I would contact the airlines and see what you can get in the most direct flight from Indiana to Florida. The fewer changes of plane, the better.
I've had three dogs shipped to me so far. The last was my chow pup, who flew from Ontario, Canada to Alaska at the age of 8 weeks. If the breeder has done their work properly (with socialization, crate training, etc.) then your pup will probably handle it just fine. But a pup that hasn't been crate trained ahead of time may very well be very spooked by the whole procedure. Two of the three who came to me did great - one had a very traumatic time and it's affected her personality.
Good luck!
Melanie and the gang in Alaska