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Used convertibles for sale near Winthrop Harbor, IL under $100,000

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301 matches 30 miles from 60096
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Est. $400 /mo*
Down Payment
$0
Net trade-in value
$0
Months
72
APR
7.0%
Sales tax
0.0%

Vehicle information

Ext. color: Florett Silver Metallic/Black Roof
Int. color: Rotor Gray
Drivetrain: All-wheel Drive
MPG: 20-29
Fuel type: Gasoline
Transmission: Automatic
Engine: 3L V-6 gasoline direct injection, DOHC, variable valve control,
Stock #: 4293
VIN: WAUY4GF5XJN012399

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Navigation System
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, USB Port
Exterior: Alloy Wheels
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Stability Control
Seating: Memory Seat

Reviews

Autos of Chicago review

My experience at Autos of Chicago was truly impressive.

My experience at Autos of Chicago was truly impressive. The team was professional, patient, and never made me feel rushed or pressured. They walked me through the features of each vehicle and helped me choose one that matched my expectations. The pricing was fair, and the paperwork process was quick and organized. I left feeling confident and happy with my purchase. This dealership is a great choice for anyone looking for quality used cars and excellent customer care.

Vehicle information

Ext. color: Black
Int. color: Saddle Brown/Black
Drivetrain: All-wheel Drive
MPG: 22-29
Fuel type: Gasoline
Transmission: Automatic
Engine: 2L I-4 gasoline direct injection, DOHC, variable valve control,
Stock #: 4430
VIN: WDDWK4KBXJF742596

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Bluetooth®, CD Player, HomeLink, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Autos of Chicago review

Autos of Chicago offers a dependable range of used

Autos of Chicago offers a dependable range of used vehicles featuring popular makes and models at competitive prices. The dealership focuses on customer satisfaction, ensuring every car is thoroughly inspected for quality and performance. Their friendly team helps buyers compare options, arrange financing, and drive away with confidence.

Vehicle information

Ext. color: Black
Int. color: Red / Black
Drivetrain: Rear-wheel Drive
MPG: 12-19
Fuel type: Gasoline
Transmission: 7-Speed Automatic
Engine: 6.3L V8 32V MPFI DOHC
Stock #: G03100
VIN: WDBSK7AA1BF162561

Features

Convenience: Heated Seats, Keyless Entry, Navigation System
Entertainment: Bluetooth®, CD Player, DVD Player, Premium Sound System, Satellite Radio
Exterior: Alloy Wheels
Safety: Brake Assist, Rain Sensing Wipers, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Glenview Luxury Imports review

Unparalleled Service!

The Service Department at Glenview Luxury Imports never fails to provide phenomenal Service. Jon, Ketan, and Gary are always helpful in answering questions and coordinating service appointments at the earliest time available.

Vehicle information

Ext. color: Mythos Black Metallic/Black Roof
Int. color: Black
Drivetrain: All-wheel Drive
MPG: 21-28
Fuel type: Gasoline
Transmission: 8-Speed Automatic with Tiptronic
Engine: 3.0L TFSI
Stock #: UN5037
VIN: WAUW4GF55PN000404

Features

Convenience: Adaptive Cruise Control, Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System
Entertainment: Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, USB Port
Exterior: Alloy Wheels
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rain Sensing Wipers, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Ultimo Motors North Shore review

Steve was an excellent sales rep.

Steve was an excellent sales rep. Ultimo has a great stable of cars to select from. Steve went out of his way to help me with my trade in, new summer wheels & tires and answered all of my questions accurately.

Vehicle information

Ext. color: Jet Black
Int. color: Black
Drivetrain: All-wheel Drive
MPG: 23-33
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo
Stock #: U12020R
VIN: WBA43AT05RCN53522

Features

Convenience: Heated Seats, Keyless Entry, Navigation System, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio
Exterior: Alloy Wheels
Safety: Backup Camera, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Gregory INFINITI review

I worked with Dave and Trevor on my new QX60.

I worked with Dave and Trevor on my new QX60. After an initial questionable experience I was able to meet Dave. He is extremely good at what he does and any car dealer should know that he is the very best at his trade. I would recommend Dave for a promotion but I believe he is the top dog there already. Great guy all around! Trevor delivered our car and another great guy. Just a 5 star experience from these guys.

