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Used
Porsche cars
for sale
near
Chicago, IL
under $20,000
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*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.






Used
2013 Porsche Cayenne Diesel
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Reviews
Great experience, professional and courteous.
Great experience, professional and courteous. First off, I was an out-of-state buyer. Looking at vehicle online, there were 100+ great photos, Mo sent me two video walk-arounds and offered to FaceTime if I had any additional concerns. For those buying online, this is a very reputable dealer. I sent a deposit via Zelle. Mo held vehicle and cancelled other showings for that day, as promised. The price was more than fair for my vehicle. At the time, there was not another for sale, in the entire country, with less miles in my preferred configuration (TDI). He even arranged shipping for a very reasonable price and within a few days of the purchase. They handled the out-of-state title transfer for me. I'd never purchased a vehicle without seeing in person and driving. Mo delivered on service and quality. The vehicle was as advertised, an awesome find. I'd buy from Chicago Motors Direct again, without hesitation. They have an awesome inventory of hard to find German vehicles and are knowledgeable about them. Thanks Mo, for an awesome experience and an awesome vehicle, I'll be watching your inventory.
I turned in my BMW for a Porsche Cayenne
I purchased my Porsche Cayenne in January 2023. I am very happy with my purchase; the team were professional and knowledgeable. Will buy again. Satisfied.






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Reviews
Look no further for high quality, fun, used SUV
Purchased a base Cayenne as a CPO from a local Porsche dealer in 2022 with 34,000 miles (this is my 6th Porsche). Better than any other SUV I have ever owned by far. Fun, reliable, and great looking. And a great deal.






Used
2011 Porsche Cayenne S
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Reviews
1 contact and best pricing all in less then an hour best
1 contact and best pricing all in less then an hour best buying experience I have ever had
Bomb!
Hottest Cayenne Turbo in area (country?). Lots of custom running improves and cosmetic upgrades. All service done and records available. Quiet powerful luxury. 500+ hp and neck snapping torque. Special vehicle takes special owner. Get out of the pack and move to the front. Not interested in low baller or negotiating. In other words price is firm! Buying 2013 Panamera Turbo S so need to move my “baby”. Read Less






Used
2014 Porsche Cayenne Base (Tiptronic)
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Features
Reviews
Amazing is all I can say.
Amazing is all I can say. Bought a 2019 Range Rover. Two other dealerships wouldn’t even look at me, but they welcomed me and made me feel comfortable. I will definitely be back when I’m ready for another vehicle.
Sporty SUV
I love driving my Cayenne. It's a great blend of sportiness and functionality. The GTS model looks awesome on the road. I would likely buy this model again.






Used
2014 Porsche Cayenne S
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Reviews
AMAZING PLACE!
AMAZING PLACE!!! I bought a 2021 Kia and I had it shipped to my house in Texas, extremely smooth process and it was a lot better than I expected it. Thank you Midway !! I will be back in the future!!!
Affordable Luxury
I’ve been looking for this type of SUV for some time now. Older model styling with low miles and still in great condition. I look forward to road trips exploring more of beautiful Arizona.






Used
2014 Porsche Cayenne Platinum Edition
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Reviews
Above Average!
Experience; well enough to call above and beyond! Recommend a thorough consideration before buying elsewhere, Musri! One thing I’ve learned with used car purchases meets someone who cares while selling that unit!
Well maintained with all records so I bought it
I expect this Cayenne to serve as my primary vehicle for next 10 years. At 6 years, 81,870 miles & serviced per factory schedule, it has a good chance. The original owner spent $10,500 in maintenance + factory warranty repaired several major items (costs unknown) + selling dealer spent $3,350 on new tires & new windshield. I think this Cay will only need regular servicing under my ownership, driving it about 5,000 miles per year. Unless the AC or heater system has a failure. I'll update this review if experience warrants.






Used
2014 Porsche Cayenne Diesel
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Features
Reviews
Just purchased a Porsche Cayenne Hybrid, and the
Just purchased a Porsche Cayenne Hybrid, and the experience was fantastic! Simon was knowledgeable, professional, and made the process seamless. The car is a perfect blend of power and efficiency—exceeded my expectations. Highly recommend Simon for anyone looking for a Porsche! 🚘🔋 JD
I’m very satisfied with the Porsche Cayenne.
Excellent pick up and handling. Body style and interior design and comforts are top quality. The ride is smooth and comfortable and the handling around turns in outstanding






Vehicle information
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Reviews
From Nicole to RJ… A fantastic experience.
From Nicole to RJ… A fantastic experience. They truly made me believe that the customer comes first. They did exactly what I asked them to do and with the utmost professionalism. The Finance manager was a true pro as well. Hats off to the entire team. Thank you for restoring my faith is customer service!
Da Kine car
It’s the best combination of beauty, practicality and performance for me. It’s fun to drive on the curves, it can go off road, it’s luxurious inside, I love looking at it, and it’s even getting better mileage than I expected.






