Dog Walking

Every Walk Is an Adventure

Safe, structured and enriching dog walks designed around your dog’s personality, pace and needs.

Whether your dog enjoys a relaxed neighborhood stroll, an energetic workout or a sniff-filled visit to a local park, Chicago Adventure Pack makes every walk meaningful. Our goal is to provide physical exercise, mental enrichment and attentive care—while giving you complete peace of mind.

Small, familiar packs
Pickup and drop-off included
Weather-aware destinations
Personal attention throughout the day

Small Packs and Personal Attention

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Experiences Built Around the Dogs

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Regular Photo and Video Updates

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Patient, Individualized Care

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Convenient Transportation

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Small Packs and Personal Attention • Experiences Built Around the Dogs • Regular Photo and Video Updates • Patient, Individualized Care • Convenient Transportation •

Personalized Care From a Trusted Team

Dog walks are provided by Jared Hocking and his trusted team of caregivers: Katherine Jones, Annie Oberleis and Holly Ferris.

We take time to understand each dog’s normal routine, energy level, walking equipment, communication style, triggers and favorite activities. Care instructions are shared clearly among the team so your dog receives a familiar, consistent experience.

Walks may include:

  • Neighborhood exploration and enriching sniff time

  • Structured exercise tailored to your dog’s energy level

  • Visits to nearby parks when appropriate

  • Calm reinforcement of safe leash habits

  • Water and rest breaks when needed

  • Meals, medication or other care when arranged in advance

  • A detailed update with photos after every visit

Our Services

  • A Calm, Positive Approach

    We believe a successful walk should help your dog feel safe, engaged and understood. We use patience, positive reinforcement and calm handling—never fear or punishment—to encourage cooperation and confidence.

    Before leaving the home, we check collars, harnesses, leashes and doors carefully. During the walk, we remain alert to traffic, weather, wildlife, unfamiliar dogs, hot pavement, winter salt and other neighborhood hazards.

    Walk length, pace and route are adjusted for puppies, seniors, high-energy dogs, rescue dogs and dogs who need additional space or structure.

  • Experience Shaped by Animal Rescue

    Jared has spent years volunteering, fostering, fundraising and advocating for dogs through organizations including PAWS Chicago, One Tail at a Time and the Michigan Animal Rescue League.

    Working with rescue dogs of different backgrounds and temperaments helped him develop practical experience in safe leash handling, reading canine body language, recognizing stress signals and allowing dogs to build trust at their own pace.

    That experience shapes the entire Chicago Adventure Pack team’s philosophy: listen to the dog, respect their limits and create positive experiences that help them succeed.

  • Walks Designed Around Your Dog

    Choose a 30-, 60- or 90-minute walk based on your dog’s age, health, routine and exercise needs. Puppy visits, senior-dog walks, enrichment visits and customized schedules may also be available.

    Every new relationship begins with a meet and greet so we can learn about your dog, review their routine and create a thoughtful care plan.

THE PACK LEADER

A Lifelong Dog Advocate and Trusted Adventure Leader

Jared Hocking is the founder of Chicago Adventure Pack. For more than 15 years, I have cared for dogs of different breeds, sizes, ages, personalities, and backgrounds.

My experience in animal rescue shaped the way I approach every dog—with patience, compassion, structure, and respect. I take time to understand each dog’s routines, favorite activities, fears, friendships, and unique quirks.

Loved by Chicago Dogs and Their People

Families trust Chicago Adventure Pack for dependable, personal care and meaningful outdoor experiences. Clients consistently tell us their dogs return home happy, fulfilled, and ready for a well-earned nap.

Let’s Make Every Walk Count

Tell us about your dog and the support you are looking for. We would love to design a walking routine that keeps them safe, active and excited for their next outing.