The deadline to enter is October 2nd, 2016. See the Official Rules for entry guidelines. It sounds to me like you can enter daily, although it does not come right out and say that.
The Grand Prize drawing will be held on or about October 12th, 2016.
The Grand Prize Winner will receive:
- $12,000 awarded in the form of a check which may be used, at the winner's discretion, toward one year's mortgage payment
- Round trip airfare for two
- two nights' hotel accommodations
- two tickets to a World Series game
- and ground transportation
Good luck in this awesome sweepstakes, everyone!