Best, most Comfortable Flats?

What is your price point?

I think AGL makes most comfortable flats. I also like Tory Burch Edie flats. I have three pairs - very plain - no logo. When I went to NYC a few years ago, all of my shoes gave me blisters. I had to buy Kenneth Cole ballet flats - they were the best! Heads and tails above all other shoes and cost a fraction of what I normally spend on shoes. I literally wore them out and still morn the closing of the CLT Kenneth Cole boutique!

Have you tried on LV flats? - they all run differently. I love the new suede Oxford tri color from the fall line. I have RV patent ones which are very comfortable.

My last suggestion is gucci. I love gucci leather and they make wide shoes.
 
Given the description of your basic outfits, you could probably wear a variety of different flat shoe designs. Although, based on your preferences, I'd personally focus on fit and comfort over brand/designer/design.

Beyond ballet flats, you could try:

loafers
boat shoes
creepers
fashion sneakers
brogues
oxfords
mary janes
smoking slippers (these are usually not slippers, but some are like slippers)
or flat sandals, flat boots, flat shoes (not ballet/ballerina)

Here are a few links with ideas/inspiration:

Best flats: http://www.theguardian.com/fashion/gallery/2012/apr/17/best-ballet-pumps-in-pictures#/?picture=388816491&index=0
Everyday flats: http://www.realsimple.com/beauty-fashion/shoes-accessories/shoes/flat-shoes-00100000084243/index.html
Best flats (mostly ballet/ballerina): http://www.brit.co/ballet-flat/
Best ballet/ballerina flats: http://www.luckymag.com/style/2013/07/editor-approved-ballet-flat-brands_slideshow_item0_1
Most comfortable shoes (i.e. walking/travelling/everyday, too): http://travel.nytimes.com/2013/04/21/travel/shoes-the-pros-use.html?pagewanted=all&_r=0
More flats (esp for travelling): http://glamouroustraveller.com/2013/03/13/what-shoes-to-wear-when-travelling/

GL! :smile:
 
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I guess my budget is a 300ish or so? I'm not opposed to paying more since I wear the hell out of my shoes. I have yet to find a comfortable ballet flat, would also be interested in loafers/smoking slippers
 
I just got a pair of repetto flats. I haven't actually wore them out but they are amazing when I tried them on.
I dont like Tory burch at all. They kill the back of my feet!! But repetto are handmade so it feels a lot better