The Best Dog Walkers in Chicago

Give your dog the exercise they need with vetted Chicago walkers. Serving Wicker Park, Lincoln Park, and more with GPS tracking.

Find Your Walker
Vetted Walkers
GPS Tracked Walks
Insured & Bonded
Curated by Pawel Kaczmarek, Founder & CEO
Updated:
Founded 2024
Happy dog on a walk with a Tails dog walker in Chicago

Why Choose Tails for Chicago Dog Walks?

Midday Exercise & Relief

Ensure your dog gets the potty break and activity they need while you're busy.

Vetted & Trained Walkers

Every walker is interviewed, background-checked, and trained in safety protocols.

Personalized Attention

We match you with walkers suited to your dog's energy level and needs.

GPS Maps & Photo Updates

See the route map and get photos from every walk for complete transparency.

How It Works

Simple Steps to Happy Walks

Booking reliable dog walking in Chicago is easy with Tails.

Share your dog's personality, routine, and any specific walking needs.

Illustration for Create Your Pet Profile

We'll suggest vetted, local Chicago walkers based on your profile.

Illustration for Get Matched with Walkers

Meet your potential walker beforehand to ensure a comfortable fit.

Illustration for Free Meet & Greet

Easily book walks online and receive GPS maps and updates.

Illustration for Schedule Walks & Relax
Find Your Walker
Specialized Care

Care Tailored to Your Dog's Needs

Our experienced dog walkers can accommodate special requirements so your dog stays comfortable and safe on every walk.

Reliable Medication Schedules

Reliable administration of pills, injections, etc., precisely following your vet's instructions.

Gentle Senior Dog Comfort

Patient care focused on your senior dog's mobility, diet, and comfort needs at home.

Consistent Puppy Routines

Maintaining your puppy’s routine at home: play, training reinforcement, and potty schedules.

Calming Anxiety Support

Experienced sitters create a calm, secure environment in your home to help ease separation anxiety.

Skilled Behavioral Management

Safe, skilled handling for dogs with reactivity or triggers, following your guidance.

Dedicated Physical Needs Care

Attentive support for dogs with vision, hearing, or mobility challenges, ensuring comfort and safety.

Find Your Walker
Trust & Safety

Your Pet's Safety on Every Chicago Walk

We prioritize safety with thorough vetting, GPS tracking, and ongoing support.

Rigorous Walker Vetting

Includes ID verification, background checks, and interviews.

GPS Tracked Walks

Real-time tracking and route maps provide accountability and peace of mind.

Emergency Support

Our dedicated team is available for assistance during walk times.

Secure Platform

Safe messaging and payment processing.

Learn More About Our Safety →

A Better Walk Experience

Personalized Routes

Walks tailored to your dog's preferences and energy levels.

Real-Time GPS Tracking

Follow along with the walk via a map on your app.

Consistent Routine

Reliable walkers help maintain your dog's schedule.

Instant Updates & Photos

Receive notifications, photos, and a report card after each walk.

Dog enjoying a walk with a reliable Tails walker

Your Chicago Dog Walking Questions Answered

Every provider completes ID verification, background checks, and a live interview. You can review profiles, experience, and ratings before booking.

Yes. Tails is a Chicago-based pet care marketplace with rigorous vetting, including background checks and live interviews. Our Trust & Safety team is available for support, and we can help pet parents and providers find the right insurance for their needs.

Insurance is handled individually by providers. We encourage all providers to carry liability insurance and can help both pet parents and providers find the right coverage for their needs.

Tails serves neighborhoods across Chicago including Lincoln Park, Wicker Park, Lakeview, Logan Square, Bucktown, Old Town, Gold Coast, River North, West Loop, Hyde Park, and many more. Check the Tails app for availability in your specific area.

For regular services, 24-48 hours is usually sufficient. For holidays or peak times, book 1-2 weeks ahead. Last-minute bookings may be available depending on provider schedules.

All payments are handled securely through the Tails app via credit card or debit card. You'll see the total before confirming, and payment processes after service completion.

You'll receive photos and notes in the Tails app after each service. For walks, you'll also see GPS route tracking when available. Want to test it on your own walks? Try our free GPS dog walk tracker.

You can modify or cancel in the app. Policies vary by provider and timing, so you'll see the exact policy before confirming.

Pricing depends on walk length, neighborhood, and your dog’s needs. You’ll see exact rates before booking.

Walks include neighborhood exploration, potty breaks, fresh water, and following your instructions. You receive a GPS map and photo updates.

Standard walks are on-leash in your neighborhood. Dog park visits can be arranged if you and your walker agree beforehand. Popular Chicago dog parks include Wiggly Field (Noethling Park), Montrose Dog Beach, and Horner Park Dog Friendly Area.

Our standard walk is 30 minutes, with the ability to extend in 15-minute increments based on your dog's needs.

Walkers are prepared for Chicago conditions. Walks may be shortened in extreme weather for safety, but potty breaks are prioritized.

We use secure methods like lockboxes or key management agreed upon during the Meet & Greet.

Yes, we have experienced walkers skilled with reactive dogs. During matching, share your dog's triggers and management strategies. The Meet & Greet confirms the walker is comfortable and capable.

Yes! Puppies can start walks once fully vaccinated (typically 16 weeks). Puppy walks focus on socialization, leash training, and shorter durations appropriate for their age and energy.

Discuss emergency handling with your walker during the Meet & Greet. Establish a plan for injuries (contacting you and your vet) and lost dog scenarios. Our Trust & Safety team is also available to help coordinate support.

Reliable Dog Walking Across Chicago

Find trusted walkers in your neighborhood, including:

Wicker Park Lincoln Park Logan Square Lakeview West Loop Gold Coast River North South Loop Bucktown Roscoe Village Old Town Lincoln Square Andersonville North Center Edgewater Uptown Ravenswood Albany Park Rogers Park Wrigleyville Portage Park Jefferson Park Avondale Irving Park Old Irving Park Ukrainian Village Noble Square Hyde Park Pilsen West Town Humboldt Park Hermosa River West Dunning Belmont Cragin The Loop Streeterville Greektown DePaul West Ridge North Park Forest Glen Norwood Park Bridgeport East Village Little Village University Village Chinatown Bronzeville Woodlawn South Shore Kenwood Washington Park
Map of Chicago highlighting Tails service areas

Dog Walking Guides & Resources

What Chicago Dog Owners Say About Our Walks

"Tails has been a lifesaver for midday walks! Luna comes back happy and tired."

Mark T.

Owner of Luna • Lincoln Park

"Love the GPS tracking and photos. I always know Max had a great walk with his walker."

Chloe S.

Owner of Max • Lakeview

"So reliable and easy to schedule. Our walker is fantastic with our energetic pup!"

Ben R.

Owner of Rocky • Logan Square

Now Available on iOS

The
Right Caregiver
For Your Dog's Unique Needs

Download Tails to connect with vetted, background-checked pet care providers in your neighborhood.

Caregivers matched to your dog's energy level, age, and needs

GPS tracking and real-time updates during every service

Simple scheduling for walks, boarding, and daycare

Download on the App Store
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