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Used
Cadillac cars
for sale
near
Winnetka, IL
under $899,990
- Down Payment
- $0
- Net trade-in value
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- 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.
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Cadillac Certified
2025 Cadillac Escalade ESV Sport
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Although we could not agree on a price, Kourtney was very
Although we could not agree on a price, Kourtney was very helpful; very knowledgeable about the product. I enjoyed working with her.
AMAZING VEHICLE!
AMAZING VEHICLE! I have owned Escalades since 2008. This is the VERY BEST one yet! I don't know how they can keep improving this vehicle, but somehow, they do! I have the "V" model with the supercharged V8! OH, the excitement of cranking it is like CHRISTMAS MORNING! Not to mention, the handling! The Brembro brakes are incredibly responsive, and the suspension is incredible. The way it feels when you drive it is like no other luxury car. It feels so smooth, so substantial and it holds the road with precision! As a mama of 3 children and 2 fur babies with a love of sports cars, I THANK the Cadillac engineers from the VERY BOTTOM of my heart! And, I thank my husband of 30 years for buying this for me! I do NOT deserve ANYTHING this nice!!
Used
2024 Cadillac XT5 Premium Luxury
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Thank you
I was impressed with the professionalism of Pola he is a great salesman .. keep up the good work
3rd XT5 have had no issues with '19 & '21.
3rd XT5 have had no issues with '19 & '21. Current our '24 is experiencing automatic braking and cruise control issues. The vehicle is in the shop to be fixed. This issue has caused crashes. Our experience was shocking with the system slamming on the brakes while moving. Ido hope Cadillac gets this issue corrected. We are very apprehensive when driving and will be since this occured.
Used
2009 Cadillac Escalade EXT AWD 4dr
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Nice xars -nice service-Okay prices.
Nice xars -nice service-Okay prices.the cars were clean.to me some were over priced
Best car I have owned
Excellent and smooth ride with soft ride and a cargo area as required love the style of it.Its a very rare vehicle these days.If I get one I’m keeping it forever.
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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.
XLR - Extreme Luxury Roadster
Great car. My wife calls it a "Chick Magnet." The only fault the car has is Getting Parts! Once you have the parts, finding someone who knows about the car is a real trip! most mechanics don't want to touch the car. But with all the potential problems, still love the car!
Used
2024 Cadillac XT4 Premium Luxury
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great experience
Very smooth and professional service. The drop off and pickup was very easy. My service guy Michael made the whole loaner and service process very enjoyable
Having owned 1 srx and 2 xt5.
Having owned 1 srx and 2 xt5. Now an xt4, I think it is the most appealing. My loaded sport has all the luxury and safety features. I drive it in sport for kicks, and 2wd for economy. If you don't need cargo space but like the xt5, go for it! Enjoy!
Used
2017 Cadillac Escalade ESV Platinum
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Best dealer ever.
Best dealer ever. Tatiana did a great job..She is very smart respectful and she has a lot of knowledge. My next car l m going to buy with them also and with Tatiana of course. If you are looking for a good price and a solid car go there and ask about Tatiana. Mike volvo v v90 cross country
I just perched this SUV and I like it alot it's a very
I just perched this SUV and I like it alot it's a very nice machine I'm glad I bought it. This thing got some go to it she handles great. I made her do fish tails on take off it was a test since I'm a test driver and she passed the test.
Used
2022 Cadillac XT5 Premium Luxury
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GREAT JOB ISAAC AND JIM !
GREAT JOB ISAAC AND JIM !! I REALLY APPRECIATE YOU GUYS GETTING ME IN SO QUICK!! OIL CHANGE PACKAGE IS A FANTASTIC DEAL!! HAVE A GREAT HOLIDAY!
Very Satisfied with XT5
Excellent handling, very maneuverable, very tight turning radius, decent fuel economy, great infotainment system and navigation, great paint job, very comfortable seats. Very satisfied with my XT5.
Used
2023 Cadillac Escalade ESV V-Series
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Really outstanding service.
