Used Chrysler cars for sale near Whitefish Bay, WI under $20,000

Our salesperson, Elijah, did a great job. When picking up our purchase, he spent as much time with us on a used Jeep GC as a new one. Demonstrating the vehicle features and connecting our phones to uConnect. Patiently and without being overbearing, I was impressed and would recommend him and the dealership.

Best car I ever owned. Drove it from 12,000 miles to 207,700 miles and it's still beautiful and runs great. Take care of your car and it will take car if you. Chrystler 300 is by far the best car ever!!!

Dustin the service advisor was really helpful - took care of my issue with my keep grand Cherokee. Even though it was really busy, still was very friendly and solved the issue quickly. Definitely recommend this dealership/service hub.

I leased a new Pacifica Limited S in 2018 and when the lease expired after three years I bought it and drove it for three more years. I liked it so much that I just leased a new 2025 that is very similar to the 2018. The 2018 was extremely dependable and served us well for transporting my boys (grandsons), other family and friends, kayaks, bikes, skis, and numerous trips to Goodwill Industries. It never needed any significant mechanical repairs and it never left us at the side of the road in the nearly 90,000 miles we had it.

It felt like family while purchasing my vehicle. Everyone was so friendly and we all were telling family stories from buying vehicles to our kids talking driving lessons or learning to walk. The salesperson was great, the finance person was great, the receptionist was great. I love the pecks that come with the vehicle and I love my Corsair, it's perfectly lovely!

Have owned 6 pacificas and they are great. We get about 30 mpg on the highway. Can’t complain except the nav system needs some work.

My friend has one with over 410,000 miles, yes 410,000 miles with no issues. These things are a tank made to last that's for sure

Bob Groover is amazing, he is an authority on ram trucks and I truly appreciate his expertise. Ewald is a great dealership, and I plan to come back!

Been a great car high 20’s mpg at 85 mph going cross country . Recommend a quality extended warranty -parts are expensive . Wish you could be able to shift it manually

Had a wonderful experience. Gary Austin and Terri took extremely good care of us :) I felt very cared for

The ultimate MINI VAN for a mom that doesn't want a mini van. Exceptionally comfortable for up to 7 passengers. We upgraded ours with a 17" DVD player. Super easy to maneuver around and we got 34+ miles per gallon on the interestate.

The people their were amazing. They were very helpful and kind. They go over and beyond for their customers.

I have enjoyed this car very much. It has 105000 miles and hasn't given me any problems. This is my fourth Chrysler van. The first one got 300,00 miles before I junked it. It was still running very good, but it was over 20 years old.

After much copious research I bought a 2019 Malibu LT from Diamond Jim’s, my first experience with the dealership. Joe and Perry were knowledgeable, fair, and easy to work with—no high pressure tactics. No need to haggle and browbeat the staff, either, for a deal. The price of the car was previewed on Carfax, given “a good price” rating for its overall specs, and proved so upon inspection with no hidden after-market products to jack up the published price. Too bad there was no Diamond Jim’s when I bought my first used car way back in the 20th Century from a different dealership that filled the transmission case with sawdust to make it run smooth for a month.

Purchase car used in 2021 from rental car company, 70Kmiles. So far have had no problems. Stow and go seats makes this a great utility vehicle plus seats are comfortable for road trips and concert going. We’re empty nesters so it’s the party bus. The transmission can buck during “hill assist” but keeping the gas steady and allow it to do its job, it doesn’t need your help. 90K miles on it now. Swore I was done with minivans, our adult kids laughed so hard when we got it but they borrow it all the time.

Had an awesome experience with sales representative Roy Visor. He was very helpful and knowledgeable towards my needs. Although I did not find exactly what I was looking for at the time, Roy was very patient with me. I look forward to doing business with Roy.

Pacifica was designed with people in mind. Amenities are super. Ride is smooth and handles well. Stow n go seats are fabulous. Wish ithad better milage but 30mpg on highway not bad.

