After I retired in 2013, I commuted to Envoy in NYC and ORD for a year. Getting flights in and out was not a problem (Friday and Monday flights are pure entertainment! Party animals on the way in and depressed, hungover, broke people leaving on Monday).
The tough part was the work rules and commuting. For a year, I basically had enough time at home to throw the clothes in the washer, take a nap, and leave for another 4 - 6 days...
Cheers