Used Toyota Sienna for Sale in Chicago, IL
Shop for a spacious Toyota Sienna in the Windy City
Skip to FiltersReport abuse
478 listings
- $49,991fair price$3,506 below market
- 14,750 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 35 City / 36 Hwy MPG
- Porsche Downtown Chicago (1 mi away)
Close
Located in Chicago, IL / 1 miles away from Chicago, IL
2023 Toyota Sienna XSE 7 Passenger XSE Recent Arrival! EQUIPPED WITH: -AC 1500W Inverter with Two 120V AC Outlets 300.00 -EY REAR SEAT ENTERTAINMENT S...
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:
35 Combined MPG (35 City/36 Highway)
Listing Information:
VIN: 5TDDSKFC3PS090017
Stock: PSN1063A
Certified Pre-Owned: No
Listed since: 07-18-2025 - $52,999good price$3,140 below market
- 11,200 miles
- No accidents, 1 owner, personal use
- 7 Seats, 35 City / 36 Hwy MPG
- Orland Toyota (22 mi away)
Close
Located in Tinley Park, IL / 22 miles away from Chicago, IL
2023 Toyota Sienna XLE 7 Passenger **LIKE NEW, **TOYOTA CERTIFIED, **MILES ONLY 11200, **1 OWNER CLEAN CARFAX, **NAVIGATION, **BLUETOOTH, **LEATHER SE...
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:
35 Combined MPG (35 City/36 Highway)
Listing Information:
VIN: 5TDJSKFC9PS094723
Stock: P9995
Certified Pre-Owned: Yes
Listed since: 06-26-2025 - $44,995fair price$107 below market
- 2,629 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 35 City / 36 Hwy MPG
- Bredemann Toyota (15 mi away)
Close
Located in Park Ridge, IL / 15 miles away from Chicago, IL
Recent Arrival! Clean CARFAX.Midnight Black 2024 Toyota Sienna LE 8 Passenger AWD 2.5L I4 CVTAWD.For 100 years, families have trusted the BREDEMANN fa...
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: Yes
Features and Specs:
35 Combined MPG (35 City/36 Highway)
Listing Information:
VIN: 5TDKSKFC4RS140773
Stock: TP7800
Certified Pre-Owned: Yes
Listed since: 07-21-2025 - $49,999fair price$959 below market
- 12,771 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 35 City / 36 Hwy MPG
- Orland Toyota (22 mi away)
Close
Located in Tinley Park, IL / 22 miles away from Chicago, IL
2022 Toyota Sienna XSE 7 Passenger **LIKE BRAND NEW, **TOYOTA CERTIFIED, **MILES ONLY 12771, **1 OWNER CLEAN CARFAX, **PREMIUM SOUND SYSTEM, **NAVIGAT...
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:
35 Combined MPG (35 City/36 Highway)
Listing Information:
VIN: 5TDDSKFCXNS060901
Stock: P9983
Certified Pre-Owned: Yes
Listed since: 06-30-2025 - $41,500fair price$774 below market
- 39,632 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 36 City / 36 Hwy MPG
- Kingdom Chevrolet (8 mi away)
- Home delivery*
Close
Located in Chicago, IL / 8 miles away from Chicago, IL
Priced below KBB Fair Purchase Price! Odometer is 1599 miles below market average! Clean CARFAX. CARFAX One-Owner. 2024 4D Passenger Van Toyota Sienna...
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:
36 Combined MPG (36 City/36 Highway)
Listing Information:
VIN: 5TDYRKEC4RS194744
Stock: P25106
Certified Pre-Owned: No
Listed since: 03-20-2025 - Price Drop$44,600good price$2,188 below market
- 26,352 miles
- No accidents, 1 owner, personal use
- 8 Seats, 36 City / 36 Hwy MPG
- INFINITI of Orland Park (22 mi away)
Close
Located in Orland Park, IL / 22 miles away from Chicago, IL
Recent Arrival! 2023 Toyota Sienna XLE Predawn Gray Mica *ONE OWNER, BACK-UP CAMERA, SUNROOF/MOONROOF, LEATHER, BLIND SPOT WARNING, BLUETOOTH, HEATED ...
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:
36 Combined MPG (36 City/36 Highway)
Listing Information:
VIN: 5TDYRKEC0PS141844
Stock: IP5781
Certified Pre-Owned: No
Listed since: 07-18-2025 - New Listing$47,991good price$2,192 below market
- 43,030 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 35 City / 36 Hwy MPG
- Lexus of Orland (22 mi away)
Close
Located in Orland Park, IL / 22 miles away from Chicago, IL
Pearl 2022 Toyota Sienna Platinum 7 Passenger AWD CVT 2.5L I4 NAVIGATION!, LOCAL TRADE!, ONE OWNER!, BACK UP CAMERA, HEATED STEERING WHEEL, REAR ENTER...
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:
35 Combined MPG (35 City/36 Highway)
Listing Information:
VIN: 5TDESKFC3NS041577
Stock: LX08801
Certified Pre-Owned: No
Listed since: 07-22-2025 - New Listing$12,995fair price$403 above market
- 191,157 miles
- No accidents, 3 owners, personal use only
- 8 Seats, 19 City / 27 Hwy MPG
- Go Autos (13 mi away)
Close
Located in Skokie, IL / 13 miles away from Chicago, IL
The 2017 Toyota Sienna XLE Premium 8 Passenger 4dr Mini Van with a 3.5L V6 engine came equipped with a comprehensive set of features designed for comf...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 5TDYZ3DC8HS778117
Stock: GA-778117
Certified Pre-Owned: No
Listed since: 07-07-2025 - $11,495good price$2,092 below market
- 145,656 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 18 City / 25 Hwy MPG
- Drive Today (6 mi away)
Close
Located in Chicago, IL / 6 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 5TDYK3DC7DS384493
Stock: 3639
Certified Pre-Owned: No - Price Drop$33,000fair price$1,040 above market
- 65,062 miles
- No accidents, 1 owner, personal use
- 8 Seats, 36 City / 36 Hwy MPG
- INFINITI of Orland Park (22 mi away)
Close
Located in Orland Park, IL / 22 miles away from Chicago, IL
Recent Arrival! 2021 Toyota Sienna LE 8 Passenger Super White BACK-UP CAMERA, BLUETOOTH, CRUISE CONTROL, 17" Alloy Wheels, 3rd row seats: split-bench,...
