Originally Posted by
AlexSTC
Lets say I am planning a trip to somewhere like Hawai'i from NYC should I use the points to book the flight or should I pay for it (500-600) and get miles or perhaps do a mix of cash and miles?
You're best off with the revenue ticket as that's a fairly low fare and you'd be earning more miles. If you have elite status and route through CA, you'd have a decent shot at an upgrade (if on UA/CO). (Although, yes, with the CO OP+ card and elite status, you stand a slim chance of getting an upgrade on the ticket.)
Cash and points are likely a waste.
Originally Posted by
AlexSTC
Also, If I use points for a flight will I earn miles for status?
No, unless we're talking about something like paying with Amex MR points.
Originally Posted by
AlexSTC
What are the best places to use miles for I know within the USA is a waste.
International business or first class travel comes to mind for getting a good value out of miles.