International and Domestic Flight Nanny - Nationwide
Tail Swagger Pet Transport Service is located in the heart of Chicago and specializes in both domestic and international pet transportation. We provide tailored services that include flight nanny services, ground transport, and document assistance to ensure your pet's safe transit.
As a dedicated pet transport professional I bring a wealth of experience and passion to every pets journey. As a former USDA employee specializing in importing and exporting live animals and import/export documentation I have honed my skills in animal care and transport over the years. My comprehensive services include private 🚙 ground transport, ✈️ flight nanny services domestic and international, and international document assistance.
As an animal transport professional I’m registered with the Department of Agriculture (USDA). Whether your furry friend weighs under 20 lbs or over 80 lbs, rest assured that they will receive the best care throughout their journey.
I understand how important it is to trust someone with your pet's travel, which is why I prioritize clear communication and transparency from the initial inquiry to the final handover. If you're looking for a trusted partner to safely and comfortably transport your pet, look no further.
Book me through Petworks today!
- Licensed
- Insured
Pricing Packages
Domestic Travel in cabin requires the pet to be under 20 pounds and fit in airline approved carrier. This price is the fee for my services.
✈️ Airfare, airline pet travel fee and veterinary fees will be paid by client.
🚙 Door to door service available for an extra charge.
International Travel in cabin requires the pet to be under 20 pounds and fit in airline approved carrier. This price is the fee for my services
✈️ airfare and airline pet travel fee paid by client
🐶 veterinary fees paid by client
✅ can assist with documents for an extra fee
How do you serve precious pets?
- Pet Transport
- Flight Nanny
- Pet Relocation
- Pet Moving
- Puppy Transportation
At what level do you transport furry/fleecy/spiky travelers?
- Flight Nanny
- National Pet Relocation
- Regional Pet Transport
What part of the animal kingdom do you serve?
- Cats
- Dogs
- Horses
What licensing do you have?
- Business License
- USDA Licensed
What size animals do you work with?
- 20-39 lbs
- 40-79 lbs
- 80+ lbs
- under 20 lbs
Bonded and Insured
- Insured
How do you communicate during transport?
- 24/7 phone contact during transit
Are you registered with the Department of Agriculture (USDA)?
- Yes
Do you help with health certificates and travel paperwork?
- Yes - guidance only (we advise, pet parent handles vet visit)
Which part of the country do you serve pets?
What year did you begin serving pets?
How did you hone your craft?
What is one thing you want pet parents to know about you? It can be whatev-fur you'd like!
Cat-astrophes happen! What is your cancellation policy?
Regular hours
- Sunday 12:00 AM – 11:59 PM
- Monday 12:00 AM – 11:59 PM
- Tuesday 12:00 AM – 11:59 PM
- Wednesday 12:00 AM – 11:59 PM
- Thursday 12:00 AM – 11:59 PM
- Friday 12:00 AM – 11:59 PM
- Saturday 12:00 AM – 11:59 PM
Times shown in Central Time (CT). Exact hours may vary from week to week.
Distinction
Customer Reviews
Working with Rocky was a wonderful experience. I was undertaking a major move from Chicago to New York and had never flown with my dog before. As she has anxiety issues even traveling in the car I knew it would be complicated. And I had a lot of other issues to deal with, so I wanted someone who could make that part of my life easier.
From the beginning Rocky was easy to communicate with. It took me about 6 weeks of going back and forth, trying to decide, and Rocky was very patient during the whole time. I liked that he had an extensive history of transporting animals and was very familiar with the process at O'Hare Airport. He was very clear and helpful in planning how everything would go, and what I needed to provide (food, health certificates, etc.) I loved that he provided the right size carrier for my dog and let me keep it so now I can travel in the future with the right equipment. Overall he was very professional but personable and reassuring so that I was confident I could trust my dog with him. The trip went extremely well, without a hitch, and when we arrived at the airport I could see she had been well taken care of. I highly recommend Rocky and would hire him again in a similar situation.
- Maggy FPet Pro's Response:
Maggy and Zazou were great to work with, Zazou was so sweet and is such a good dog. Congratulations on your move to New York!
- Rocky VentrelloThanks to Rocky Ventrello, we were able to get our three cats across the country from east coast to west. We didn't know how we would accomplish that feat because I couldn't fly, and the cats' owner couldn't drive. Rocky made it happen (and with fairly short notice, not that I recommend that part).
He explained the process and planned the trip nicely, communicating the process, steps, and possible changes. Rocky was accommodating, reassuring, and nice.
The cats had never flown before. Rocky ordered the carriers, harnesses, and leashes for their flight to be sent to us so that the cats could get used to the carriers, and there would be no switching of crates at the airport, where the cats could get loose. (No other transporter I spoke with ordered the gear or had the cats on leashes and harnesses so that they couldn't get loose at security.)
