My girlfriend and I brought home an 8 week old puppy and knew we'd need a dog walker to join our little family once we had to go back to the office. (we were lucky enough to get nearly a month of puppy leave.) It was hard finding someone we felt we could trust, but Jack and his crew came highly recommended from my best friend. And sure enough, as soon as I met Jack I knew he was the one for us. We work in social media so we have weird hours and our schedules change day to day. Jack is always flexible and incredibly accommodating. We literally couldn't raise Theo without him and his team. A BIG plus for us is that Jack and co. only take one dog out at a time, so I know that Theo is safe and getting one on one attention. I know "wag" is a thing, but I see those walkers with 4 dogs at a time and I shudder. What if one dog turns on the other? Also, we love that a quick text and picture is standard and included in the incredibly reasonable pricing. Spencer seems to be the walker who takes Theo out the most, and his pictures are always amazing. We cannot thank this crew enough for taking care of our little guy. It's such a relief knowing we have them in our lives. read more

Uptown Pet Services - This pic is from Spencer, on their most recent walk. We love getting these updates while we're at work. - Dog Walkers Near Me

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I really can't say enough good things about Uptown Pet Services! Jack is such a gem, and I know our cat is in great hands with him. The people who work for him (Spencer, Josh, and any others who I don't know) are also great, and our cat loves them (and she is a VERY picky judge of character!) They're very flexible, have helped us out on very short notice before, and have even helped us out with special requests. I could go on and one, but these folks are the best! read more

Uptown Pet Services - Our cat Ponyo approves! - Dog Walkers Near Me

Quite simply, you will not find more trustworthy and professional care for your pets. Plus, Jack is the nicest guy you'll ever meet! He helped me out with a few weekend walks for my 2 crazy dogs. One of them is super anxious, but I'm pretty sure he loves Jack more than he loves me. He loses his mind when he sees Jack - just overjoyed! He was very patient with our fearful shepherd who doesn't generally like men, and she's a huge fan of Jack too. Jack is kind, and believes in providing the most loving care for your animals. Gah! I can't say enough how much I love Uptown Pet Services! read more

I've been using this service for a few months and he is great. Very prompt and courteous. I got an older puppy who is extremely skittish and jack has been so great with him. He went through a period where he was so nervous he was just peeing all the time on me and jack, but jack stuck it out and would even clean up when I wasn't around. now puppy doesn't have anymore accidents! I get a txt everyday and a little message about their walks, and last minute changes are easily accommodated! He is definitely a step above other walkers in the area. Services can't be beat and prices are reasonable. I only wish he would open his own daycare so I could send my dog there too! read more

Uptown Pet Services - My little guy getting walked. - Dog Walkers Near Me

Jack and his team are very deserving of his 5 star rating. Jack comes over and basically does a meet and greet with the pet. This meet and greet clips about 8 birds with one stone. You get to know Jack and his team, philosophies, and services. He gets to know you, your dog, any requests you may have, and apartment nuances. After our initial meeting, we decided to go ahead with his services. Jack, Josh, and the UPS team were fantastic. Jack had two options - a long walk and a potty break. We went with the potty break. It's shorter but it also costs less. Each day we got messages and pictures as to how Bella did. We also got locked out once and Jack helped us get back into our place. It's not his primary business, of course, but they were helpful here, too. Great experience working with these guys. We moved to Rogers Park and Jack's empire hasn't expanded here - yet. We will welcome him back when he does! read more

Jack and his team are outstanding! The level of care that they give my mini Goldendoodle Marley shows in his demeanor. They always keep me posted with a snapshot and an update about his walk. Marley's pictured with his bestie Patrick on the website. Jack and team, Thank you! read more

If you are looking for a pet sitter in the area, Jack is the guy to call! We got a puppy and needed a daily dog walker to start the following week. I called around to a bunch of places and Jack was the most responsive and had a flexible schedule as well. He texts us a picture of my puppy after every walk and lets me know how it went. He also lets us know when he hires more people and our new walker, Jen, is also great! They are very flexible with last minute cancellations, which I appreciate since my schedule is always changing. Definitely recommend Uptown Pet Services! read more

Jack and his team have been great! We've used them for scheduled dog walks, last minute dog walks, vacation care, and cat visits. The team is always prompt and sends cute messages with picture updates when visiting or caring for our pets. Jack had a walk through meet and greet before starting services and laid out everything we needed to know. We have had zero issues and Jack is always super accommodating. The auto-pay and online payment service is super easy and quick as well! Highly recommend! read more

Jack and his team are absolutely wonderful! We've used them for the Cat Visits and Vacation Care. My fiance and I really enjoyed Jack's process of meeting us first and talking 1 on 1. It put us at ease that we weren't just letting a stranger into our home. We take the care of our animals very seriously and have only ever entrusted family previously. We've now used Uptown Pet Services about 5 times and every time has been great! Scheduling a visit is just a quick email and they are available on holidays and weekends. I think the price is also very reasonable and it really does pay for peace of mind while we are away. After every visit, we get a text about what they did (refilled food, changed kitty litter, etc.) along with pictures of the cats (usually one hiding under the bed and the other soaking up all the attention!) I included an example below. We also have a betta fish that they graciously feed as well. I researched a lot of pet sitting options and they are definitely the best! read more

