Chicago Urban Tails

Amazing Service! Love the new owners they are reliable and trustworthy! Totally recommend anyone who is in search for dog walking pet sitting these are the people to reach out to.

We love Chicago Urban Tails, and so does our cat!
Here’s why they’re the best:
— Make cat sitting reservation online and receive an email confirmation within 24 hours
— Super flexible on random requests like watering the Christmas tree or visiting the cat in the afternoon instead of the morning
— They write a note for each day that they visit, which is really nice to come home to
— When asked, they’ve sent me photos of my cat while they were visiting
— Super clean! They take out all trash and waste, so you don’t come home from vacation to a stinky house
— Really friendly and nice to work with
I can’t recommend them enough!

I love Chicago Urban Tails, and so do my pups! Shannon is great and I can tell how much happier my girls are when I come home from work on days that they get a walk. Prices are reasonable and they are super accommodating — which is nice because sometimes I have last minute changes to my schedule. Don’t hesitate to call them if you need a friendly & reliable dog walker.

We found Chicago Urban Tails through a Groupon and they have saved our butt on many, many occasions. They are very accommodating with our crazy last minute work schedules and we (and the dog) are super grateful. The price is also quite reasonable.

Whenever my wife and I leave for vacation we always feel that our cat is in great hands with Chicago Urban Tails. They are very accommodating and very communicative as well. We will continue to use them in the future.

For several years, Chicago Urban Tails has helped our family run smoothly and have kept our two little pups, Lucky and Willy safe and happy while we are gone during the day. We very much appreciate Mary, with whom we speak in the office and our dear dog walker, Katie. She’s like part of our family! They help us out with little things around the house, like taking care of «accidents», refilling water and food and overall making sure that our pups are safe and happy when we come home. Our current dog walker is honestly loved by our dogs and she’s the only visitor who isn’t greeted by barks. We completely trust Urban Tails and look forward to a long relationship with them. All around, we very highly recommend their very reasonably priced services.
The whole company is very professional and very well priced and we would highly recommend them.
–Carolyn and Jim, Lakeview

Chicago Urban Tails is the absolute best! We have been using them since we got our pup in the spring of 2007 and they have been wonderful for five years running. The walkers have always been super trustworthy, reliable and some of the nicest people around. In five years, we are on our 4^th or 5^th walker —– We are always sad when one moves away but have never been let down with whoever our new walker is. Our dog is always thrilled to see them and we can’t thank Chicago Urban Tails enough for always calling us right back, being flexible with our schedule and saving our «tails» —- no pun intended. :)

We have been using Chicago Urban Tails for over three years now in the River North area and highly recommend them to all of our friends. We started using them when we added a new little pup to our crew in November of 2008 and they’ve been coming ever since. They are reliable, reasonably priced, and trustworthy. On those few occasions when we’re home when the walker comes, we can tell how much our dogs love their walker because they are so excited to see them! We lost our older pup this year, and received a condolence card from them, which was a very nice touch. We just added yet another dog to our family last month, and they are great at dealing with him and his not yet potty trained self. Our frenchies, Odette & Jacques, give this business five paws.

Two years ago, we found ourselves with a 5 week old puppy and no clue where to begin on the hunt for a great dog walking service. Our neighbor referred Chicago Urban Tails to us and it’s been wonderful since. I spoke with Mary on the phone and she was wonderful– definitely made me feel comfortable not only leaving my beloved puppy in their hands, but also leaving them with a set of keys to my condo. We set up an initial meeting with a manager to come by our place to meet us and our dog. They gave me a nice packet of information and answered the (many, many, many) questions that we had regarding their services.
Fast forward two years later, and we’re still in love with them. We’re actually on our third walker, but have been thoroughly impressed with each one. Our first walker moved away, and the second walker just left to attend a dog training camp– which was awesome to hear as he’s really into what he does. He even left a nice card for us and treats for our dog on his last day :) A manager always tags along with the new walker to introduce your dog to them, ensuring that the dog is always introduced to the new walker with a familiar face around.
From cleaning up the messes in the crate during puppy stage, to wrapping our dog’s leg before he goes outside due to post-​surgery protocol from the vet, these guys are hands down wonderful. Lastly, the walker always leaves a note each day– it’s quite an entertaining read after a long day at the office :)
Thanks, Urban Tails!

These are the best cat sitters! They have taken care of my cat several times now, once for a pretty long time, and it has always gone very well. I can tell when my cat has not been visited properly (which has unfortunately happened with other people). When I get back from a trip and Chicago Urban Tails has looked after my cat, she is calm and happy and content, like a cat who has been well cared for. I’m glad they are here.

I always have had a great experience with Chicago Urban Tails. They take such great care of my basset hound and leave me such amusing notes of the daily walk so I know what happened that afternoon. While I have a dedicated walker with them, I know that if she is not working that day, any of the other team will be just as great with my dog. I highly recommend them!