Rocky took all three of them through airport security with no issues. He frequently checked on the cats in-flight to see how they were doing. (They were under passenger seats in front of him in the cabin. We would never fly our pets in cargo.) During the long wait pre-flights and layover, he paid attention to the cats, prioritizing their care and safety.
Rocky went above and beyond. We would absolutely hire him again if we need pet transporting services, and I recommend him whole-heartedly. Thank you so much, Rocky. I don't know what we would have done without you.
- D PPet Pro's Response:
Working with Dee was a pleasure. She communicated well, the kitty’s did great throughout the transport. Happy that they have a new home!!
- Rocky VentrelloRocky was absolutely a great Flight Nanny for my precious little Maltese. He was so sweet to her and by the time they got to my house she looked at him like he was her daddy
- Deb MI took a huge risk trusting my puppy to someone I knew very little about — I just had a good feeling about Rocky. And I’m so glad I did because I couldn’t be happier with the experience. He was very communicative, and seemed to really care that I didn’t worry about a thing. The process went very smoothly. Highly recommend.
- Sarah ORocky is a pet hero and welfare advocate for all animals. He is genuinely empathetic and devoted to his mission to protect the emotional well being of pets. There is no one else who is more attuned to a pet's needs. In addition, Rocky is an astute, experienced and well organized traveling pet nanny and travel planner. There is no one more prepared for your pet than Rocky.
- Anthony CPet Pro's Response:
Working with Tony was great, he was very responsive. He ensured that his pet Judy was ready to travel.
- Rocky VentrelloRocky was an exceptional flight nanny. He communicated with me through the entire process and I never felt out of the loop.
I absolutely give my highest recommendation for Rocky.
Pet Pro's Response:
Michael was great to work with. Ron was a great pup to travel with. Congrats!!
- Rocky VentrelloHow do you serve precious pets?
- Pet Transport
- Flight Nanny
- Pet Relocation
- Pet Moving
- Puppy Transportation
At what level do you transport furry/fleecy/spiky travelers?
- Flight Nanny
- National Pet Relocation
- Regional Pet Transport
What part of the animal kingdom do you serve?
- Cats
- Dogs
- Horses
What licensing do you have?
- Business License
- USDA Licensed
What size animals do you work with?
- 20-39 lbs
- 40-79 lbs
- 80+ lbs
- under 20 lbs
Bonded and Insured
- Insured
How do you communicate during transport?
- 24/7 phone contact during transit
Are you registered with the Department of Agriculture (USDA)?
- Yes
Do you help with health certificates and travel paperwork?
- Yes - guidance only (we advise, pet parent handles vet visit)
Which part of the country do you serve pets?
What year did you begin serving pets?
How did you hone your craft?
What is one thing you want pet parents to know about you? It can be whatev-fur you'd like!
Cat-astrophes happen! What is your cancellation policy?
Customer Reviews
Working with Rocky was a wonderful experience. I was undertaking a major move from Chicago to New York and had never flown with my dog before. As she has anxiety issues even traveling in the car I knew it would be complicated. And I had a lot of other issues to deal with, so I wanted someone who could make that part of my life easier.
From the beginning Rocky was easy to communicate with. It took me about 6 weeks of going back and forth, trying to decide, and Rocky was very patient during the whole time. I liked that he had an extensive history of transporting animals and was very familiar with the process at O'Hare Airport. He was very clear and helpful in planning how everything would go, and what I needed to provide (food, health certificates, etc.) I loved that he provided the right size carrier for my dog and let me keep it so now I can travel in the future with the right equipment. Overall he was very professional but personable and reassuring so that I was confident I could trust my dog with him. The trip went extremely well, without a hitch, and when we arrived at the airport I could see she had been well taken care of. I highly recommend Rocky and would hire him again in a similar situation.
- Maggy FPet Pro Response:
Maggy and Zazou were great to work with, Zazou was so sweet and is such a good dog. Congratulations on your move to New York!
- Rocky VentrelloThanks to Rocky Ventrello, we were able to get our three cats across the country from east coast to west. We didn't know how we would accomplish that feat because I couldn't fly, and the cats' owner couldn't drive. Rocky made it happen (and with fairly short notice, not that I recommend that part).
He explained the process and planned the trip nicely, communicating the process, steps, and possible changes. Rocky was accommodating, reassuring, and nice.
The cats had never flown before. Rocky ordered the carriers, harnesses, and leashes for their flight to be sent to us so that the cats could get used to the carriers, and there would be no switching of crates at the airport, where the cats could get loose. (No other transporter I spoke with ordered the gear or had the cats on leashes and harnesses so that they couldn't get loose at security.)
Rocky took all three of them through airport security with no issues. He frequently checked on the cats in-flight to see how they were doing. (They were under passenger seats in front of him in the cabin. We would never fly our pets in cargo.) During the long wait pre-flights and layover, he paid attention to the cats, prioritizing their care and safety.