Uptown Pet Services - The text and photo we get after every Cat Visit.Very thoughtful and reassuring! - Dog Walkers Near Me

We have been using Uptown Pet Services for almost two years and it was been a wonderful experience. Jack and his team always took great care of our dog and we would highly recommend their services. read more

Jack and his crew are super awesome, professional and my "kids" love him. I've had to arrange last minute services for my pups and he's always come through for us! read more

Our pups seemed to love Jack, we left them for the weekend and this was their first time being home alone that long. They seemed completely content when we got back, and getting texts from Jack about his visits was great peace of mind. I would definitely recommend Uptown Pet Services to others and will be a repeat customer. read more

I couldn't imagine trusting my cat with anyone else. Jack and Co. are super accommodating with last minute requests, I always get a text with a picture, and they even throw the cat litter out somewhere other than my apartment. What else could I ask for? read more

I've been a customer of Uptown Pet Services for almost two years now and I can't say enough GREAT things about Jack and our walker, Spencer. My dog Sylvie is a very fearful rescue dog--from the start, Jack and Spencer have been incredibly kind and patient with her special needs. Spencer has a wonderful way with animals and was able to gain Sylvie's trust almost immediately. Communication with this team is super easy and they are always quick to respond and accommodating when I've needed extra walks. A friend of mine recently got a new puppy and when she needed a walker I immediately recommended Uptown Pet Services. Absolutely wonderful people who truly care about the animals they work with! read more

Wow! Jack is awesome! Let me start by saying that we had a horrible experience boarding our 3 little Shih Tzus at a doggy daycare a few months back. After that we decided we would find someone to do in home care when we travel. We found Jack's flyer and gave him a call. He came over for an intake and spent a long time with us asking about our preferences and getting to know our dogs. We found out that he had many years experience providing in home care for pets and he's insured. His prices are clear and fair. I receive an update and picture after each walk and if I have a question about the walk, Jack responds quickly. The best part is that he lives in our neighborhood! I feel so comfortable knowing Jack is right around the corner while I'm out of the state. He is flexible and was able to take care of our dogs last minute when we decided on a Thursday to go out of town on Sunday. Jack has amazing energy and I laughed the whole time we talked. You can tell by his words and actions that he truly loves animals and I know he really cares for my dogs and gives them the love and attention I want them to get while I'm gone. Jack is a rare gem in a field where you're not always sure what you're going to get. I'm grateful we found Uptown Pet Services. I highly recommend Jack to picky pet owners who want personalized service for their pet. read more

Uptown Pet Services - I get an update and picture after each walk! - Dog Walkers Near Me

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Jack is so great. I required a daily dog walker for my three year old black lab mix. Jack immediately set up an intake interview, was extremely flexible with timing and was very professional. He was walking my dog regularly within a day and my dog absolutely loved him. Jack is very careful about handling my dog and makes sure he doesn't meet any other strange dogs on the way. What's even more important is that Jack genuinely cares about my pup and always has a great time walking him, he sends me daily updates with pictures and walk details so I always know exactly what's going on. Jack is also very good about practicing and maintaining any training I've been working on with my dog. He has never once cancelled and has always been incredibly flexible and accommodating of my dog's schedule. I couldn't recommend Jack more highly to anyone in need of any type of dog walking or in-home care service for pets. read more

Absolutely the best! Jack and his team really know how to put you at ease while away from home. We never worried a bit about our fur babies while out of the country getting married! I'm really detailed with instructions and Malissa exceeded all my expectations, provided adorable pics of our cats and even helped avert my car getting towed by sending a photo of a note our landlord left about not having my parking payment (which they actually already cashed). Excellent customer service! I'll never use anyone else! read more

This was my first experience with a dog walking service and I was a little nervous, but Jack was really friendly and professional. I asked for help with my dog very short notice over the July 4th holiday weekend and he was able to pick up my keys and get all the details very quickly. I got pictures and updates about each walk and my pooch seemed pretty happy when we got home. I would definitely recommend their services for anyone looking for a dog walker. read more

We love Uptown Pet Services! They've been walking our dog for almost a year now. Jack is always so friendly, professional and responsive. Plus, they are flexible and allow us to change our schedule throughout the week as needed. It's also great getting a picture update after the walk. read more

Uptown Pet Services - We love getting picture updates from our dog's walks! - Dog Walkers Near Me

Jack is the GREATEST. I'm only not using him because I moved and he doesn't service my new area (it's pretty far away). Trust me - he's the best. read more

Jack and his team are wonderful! The moment I met Jack at our in home visit, I was at ease. He was so friendly and clearly loves and cares about animals! Josh and Malissa have both walked my 14 week old puppy, and they sent prompt updates with pictures and followed my instructions/requests to a T. It's hard to know your pet is home alone, but knowing the folks at Uptown Pet Services are visiting and giving Biscuit some love and attention really give me peace of mind. Thanks Jack, Josh, and Malissa! read more