Used
2013 Porsche Cayenne GTS
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Features
Reviews
My recent purchase from B & M is probably the best
My recent purchase from B & M is probably the best dealership experience I’ve ever had! Dominic and Chuck were friendly, extremely knowledgeable and helpful… B&M has a great selection of vehicles, a great service team, a wonderful sales team and the showroom has some CLASSIC cars that you can view as you wait! 10/10 recommendation!
Fun Fast SUV
Here’s a simple way to mentally categorize the new Cayenne GTS. It’s basically a Turbo without the turbochargers. This SUV is a capable sports car, its fun to drive and versatile. Great everyday car. What is noticeable is that the GTS feels more willing, more frisky, and more awake than the S. Shorter final-drive ratios in the front and rear differentials help the GTS move from a stoplight with more conviction. Quicker shifts from the eight-speed automatic transmission also help. A more aggressive intake cam and modified engine management are good for 420 hp, 20 more than in the Cayenne S. The GTS comes with the Turbo’s front fascia, LED-accented active headlights, body-color fender extensions and side skirts, red brake calipers, black window frames, and darkened LED taillights.






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I was extremely satisfied with the service I got from
I was extremely satisfied with the service I got from Okaz Moters. They found me a car that meet my criteria and in my price range. The car came with a free CarFax and had been serviced so there shouldn't have been anything wrong with it. When I took the car off the lot and drove it home, I found that it had an oil leak. I told them about it and they offered me multiple options to fix it. They offered to repair it for me without issue but since I live in Michigan and it would be an inconvenience to bring it back to fix it they sent me the money necessary to fix it instead. They went above and beyond to make sure that I was a satisfied customer.
2008 Porsche Cayenne, GTS, amazing reliable, stunn
The best car Ive ever owned and tge 2008 is the most reliable 170k and never been to the mercanic I did change coils and spark plug last week myself






Used
2006 Porsche Cayenne S
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Reviews
Great Car Buying Experience
I bought a 2011 VW Routan from Auto Gallery. Steve went above and beyond to make my car buying experience painless and easy. Great guys to work with. Will recommend to friends and family.
We bought a 2006 cayenne S in 2015 with 134K kilometres,
We bought a 2006 cayenne S in 2015 with 134K kilometres, paid 18K CAD at the time. my mechanic friend and i have changed serpentine belt, starter, valve cover seals, spark plugs, battery (its a big expensive one under the drivers seat), coil packs, AC motor, hatch struts, power steering and brake flush, complete fuel pump system replacement under back seats. (quote for that was 2600 we did it for about 1100). all outside and interior lights other than HID headlights changed to led, The coolant Reservoir cracked and had to replaced at a shop for about 900$. Replaced cracked engine mount arm. Professionally did tranny flush plus two leaking transmission wiring harnesses, (cost was 2100$ for that we paid at a bmw/porsche/audi shop), put a pioneer infotainment deck in it for 1300$ to get apple CarPlay etc (done ourselves add $1000 for labor on that) , We're about 9 grand in fixes 9 years in and are sitting at 194K KMS. We were at witts end for fixes but the Car has been running great since, obviously super fun to drive, wife loves it. Currently beating any monthly car payment but your always wondering what's going break next, and you got to be handy.






Used
2011 Porsche Cayenne S
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Features
Reviews
Great dealer, definitely recommend them, everything went
Great dealer, definitely recommend them, everything went super smooth and I got an amazing rate for financing as well
Great car, fast SUV.
This car is to meet all of my need. New brake pads and new tires. Just finish the full maintenance. In Sport mode, the acceleration is good.






Used
2011 Porsche Cayenne S
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Reviews
96 caprice
I purchased a 96 Caprice from this dealer.....buying experience was top notch. They answered all of my many questions about the car, negotiated price with me and had the car delivered in record time. The vehicle arrived in an enclosed trailer, was clean and ran perfectly. There were no issues with the car that I found. Normal wear and tear for a 21 year old car but very clean and taken care of. All systems worked as advertised. Top notch vehicle and dealership
Most reliable car I ever own
This car met all I need in a car from luxury sport handling durable classsy , it keeps the value , very good in gas consumption






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Reviews
I had a good experience buying my car from Chicago Cars
I had a good experience buying my car from Chicago Cars US. Albert was my salesman, who greeted us with a friendly demeanor. Albert was knowledgeable regarding my car and answered all of our questions. Chicago Cars US staff from Albert, Jacob and Chris were friendly and very professional. I will and have recommended Chicago Cars US to family and friends.
Great fun vehicle
Bought a used Turbo, turned out to be the most fun had in a long time. Fast, comfortable, well ahead of its time in features.