Got a great deal on a used car, however they basically snatched my car from under me at a price that was laughable without even asking me. Gigantic misstep and poor practice on their end, but at least the car I ended up with was so vastly superior, I don't really care that much. To be fair, my car did suck, but I know I could've gotten at least 3x the price they paid for it.

bought 2018 Pacifica in January 2019. lowest base model they had. no power doors or power folding seats (manual so nothing to break later). was disappointed in navigation option (looked like it was included, but was not). we ended up using android auto and that works ok so not a big deal. love the power. 3.6 liter engine gets us onto freeway with 7 people and luggage very quickly and easily. auto engine off at stops is great gas saving feature along with 9 speed auto transmission. no issues with transmission after 5 years of usage. plenty of space for storage. 2018 model complaint. no auto headlight on/off. Really Chrysler? that should have been a no brainer default in this day and age. Purchase price was $40,000 for the base model. (I always like to know what people paid for the car :)

I have never in my life had better customer service than with this dealership. They have gone above and beyond what would be considered good service. I would highly recommend them to anyone looking to buy a good used vehicle. Thanks to all.

Been reading some of the reviews about people who have trouble with their Pacifica. I bought a touring L plus 31/2 years ago and it’s been one of the best cars I’ve ever owned. Had one small problem with the sliding doors, showing me that I should wash sensor under car. Learned that all you have to do is pull a fuse under the hood and the signal on the dash goes away. Haven’t had that problem for over 30,000 miles. Runs great drives great and is comfortable. I don’t know what more I could ask. Most of the time 29 miles to the gallon on the highway or more. It is true that stop start won’t work if the batteries are bad or low I just replaced my batteries and now everything is fine again.

This Car Dealership is a Wheel-y Good Time -- and So's Their Salesman Brandon! I recently had the pleasure of working with Brandon at the car dealership and let me tell you, this guy is the real deal! He's got more car knowledge in his pinky finger than most people have in their entire brain. Plus, he's got the charm and friendliness of a golden retriever. If you're in the market for a new ride, skip the other guys and hit up Brandon at this dealership. He'll treat you like a dear friend (and maybe even sneak in some car jokes).

Luxury, speed, smooth ride, great stereo, slot of leg room, great mileage, large trunk, back seats fold down for additional trunk space. It really is a beautiful car!!!

We purchased a new 2023 Dodge Charger. We were not from the Milwaukee suburban area but found the model and features we wanted which were not available at out local dealers for the time we were purchasing. The sales, delivery and finance staff were very helpful and considerate. We had not purchased a vehicle in some time and expected to be pressured to lease and purchase numerous extended care packages as part of the purchase. We purchased the vehicle outright with savings we had planned for and the trade value of our previous vehicle. The available extended care options were explained to us and we were free to choose none or only those which made sense for our needs. We have not used the dealer service as the car is new and we are from outside the area but the purchase went smoothly.

This is the perfect van for traveling. It is comfortable and there is plenty of room for luggage. This is one of the few vehicles that has enough legroom for my husband in the passenger seat. He is 6'5". It is large enough that I can hold my own on the interstate. Would of kept this one except we were interested in a hybrid.

The sales team did a good job, Dan did a great job showing us vehicles and was knowledgeable. They went above and beyond to find us a vehicle from another dealer after the car we selected was sold the same day. The unpleasant part was working with the finance guy, who overall seemed like a nice guy, but was unrelenting, almost obnoxious on pushing for the service contracts, after multiple "no's". My wife and I were being patient and considerate, but it did leave a bad taste, on what was a pretty positive experience. Ashley was also very helpful and prompt communicating and Justin was always proffesional. We would return, but not put up with the stuff outlined above.

Our 2018 Chrysler Pacifica Limited Hybrid is the ultimate road trip vehicle and is amazing around town. Flexible interior design, comfortable seating, and incredible highway handling and noise control make this vehicle a driving pleasure. Reliability +

This vehicle is perfect for what my family needs right now. Both my kids (5 & 2) can climb into it unassisted (any mom knows, giving the kids any level of independence is great). Both rows of seats stow into the floor. We have the back row stowed to give us lots of cargo room for the stroller, diaper bag, scooter, karate bag, etc etc etc. Love the automatic doors on both sides... a nice upgrade from when I was a kid and it was a manual slider only on one side! Our one downside, but it's a big one... the media center in this car was a total after thought. It does not connect as expected to my iphone, and the AppleCarPlay seems to open a secondary window (it's not native to the car like the Ford Sync). So far, I have not gotten the phone to connect correctly via bluetooth - I have to plug in. The audio varies wildly - I have to turn the volume up almost all the way to hear someone on the phone, but when the radio kicks on, the whole car vibrates. I can't turn the audio off without turning off the ENTIRE screen. There is no native GPS to the car that I can tell, which isn't a huge downside since we have our phones, but was definitely surprising to see. All in all, this is the car we need right now as a young family with a lot of stuff to cart around. It has a lot of family friendly features that I 100% appreciate. I imagine that the newer models have better media integration with the iPhone.

