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    Smart Paws Chicago

    4.6 (53 reviews)
    Open 7:00 am - 9:00 pm

    Services - Smart Paws Chicago

    Dog walking

    Pet sitting

    In-home pet sitting

    Smart Paws Chicago Photos

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    Page 1 of 2

    Ask the Community - Smart Paws Chicago

    Review Highlights - Smart Paws Chicago

    I had lots of questions when I booked services with them and the owner, Sam, was super patient with me.

    Mentioned in 10 reviews

    Read more highlights

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    Shirley's Pet Project - Leo

    Shirley's Pet Project

    (12 reviews)

    Lakeview

    Did you adopt adorable varmints during the pandemic? Us, too. A rescue pup with a medical…read morejournal-worthy case of anxiety and a rescue cat with more attachment issues than your ex. After not leaving the house during the first six months we had these broads, we went on our first vacation. Woo boy! Fun fact: your dog CAN chew through a couch to the studs. Didn't know couches even contained metal? Me either. But Dolly Barkton was determined to educate us simpletons on the inner workings of home furnishings. As an amateur carpenter, Dolly needed privacy to conduct her work, so naturally she locked the door to the office where she had set up shop. That's right. The dog locked herself in the office. I'll leave out the tantrums over thunderstorms, the sight of other dogs, walks after dark, putting her harness on... I swear she's a good dog. (Said every indignant pet owner.) Now, Mimi von Hissypants wasn't going to allow Dolly all the fun. She took this opportunity of newfound freedom and decided litterboxes were for babies. And even though she cries if she can't watch mom pee or her favorite toy, Higgins, skitters even slightly out of reach of her teeny little murderous mitten, she ain't no baby! So Mimi did what all big girls do and she turned the once soft, cozy spots in our condo into new bathrooms. I ought to buy stock in Nature's Miracle stain remover. Again, we are on vacation. Out of the country. For 10 days. But did we have to come home early and face the wrath of our little domestic terrorists? Of course not! Because Shirley is a damn superhero. Originally booked to stay nights and visit during the day, Miss Shirley adapted to the insurrection that was occurring and made arrangements to provide 24-hour care. After a particularly bad night that would have sent anyone else running for the hills (and buddy, they'd have to run far with Illinois being flatter than a pancake), Shirley not only continued with the booking, but went to the pharmacy for Dolly's anxiety medication prescribed that morning. After the unbelievable shenanigans these sasspots put her through, Shirley greeted us with a smile upon our return and told us we had darling little angels. Our plants were watered, the condo was neat and clean, and the girls looked happy and healthy. Since that fiasco took place, Shirley has been a saint and continued to babysit the very non-babies. We will literally plan our trips around her schedule because no one can keep our heathens happy like she can. Well, except David. David is another saint who can get Dolly to go on walks like she's at a dog show. Even our curmudgeon doorman has stopped me to say how impressed he was with David's handling of the Doll. It doesn't get better than Shirley & Co.

    Shirley went out of her way to make including our dog in our wedding day as seamless as possible…read more We can't thank her enough for the attention to detail and ease of doing business while taking our little guy to the wedding venue and back home, so that we didn't have to worry about any of those details on the wedding day. We would recommend her to anyone!

    Chicago Pet Sitters - We're looking up! Happy Tuesday!

    Chicago Pet Sitters

    (160 reviews)

    Bucktown

    We just had our first Chicago Pet Sitters experience and we are beyond thrilled with their service…read moreand relieved that we found a pet sitting company as detail oriented, friendly, and reliable as they are. We went on a long weekend and Rachel came 3 days in a row to watch our cats. Here's what I loved: An app notification when they arrived The ability to chat with the sitter separately from the admin team A very detailed report of the visit Tons of pictures - not just of the cats but of their water bowls, food bows, and litter box Rachel went above and beyond by bringing some packages up to our apartment - we live in a 4th floor walk-up so that was totally appreciated I have pretty bad anxiety so travel has always been tough because I worry about everything going wrong while I'm gone but that is all out the window because now we've found Chicago Pet Sitters. Not sure how we've survived without them before. A+. 5 stars. 100% recommend.

    We have been clients of Chicago Pet Sitters for 3 years now. We moved to a new home recently and…read moretransitioned to a new dog walker for our Corgi Leia. We have always had amazing dog walkers and I have written multiple positive reviews. Kellyn, Leia's current walker, is so amazing too ! I can't say enough wonderful things about her. She does not just take Leia on daily walks, she takes her on adventures!Whether it's to the fire station, to visit other doggie friends, or to make a new friend who happens to be walking by, Leia is in such good hands with Kellyn. Our son even calls her Leia's best friend! Kellyn even filled in and checked in on our 13 yo cat Archie while we were on vacation recently! She does it all!! Many thank to Kellyn and the Chicago Pet Sitters Team for taking such good care of our girl, Leia and kitty, Archie.

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

    Uptown Pet Services

    (34 reviews)

    Uptown

    My girlfriend and I brought home an 8 week old puppy and knew we'd need a dog walker to join our…read morelittle 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.

    I really can't say enough good things about Uptown Pet Services! Jack is such a gem, and I know our…read morecat 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!

    Smart Paws Chicago - dogwalkers - Updated May 2026

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