Rocky went above and beyond. We would absolutely hire him again if we need pet transporting services, and I recommend him whole-heartedly. Thank you so much, Rocky. I don't know what we would have done without you.
- D PPet Pro Response:
Working with Dee was a pleasure. She communicated well, the kitty’s did great throughout the transport. Happy that they have a new home!!
- Rocky VentrelloRocky was absolutely a great Flight Nanny for my precious little Maltese. He was so sweet to her and by the time they got to my house she looked at him like he was her daddy
- Deb MI took a huge risk trusting my puppy to someone I knew very little about — I just had a good feeling about Rocky. And I’m so glad I did because I couldn’t be happier with the experience. He was very communicative, and seemed to really care that I didn’t worry about a thing. The process went very smoothly. Highly recommend.
- Sarah ORocky is a pet hero and welfare advocate for all animals. He is genuinely empathetic and devoted to his mission to protect the emotional well being of pets. There is no one else who is more attuned to a pet's needs. In addition, Rocky is an astute, experienced and well organized traveling pet nanny and travel planner. There is no one more prepared for your pet than Rocky.
- Anthony CPet Pro Response:
Working with Tony was great, he was very responsive. He ensured that his pet Judy was ready to travel.
- Rocky VentrelloRocky was an exceptional flight nanny. He communicated with me through the entire process and I never felt out of the loop.
I absolutely give my highest recommendation for Rocky.
Pet Pro Response:
Michael was great to work with. Ron was a great pup to travel with. Congrats!!
- Rocky Ventrello✈️🚗 Pet Transport in Chicago, IL with Rocky Ventrello
Rocky Ventrello is a USDA-registered pet transport professional based in Chicago, Illinois. Rocky provides door-to-door transport for dogs, cats, and other pets, from short regional trips to cross-country moves. Every trip is planned around your pet's safety and comfort, from pickup to drop-off.
Quick Facts About Rocky Ventrello
Location: Chicago, IL
Service: Door-to-door pet transport
Pets: Dogs, cats, and other pets
Distance: Local, regional, and nationwide
Booking: Request a free quote on PetWorks
Protection: Every PetWorks booking includes Care Coverage
Pet Transporter Serving Chicago, IL and Beyond
Pet owners in Chicago choose Rocky for local trips, long-distance moves, and one-way transport to any U.S. destination. Whether you are relocating to a new home, buying a puppy from a breeder, or sending a pet to family, Rocky can plan a safe route from Chicago to wherever your pet needs to go.
Moving a Pet To or From Illinois
Interstate pet travel often requires a veterinary health certificate and proof of rabies vaccination, and requirements can vary by destination. Rocky will review your pet's travel documents with you after booking and let you know what to prepare before pickup in Chicago.
Safety and Compliance Standards
Rocky Ventrello follows USDA requirements for pet transport, along with airline and ground transport rules where they apply. That includes proper paperwork, secure and appropriately sized carriers, and safe handling from pickup to delivery.
How to Book Rocky on PetWorks
Review Rocky's PetWorks profile to see credentials and client reviews, then request a free quote or start a conversation. When you are ready, book securely through PetWorks using major credit cards, Apple Pay, Google Pay, Affirm, Klarna, or Link. Every booking includes PetWorks Care Coverage, and the PetWorks Concierge team is available if you have questions.
What to Expect When You Hire a Pet Transporter
After booking, Rocky confirms pickup details and walks you through how to prepare your pet. Expect climate-controlled travel, regular potty and water breaks, comfort checks, and updates along the way so you always know how your pet is doing. Many owners find it helps to send along a familiar blanket or toy, along with feeding instructions and any medication details.
Pet Transport FAQs: Rocky Ventrello in Chicago, IL
Who is Rocky Ventrello?
Rocky Ventrello is a pet transport professional in Chicago, Illinois, available to book on PetWorks for local, regional, and nationwide pet transport.
Can Rocky transport my pet outside of Illinois?
Yes. Rocky offers long-distance and interstate pet transport, including cross-country trips.
How much does pet transport from Chicago cost?
Pricing depends on distance, your pet's size, and the type of trip. Request a free quote on PetWorks to get a price for your route.
What should I prepare before my pet is picked up in Chicago?
Have your pet's vaccination records and any required health certificate ready, plus feeding instructions, medications, and a comfort item. Rocky will confirm the details with you after booking.
Will I get updates during the trip?
Yes. Rocky provides regular updates so you know how your pet is doing from pickup to delivery.
Is my pet covered when I book through PetWorks?
Every PetWorks booking includes Care Coverage, an added layer of protection for your pet's journey.
Get Started Today
Ready to book pet transport in Chicago, IL? Request a free quote from Rocky Ventrello on PetWorks and find the right transporter for your pet's next journey.