Doggy Daycare in West Loop, Fulton Market & Chicago, IL
At Happy Tails & Trails, tails are wagging, and tongues are bragging! As a trusted doggy daycare in Chicago, we specialize in delivering enriching, safe, and supervised care for your pup while you’re at work, traveling, or simply running errands. With locations at 1613 W. Walnut St. and 1 W Superior St., our services are conveniently accessible to families in West Loop, Fulton Market, South Loop, Lincoln Park, Streeterville and nearby neighborhoods.
Local Dog Daycare Services
Tailored to Your Pup’s Needs
We believe every dog deserves more than just supervision—they deserve stimulation, structure, and lots of love. Our local dog daycare services include:
Core Services:
- Structured Group Play Sessions: Small group play is organized by behavior specialists to ensure positive socialization and fun.
- Rest & Recovery Periods: Calm, climate-controlled nap time to recharge between play sessions and prevent overstimulation.
- Individual Attention: One-on-one playtime for shy dogs, aging, or those who need extra human support.
- Weather-Responsive Play: Indoor fun during cold, wet Chicago winters, and safe outdoor time when the sun’s shining.
- Infant Puppy Play: Ideal for pups 8–20 weeks, with soft play spaces and slow introduction to group dynamics.
- Dog Grooming & A La Carte Extras: Add nail trimming, baths, or full-service grooming to your dog’s daycare day.
What Makes Happy Tails & Trails
Stand Out Among Chicago Dog Daycares?
We’re not just another local dog daycare—we’re a community.
- Aggression-free policy and constant staff supervision.
- Purpose-built climate-controlled facilities designed for all seasons in Chicago.
- Over 20 years of experience backed by dozens of 5-star Google reviews.
- Trusted by families in the West Loop and Fulton Market.
- Refer-a-friend rewards and a mobile app for easy check-ins and updates.
We believe in treating every pup with compassion and attention, no matter their age or temperament. Whether they’re a senior snoozer or a social butterfly, we make sure they thrive — and become a part of our family.
A Day in the Life at Our Chicago Doggy Daycare
Curious what a full day at Happy Tails & Trails looks like? Here’s a typical daily rhythm:
| Time |
Activity |
| 7:00 – 9:00 AM | Drop off open play |
| 9:00 – 11:00 AM | Open play |
| 11:00 – 1:00 PM | Lunch and open play (for those not eating lunch) |
| 1:00 – 4:30 PM | Open play |
| 4:30 – 6:30 PM | Open play and dinner (for those not eating dinner) |
We adjust for weather (Chicago winters are no joke!), age, and energy level. For young or elderly dogs, downtime and custom care are built in.
Doggie Daycare Case Study: A Lifelong Bond with Karen, Augie & Stella
A Client Since 2001
Karen has been part of the Happy Tails and Trails family for over two decades. Since 2001, she has entrusted us with the care of several beloved dogs—each one unique, each one deeply loved. Her loyalty and trust through the years speak volumes about the level of care and commitment we bring to our clients and their pets.
The Relationship
Over the years, we’ve walked with Karen through many chapters of pet parenthood:
- The joy of welcoming new puppies
- The challenges of aging dogs
- The heartbreak of saying goodbye, including supporting her through a dog’s battle with cancer
Karen is more than a client—she’s family. Her current dogs, Augie and Stella, are regulars at our daycare program, and we pick them up daily (except on holidays) to ensure they get the care, attention, and exercise they need in a safe, social environment.
A Partnership Built on Trust
What makes our relationship with Karen truly special is mutual respect and communication. She’s always open to feedback, trusts our professional recommendations, and listens closely when we discuss how to best support her dogs’ behavior, development, or wellbeing.
“Karen completely trusts us with her dogs every day—and that’s not something we take lightly. She listens, engages, and always puts her dogs’ needs first. It’s a partnership we value deeply.”
The Daycare Experience
For Augie and Stella, daycare isn’t just a drop-off service—it’s a routine built on trust and consistency. From daily pickups to playtime, structured socialization, and personalized attention, we make sure they’re not just cared for, but thriving.
The Outcome
The trust Karen has placed in us year after year, dog after dog, is a true reflection of what Happy Tails and Trails stands for:
- Loyalty
- Compassionate care
- Long-term relationships
- Tailored dog daycare with heart
I am delighted to admit that I have been using Happy Tails and Trails for 21+ years. I’ve had 5 dogs during those years who were happily ensconced in the Happy Tails agenda during the day and also use them when I have to travel and vacations. I would never use anyone else. Angie and her crew are meticulous in their care for all their pups. My two pups are happy to go with them in the early morning and are pleasantly tired at the end of the day. It takes an enormous amount of stress out my life to know that my pups are properly cared for when at day care and boarded.
~ Karen Love
Dog Daycare Pricing at a Glance
Without Transportation
| Package | 1 Dog | 2 Dogs |
|---|---|---|
| Daily Rate | $55 | $110 |
| 10-Day Package | $520 | $1050 |
| 20-Day Package | $960 | $2000 |
With Transportation
| Package | 1 Dog | 2 Dogs |
|---|---|---|
| Daily Rate w/ Transport | $65 | – |
| 10-Day Package w/ Transpo | $620 | $1250 |
| 20-Day Package w/ Transpo | $1160 | $2400 |
Packages expire after 180 days. No refunds. Grooming is available as an add-on during daycare.
Doggy Daycare Reviews from Chicago Pet Owners
“Just started bringing my dog here. She loves it. Gets super excited to go every time. The drop off and pick up process is super easy and efficient, which I really appreciate because sometimes I’m running a little late for work. Will continue to bring her here. “
“Kebab loves his overnight stays at Happy Tails! Staff are super friendly and send text updates on my pup when we’re away. We love it here!”
“Angie and everyone at happy tails and trails are amazing”
Love this team and how well they treat my dog. We started taking him there at 12 weeks old for infant puppy play and they went the extra mile to make him comfortable because he was a nervous little guy. My dog is a Havanese, meaning he needs regular grooming which he’s not great about, but the team (Nicole!) has been WONDERFUL and patient with him. My husband and I also travel a lot for work and we are very comfortable boarding him at Happy Tails & Trails for a week or more at a time. We love this place and wouldn’t dream of taking our dog elsewhere. Highly recommend!
Katherine Bartels
Why Our Dog Daycare in Chicago, IL, is A Paw Above the Rest
When you choose Happy Tails & Trails, you’re choosing a local dog daycare trusted by Chicago families for over 20 years. Here’s what sets us apart—and why dogs (and their humans) love coming back:
- Locally Owned & Operated since 2001 by founder and dog lover Angelica Iga.
- Conveniently located near Union Park, Ashland/Lake Station, Lakeshore East Dog Park, Fulton Market, and West Loop.
- Staff trained in canine socialization, behavior, and safe handling.
- We offer both urban dog daycare and transportation options to suit busy city schedules.
- Strict vaccination requirements for safety: DHPP, Bordetella, Rabies, and Lepto.
Our goal is simple: make every dog feel like part of the family while keeping them active, social, and safe.
Frequently Asked Questions About Dog Daycare in Chicago
Ready to Book Your Local Dog Daycare Spot in Chicago?
Call Happy Tails & Trails Today!
Whether you’re heading to work in the Loop, traveling out of town, or want your dog to stay happy and social,
Happy Tails & Trails is here to help.
Monday–Friday: 7 am–7 pm | Sat-Sun: 9 am–5 pm
Transportation available | Grooming add-ons offered
[Ask About Our Referral Reward Program!]
Visit us at 1613 W. Walnut St., Chicago, IL
Call us: (312) 588-9077
