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1,492 listings
- $35,590great price$8,257 below market
- 30,149 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana - Chicago (37 mi away)
- Home delivery*
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Located in Chicago, IL / 37 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH1RS528906
Stock: 2003602037
Certified Pre-Owned: No
Listed since: 03-31-2025 - $35,000good price$2,449 below market
- 30,135 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Al Piemonte Nissan (7 mi away)
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Located in Melrose Park, IL / 7 miles away from Chicago, IL
Gray 2024 Toyota Highlander LE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp CARFAX CERTIFIED, RECENTLY SERVICED, COME ON...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH8RS533275
Stock: N14567
Certified Pre-Owned: No
Listed since: 03-13-2025 - Price Drop$40,850good price$2,641 below market
- 28,925 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Autos of Chicago (20 mi away)
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Located in Arlington Heights, IL / 20 miles away from Chicago, IL
Our One Owner 2024 Toyota Highlander XSE takes a fierce approach to family travel in Midnight Black Metallic! Powered by a TurboCharged 2.4 Liter 4 Cy...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH6RS530294
Stock: 4097
Certified Pre-Owned: No
Listed since: 06-09-2025 - $36,900fair price$455 above market
- 36,206 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Guaranteed Motor Cars - Lansing (23 mi away)
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Located in Lansing, IL / 23 miles away from Chicago, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAHXRS539046
Stock: PH1452
Certified Pre-Owned: No
Listed since: 07-22-2025 - 33,467 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Zeigler Chevrolet Schaumburg (21 mi away)
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Located in Schaumburg, IL / 21 miles away from Chicago, IL
Recent Arrival!2024 Toyota Highlander AWD AWD, ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, He...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH8RS563862
Stock: P1429
Certified Pre-Owned: No
Listed since: 09-02-2025- Price Drop$37,730great price$4,970 below market
- 32,575 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Toyota of Brookfield (86 mi away)
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Located in Brookfield, WI / 86 miles away from Chicago, IL
CARFAX One-Owner. Certified. Blueprint 2023 Toyota Highlander XSE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp AWD, ABS ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH2PS009293
Stock: PML1364
Certified Pre-Owned: Yes
Listed since: 05-27-2025 - Price Drop$36,579great price$3,112 below market
- 41,969 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Zeigler Toyota of Racine (60 mi away)
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Located in Mount Pleasant, WI / 60 miles away from Chicago, IL
One Owner - Clean History Report Showing No Accidents ++, 3rd row seats: split-bench, ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stab...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH2PS511477
Stock: PS511477
Certified Pre-Owned: Yes
Listed since: 04-08-2025 - $42,495good price$2,564 below market
- 18,299 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Woodfield Lexus (21 mi away)
- Home delivery*
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Located in Schaumburg, IL / 21 miles away from Chicago, IL
** Local Trade**, ** Lane Departure Warning, ** Blind Spot Monitor, ** Alloy Wheels / Premium Wheels, ** Apple CarPlay/Android Auto, ** Navigation Sys...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH5PS022992
Stock: R0822A
Certified Pre-Owned: No
Listed since: 07-18-2025 - New Listing$41,590fair price$226 below market
- 9,995 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Carvana - Chicago (37 mi away)
- Home delivery*
Close
Located in Chicago, IL / 37 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBHXPS513722
Stock: 2003933929
Certified Pre-Owned: No
Listed since: 08-01-2025 - Price Drop$39,999good price$2,782 below market
- 31,020 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Fair Oaks Ford Lincoln (25 mi away)
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Located in Naperville, IL / 25 miles away from Chicago, IL
CARFAX One-Owner. Clean CARFAX. Moon Dust 2023 Toyota Highlander L AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp Local Tr...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBHXPS024270
Stock: PL460
Certified Pre-Owned: No
Listed since: 07-12-2025 - $27,990good price$2,210 below market
- 66,721 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Libertyville (29 mi away)
- Home delivery*Five Star Dealer
Close
Located in Libertyville, IL / 29 miles away from Chicago, IL
3rd Row SeatSpecial ColorAll Weather Floor & Cargo Liner (Tms)Chrome Rear Bumper Protector (Tms)Door Edge Guards (Tms)Lane Keeping AssistKeyless...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH7PS047930
Stock: PS047930
Certified Pre-Owned: No
Listed since: 08-20-2025 - $37,699good price$2,832 below market
- 35,846 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Umansky Chevrolet (86 mi away)
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Located in Glendale, WI / 86 miles away from Chicago, IL
includes 10 Year / 150,000 Mile Warrranty, Discover premium comfort and modern capability with this 2023 Toyota Highlander Limited, now available at U...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH8PS015603
Stock: P15603
