I ordered this boot in size 11.5 and fit is perfectly comfortable with plenty of toe room. My only complaint is that I ordered chestnut brown and what I received looks more like a dark brown . This color doesn't look like the beautiful light redish brown as in the picture . Still nice looking boots though that fit me well.buy a a half size less, I usually wear 10.5 but I bought size ten. It fits perfectly.I literally only wear my chaco sandals when it is warm enough to because ma feet hurt and shoes are but coats and sweaters on your feet. Anything flat makes my feed and knees hurt after like an hour. I have a collection of many beautiful dress shoes that I don't wear because after 2 days in them my body is angry. When I found out chacos makes mens chelsea boots I was PUMPED. I have size 12 in sandals and those never felt big, but in boot form they were. I returned and got an 11.5 and they're perfect. Great for wearing to the office to be a lil dressier than my comfy sneakers but also not too dressy. I shall be wearing them everyday when it is too cold or inappropriate to wear my chaco sandals. I was not paid by chaco.I’ve always thought of Chaco as a sandal company. That’s probably because that’s all I’ve ever purchased from them. I liked the style and comfort of these boots that I wound up buying two pairs and that’s highly unusual for me. They look great, they fit great, they’re comfortable as all get out, my friends like them and they look awesome with a pair of blue jeans. 5-Stars!Amazingly comfortable and a perfect fit. Very stylish too.Received boots that have been obviously worn. No packaging, just loose boots in a unmarked box. I am keeping them only because I work at a horse barn and they'll get ruined anyway. Ordered a second pair a half size bigger just incase they didn't fit and those arrived the wrong color but at least they were packaged properly.Overall a comfy boot. Pain to get on but I'm expecting them to loosen up over time. Not wasting my money on these boots againThe shoe runs so much bigger that the actual size. The chart is off! I tried 2 times to get this shoe and both times they send me a worn or tried on shoe that had creases. Not worth the trouble or price. And they never send you a brand new one.These run small and are the most uncomfortable shoes/boots I’ve ever worn. I put one on and there was no need to put the other one on.