Hi, Kayla!
Kayla, I know EXACTLY how you are feeling. When the
stroller regulations changed a few years ago, I think I measured ours about 50 times because it was
right there at the limit.
Kayla, while I wish I could fly to Illinois and give you an extra set of eyes on your measurements, what may help is to tell you how they measure strollers at Walt Disney World Resort.
When you arrive, if a Cast Member has concerns about the size of your stroller, they will direct you into a different area for measurement. Now, instead of whipping out a yardstick, they have a painted square on the ground that is exactly 31 inches by 52 inches. If you cruise your stroller in the box and it fits, you are good to go! If not, you will have the option to
rent one in the theme park.
So, what I would recommend that you do is to mark out a square on the ground with tape and roll your stroller in. As long as your stroller is exactly 52 inches or shorter you will be good to go, but measuring it the way that they do may help you visualize it if you still have concerns.
I hope that this gave you a little peace of mind, Kayla. Please come back here to planDisney if we can help you plan a vacation that is practically perfect in every way.
See you real soon!
Sarah B.