hmm, this is a nice topic.
as i was posed with it not long ago.
as for iwc portuguese, between chrono and 7 days, u really have to wear it to find out which u'll like.
the 7 days look awesome in pictures both front n back but it's significantly thicker than the chrono version (maybe more than double).
so, if u're planning a dressy watch, the 7 day maybe a bit difficult on ur cuffs. but it's going to be ur working attire watch, i'm pretty sure the 7day will do fine.
as for ur other options. what other watches do u have? maybe u can share with us so that we can help out to see what else is missing.
recently i was reading a forum discussion about a "1 watch - what would u have". there were 2-3 main contenders, the VC overseas chrono, AP royal oak and Rolex daytona. u may consider these also as they are within ur price range.
btw, from the above i voted for the portuguese chrono as i've the exact model