I first flew with Wynston on an airplane back in 2015. I remember being really nervous because I didn’t know what to expect. Would it be stressful? How nervous was Wynston going to be? What if he got sick? How much of a hassle was the whole process? These were all questions that I’d soon get the answer to, and it took a couple of airplane trips to really get a flying routine into place. While everyone’s dog and travel experience is different, I now have some super great tips for flying on an airplane with your pup. I’ve managed to make airline travel with a canine companion painless and fun. Here are some tips for traveling on an airplane with a dog.