Vehicle information

Ext. color: Forte Black Metallic
Int. color: Nero (Black)
Drivetrain: Rear-wheel Drive
MPG: 25-36
Fuel type: Gasoline
Transmission: Automatic
Engine: 1.4L I-4 MultiAir variable valve control, intercooled turbo, pre
Stock #: T1398A
VIN: JC1NFAEK4J0136294

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Navigation System
Entertainment: Bluetooth®, HomeLink, Satellite Radio, USB Port
Exterior: Alloy Wheels
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats

Reviews

Old Orchard Nissan review

recently purchased a vehicle from Old Orchard Nissan, and

recently purchased a vehicle from Old Orchard Nissan, and I couldn’t be more satisfied with the entire experience. From the moment I walked in, the staff was welcoming, professional, and genuinely helpful — no pressure, just honest service. My salesperson, Jason Chu, was knowledgeable, patient, and took the time to answer all my questions. They helped me find the perfect car for my needs and made the process feel smooth and stress-free. The finance team also did a great job explaining everything clearly and worked to get me a great deal. The vehicle was clean, in excellent condition, and exactly as described. I truly appreciate the transparency, integrity, and care that went into every step of the process. Highly recommend Old Orchard Nissan to anyone looking for a reliable vehicle and top-notch customer service. I’ll definitely be back when it’s time for my next car!

Vehicle information

Ext. color: Selenite Gray Metallic
Int. color: Cranberry Red
Drivetrain: All-wheel Drive
MPG: 18-28
Fuel type: Gasoline
Transmission: 9-Speed Automatic
Engine: 3.0L V6 BiTurbo
Stock #: UN5035
VIN: W1KWK6EB3PG119895

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rain Sensing Wipers, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Ultimo Motors North Shore review

I recently had the pleasure of working with Chris when

I recently had the pleasure of working with Chris when purchasing my new vehicle, and I couldn’t be more satisfied with the experience

Vehicle information

Ext. color: designo Cardinal Red Metallic
Int. color: Black
Drivetrain: All-wheel Drive
MPG: 19-26
Fuel type: Gasoline
Transmission: Automatic
Engine: 3L V-6 gasoline direct injection, DOHC, variable valve control,
Stock #: 4428
VIN: WDDWK6EBXHF493251

Features

Convenience: Cooled Seats, Heated Seats, Keyless Entry, Keyless Start, Remote Start
Entertainment: Bluetooth®, CD Player, DVD Player, HomeLink, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Autos of Chicago review

Autos of Chicago is committed to delivering high-quality

Autos of Chicago is committed to delivering high-quality used cars backed by excellent customer service. Each vehicle undergoes careful inspection, ensuring performance, safety, and long-term durability. With flexible financing options and helpful staff, every visitor receives the guidance they need to make a confident purchase.

Vehicle information

Ext. color: Black
Int. color: Blue
Drivetrain: All-wheel Drive
MPG: 17-26
Fuel type: Gasoline
Transmission: Automatic, 7-Spd
Engine: V6, Turbo, 3.0 Liter
Stock #: 021720
VIN: WAUVGAFH8AN021720

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Navigation System
Entertainment: Bluetooth®, CD Player, DVD Player, HomeLink, Premium Sound System, Rear Seat Entertainment
Exterior: Alloy Wheels
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Exotic Motors review

Thanks Dennis and Team for all your work with me picking

Thanks Dennis and Team for all your work with me picking up a classic car! Can't wait for it to arrive!

Vehicle information

Ext. color: Summit White
Int. color: Black
Drivetrain: Rear-wheel Drive
MPG: 12-18
Fuel type: Gasoline
Transmission: Automatic
Engine: 6.2L V-8 intercooled supercharger, premium unleaded, engine with
Stock #: ILM2919
VIN: 2G1FM3DPXF9800769

Features

Convenience: Heated Seats, Keyless Entry, Navigation System
Entertainment: Bluetooth®, WiFi Hotspot
Exterior: Alloy Wheels
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Seating: Leather Seats

Reviews

Illinois Motors review

Great dealership would definitely recommend it to others

Great dealership would definitely recommend it to others staff is very knowledgeable and prices are reasonable