Really outstanding service. Made transactions very easy and fast. People working there super friendly and courteous.
Absolutely love this SUV.
Absolutely love this SUV. beautiful in every way. after 88k miles there are only 2 negative things i can possibly say 1) the auto-braking feature while backing up will give you whiplash if somebody walks the vehicle but its a good thing just very violent. 2) she is the biggest thing on the road that you dont need a special license for which makes my wife terrified to drive it. she has definitely become a passenger princess in it which i kinda dont mind because i get to enjoy the joy of driving it all to myself.
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Barry at Icars of Chicago has been phenomenal since day
Barry at Icars of Chicago has been phenomenal since day one, and he truly shines even a year after I bought my car. When I reached out with a follow-up issue, he didn’t hesitate—he jumped in, listened carefully, and helped me get things sorted quickly. It’s rare to find a dealer that stays engaged long after the sale, and Barry embodies that in every interaction. What stands out most is how they stand behind what they sell. I felt supported and respected from the moment I walked in, and that commitment hasn’t faded over time. The team’s customer service is second to none—honest, responsive, and genuinely invested in making sure you’re happy with your purchase. Their focus on building long-term relationships, not just closing a deal, is the best I’ve seen anywhere. If you’re shopping for a car and want a dealership that treats you like family while delivering real value and ongoing support, I’d absolutely recommend Icars of Chicago and Barry in particular. Their customer retention is unmatched, and that peace of mind is priceless.
Test drive one! You will want one.
I saw one and fell in love. I didn't know what it was. I looked at and drove a few and bought 09 XLR-Platinum. Take your time and find the right one it's worth the wait.
Used
2018 Cadillac XT5 Premium Luxury
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Mark and his team worked with the leasing company and was
Mark and his team worked with the leasing company and was able to get my van back to me in good working order
We own two XT 5’s 2017 AWD and 2018 FWD.
We own two XT 5’s 2017 AWD and 2018 FWD. I can not recommend these vehicles more highly. Eight years with the 2017 and no major issues at all. Regular oil changes and have been diligent with manufacturing recommended services. The vehicle is comfortable, reliable and I am keeping it to the end. 78,500 miles by the way. The 2018 is 6 months old with me. I purchased it with 18,000 miles. Just finished having all fluids flushed, plugs changed out and some high quality tires on it, and look for to owning it for the long haul. I am very impressed with these vehicles. They feel solid in inclimate weather, handle exceptionally well and the fit and feel are top notch!
Used
2024 Cadillac CT5-V V-Series
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I open up this review with a smile on my face.
I open up this review with a smile on my face. When I arrived and heading to the showroom, I was met by a person with a very warm and energetic greeting, Sales Specialist, Elia Secretary, a Professional Gentleman in so many ways. I can tell from the tone of his voice and his handshake that he was determined to make my experience a worthy one. I never felt like I belonged as I did at SUNRISE CHEVROLET. Although, I did get a formal invitation to come in and view a new and special vehicle by their Internet Sales Manager, Patricia Wales, but, Sales Specialist, Elias Secretary made the trip worthwhile. I never thought it would be so inviting as it was to step into a well tuned and comfortable environment as it was there at 414 E. North Ave. Glendale Heights. IL. 60139. And sitting at the desk as I waited for my finale results, I could hear conversations of the(Manager)Wizard behind the curtain as he orchestrated every step until everything came together. The joy of purchasing a vehicle from this Dealership was like no other. SUNRISE CHEVROLET(of 27 years)is here to find and place you in the perfect vehicle. So, if you're here to purchase a new or used vehicle, you've come to the right Dealership. Nicholas
Awesome Sedan
I gave up a 2018 Mercedes AMG GLEs Coupe, almost 600 HP and lots of great features; nearly $130,000 new. I traded for a 2024 Cadillac CT5-V, and my only regret is not doing it sooner. I love this thing, but realize I'm a sedan guy so that may influence my rating. The caddy is awesome, gorgeous exterior, great performance, great technology, and fun to drive. I got the upgraded interior so I don't have the complaints I've seen elsewhere on the interior quality. If you're like me and still prefer a gasoline performance car that gets decent mileage, I highly recommend this car. Love it!
