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    Dogs Deserve It

    4.9 (163 reviews)
    Open 8:30 am - 5:00 pm

    Services - Dogs Deserve It

    Dog walking

    Pet sitting

    In-home pet sitting

    Dogs Deserve It Photos

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    Reviews With Photos

    I mean! a masterpiece!
    Becca S.

    I LOVE THEM. I get detailed updates about my dog's walk and a map of where they went. My dog walkers, Liam and Jack, are the best and they take better photos of my dog than I do. I'm a last minute person and they've gone out of their way to accommodate me.

    A dog with a yellow flower crown is resting on grass, wearing a teal collar and leash, surrounded by small yellow flowers.

    Dogs Deserve It has been an amazing service for me and my partner to supplement our walks. They are very professional and all their walkers are well-trained, friendly, and seem to love what they do! We loved our walker, Yaz. Every walk without fail, they took meticulously well shot photos of our pup Lucy. I've attached one of these pictures. We were worried about giving Lucy off to a stranger, but they put as at ease very quickly and Lucy gets the zoomies even at the mention of their name. DDI use a well-designed app for messaging with your walker, scheduling, and speaking to management. If you're looking for a dog walker, Dogs Deserve It is a great option!

    Teddy because she's cute - A person wearing pink sandals has their legs crossed on a wooden deck, with a small fluffy dog sitting nearby, looking at the camera.
    Elizabeth B.

    We've used DDI since we moved to Chicago in 2019 and have had nothing but positive experiences. We have a usual walker, although it has changed a few times over the years as their client base shifts. Every walker we've had is fantastic, but we especially love Rachel - Teddy really seems to connect with her and her end of walk notes are always good for a laugh! The service is super professional and reliable. I can only think of one time in 3 years that they've been running late (and they offered to comp that walk, we declined because it was like 20 mins late!), so you can definitely count on them and not worry that your fur baby won't be taken care of. Very thankful for our friends at DDI!

    Boots enjoying some rays - A tabby cat with gray and black fur is resting on a person's lap, near a brick wall and a window, in a sunlit indoor setting.
    Catherine M.

    I was referred to DDI during the pandemic when my usual service (Chicago Urban Pets, also wonderful) was no longer available. DDI has gone above and beyond in helping me schedule coverage for my cat. They always promptly respond to my emails and, now that my cat is in her final days, they are beyond empathetic and helpful in dealing with my last minute changes and requests. Liam has been her most frequent catsitter/buddy and I am beyond grateful for the wonderful care that he has provided. Everyone we've interacted with has been wonderful. Thanks, DDI!

    DDI also takes great pics of my pup!

    DDI has been more than wonderful to me and my nearly 16 year old Shiba Inu and I honestly cannot say enough about how they are not just indispensable to us but have become part of our family. We've been using them for about 6 years and they have always taken amazing care of my very complicated dog and helped me navigate a couple of challenging travel situations. For anyone who knows Shibas, they can be difficult and confounding dogs. I travel frequently for work (for stretches between 2 - 18 days) and used to take my pup to a wonderful pet hotel for boarding. Once she turned 10, the stress of it took too much of a toll on her, so I tried DDI because they had a lot of home-based options. My pup wouldn't stand for having anyone in the house overnight, so we settled on "goodnight" and "good morning" walks, along with additional walks during the day to get her good coverage while I was away. As with many older dogs, she is on a special diet and takes several pills. The DDI walkers have been excellent about following the (often elaborate) feeding instructions I leave - including some with numerous steps required to be followed in a particular order. They are also very patient with my very shy pup as she can be a special challenge to leash. About 3 years ago, we added weekday walks (M-F), and it has made a huge difference to my pup's mental health. She'll be turning 16 in a few months and I credit DDI's care with part of the reason that she can still bounce and play despite her age and health issues. As with anything in life, nothing is perfect, but when there have been sanfus, DDI has been absolutely incredible - including making a 1:30 am visit when my pup didn't cooperate with the "goodnight" walk she was scheduled for several hours earlier. Knowing that DDI has someone on call for emergencies, even in the middle of the night, is an amazing safety net. I haven't had to use that net often, but when I have, DDI has been there. DDI also takes care of their employees, by offering them benefits, providing guaranteed hours and recognizing that DDI cannot exist without the walkers. Although this means that prices have increased since we've been using them, the additional cost has been returned tenfold by the individual commitment the walkers have to my pup. In the time that I've been with DDI, they've updated their technology to allow real time communication, as well as easy scheduling and account management. I absolutely love the communication feature as I can add last minute notes for that day's walker and message them in real time while they are with my pup. DDI has been indispensable to me and my older pup, but they also provide special programs for puppies and cats and have a multitude of other services that we have not used (including field trips!). I strongly encourage you to talk to Lauren and her team to see how they can become indispensable to you as well.

    Michael H.

    I have been using DDIs services for some time and have enjoyed the attention that my pup receives. My pup Del fell I love with her walker Brenna and loved her morning walks with her. Getting Brenna's messages throughout the day letting me know my baby was doing well and enjoying herself always brightened my day! Keep doing an awesome job guys!

    One of the pics from DDI's photo shoot last winter! Christy, one of DDI's managers, was the talented photographer!

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    29 days ago

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    Lauren P.

    Thank you, Colleen! We love having you in our DDI family:)

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    Thank you for your awesome review, Leyla! We miss you guys!!

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    Page 1 of 5

    Ask the Community - Dogs Deserve It

    Review Highlights - Dogs Deserve It

    In those four years, Lauren and DDI have held my hand and helped me and my pup as my life and house expanded.

    Mentioned in 53 reviews

    Read more highlights

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    Shirley's Pet Project

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    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!

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    (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!

    Dogs Deserve It - dogwalkers - Updated May 2026

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