Vehicle information

Ext. color: Black
Int. color: Red
Drivetrain: Rear-wheel Drive
MPG: 23-33
Fuel type: Gasoline
Transmission: Auto, 7-Spd 7G-Tronic +
Engine: 4-Cyl, Turbo, 1.8 Liter
Stock #: 083890
VIN: WDDPK4HA0EF083890

Features

Convenience: Keyless Entry
Entertainment: Bluetooth®, CD Player, HomeLink, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Brake Assist, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Exotic Motors review

EXOTIC MOTORS HAS HANDS DOWN THE MOST EXOTIC AUTO

EXOTIC MOTORS HAS HANDS DOWN THE MOST EXOTIC AUTO COLLECTION I HAVE EVER SEEN IN ONE LOCATION. I FOUND MY DREAM CAR A 2017 MERCEDES-BENZ AMG GLE 63. THE SALES AND PROCESS WAS THE SMOOTHEST I HAVE EVER EXPERIENCED. DONT GO ANYWHERE ELSE EXOTIC MOTORS IS YOUR ONE STOP SHOP WITH TOP QUALITY VEHICLES AND SERVICES. THE BEST IN MY BOOK!. IM DISABLED AND THE RIDE IS A BIT HARD ON MY SPINE BUT I HAVE NO DOUBT THEY WILL RESOLVE THE MINOR ISSUE TO A AMAZING TRUCK, ILL KEEP UZ POSTED WITH AN UPDATE. DENNIS IS A GREAT SALES MANAGER AND SALEEM IS JUST A SOLID BUSINESS OWNER WITH THE BEST INTEGRITY!. THANKS GUYS! ANDRE RODRIGUEZ.

Vehicle information

Ext. color: Black
Int. color: Cranberry Red/Black
Drivetrain: Rear-wheel Drive
MPG: 22-29
Fuel type: Gasoline
Transmission: 9-Speed Automatic
Engine: 2.0L I4 Turbocharged
Stock #: UN4987
VIN: WDDWK4JB9JF709588

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, CD Player, HomeLink, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rain Sensing Wipers, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Ultimo Motors North Shore review

I had the pleasure of buying a vehicle with Chris as my

I had the pleasure of buying a vehicle with Chris as my salesman. Very quick and easy, explained everything extremely well and even helped me learn the car outside of the dealer. Great guy, great dealer, awesome cars.

Vehicle information

Ext. color: White
Int. color: Black
Drivetrain: Front-wheel Drive
MPG: 22-30
Fuel type: Gasoline
Transmission: Automatic, 6-Spd DSG w/Tiptronic
Engine: 4-Cyl, Turbo, 2.0 Liter
Stock #: 015297
VIN: WVWFW7AH5CV015297

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Navigation System
Entertainment: Bluetooth®, CD Player, DVD Player
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Brake Assist, Stability Control
Seating: Leather Seats

Reviews

Exotic Motors review

Pleasant and understanding vehicle unfortunately didn’t

Pleasant and understanding vehicle unfortunately didn’t meet my expectations Martin was great very pleasant.

Vehicle information

Ext. color: Silver
Int. color: Black
Drivetrain: Rear-wheel Drive
MPG: 12-18
Fuel type: Gasoline
Transmission: Automatic
Engine: V8, Supercharged, 5.5L
Stock #: 087935
VIN: WDBSK74F85F087935

Features

Convenience: Heated Seats, Keyless Entry, Navigation System
Entertainment: CD Player, HomeLink, Premium Sound System
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Brake Assist, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Exotic Motors review

Excelente servicio ningún problema Me sentí genial

Excelente servicio ningún problema Me sentí genial Muy bien detallado el contrato Martín me dió un excelente te servicio

Vehicle information

Ext. color: Arctic White
Int. color: Cashmere
Drivetrain: Rear-wheel Drive
MPG: 15-25
Fuel type: Gasoline
Transmission: Automatic
Engine: 6.2L V-8 premium unleaded, engine with 430HP
Stock #: ILM3025
VIN: 1G1YF3DW5C5109894

Features

Convenience: Keyless Entry, Keyless Start, Navigation System
Entertainment: Bluetooth®, CD Player, Satellite Radio, WiFi Hotspot
Exterior: Alloy Wheels
Safety: Lane Departure Warning, Stability Control
Seating: Leather Seats

Reviews

Illinois Motors review

I worked with Regis on a 2000 Corvette and can say it was

I worked with Regis on a 2000 Corvette and can say it was the easiest buying experience. I’d asked to have the front fender alignment looked at and he had it fixed along with a missing trim piece. The car was in excellent shape and all modifications were disclosed. He’s very knowledgeable and easy to work with. Pricing was very fair and I was in and out within a half hour on the day of pick-up. You can tell he genuinely enjoys the work he does and it shows. Thank you Regis and everyone at Illinois Motors for helping me find my dream car.