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:
36 Combined MPG (36 City/36 Highway)
Listing Information:
VIN: 5TDKRKEC9MS035362
Stock: IP5782
Certified Pre-Owned: No
Listed since: 07-19-2025 - $9,995good price$1,363 below market
- 185,855 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 16 City / 23 Hwy MPG
- Blue Sky Automotive (6 mi away)
Close
Located in Chicago, IL / 6 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 5TDDK3DC5ES075279
Stock: 075279
Certified Pre-Owned: No - $20,900fair price$413 above market
- 68,155 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 18 City / 25 Hwy MPG
- Bredemann Toyota (15 mi away)
Close
Located in Park Ridge, IL / 15 miles away from Chicago, IL
2 NEW TIRES - NEW FRONT BRAKE PADS & ROTORS - NEW REAR BRAKE PADS & ROTORS - NEW CABIN AIR FILTER - NEW AIR FILTER - NEW WIPERS - FRESH OIL CHANGE AND...
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: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 5TDKK3DC2ES513280
Stock: T64185A
Certified Pre-Owned: No
Listed since: 05-21-2025 - $12,999good price$1,750 below market
- 124,447 miles
- No accidents, 4 owners, personal use only
- 7 Seats, 16 City / 23 Hwy MPG
- Your Choice Auto Sales of Elmhurst (17 mi away)
Close
Located in Elmhurst, IL / 17 miles away from Chicago, IL
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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 5TDJK3DCXES078794
Stock: EM-078794
Certified Pre-Owned: No - $8,799good price$1,139 below market
- 187,675 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 18 City / 25 Hwy MPG
- Your Choice Auto Sales of Elmhurst (17 mi away)
Close
Located in Elmhurst, IL / 17 miles away from Chicago, IL
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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 5TDKK3DCXES508408
Stock: EM-508408
Certified Pre-Owned: No - New Listing
- 157,233 miles
- No accidents, 3 owners, personal use only
- Go Autos (13 mi away)
Close
Located in Skokie, IL / 13 miles away from Chicago, IL
The 2006 Toyota Sienna LE 7 Passenger 4dr Mini Van with a 3.3L V6 engine typically includes the following features: Safety and Security: Anti-lock Bra...
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:
Listing Information:
VIN: 5TDZA23C06S492525
Stock: GA-492525
Certified Pre-Owned: No
Listed since: 10-30-2024 - $8,799good price$764 below market
- 168,484 miles
- No accidents, 3 owners, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Your Choice Auto Sales of Elmhurst (17 mi away)
Close
Located in Elmhurst, IL / 17 miles away from Chicago, IL
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDXK3DC7BS061943
Stock: EM-061943
Certified Pre-Owned: No - New Listing$30,355fair price$597 above market
- 104,208 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 18 City / 24 Hwy MPG
- Guaranteed Motor Cars - Lansing (22 mi away)
Close
Located in Lansing, IL / 22 miles away from Chicago, IL
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDDZ3DC1LS239202
Stock: PH102A
Certified Pre-Owned: No
Listed since: 07-04-2025 - $11,999fair price$936 below market
- 167,932 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 16 City / 23 Hwy MPG
- Your Choice Auto Sales of Elmhurst (17 mi away)
Close
Located in Elmhurst, IL / 17 miles away from Chicago, IL
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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 5TDDK3DC0ES089865
Stock: EM-089865
Certified Pre-Owned: No - 98,330 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 18 City / 25 Hwy MPG
- CarMax Glencoe (Edens Expy) (18 mi away)
Close
Located in Glencoe, IL / 18 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
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: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 5TDYK3DC1ES456984
Stock: 27245230
Certified Pre-Owned: No- $13,999fair price$747 below market
- 119,863 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 18 City / 25 Hwy MPG
- Your Choice Auto Sales of Elmhurst (17 mi away)
Close
Located in Elmhurst, IL / 17 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 5TDKK3DC4FS560361
Stock: EM-560361
Certified Pre-Owned: No - New Listing
- 28,215 miles
- No accidents, 1 owner, personal use
- 7 Seats, 36 City / 36 Hwy MPG
- CarMax Tinley Park (25 mi away)
Close
Located in Tinley Park, IL / 25 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
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: Yes
Features and Specs:
36 Combined MPG (36 City/36 Highway)
Listing Information:
VIN: 5TDYRKEC1RS194345
Stock: 27245787
Certified Pre-Owned: No
Showing 1 - 21 out of 478 listings
Consumer Reviews for the Toyota Sienna
Read recent reviews for the Toyota Sienna
The best transportation no bodycares
Cancan, 07/07/2024
2024 Toyota Sienna
Recently our family purchased an Le model with the lowest price on the market. Our family had total 7 members included Boo! It was so convenient for us on our recent trip to Santa Barbara! It has enough room for all of us and sones. In and out at every single stop was so quick and easy. The best of all we didn’t have to stop for gas! The exterior of the 2024 Toyota Sienna Le looks so … modern and the interior was so spacious and for me the driver I have a very good view all around from the front. Travel with a large group it’s is the best with a mini van and it’s the transportation that nobody cares!
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Body Type
Trim
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.