Nice and clean vehicles and it was quick and easy and the workers were very friendly

I like how it handles. Only problem is sometime the transmission slip. They say nothing is wrong it is common in the Pacifica. It is comfy and loads of room. We keep back seats down put a dog bed for our dog to be comfortable . When we need seats remove the bed and pop them up. No need to pull them out and find a place to store it.

We recently purchased a car from United Motors. They were great to work with and price was very reasonable. They worked with us to make sure the car was in great condition before we drove away.

Definitely will meet our needs as a vehicle to transport wheelchair and will be comfortable with fabulous safety features. More technology than I have the capacity to use!

Had a great experience with Nick. we purchased 2 cars same day and he was very honest and worked with us on what the vehicles needed. We bought a Subaru Ascent and an STI. great cars! The Ascent had some paint correction that needs done and the STI needed a clutch, but Nick worked with us on that.

Great car we got the Pacifica limited. Enjoy all the extras on the van. Just wish the windshield was tinted. We constantly have to use the visors to help with the brightness outside

Unexpectedly Surprised! Jim, aka Turk, the 2nd generation owner of Diamond Jim’s is a 10 out of 10 and if the scale was out of 100, he would be a 100 out 100. Here’s my story: I have had over 35 Corvettes and had been looking for a 2015 Corvette - Daytona Sunrise Orange Metallic - convertible - 7 speed manual for 18 months and finally found one and it was at Diamond Jim’s in Milwaukee, WI. I called and spoke with Jim and he suggested that we FaceTime and we did for it a good 20 minutes. Car was great except the tires were a little worn … not a problem … I put a deposit down and scheduled a flight from Southwest Florida to Milwaukee with the plans of driving it back 1,430 miles! 🤪 I have never flown cross country to buy a car before so I was a little nervous to say the least. We arrived at Diamond Jim’s and met Jim … the car was everything he said it was and better (fair price too)! This is when things turned to the unbelievable and quiet frankly, shocking … Jim said he felt uneasy selling me the Corvette with the slightly worn tires so he replaced them with brand new OEM exact factory replacement Michelin tires!! I have another, identical Corvette and recently replaced the tires on that one for a whopping $2,000!! 🫣 Jim apologized for not giving me a full tank of gas (it was 1/2 full) … I said, “Let me see, a full tank of gas or $2,000 worth new tires!!” He laughed and said the construction in front of his dealership prevented him from filling up the tank! He’s a true gentleman. Then, to add to this amazing person that I just met, Jim called us about 2 hours later during our drive home making sure that we were doing OK!! Lastly, we plan on buying another car within the next year and there is no doubt that we will call Jim, take his word for the description of the car, pay for it and ship it to Florida … we drove the 1,430 miles in 28 hours and we don’t plan on doing it again! 😁 I have been buying cars since the late 1970’s and I have never had a better experience than I did with Jim at Diamond Jim’s and I give them the highest recommendation possible!! 👍

PhilC: 2015 Chrysler 200 Lmt. (010924: 88657m) I love the car, hands down, a "true legend"...extremely reliable, rides nice and smooth, great wheelbase for NE winter season, have not had to put much expense-wise in to replacement parts since July 2017 purchse @ 48500m. Emissions Recall taken care of no cost at a DCJ dealership...top two fav. features are: the rounded dash near int. windshield and the OEM rims...genuine MOPAR, all the way! i wish for the resons given that they could have extended production by another year or two...three years was not long enough...Thank You so much 'FiatChrysler'...as well, Jeff Hammoud and Christian Farcas...an awesome car if there ever was...again, a "true legend"! Thank you to all involved...many more miles ahead with my 200 Lmt....

Went in to get a very specific car that they just got that same week. Everyone was very polite and professional. They even gave me a little extra on my trade-in since I still owed on the car. I was in and out within a few hours and drove off the lot with my new car. Everything went pretty smooth that day and I left a happy customer. I've had dealers try to sell me on other cars that were more expensive before and even had a dealer tack another $3k underneath me when looking through paperwork AFTER I left with another car. These guys didn't try to sell me on a more expensive car that I didn't want and all the paperwork checks out. Very positive experience overall.

This vehicle had so many features that we never had with any other used vehicle we've owned. It is going to be such a reliable vehicle for our needs.