I enjoy chelsea boots for more casual days but have had a pair of AE’s elastic wear out amazingly fast. I documented it on here. AE won’t fix it at any price and the cobbler I found wanted $100 dollars to do the replacement with no guarantee of the results. I have a pair of older chelsea boots that are quite old that still look beautiful but are very casual. I also like chukkas and have been considering side zips for a less casual boot like @Doc4 mentioned. I am interested in this thread as well!