10 days 9 nights

Hello.

Will be arriving on 13.12 (11.00am) and have plans go cover Tokyo and Hokkaido as well.

13.12 - arrival at osaka in the morning and take a flight to Hokkaido. To spend 3 nights in Hokkaido
15.12 - Tokyo including mount Fuji and haneda (2 nights)
17.12 - kyoto /osaka (plan to go kobe to try out their beef)
21.12 - departure from osaka.

1) Will the itinerary above be good using 7 or 14 days JR pass? What's the price for 7 and 14 days pass?

2) what's the weather like at that time?

3) what's the air ticket price range to Hokkaido?

Please feel free to rearrange the itinerary.

Thank you.

Regards