Anyone used iron-on transfers with hats?

[The Lion King]

I am getting ready to order our shirts from Jiffy and noticed that they had bucket hats for a good price. Would I be able to use some of our designs/transfers on the hats? Thanks.

 

[nonzerosum]

I'm not sure about hats, but I have had good success with Disney Store iron-ons on slippers and backpacks. It was a bit trickier than with T-shirts, but it did work and the results are pretty cute.