Vehicle information

Ext. color: Black
Int. color: Cashmere leather
Drivetrain: Rear-wheel Drive
MPG: 17-25
Fuel type: Gasoline
Transmission: Automatic
Engine: 6L V-8 premium unleaded, engine with 400HP
Stock #: ILM2692
VIN: 1G1YY36U365131547

Features

Convenience: Heated Seats, Keyless Entry, Keyless Start, Navigation System
Entertainment: CD Player
Exterior: Alloy Wheels
Safety: Lane Departure Warning, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Illinois Motors review

It was very excellent.

It was very excellent. The sales representatives was very professional and curious. He went above and beyond. Even tho me and my wife live 2hrs away. He responded promptly to our calls and delt with any issues we had.

Vehicle information

Ext. color: Blue
Int. color: Beige
Drivetrain: Rear-wheel Drive
MPG: 19-26
Fuel type: Gasoline
Transmission: Automatic
Engine: Ecotec 2L I-4 gasoline direct injection, DOHC, variable valve co
Stock #: 11091
VIN: 1G8MF35X88Y128677

Features

Convenience: Keyless Entry
Entertainment: CD Player, WiFi Hotspot
Exterior: Alloy Wheels
Safety: Stability Control

Reviews

Carlux Inc review

Bought my first car here!

Bought my first car here! Great deal! Nice people! 5 Stars service! They make me feel like family!

Vehicle information

Ext. color: LeMans Blue Metallic
Int. color: Cashmere
Drivetrain: Rear-wheel Drive
MPG: 18-26
Fuel type: Gasoline
Transmission: Manual
Engine: 6L V-8 premium unleaded, engine with 400HP
Stock #: 10229
VIN: 1G1YY34U255125109

Features

Convenience: Keyless Entry, Keyless Start
Entertainment: CD Player
Exterior: Alloy Wheels
Safety: Stability Control
Seating: Leather Seats

Reviews

London Motors Chicago review

Tommy is very knowledgeable and the car was exactly as

Tommy is very knowledgeable and the car was exactly as described in the listing! We will be coming back for future purchases!

Vehicle information

Ext. color: Oxford White
Drivetrain: Rear-wheel Drive
MPG: 15-23
Fuel type: Gasoline
Transmission: 4-Speed Automatic
Engine: 5.0L
Stock #: ILM2959
VIN: 1FACP45E2LF223250

Features

Safety: Lane Departure Warning

Reviews

Illinois Motors review

I purchase the blue 69 restomod Camaro over the internet.

I purchase the blue 69 restomod Camaro over the internet. I had Alan Gordon as my sales representative.He was on top of it all the way . He reassured me that everything was on the up and up . Did everything he said he would . Got the car to me in California and couldn’t be happier! If they have what you want , trust is their main goal. Thanks Illinois Motirs and Thanks Alan . I would tell anyone they are great !

Vehicle information

Ext. color: WHITE
Int. color: Saddle Brown/Black
Drivetrain: All-wheel Drive
MPG: 22-29
Fuel type: Gasoline
Transmission: Automatic
Engine: 2L I-4 gasoline direct injection, DOHC, variable valve control,
Stock #: 4429
VIN: WDDWK4KB9JF669351

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Bluetooth®, CD Player, HomeLink, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Autos of Chicago review

Autos of Chicago prides itself on offering a dependable

Autos of Chicago prides itself on offering a dependable selection of used vehicles with quality you can trust. From fuel-efficient sedans to family SUVs and performance cars, each vehicle is carefully evaluated to ensure value and durability. With fair pricing and knowledgeable staff, customers enjoy a smooth buying journey from start to finish.

*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.

**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.

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