Used
2022 Cadillac CT5-V V-Series Blackwing
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Was a pleasure doing business with these guys.
Was a pleasure doing business with these guys. Gorgeous showroom with an amazing selection of cars. True enthusiasts here. Got a great price on my car, they offered a fair price on my trade. Were super up front on all details of the car and the deal. Fast and efficient. I look forward to buying again - these guys are more like a fine automotive concierge service than a dealership! Keep it up fellas!
Hot CT5-V
This has got to be one of the favorite cars that i have purchased. All Black, White interior, CT5-V (non-Blackwing). There is ample power via all wheel drive to get out of its own way. Handling with the magnetic ride suspension is incredible, with it being a very comfortable highway ride, but put it into track mode and it really kicks xxx! The car is very solid, unlike other cheaper sedans i have had as rentals. Interior is nice, plenty of room, and very comfortable massaging seats. While this isn't the CTS-V with 600 HP, this is a great alternative for an everyday car, that can handle winter, but still give you a great thrill!
Used
2024 Cadillac Escalade ESV Sport Platinum
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My experience w/Highland Park Lincoln has been quite
My experience w/Highland Park Lincoln has been quite satisfactory....expecially the Service Department. But, it is a thirty seven mile drive to get there.
Used
2025 Cadillac CT5 Premium Luxury AWD
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The Absolute Best
If you are looking into getting a new vehicle, DO NOT go anywhere else! This was my first time buying a car and I lacked knowledge in what to look for or what to expect during the process. Frank Amadeo was incredibly patient and guided me every step of the way. I appreciated his honesty as well as his answering my every question. He strived to get me the best deal possible which he accomplished and than some. I was helped also by Kieth who was incredibly personable and aided me in the process, as well as Luis who guided me through my new vehicle technology as well as talked through my questions I had about my vehicle. Overall I could not have asked for a better experience, I will be telling everyone I know that this is the place to come for all their vehicle needs. Thank you!
Used
2023 Cadillac CT5-V V-Series
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I contacted them and had a quick response.
I contacted them and had a quick response. I was able to test drive the car that night. Everyone there was extremely courteous and able to answer any questions. I ended up buying the car that night. No pressure, no gimmicks, just honest and pleasant. I highly recommend working with these folks, they put the customer first! Thank you, Simon.
My CT5 V BW
Just a beast!! Just doesnt ride as nice as my Escalade and CT6 V BW. So much quicker off the line and from moving than my CT6 V BW. Kinda wish I got the electric blue over the darker blue but my loss. Gas guzzler but it is a beautiful car that is stylish.
Used
2024 Cadillac LYRIQ Luxury
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Good dealership with much inventory.
Good dealership with much inventory. And the salesman was very helpful. He helped me finding exactly the car that I wanted. The salesman is named Ivalin Nikolov.
I sat and watched all the YouTube Videos I could find on
I sat and watched all the YouTube Videos I could find on the Lyriq. I decided on the 2024 Lyriq Luxury 2 because of the select features that It came with or I could add to the vehicle. With a personal check to place an order, I went to my favorite Dealership " Plaza Cadilac in Leesburg, FL. When I arrived to place my order I could see several Lyriq's lined up. The one main Item that I wanted was the 19.2 on-board charging system rather than the 11.5 system. My salesman scoured their inventory and found one with the equipment I wanted but not the color. He found a 2024 Lyriq Luxury 3 with a 19.2 charging system and a whole lot more. One of the main items this time around was the all-glass roof with the power shade. They brought up an all-white vehicle with a beautiful real leather interior and all the bells & whistles that Cadillac is known for. The car is a stunning showpiece in gleaming white paint and just enough chrome to make it stand out without being gaudy. A Vehicle that folks stop and look at in the Church parking lot, The Post Office, or the Grocery Store. At night the vehicle lights up the way around it as it glides along. When you see it, you know it's a Cadillac lyric.
