1. Nick

I'm a dog person.

Loop, Chicago, IL, 60607

"Our whole family was happy with Nick. Pizza Dog had fun hanging out in a new neighborhood with his new friend Nick. And the rest of us were pleased with Nick... (more)"

2. Waverly

Soon to be Dr.Wave!

Grand Boulevard, Chicago, IL, 60653

"Waverly was awesome! Kaci had such a great time with her :) she had so much exercise and fun with Waverly. Kaci was so happy when I picked her up on Sunday. ... (more)"

3. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

"Magdalena was great with Tusk. This is my first experience with this site. She sent me pictures daily that I'd look at all day. She also had another dog for ... (more)"

4. Risa

Stay at home puppy mom - Dawg House

Near West Side, Chicago, IL, 60607

"This is our first try on and this experience with Risa was completely fantastic. Risa,Matt and Addison gave us a warm welcome and led us to their s... (more)"

5. April

Dog Walking/Sitting in South Loop!

Near South Side, Chicago, IL, 60605

"April was awesome. The day before dropping off Fozzie, he came down with an ear infection and though April had the option to back out, she happily took Fozzi... (more)"

6. Kendall

Ready to watch your precious pup!

Near North Side, Chicago, IL, 60611

"Kendall was fantastic! She met with us and Maximus before we booked, and sent us regular updates and pictures while we were gone. We were a little nervous ab... (more)"

7. Lor'Enyah

Chi-City Pet Co.

Lower West Side, Chicago, IL, 60608

"Lor'Enyah sent lots of pictures of Gracie having a good time and going on doggy play dates. It was pretty hot and she even took her for a dip in the doggy po... (more)"

8. Richa

Loving couple who love pets!!

Near South Side, Chicago, IL, 60605

"Richa did a wonderful overall job. She was very communicative, making sure she had everything she needed to take care of Kobe. She also sent me many pictur... (more)"

9. Douglas

Your little one's second home.

Near West Side, Chicago, IL, 60661

"Perfect. Doug was very professional and sent us photos of our pup during her stay. Highly recommended. (more)"

10. Frank

Play date with the boys!

South Lawndale, Chicago, IL, 60608

"Frank was wonderful when taking care of Tux and Ido! My boys love to snuggle in bed and Frank not only made them feel at home but regularly sent me texts and... (more)"

11. Kristina

a favorite aunt to you pet

Bridgeport, Chicago, IL, 60608

"Great experience! (more)"

12. M Patrick

Dog Lovers For Weekend Sitting

Loop, Chicago, IL, 60605

"Amanda and Mike were fantastic sitters for Quinn. A few days before needing a sitter, I found myself in a bind and searched Rover. Mike responded right away ... (more)"

13. Bradley

Good times to be had.

Near West Side, Chicago, IL, 60608

"Simply put, we couldn't have asked for a better sitter than Brad. He was very responsive and sent us lots of updates while we were away on vacation. Best o... (more)"

14. Leslie

Weekend Dog Sitter

Near West Side, Chicago, IL, 60607

"Leslie is great. She was very helpful when taking care of my dog Emi, while I was gone for the weekend. Her dog is a sweetheart as well. However, I think due... (more)"

15. Jenna

Playful Dog Lover

Bridgeport, Chicago, IL, 60608

"Jenna was great. I was in a bind and she was available to watch my collie/sheppard for 4 days at the last minute. Jenna was midnful of the fact that my dog ... (more)"

16. Marisol

I have three babies of my own

Lower West Side, Chicago, IL, 60616

"Hello, I would highly recommend Marisol as a pet sitter. She has three pets of her own that she cares for lovingly. Her care and kind nature towards animal... (more)"

17. Ida

A home away from home

Bridgeport, Chicago, IL, 60609

"Ida was a great match for taking care of our Harlowe. She is friendly, professional, caring and great at communication. She was awesome at texting photos t... (more)"

18. Robert

Your dog may not want to go home!

Lower West Side, Chicago, IL, 60608

"Robert, Andi and Kye were great sitters for Maddie. They gave great updates on what was happening with Maddie and from the many pictures that we were able t... (more)"

19. Megan

Gracie would love to share her toys.

Near West Side, Chicago, IL, 60607

"Loved having Charlie stay at Megan's! Charlie got along great with her dog Gracie, she even set up a meetup before so we can see how our pups would get along... (more)"

20. Robert

Patient, Playful and Attentive

Lower West Side, CHICAGO, IL, 60608

"Robert is a responsible and loving dog owner. His pup is very well taken care of, and quite happy, and I'm confident Robert would treat your pup in kind. (more)"

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Dog Boarding In Chicago

The Dog Kennel Alternative

Dog owners love Rover's Chicago dog sitters. 1,724 owners have reviewed sitters in Chicago, giving them an average rating of 5/5.

Wondering how much you can expect to pay for a night on Check out our average dog sitting rates to get an idea before you start a conversation with a sitter.

Sit a Dog, Save a Life

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already... asking your friends, family and neighbors to watch your dog while you travel, instead of leaving him in a kennel! Look for sitters in Chicago with the Rover Donation Badge for one of these nonprofits, and a portion of your fee will be donated.

Heartland Animal Shelter is a no-kill shelter, whose mission is to find permanent, loving homes for homeless animals and promote responsible pet ownership through education, community outreach and collaboration while maintaining respect and compassion for all creatures.

More on Chicago

Home to the largest number of highways in the nation and second busiest airport in the world, Chicagoans are travelers as much as they are dog lovers. That's why, when preparing for a trip, Chicago dog owners want nothing but the most loving home for their dogs while they're away.

With, that gets a little easier. Scroll through our selection of loving sitters, click on a listing you like, and start a conversation. From Hyde Park to Wicker Park, sitters have access to the Windy City's only off-leash, dog-friendly areas, where dogs can play freely and recharge with special, dog-level drinking fountains and separate areas for shy pets to unwind.

You love your dog. We love your dog, too. How much? We'd love to show you. Book dog boarding, pet sitters, and dog walking in Chicago on, and stop by our blog to see what we're all about. - Dog Boarding Community