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@OP, I haven't reviewed our policy in a while, but I've been doing it with no questions asked.
When I started with the firm years ago an engagement manager had me provide her screenshots demonstrating the flights were same if not cheaper. I tell my team to capture a few screenshots to provide if questioned
Highly discouraged to use personal cc for any work expenses except stuff covered through per diem. They are also getting a lot stricter in managing that behavior out of the firm. Flex travel is generally acceptable on projects
No, maybe you can get away with it once, but hotels should be by policy on diners club card.
For clarity, how do you define flex travel?
Flex travel / alt travel - being able to expense a flight for the weekend other than your home base. At an equal or cheaper cost ofc