Used
2012 Porsche Cayenne Turbo
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Features
Reviews
Great selection of cars.
Great selection of cars. I bought my Tesla at Affinity and couldn't be happier. After going to a few different places Affinity had the cleanest and by far the best service. I will be back again when the time comes.
Exceptional Driving Machine!!! Amazing Value
2012 Porsche Cayenne great luxury and sports vehicle combined into one SUV. Porsche has really out done it with the Cayenne. I've owned Lexus rx 350 and Mercedes ml 500. I enjoy the drive and ride of the Porsche Cayenne much better.






Used
2016 Porsche Cayenne ALL WHEEL DRIVE
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Reviews
The staff was great and Shannon helped make the process
The staff was great and Shannon helped make the process simple and easy. Love my new car!
16 Cayenne GTS - mixed feelings
This review is for 2016 GTS model. After owning this car for a year / 20k miles, it left mixed impressions. Good: - very engaging, fun ride. Especially after installing fabspeed cat bypass and in the sport+ mode, the car sounds amazing - handling is good, its not jumpy on high speeds - interior quality - overall this was my best car to date for long road trips, not only it’s not tiring, but also fun, even on 12 hour drive. - the looks … gts model looks amazing … you cannot tell it from the 2023 model from the front, and the back overall looks better - nice gas tank size, dont need to refuel often - seats are comfortable - the AC and air quality inside the car is very good Bad: - honestly the car has mechanical flaw. You can find more info on this online, but the transmission is jerky on low speed and abrupt during breaking. The car had transfer case changed twice and it did not help. Imo this is the software issue - the v6 engine is weak. Comparing to x6m this is a totally different game. It cannot compete - trunk space is a disaster … the trunk is tiny - overall reliability, there’s been a couple of faults here and there Overall I am confused with the experience. While it was a fun car, I would have expected much more from porsche in terms of reliability and performance. Maintenance of a car is another issue, you can’t just drop by at any decent shop, because most don’t work on porsche. Those that do, are booked or don’t accept the 3rd party warranty

Used
2002 Porsche Boxster S
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Features
Reviews
Great people and great cars!
Great people and great cars! Pleasure to drive my new M3H purchased from Eric Fragassi & Anthony (manager). Highly recommend. Thanks guys
The Boxter S is an adrenaline rush
My car had the IMS bearing replaced. With that said it has been a very reliable car. I use it as an everyday driver and also on the autocross track for fun. It now has 75k miles and is still a very trusted driver. I love this car!






Used
2012 Porsche Panamera 4
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Reviews
My experience was extremely pleasant and Jake was very
My experience was extremely pleasant and Jake was very helpful and he worked efficiently and got me out in a timely manner!
Best car I've ever owned
I've owned my 2012 Panamera Turbo "S" for a few years now. There is no comparison. It's a freak of nature. This car absolutely hugs the road and still is just as fast as the new 911's. Other than oil changes its never spent one day in the shop.
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Reviews
Alex was great to work with.
Alex was great to work with. He communicated well and kept me in the loop during every part of the process. I'm now waiting for my vehicle to be shipped
Great car to drive!
Had this car for about 2 years but need a car that is going to be better in the snow. Have had no complaints what so ever about it. Drives great and sounds amazing as well.

Used
2014 Porsche Panamera 4
Vehicle information
Features
Reviews
Awesome experience came in looking a Ford Explorer
Awesome experience came in looking a Ford Explorer financing was tuff but we got it done quick and easy honest people
Smooth ride with incredibly comfortable seating.
Smooth ride with incredibly comfortable seating. The panoramic view is beautiful day and night. The trunk space is perfect for most anything needing to be transported.
*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.
Used Porsche by price
Porsche under $20,000 by city
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20 Great Deals out of 51 listings starting at $2,500
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20 Great Deals out of 51 listings starting at $2,500
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20 Great Deals out of 50 listings starting at $2,500
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18 Great Deals out of 47 listings starting at $2,500
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20 Great Deals out of 51 listings starting at $2,500
Porsche under $20,000 in Chicago, IL by model
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Porsche Cayenne under $20,000 in Chicago, IL
9 Great Deals out of 26 listings starting at $6,985
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