Still with Chicago Urban Tails. Penny is almost 11mos old now and they have been so great. Mike is our dog walker now and he’s been wonderful. He has so much experience and I think Penny has a blast with him. I love reading his notes about all the friends (dogs) she meets on her walks.
Highly recommended!

We cannot recommend Mary and her crack team of cat sitters highly enough. We have complete and total confidence in the services of Chicago Urban Tails and have used them regularly for over three years. [I swear my cat asks for Rebecca by name!] We are out of town quite often and feel much better knowing that the cat and the house itself is being watched over by this company.
They call back to confirm immediately when we schedule them and are always available and accommodating. They pick up our mail and leave us a «report card» of the cat’s behavior every day. They even happily indulge our calls (now and then) — just to ask how he’s doing. You won’t find a better sitting service.

Chicago Urban Tails did a fantastic job taking my dog on walks and spending time with her while I was in graduate school a couple nights a week over the past year. They are a very professional company and I absolutely loved the fact that the dog walker was consistently the same individual every week.
I would definitely recommend them if you are looking for a dog walking service!

Stop reading and call Mary asap.
In a city where dogs seems to dominate…(which is odd since there is a huge lack of yards)…it’s not that easy to find someone to trust cats with. Look no further.
I look forward to leaving town so I can give them the business. I look forward to the daily phone calls and set my schedule up on the road JUST so I can take the call. And then there’s the journals when I get home… hilarious and so loving at the same time.
Anna Marie is my girl usually… Kelly rocks it… I dig all the emps. there. Not really a bad thing to say about ‘em.
If my cats could talk, and sometimes I think they can, they’d tell me to go on holiday more often!
Rates are decent. Make sure you let them know ahead of time when you need their services; it’s only fair.
Love ‘em and glad they have an office on Diversy now!
Janell and the girls!

Chicago Urban Tails is amazing. Mary is super reliable, very kind and responds very quickly. My cat sitter cancelled at the last minute, and they were able to find someone for me. Her name is Annamarie, and she is INCREDIBLE! My cat loved her (he loves no one but me usually, haha) and she was reliable, fun, competent concerning all needed information and very caring for my new little cat. She updated me any time I sent her a message. The prices are a great deal, & their offer to bring up mail and packages also helped me quite a bit.
Fantastic. Would recommend highly. :)

I hired Urban Tails for cat sitting while we were out of town. The fact that my shy cats would let the sitter pet them and in addition were able to give the male cat his medication is extremely impressive. I had asked for updates and calls while we were out of town and Mary was great about keeping me informed. In addition to the phone calls, there was a daily log left for us on our return.
I will definitely use their services again and would highly recommend them. Thanks Urban Tails (Mary)

Here’s the deal.
The owner knows how to run a good business. They hire the best dog walkers. I’ve met a couple of them and they were very professional and extremely pleased to walk my dog– who despite her best intentions, can be a challenge.
In addition, they are very accommodating to my fluctuating schedule and make sure they always have someone to walk my dog.
Thanks Urban Tails!
You’ve just been Unilocaled in!

Wow. I was shocked to read bad reviews because Chicago Urban Tails has been a life saver for my large dog family.
I phone screened about 4 different agencies because well, my dogs, are basically my kids. Not only did I need to find someone I could trust to take care of my dogs, I also had to have someone who I could trust in my house unsupervised.
I choose Chicago Urban Tails because of their endorsement by Collins Canine, and based on my phone calls. Their prewalk onsite sealed the deal. They explained in detail how the walks would be structured and their training philosophy. All of which is based on structure and positive reinforcement.
They were very careful to get to know each of my dogs and their quarks. They walk my girls only during our walks, no group walks. They work on training while walking and have been very gracious about cleaning up unexpected messes in the house. Plus the messages they leave me are adorable and I know exactly what happened during the walk.
Did I mention it is very affordable? Because of their prices, I am able to have them come 4 days a week and walk all my dogs for the same price per month as digital cable. (Which in my mind is a good comparison. just like I like to watch The Wire, the girls like to get a break while I’m working during the day.)
Both Annemarie and Brandy have walked our girls. The dogs love them both and their tails start to wag wildly when they see either of them. I take their doggy delight to be an enthusiastic endorsement.

At first, they were very accomodating. I was impressed w/​the initial interview, and disappointed when I found out William wouldn’t be the actual dog walker. But he definitely made me feel comfortable. He asked all the questions, including time slot and recorded them on his sheet. I had some questions — I ask a lot of questions, and they were great at following up. We went back and forth for a week or so and they always returned my calls.
Then, when we went to finalize, they said they didn’t have the time slot available. After ALL of that work, the time slot wasn’t available? That was one of the first questions they asked me! It turned out to be a big waste of time.