Dog Walking in Woodlawn, Chicago

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Confirmed Holiday Availability
1. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (more)

2. Kristin

Long walks and lots of love!

Bridgeport, Chicago, IL, 60608

House Sitting, Dog Walking

About: My family was always a huge fan of dogs of all sizes, from German Sheppards to Bull Terriers, and even the stray Bichon Frise! I have been raised a... (more)

3. Julie

Experience with elderly and sick

East Side, Chicago, IL, 60617

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"The daughter of a veterinarian, Julie was actually born to love and care for animals. She relates to animals instantly, and they feel immediately secure wit... (more)"

4. Erin

Seeking Good Boy to Run with

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Erin is a lovely, responsible young woman. It's clear that she really enjoys time with my dog. Knowing that Kato is a breed that needs strenuous exercise, sh... (more)"

5. Lily

Diligent student with experience

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"If I would trust anyone with my pet, it would be Lily. She is so responsible and on top of things that I know she would give the utmost care to my dog. Also,... (more)"

6. Teresa

Reliable & affectionate!

Woodlawn, Chicago, IL, 60637

Drop-In Visits, Dog Walking

About: I'd like to start by saying I'm a recent stay at home mom who's raised 5 children. We've always had a dog in our family. It's a wonderful addition ... (more)

7. Sofia

large fenced yard to play with dog

Douglas, Chicago, IL, 60653

Dog Boarding, Dog Walking

"Sofia is a great, caring and loving person. She has taken care of my dog many times when I needed her. She is very trustworthy and responsible. (more)"

8. Krista

Flexible schedule, love dogs

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Other dog owners describe me as a caring, responsible, loving dog lover and pet sitter. I'm a current grad student so I have a flexible schedule to... (more)

Confirmed Holiday Availability
9. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

13 repeat clients

"Enoch is great with our one year old pup, Stevie Nicks! She is loving her daily walks and playtime. He is always reliable and responds quickly. Happy to have... (more)"

Confirmed Holiday Availability
10. Netiya

Caring for others is my passion.

Bridgeport, Chicago, IL, 60608

Drop-In Visits, Dog Walking

12 repeat clients

"Netiya has walked my pitty numerous times, and my pitbull LOVES her. I can tell bc my dog is an especially good mood when I come home from work and when Nag... (more)"

11. Sandy

Free belly rubs, hugs, and treats!

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

About: I started off as a freelance dog walker. My first client was my Church Pastor and his dachshund named Mocha. After Dog-sitting Mocha I developed a ... (more)

12. Holly

Dog lover 1st, law student 2nd!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Holly has loved dogs as long as I've known her. Holly worked at the Honolulu Animal Shelter for several years when she lived in Hawaii, walking the dogs and ... (more)"

13. Elaine

Flexible summer schedule. Love dogs

Hyde Park, Chicago, IL, 60615

Dog Walking

"Elaine grew up around dogs in her household and the homes of friends and family. She loves dogs and they love her! She is a great dog walker for her own dog... (more)"

14. Amy

Grad student seeking puppy cuddles

Woodlawn, Chicago, IL, 60615

Drop-In Visits, Dog Walking

"Amy was great when I hired her to walk my dog during the day. My dog Bruno loves to walk but also loves to pull. Amy had no problem handling him during the w... (more)"

15. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rachel has watched my family's dogs on several occasions. She takes amazing care of them and each time we come home after a long trip they whine at the door ... (more)"

16. Henry

Fun, active, friendly grad student!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Henry is so great! He has watched my dog Kona many times and I could not speak more highly of him! Absolutely wonderful with dogs and very reliable. (more)"

17. Joni

I'll run, play, laugh with your dog

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

About: I come from a large extended family of dog-fanatics. I've grown up walking, jogging, playing, snuggling, and socializing with dogs of all kinds, ag... (more)

Confirmed New Years Availability
18. TIANJIAO

Ariel's Dog Haven

South Side, CHICAGO, IL, 60637

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

About: I have a mastiff mix puppy named V, huge baby, incredibly sweet. I got her from Anti-Cruelty Society when she was four months old, raised her, trai... (more)

19. Alyssa

I'm a dog loving UChicago student!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Alyssa has helped take care of my two dogs and cats on several occasions, and all my pets just love her. She is incredibly reliable and responsible. Seeing h... (more)"

Confirmed Christmas Availability
20. Angeli

Professional and Caring Pet Care

Chatham, Chicago, IL, 60620

Drop-In Visits, Dog Walking

"Angeli has cared and continues to care for my two dogs on numerous occasions. She was referred to me initially by a local politician friend. I was called to ... (more)"

Pet parents in Woodlawn, Chicago, IL love dog walkers on Rover.com. 7,915 owners have reviewed walkers in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog walker on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a walk on Rover? Check out our average dog walking rates to get an idea before you start a conversation with a walker.

We've been there: rushing home during every lunch break to take the dog for a quick walk around the block. Good news: You can easily find and book Woodlawn dog walking services on Rover. Whether you need a one-time dog walker or someone to take your dog for a stroll every day, we've got you covered. Exercise for your dog and peace of mind for you are just a few clicks away. Every walk is covered by premium pet insurance, at no extra cost to you. You can even ask your dog walker to send you a photo update. Whether you already have a favorite dog walker on Rover or you're new to the site, we'd love to connect you with a dog walker in Woodlawn, Chicago the next time you're unavailable. We're confident you and your dog will love it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover walkers in Woodlawn, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a walker who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: