH3NS539142
2021 Toyota Highlander LE FWD
$33,447
29,899 mi
Baton Rouge, LA (817 mi)
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 29,899
- NHTSA overall safety rating:
- Not Rated
- Stock number:
- 23556045
- VIN:
- 5TDZZRAH8MS522853
New Arrival
2022 Toyota Highlander XLE AWD
$42,990
27,168 mi
Chicago, IL (8 mi)
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 27,168
- NHTSA overall safety rating:
- 5
- Stock number:
- N27264A
- VIN:
- 5TDGZRBH9NS169000
Used Toyota Highlander By Year
Vehicle | Deals | Starting Price | Total Available |
---|---|---|---|
2023 Toyota Highlander in Chicago, IL | 9 Great Deals | $33,812 | 4,405 listings |
2022 Toyota Highlander in Chicago, IL | 105 Great Deals | $31,999 | 1,122 listings |
2021 Toyota Highlander in Chicago, IL | 159 Great Deals | $24,991 | 1,602 listings |
2020 Toyota Highlander in Chicago, IL | 67 Great Deals | $22,995 | 862 listings |
2019 Toyota Highlander in Chicago, IL | 131 Great Deals | $11,950 | 1,683 listings |
2018 Toyota Highlander in Chicago, IL | 62 Great Deals | $16,792 | 686 listings |
2017 Toyota Highlander in Chicago, IL | 55 Great Deals | $17,695 | 533 listings |
2016 Toyota Highlander in Chicago, IL | 53 Great Deals | $14,899 | 488 listings |
2015 Toyota Highlander in Chicago, IL | 40 Great Deals | $14,900 | 468 listings |
2014 Toyota Highlander in Chicago, IL | 22 Great Deals | $12,978 | 189 listings |
Similar Cars
Honda Pilot For Sale
744 Great Deals out of 15,142 listings starting at $2,500
|
Toyota 4Runner For Sale
769 Great Deals out of 11,290 listings starting at $3,990
|
Toyota RAV4 For Sale
1,572 Great Deals out of 24,023 listings starting at $1,750
|
Broader Searches
Toyota Highlander For Sale
929 Great Deals out of 13,919 listings starting at $2,500
|
Toyota Highlander XLE AWD For Sale
204 Great Deals out of 3,914 listings starting at $14,969
|
Toyota Highlander XLE FWD For Sale
80 Great Deals out of 1,944 listings starting at $25,930
|
Toyota Highlander Limited AWD For Sale
111 Great Deals out of 1,315 listings starting at $3,499
|
Toyota Highlander LE AWD For Sale
78 Great Deals out of 1,024 listings starting at $13,321
|
Toyota Highlander LE FWD For Sale
30 Great Deals out of 902 listings starting at $23,000
|
Toyota Highlander XSE AWD For Sale
24 Great Deals out of 626 listings starting at $36,964
|
Toyota Highlander Platinum AWD For Sale
22 Great Deals out of 552 listings starting at $36,500
|
Toyota Highlander Limited FWD For Sale
30 Great Deals out of 500 listings starting at $10,990
|
Toyota Highlander L FWD For Sale
9 Great Deals out of 375 listings starting at $24,991
|
Toyota Highlander L AWD For Sale
5 Great Deals out of 371 listings starting at $27,700
|
Toyota Highlander XSE FWD For Sale
12 Great Deals out of 296 listings starting at $35,991
|
Toyota Highlander Platinum FWD For Sale
5 Great Deals out of 224 listings starting at $36,705
|
Certified Used Toyota Highlander By Year
2023 Toyota Highlander
88 listings starting at $33,812
|
2022 Toyota Highlander
275 listings starting at $33,886
|
2021 Toyota Highlander
330 listings starting at $30,222
|
2020 Toyota Highlander
188 listings starting at $26,487
|
2019 Toyota Highlander
265 listings starting at $24,888
|
New Toyota Highlander By Year
2022 Toyota Highlander
147 listings
|
2023 Toyota Highlander
4,185 listings
|
Used Toyota Highlander By City
Why Use CarGurus?
We'll help you find great deals among the millions of vehicles available nationwide on CarGurus, and we'll provide you with dealer reviews and vehicle history for each one. After all, over 30 million shoppers use CarGurus to find great deals on used cars and new cars in their area. And when it's time to get rid of your old ride, sell your car simply and securely on CarGurus.
Once you're ready to narrow down your search results, go ahead and filter by price, mileage, transmission, trim, days on lot, drivetrain, color, engine, options, and deal ratings. And if you only want to see cars with a single owner, recent price drops, photos, or available financing, our filters can help with that too.