Dog Walking in Lakeview, Chicago
Lakeview is home to some of the most dedicated dog owners in Chicago — and Dogs Deserve It has been serving them for over 17 years. From the residential streets around Southport Corridor to the bustling blocks near Wrigley Field, we know this neighborhood inside and out.
Lakeview is home to some of the most dedicated dog owners in Chicago — and Dogs Deserve It has been serving them for over 17 years. From the residential streets around Southport Corridor to the bustling blocks near Wrigley Field, we know this neighborhood inside and out.
Our Lakeview walkers navigate the busy intersections near Belmont and Clark with confidence, find the quieter routes through side streets when your dog needs a calmer walk, and know exactly which stretches of the lakefront are best for high-energy pups versus senior dogs.
With GPS tracking on every walk, real-time photo updates, and walkers who’ve built years of relationships with Lakeview dogs and their owners, you can trust that your pet is getting the best care in the neighborhood.
“What sets DDI apart is consistency. Our dog has had the same walker for two years. She knows his quirks, his favorite routes, and exactly how to handle him around other dogs. You can’t put a price on that.”
— Mike T., Lakeview
About Lakeview
Lakeview is known for its vibrant mix of young professionals, families, and longtime residents with a neighborhood-bar-on-every-corner charm. Key landmarks include Wrigley Field, Southport Corridor, the Belmont Harbor dog-friendly area, and Hamlin Park. Our walkers are deeply familiar with every block and know the best routes for dogs of all sizes and energy levels.
YOUR AREA WALKERS, GIFT and LENA
My name is Gift, and I am a lifelong animal lover. I grew up in Thailand as an only child with nine Siamese cats and one dog, who were like siblings to me. I moved from Thailand in 2017 and have spent the last six years dedicated to working with DDI. Taking care of animals has truly been the best job I’ve ever had.
Outside of dog walking, I enjoy arts and crafts, specifically creating pet themed handmade epoxy resin pieces and customized pet drawings portrait. You can see my work at www.whatsadog.com.
I’ve been working here since I moved down for college in 2018 and I absolutely love the job, I’ve gotten to see the city from a bike and met so many incredible people along the way! I do art in my free time when I’m not working, and love spend my days off with my own pets or taking in the cities food and views!
Our Dog Walking & Pet Care Services
Dogs Deserve It offers a full range of professional pet care services in Lakeview, backed by 17 years of experience, GPS-tracked walks, and W-2 employed walkers with outstanding tenure.
🐕 Daily Dog Walking
- 15-minute walk — starting at $25/walk (package) or $30 (as-needed)
- 25-minute walk — starting at $31/walk (package) or $37 (as-needed)
- 40-minute walk — starting at $39/walk (package) or $47 (as-needed)
All walks include GPS tracking, real-time updates, and walk photos. Package pricing requires 3+ recurring daytime walks per week.
🐶 Puppy Visits
Customizable puppy services for dogs under 6 months — exercise, potty time, feeding, and playtime. 1-hour preferred arrival window. Starting at $26/walk (15 min) or $32/walk (25 min).
🏠 Pet Sitting
- Overnight pet sitting — $135/day (up to 3 walks/day on your dog’s schedule)
- Hourly pet sitting — $40/hour
- Holiday pet sitting — $180/day
🐱 Cat & Critter Care
Cat sitting, rabbit care, fish visits, and plant watering available. Starting at $16/visit.
🚗 Pet Taxi
Transportation to and from vet appointments, groomers, and daycare. One-way $35, round-trip $55/hour.
Why Dogs Deserve It?
- ✅ 17 years in business — Chicago’s most experienced dog walking service
- ✅ 400,000+ walks completed
- ✅ 100+ five-star Google reviews
- ✅ W-2 employees — not independent contractors. Background checked, insured, and trained.
- ✅ Outstanding walker tenure — our walkers stay for years, building real relationships with your dog
- ✅ GPS-tracked every walk with real-time updates and photos
- ✅ Pet CPR certified — every walker
View all services and pricing →
Serving All Chicago North Side Neighborhoods
Dogs Deserve It proudly serves Lincoln Park, Lakeview, Boystown, Old Town, River North, Wicker Park, Roscoe Village, Lincoln Square, Logan Square, Bucktown, West Town, North Center, and River West.