We couldn't be more grateful for Uptown Pet Services. My husband and I have a very random schedule, but Jack was always available to take our energetic pup Mona for a walk. He even sent us pictures, which we loved because it assured us that our pup was taken care of. We especially appreciated the individual attention, Jack takes one dog out at a time so we didn't have to worry about our pup getting tangled with 5 other dogs or picking up any bad habits. Jack is an all around great guy, who knows his stuff! If you care about your pet, then you want Uptown Pet Services!! HIGHLY RECOMMENDED!!! read more

Jack and his team of dog-walkers are the best! It's so assuring to know that our pup Noah is taken care of when we are busy. I often experience "Mom guilt" for being away and having UPS to rely on is good to help assuage that! The best part is Jack himself will come and meet you and your pet in person; sometimes even he's the one who does the walks (though he has a very competent team too!). Highly recommended!! read more

Jack and his team of dog walkers are absolutely great. Our Lola was well taken care of, and loved the attention she got while we were at work. Jack's prices are very reasonable, and he's amazing at handling last minute schedule changes without making you feel like a jerk. The ability to Chase Pay through your phone is invaluable. Wish we could bring him along on our move!!! read more

These folks are the best. Ultra-flexible, ultra-accommodating, ultra-nice to my difficult German Shepherd puppy. Easy to work with, reliable, trustworthy, and on-time. So glad they're in my neighborhood. read more

I used Uptown Pet Services in May, and Jack did a wonderful job taking care of my cat. I was searching for a pet sitter in a panic at the last minute, and he was able to accommodate what was almost a same-day request. He came by before I left so that I could show him where everything was and introduce him to the cat, and was able to show me a very clear rate sheet and proof of insurance. He is so obviously a pet lover, and got along with my cat immediately. The combination of being so organized about the business side and so good with my cat really put me at ease. When I was away, I got a picture and an update by email every day, and he even picked up another bag of food (with a small charge) when I ran out. When I came home, I had a well-maintained litter box and a happy cat. Highly recommended. read more

Jack is great! With a recent job change, we required a dog walker to walk our Italian Greyhound every day. Before I finished emailing several local dog walking services in our neighborhood, I had already received a quick response from Jack. He immediately set up an intake interview with us and our dog, and was very flexible with the timing. He was professional, asked specific questions about our dog, and overall gave us a good vibe. While we didn't need him to start immediately, we did have a last minute situation where we needed him to walk our dog beginning the day following our intake. He accommodated our needs, and worked with us to confirm our regular schedule to begin a few weeks later. We really appreciate the daily emails letting us know how the walks went. This sort of communication isn't as common as one would think, and may seem monotonous to some. but we are grateful that he offered to do it via a note left at home, over the phone or via email. It's so great to receive the email in the middle of our days letting us know how Skinny's walk went. Finally, one of the reasons I was hoping his scheduling would work out with our was his various options for his visits - a walk (30-minutes) or a potty break (15-minutes). For those with puppies younger than 6 months, he offers to stop by twice during the day! His flexibility, pricing, and communication with us has been wonderful. If you are hesitant on hiring Jack at Uptown Pet Services, don't be. He's terrific. read more

Jack and his team are simply amazing. Our pup Gus looked forward to each and every walk with this team. We've recently moved out of Chicago and when Jack and team found out each of them reached out. I always knew my pup was I the best hands. Gus misses his friends but loved his time with them. The service and care was above and beyond. And ... the daily pics of my cutie was always fun to receive! read more

Could not have been more happy with how well our cat was taken care of while we were on vacation. Jack did an initial visits and asked a ton of great questions about our cat and what we needed and was very organized with our keys and paperwork. He then came to our house everyday for a week for an extremely reasonable price and made sure our kitty had everything she needed and sent us a picture and update each day. It is really nice to know that we can count on Jack totaled care of our cat while we are away. Would highly recommend. read more

I used Uptown Pet Services to watch my cat, Ripley, while I was in the BVI last week. My cat is very much like a dog in that she craves human contact, so finding a good "sitter" and caretaker is very important to me. These guys are the best. They ensure that they send a picture and update, detailing every visit. When I arrived home last evening, it was evident that Ripley was well taken care of in my absence. read more

Jack runs the best dog walking business in the city. He's a great guy and he's always understanding about changing plans, even at the last minute. His prices are very reasonable and his walkers take great care of my dog Niko. They even send you a text with a picture of your dog when they're done with their walk, which is awesome. Uptown Pet Services is a great business and I wouldn't trust my dog with anyone else. Keep up the good work Jack! read more

Jack has taken fantastic care of my cats whenever I've had to leave town. He's incredibly nice, responsible, and responsive. I can't recommend Uptown Pet Services highly enough. read more

Jack has been absolutely wonderful taking care of my two cats on several different occasions now. He obviously cares deeply for animals and is always very professional. I have to travel out of the country for work several times a year, and it's really comforting to get daily updates on how the kitties are doing. read more

Just starting using Uptown Pet Services for our dog Claymore. Stephanie is fabulous! I get a text message everyday from her with a photo of my dog out on his walk. I can tell by the photos that she is taking him on a nice long walk and not just around the block. The whole service has been super professional and I am very glad that I gave them a call. read more