Shopping gurus, please help. LO is 18 months and wears a size 5. We already have a pair of winter boots for her but we also would like to get her a pair of warmer sneakers OR ankle boots OR leather shoes. She is currently wearing Converse but I know I will give up my own pair as it gets colder so we need something else. Any recommendations? I also don't want to spend an arm and a leg, I'd prefer to spend between $25 and $35 but am willing to spend up to $50 for the right pair.

Here are two pics of what I'm thinking of:

These Stride Rite shoes, but not the color. Looking for something more neutral. And these brown Kai Run Booties but 1) out of my price range at almost $60 and 2) start at size 8: