Sadly, I can't find a pair of boots -that I like and that fit my skinny calves- to save my life! I do own a pair of Rocketdog boots:
They don't really fit like I want them to. I can't wear them with skirts because of how loose they are around my chicken legs. They're not slouchy-cute, they're slouchy-stupid.
But I have better luck with other types of shoes. I own at least 4 pairs of the ubiquitous Chucks. The reason there are 4 pair, by the way, is that 2 pairs of them have holes in the sole so I can't wear them when it's been raining/is raining. As you know, Portland isn't known for it's dryness.
My favorite shoe brand is BC Footwear. They're not all vegan, but they have had a lot of cute shoes. Samples of such that I have had the pleasure of owning:

Michelle C's cute vegan Saucony's on the left, my beloved BC's (RIP) on the right

I love this pair, I'm wearing my brown pair right now...
Yes, I have 2 pair of the same shoes in brown and in black. There's a good reason for this! My sister and I found these shoes on sale in a Delia's catalog and we each got a pair, but hers were too small (and they didn't have the half size larger she needed), therefore I got both. The black ones now have a hole in the sole and so no longer are wearable in the rain...sad face.
Ok, now, I have 2 pairs of another BC shoe...so this might seem like I have a problem. It does sound like it. BUT! These shoes are so cute! I thought I found them in a better color, so I had to get the second pair when I saw them at Buffalo Exchange, a used clothing and shoe store.

They're the ones at the end. Man, I love the red ones even more than the ones I have!
So I initially got them in navy patent pleather...then found them in a white and black striped fabric. Both have the white wedge. I've never worn the white and black stripe pair and have only worn the navy ones once. It's sad, I love them so, but never feel like they go with anything I wear.
I own 2 pairs of the same kind of Vans, one in Citrus (Florida native represent!) and the other in an awesome green (they were on sale!). I easily find tennis shoes, it seems. I also find Chuck's to be really comfortable, so I'm fortunate. I hike and work in them, no problem.
I love checking in at Ross, Marshalls, Payless and the like for vegan shoes. I haven't found any lately, but I it's always the surprise of a good shoe find that keeps me going. I currently have banned myself from buying any black colored flats. I, sadly, lost my favorite pair of flats about 6 months ago. They were red, from Target, and awesome.
Online store:
Lulu's - they even have the vegan shoes tagged Zappos - I had an expensive experience recently and now don't ever want to buy from an online place that doesn't do free shipping to you and return shipping.