I love Betts Airflex for littlies. DD2 has the cutest silver pair of casual Mary Janes which have sparkles across the front. She's had them for ages now and they're still going strong and she's 20 months. The sole is soft and flexible but firmer than the really soft baby Skeanies. We also have Skeanies in the toddler range which were DD1's. they are soft pink Mary Janes and so gorgeous.

I also find Target's toddler range generally pretty good as the soles are usually flexible.