There’s nothing more satifying than a nice double or triple dip – earning miles multiple ways for the same purchase. Specifically, I like when I earn miles for meals through dining programs, OpenTable, AND my points earning credit card. I also enjoy doing the same with my retail purchases – always buying items through airline affiliated shopping portals (which link to the same exact site like saks.com, target.com, etc) and using a miles/points earning credit card.
I haven’t been able to double dip much when it comes to airfare, but I just ran across this promotion with US Airways and Booking Buddy, which gives a whopping 18 miles per dollar spent. A $1,400 ticket will yield you enough miles for a free domestic round trip - not bad! I’m not sure how long this will last, but if you have airfare to book, you might as well do it through this partnership. I haven’t done it personally, but a well-established Flyertalker has, which you can read about in this thread .
I’d recommend taking screen shots (Print-Screen button, paste into MS Paint, and save) and keeping careful track of what’s spent in case you need to chase down the miles owed to you. As for Booking Buddy – they are a legitimate site, so I wouldn’t worry about that.
I don’t have any immediate airfare to book, but let me know how it goes if you decide to do this. It could be quite lucrative – especially if you can finagle booking airfare for a large group (and then getting reimbursed).