Used
2021 Cadillac Escalade Sport Platinum
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I recommend Old Orchard Nissan, is the BEST place to
I recommend Old Orchard Nissan, is the BEST place to service a Nissan! Gary is an incredible Manager, that leads a great team of Service Consultants that have wonderful Customer Service skills like Daniel and Mary. I have had nothing but the BEST Service experience with all of these wonderful individuals... I appreciate you Old Orchard Nissan for having a remarkable Service team!
Nice vehicle very good family truck 68,000 miles very
Nice vehicle very good family truck 68,000 miles very solid have not had any major issues comfortable and ample power like the options great power pulling boat
Used
2025 Cadillac Escalade Sport
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Great people to work with.
Great people to work with. Very professional, courteous, helpful and thorough. They follow through with all of their commitments. The trade process was straight forward and was just as agreed.
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Super professional and great staff, would recommend to
Super professional and great staff, would recommend to everyone and anyone! Would come here again!
A very unique vehicle, a lil quirky, comfy car
This is a luxury sports car and is a fun car to drive , performance is good and vehicle quality is very good , a few quirks but working through them and loving the car
Used
2024 Cadillac Escalade V-Series
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Jackie was great!
Jackie was great! She was helpful and knowledgable. She seemed interested in helping me find exactly what I was looking for. I would highly recommend her.
Escalade
This Escalade is much better and refined more than the five previous we have owned. We would recommend this as high quality luxury car above others in the price range
*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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Cadillac under $899,990 by city
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Cadillac under $899,990 in Winnetka, IL
162 Great Deals out of 581 listings starting at $1,815
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Cadillac under $899,990 in Kenilworth, IL
161 Great Deals out of 569 listings starting at $1,815
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Cadillac under $899,990 in Northfield, IL
175 Great Deals out of 622 listings starting at $1,815
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Cadillac under $899,990 in Wilmette, IL
162 Great Deals out of 574 listings starting at $1,815
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Cadillac under $899,990 in Glencoe, IL
172 Great Deals out of 607 listings starting at $1,815
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Cadillac under $899,990 in Glenview, IL
182 Great Deals out of 690 listings starting at $1,815
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Cadillac under $899,990 in Evanston, IL
176 Great Deals out of 594 listings starting at $1,500
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Cadillac under $899,990 in Skokie, IL
183 Great Deals out of 663 listings starting at $1,500
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Cadillac under $899,990 in Northbrook, IL
175 Great Deals out of 625 listings starting at $1,815
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Cadillac under $899,990 in Morton Grove, IL
189 Great Deals out of 690 listings starting at $1,815
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Cadillac under $899,990 in Highland Park, IL
169 Great Deals out of 589 listings starting at $1,815
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Cadillac under $899,990 in Niles, IL
198 Great Deals out of 770 listings starting at $1,500
Cadillac under $899,990 in Winnetka, IL by model
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Cadillac XT5 under $899,990 in Winnetka, IL
36 Great Deals out of 115 listings starting at $10,499
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Cadillac Escalade under $899,990 in Winnetka, IL
22 Great Deals out of 110 listings starting at $5,999
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Cadillac XT6 under $899,990 in Winnetka, IL
18 Great Deals out of 55 listings starting at $21,499
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Cadillac XT4 under $899,990 in Winnetka, IL
17 Great Deals out of 53 listings starting at $14,988
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Cadillac Escalade ESV under $899,990 in Winnetka, IL
22 Great Deals out of 43 listings starting at $6,999
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Cadillac CTS under $899,990 in Winnetka, IL
12 Great Deals out of 36 listings starting at $3,480
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Cadillac SRX under $899,990 in Winnetka, IL
6 Great Deals out of 28 listings starting at $3,400
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Cadillac CT5 under $899,990 in Winnetka, IL
2 Great Deals out of 22 listings starting at $25,499
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This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
