Dog Walking in Woodlawn, Chicago

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

1. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I could not be happier with Collin. I am a new puppy owner and he has been so attentive and responsive when it comes to walking our pup twice a day. He loves... (more)"

2. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

16 repeat clients

"Just wanted to leave a review for Brittany M. My wife is very picky, as the dogs are really more like children to her, so she was hard to talk into having a ... (more)"

3. Thomas

All Dogs Are Good Dogs

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I'm very grateful to Thomas. I got in touch with him with very short notice, but he was willing to adjust his schedule to accommodate me. My dog took to hi... (more)"

4. Tyler

Love active dogs and

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Tyler has been my pet sitter for many years. He is extremely responsible and caring, and has gone the extra mile on more than one occasion, giving special ca... (more)"

5. Netiya

Caring for others is my passion.

Bridgeport, Chicago, IL, 60608

Drop-In Visits, Dog Walking

11 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)"

6. 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)

7. Michelle

I'll help your dog run their blog.

Armour Square, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

About: Dogs are ones companions and are the best place to go to for a hug or someone to lean on when you really need it. I will treat your little one with... (more)

8. Linda

Love Dogs Forever! Home all day!

Bridgeport, Chicago, IL, 60609

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

7 repeat clients

"Linda is an excellent dog sitter! Her loves for dogs is astonishing! She will keep your dog fed on time! Walked at least twice a day! Very responsible! Sh... (more)"

9. Shamika

Hello to all my pet parents

West Englewood, Chicago, IL, 60636

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

About: Hi i am a 30yr old pet lover i have always loved animals since i was a child, not to good with bugs, but cats, dogs, snakes, little furry things yo... (more)

10. LeAnna

10+ years of Professional Pet Care!

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"LeAnna was great! She established a great rapport with our dog, and he really looked forward to seeing her for walks each morning. We got great feedback abou... (more)"

11. 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)"

12. Colleen

Social Work Student with Wide Avail

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I've lived with different dogs for 20 years of my life, helped train many family members' pets, and dog sat for many different types and sizes of d... (more)

13. 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)"

14. Sharriah

Active runner - will run with dogs!

South Chicago, Chicago, IL, 60617

Drop-In Visits, Dog Walking

"Sharriah has always been an animal lover. As a child, she rescued a hamster with a deformed hand from a local pet store. She not only looked after her hams... (more)"

15. Myk'La

Mind, face, and soul of a pup

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Myk'La is a awesome person and some one i'd highly recommended for the Dog Caregiver position.She posess a high spirit personality along with an outgoing and... (more)"

16. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

About: I really enjoy getting to know the dogs, cuddling, and playing with them. I am okay with cleaning up after dogs, because I have been walking my own... (more)

17. Allena

Loving animals is my pleasure.

Englewood, Chicago, IL, 60621

House Sitting, Drop-In Visits, Dog Walking

"If I'd suggest anyone to dog sit out of everyone I know, it would most definitely be Allena. Of my 6 years knowing her I've been able to trust her countless ... (more)"

18. Hanna

I will give your dog/s lots of hugs

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"I have known Hanna her entire life and what I have observed is what a loving and compassionate person she has grown up to be. She loves animals and is patien... (more)"

19. 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)

Available this weekend
20. Dominique

Love given, Love needed, Love dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"I've only known Dominique a few years but before my Lily passed on she was always great with her. I've never actually PAID her to watch Lily but she loved Do... (more)"

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Learn About Premier

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: