Overnight Dog Boarding
in Chicago, IL Near You
When you’re packing for an early flight, heading out on a work trip, or taking a well-deserved vacation, the last thing you want to worry about is whether your dog is safe and comfortable overnight. At Happy Tails & Trails, we’ve spent over 24 years making sure Chicago dogs feel truly at home while their families are away.
Our Overnight Dog Boarding in Chicago, IL services are designed to be your dog’s home away from home—with structure, warmth, and wagging tails, every single night.
A home away from home for dog overnight boarding in Chicago, IL
Happy Tails & Trails was founded in 2001 by Angelica “Angie” Iga, a former veterinary assistant who saw how stressful traditional kennels could be for both dogs and their people.
What started as one woman’s dream to bring safe, joyful dog services to Chicago neighborhoods is now:
- A family-owned and operated business for 24 years
- BBB Accredited with an A+ rating
- Two fully equipped, climate-controlled facilities in Chicago
- A team united around one mission:
“To elevate the quality of dog care in Chicago by creating an environment where dogs thrive physically and emotionally.”
For boarding, that mission translates into a simple promise:
We’re not just dog care providers—we’re your pet’s second family.
Your dog isn’t just staying somewhere overnight. They’re staying with people who know their routine, their personality, and their quirks because of our daycare-first approach.
Why our Overnight Dog Boarding in Chicago, IL feels different
We’ve built our Dog Overnight Boarding Chicago program around three pillars: familiarity, safety, and peace of mind.
Boarding exclusivity for existing daycare dogs
One of the biggest differentiators at Happy Tails & Trails is our boarding exclusivity policy:
We only board dogs who are already in our daycare program.
That means your dog:
- Already knows our staff, space, and routines
- Has practiced positive group play in our daycare
- Feels comfortable with the sights, sounds, and smells of our facility
For you, it means dropping your dog off is less “kennel guilt” and more “see you soon” because they’re staying somewhere they know and love.
Two options for overnight boarding
for dogs in Chicago, IL families trust
Every dog—and every family—has different needs, so we offer two distinct overnight options.
Facility boarding in Chicago with 24/7 supervision
At our 1613 W. Walnut St. location (near Union Park and Ashland/Lake Station), we provide:
- Climate-controlled overnight spaces
- 24/7 nighttime handler onsite
- Small-group and individual enrichment
- Safety-focused design with secured gates, rounded corners, and raised bowls
- Daily sanitization with vet-approved products
Rates:
- $80/night for 1 dog
- $145/night for 2 dogs from the same household
Unlike many facilities that leave dogs unattended overnight, we always have a trained handler onsite. If your pup needs reassurance at 2 AM, someone is there to offer it. That’s the kind of difference our long-term clients rave about.
“Boarding at Angie’s house” – a premium home-style experience
For dogs who would do best in an environment that feels even closer to home, we offer “Boarding at Angie’s house”:
- A 3-acre private property for safe exploring and outdoor time
- Home-style routines, snuggles, and personalized care
- Limited availability for a quieter, more tailored stay
Rate:
- $150/night, premium option with highly limited spots
This is ideal for dogs who are older, more sensitive, or simply used to being deeply integrated into family routines.
Safety, supervision, and comfort all night long
No matter which option you choose, your dog benefits from our safety-first culture:
- Staff includes former vet techs and canine behaviorists
- All team members trained in pet CPR and emergency response
- Constant supervision and an aggression-free policy
- Dogs grouped by temperament, not size, for group play
- Daily enrichment and structured playtime—so they sleep soundly after a full day
Our Overnight Boarding For Dogs Chicago program isn’t about warehousing dogs in kennels. It’s about keeping them engaged, comfortable, and relaxed from the minute they arrive until you pick them up.
Perfect for Chicago, IL business travelers, frequent flyers, and busy families
Many of our long-term boarding clients are business travelers and busy urban professionals who rely on us every month, sometimes every week.
Whether you live in:
- West Loop or Fulton Market, close to our Walnut St. facility
- Streeterville or River North, near our 1 W. Superior St. location
- South Loop or Lincoln Park, and commute across the city
…our locations and hours are designed to reduce stress—not add to it.
Clients often tell us things like:
“I travel extensively for work and have said many times that I don’t know how I could have a dog if I didn’t have Angie.”
That’s the level of peace of mind we aim to deliver with every overnight stay.
What’s included with our dog overnight boarding in Chicago, IL
A typical overnight boarding stay for a daycare dog includes:
- Full day of daycare and group play with dogs they know
- Daily enrichment and mental stimulation
- Climate-controlled rest areas tailored to age and energy
- Photo updates and text communication so you’re never in the dark
- Free bath with 4+ nights stay, so your dog comes home tired, happy, and fresh
Behind the scenes, our team keeps things spotless with daily sanitization using vet-approved products, and we follow clear safety protocols at every step.
How to book overnight boarding for dogs in Chicago, IL at Happy Tails & Trails
Because boarding is exclusive to existing daycare clients, the process is simple and structured:
- Enroll in daycare first
- This lets your dog get to know our team, routines, and environment.
- Request boarding through our online client portal
- Available 24/7 for your convenience
- You’ll find clear information, privacy policy, and terms of service there as well.
- Drop-off and pick-up times:
- Drop-off: 3:00–7:00 PM (early drop-offs may be billed as daycare)
- Pick-up: Before 11:00 AM to avoid additional daycare charges
- Holiday details:
- $20 holiday surcharge on designated dates
Our team is always happy to walk you through availability, pricing, and which boarding option is best for your dog.
Customer Reviews
They take the best care of our Milli. She can be an anxious and shy dog but they've been so good to her over the years that she's really come out of her shell. Happy tails is very accommodating and easy to work with, I recommend them very …
Thank you so much for sharing this. Milli has come such a long way and we absolutely adore her. We’re grateful for your trust over the years and we’re so glad she feels safe and comfortable with us.
via 
Angela and the team are terrific! Max enjoys his days there and we find them to be very accommodating.
Thank you for the wonderful review. Max is a joy — gentle, social, and always happy to be here. We appreciate your trust and your recommendation.
via
My dog runs to the front door and can’t wait to get in. He really likes it there! Easy parking for pick up and drop off. Very friendly and accommodating staff. Highly recommended!
Thank you for the wonderful review. It means a lot to hear that your pup enjoys coming in and that our team has made things easy and welcoming for you. We appreciate you recommending us.
via
This place is like family to us. Tinkoo is so happy each time he comes here. His tail looks like it’s about to fall off from wagging anytime he sees Angie lol. You can tell she loves what she does and it shows
Thank you so much for this! Tinkoo is truly part of our Happy Tails family. His whole‑body wiggles always make our day, and we love seeing how excited he gets when he sees us. We appreciate you trusting us with him.
via
Louie had a great day at his new daycare! Everyone I came in contact with was very attentive and helpful. Based on my experience I would recommend their daycare services!
“Thank you so much for bringing Louie to spend the day with us! We’re thrilled to hear he had a great first visit. Our team loved having him, and we appreciate your kind words about their care and attentiveness. We look forward to seeing Louie again and being part of his daycare routine.”
via
I have been bringing my dog here since 2018, the staff has always been exceptional. They take care of my dog like she was one of theirs.
“Thank you so much for sharing this. Layla has been part of our family since 2018, and we adore every moment we get with her. She brings such a sweet energy to our days, and caring for her like one of our own has always come naturally to us.”
Angie
via
We are SO grateful for Happy Tails and Trails 2.0! Polee LOVES playing with his friends, and Brady & Luis are so good to him. He literally drags me there and is so excited to get there every day!!
"This absolutely makes our day! Polee is such a joy to have here, and we love seeing how excited he is to come play. Brady and Luis adore him, and it means so much to know he feels at home with us. Thank you for trusting Happy Tails & Trails 2.0 with your pup — we’re so grateful to be part of his daily happiness!"
via
Our dog had a great time, the employees were very helpful and caring for the dogs. Great value, service, and care
Thank you so much for your kind words! Sundance was absolutely wonderful—he had a great time playing and relaxing with the other pups, and was truly a pleasure to have with us. We’re so glad you felt supported by our team and appreciated the care we provide. Looking forward to seeing Sundance again soon for more tail-wagging fun!
Angie
via
Ready to give your dog a true home away from home?
If you’ve been searching for Overnight Dog Boarding Chicago that feels more like leaving your dog with trusted family than a traditional kennel, we’d love to meet you.
Next steps:
Let us be your dog’s second family—
Where tails are wagging & pets are bragging.
