The cost of dog sitting in Chicago in 2026 depends on service type, neighborhood, and duration. Standard rates range from $20–$30 for drop-in visits to $50–$100 for full-day in-home care.
Chicago Dog Sitting Pricing by Service Type
- Drop-in visits (30 min): $20–$30 per visit
- Mid-day visits (60 min): $30–$45 per visit
- Full-day sitting (8 hours): $50–$100 per day
- Overnight boarding (in sitter's home): $50–$85 per night
- Extended overnight (24 hours in your home): $75–$120 per day
- Luxury/premium services: $100–$150 per day
Additional Cost Factors
Multiple dogs: Add $5–$15 per additional pet. Puppies (under 1 year): Add $5–$10 for extra attention. Special needs/medications: Add $5–$15 depending on complexity. Holiday rates: Add $10–$20 during major holidays (Thanksgiving, Christmas, New Year's).
High-demand Chicago neighborhoods like Gold Coast, Lincoln Park, and River North command premium prices ($50–$75+ for daytime care), while South Side and northwest neighborhoods offer more affordable options ($30–$45). Compare Chicago dog sitters or check our detailed rate guide.