Old Town Dog Walking

Dog Walking Services in Old Town

Old Town offers the perfect mix of charming architecture, historic character, and city convenience—and it’s one of our favorite places to walk dogs. Whether you’re living in a vintage walk-up or a sleek condo near Lake Shore Drive, Windy City Paws is your trusted partner for professional, consistent, and loving dog care.

We provide dog walking services throughout 60610 and 60611, from North Avenue to Chicago Avenue, and from Larrabee Street to the lakefront. Our walkers know the streets, rhythms, and routines of Old Town inside and out, ensuring your dog gets reliable, tailored attention every time.

Why Old Town dog owners choose Windy City Paws

• ✔ Personalized walks for every breed, age, and energy level
• ✔ GPS-tracked visits with notes and photos after every walk
• ✔ Same walker every day, so your pup builds a consistent bond
• ✔ Bonded, insured, and thoroughly background-checked team
• ✔ Flexible booking, easy online scheduling, and real human support

Whether your dog loves people-watching on Wells Street or quiet strolls near Sedgwick, we’ll match them with the perfect walker to fit their pace, personality, and routine.

🐾 What Your Old Town Neighbors Are Saying

“Windy City Paws made our move to Old Town so much smoother. The care they show our pup is incredible. We get detailed notes and photos after every walk, and our dog is SO excited every time his walker arrives.”
– Chris H., Old Town

“I was nervous about trusting someone with my reactive dog, but WCP matched us with a walker who really gets him. They’ve earned our complete trust—and my dog is happier than ever.”
– Tasha M., Old Town

“Professional, punctual, and pet-obsessed! Our dog adores his walks, and we love knowing he’s in great hands while we’re at work.”
– Jordan K., Old Town

Still have questions? Give us a call at 312-473-6466—we’d love to hear more about your pup!