Certified Pre-Owned: No
Listed since: 06-18-2025 - Price Drop$31,759good price$1,866 below market
- 57,838 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Gerald Toyota of Matteson (26 mi away)
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Located in Matteson, IL / 26 miles away from Chicago, IL
New Price! 2023 Toyota Highlander LE Magnetic Gray Metallic *BLUETOOTH, *BACKUP CAMERA, *3RD ROW SEATING. 22/29 City/Highway MPG Toyota Gold Certified...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH5PS020791
Stock: 706154B
Certified Pre-Owned: Yes
Listed since: 08-14-2025 - Price Drop$38,800fair price$710 below market
- 32,829 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Zeigler Chevrolet Schaumburg (21 mi away)
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Located in Schaumburg, IL / 21 miles away from Chicago, IL
Recent Arrival!2023 Toyota Highlander AWD AWD*, ** 8 PASSENGER SEATING, ** BACK-UP CAMERA, AWD. Odometer is 5403 miles below market average! GOOD CRE...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH0PS022382
Stock: P1401
Certified Pre-Owned: No
Listed since: 08-26-2025 - $36,999fair price$1,114 above market
- 8,848 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Pauly Toyota (37 mi away)
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Located in Crystal Lake, IL / 37 miles away from Chicago, IL
CARFAX One-Owner. Clean CARFAX. Certified. Celestial Silver Metallic 2023 Toyota Highlander L TOYOTA GOLD CERTIFIED FWD 8-Speed Automatic 2.4L I4 PDI ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9PS500123
Stock: 40083B
Certified Pre-Owned: Yes
Listed since: 06-10-2025 - Price Drop$48,911fair price$8 above market
- 16,736 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Schaumburg Toyota (23 mi away)
- Home delivery*
Close
Located in Schaumburg, IL / 23 miles away from Chicago, IL
** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Apple CarPlay/Android Auto, ** Automatic Emergency Braking, ** Backup Camera, ** Blin...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH1SS575700
Stock: Q9443
Certified Pre-Owned: Yes
Listed since: 07-01-2025 - $39,990fair price$261 below market
- 18,111 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana - Chicago (37 mi away)
- Home delivery*
Close
Located in Chicago, IL / 37 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH1PS041216
Stock: 2003987823
Certified Pre-Owned: No
Listed since: 09-01-2025 - New Listing$32,995fair price$673 above market
- 35,201 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Libertyville (29 mi away)
- Home delivery*Five Star Dealer
Close
Located in Libertyville, IL / 29 miles away from Chicago, IL
3rd Row SeatAll Weather Floor & Cargo Liner (Tms)Lane Keeping AssistKeyless StartRear Spoiler50 State EmissionsGraphite; Fabric Seat TrimL Grad...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH4PS520618
Stock: PS520618
Certified Pre-Owned: No
Listed since: 09-04-2025 - New Listing$39,998good price$1,677 below market
- 38,220 miles
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax Schaumburg (22 mi away)
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Located in Schaumburg, IL / 22 miles away from Chicago, IL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBHXSS577154
Stock: 27753047
Certified Pre-Owned: No - New Listing$41,887fair price$686 below market
- 27,958 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Napleton Buick GMC Crystal Lake (39 mi away)
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Located in Crystal Lake, IL / 39 miles away from Chicago, IL
The Napleton Auto Group promotes a no pressure buying experience that puts the customer in charge of the buying process, and for over 80 years, the Na...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH9PS017956
Stock: 225190B
Certified Pre-Owned: No
Listed since: 09-03-2025 - $31,490fair price$405 above market
- 55,001 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- AutoNation Toyota Libertyville (29 mi away)
- Home delivery*Five Star Dealer
Close
Located in Libertyville, IL / 29 miles away from Chicago, IL
3rd Row SeatAll Weather Floor & Cargo Liner (Tms)Body Side Moldings (Tms)Mudguards (Tms)Chrome Rear Bumper Protector (Tms)Wheel Locks (Tms)Lane ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH4PS509683
Stock: PS509683
Certified Pre-Owned: No
Listed since: 08-20-2025
Showing 1 - 21 out of 1,492 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
New 2023 LE FWD Left Us Stranded on Vacation
Lander04084, 09/19/2023
2023 Toyota Highlander LE 4dr SUV (2.4L 4cyl Turbo 8A)
Bought new to have a reliable vehicle for traveling. At 2284 miles on vacation in Canada, CEL and acted like bad gas. Stranded us for 2 days. Dealer didn't have the part (or loaners, or even a shuttle service to our local destination). Bad Fuel/Air Ratio sensor. Repaired under warranty, but our ruined vacation wasn't covered under any warranty. Not happy.
Used 2024 Toyota Highlander in Chicago, IL Values
Estimated values
2024 Toyota Highlander Platinum 4dr SUV (2.4L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $37,821 | $38,837 | $40,057 |
| Clean | $37,494 | $38,452 | $39,609 |
| Average | $36,950 | $37,810 | $38,862 |
| Rough | $36,242 | $36,975 | $37,890 |
The average list price of a used 2024 Toyota Highlander in Chicago, Illinois is $37,798. The average mileage on a used Toyota Highlander 2024 for sale in Chicago, Illinois is 32,669. Based on the average mileage of 32,669 for used 2024 Toyota Highlander for sale in Chicago, IL and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Toyota Highlander 2024 in Chicago, Illinois to be $36,950.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.