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People prefer choosing a departure and destination before choosing an airline company

It appears that your interface is reflecting the point of view of the employer not the employee.

Simplifying it goes like this : the employee wants to take some days off and the employer wants to know what type of days off.

Therefore I propose this workflow :

  1. Browse a calendar and a balance
  2. Choose the first day of the period
  3. Maybe choose the last day of the period
  4. Allocate the days according a dynamic balance with the different types of time off (Only the true balance is helpful here)
  5. Send a request or inform whomever needs to be informed

Roughly something like that :

mockup

download bmml source – Wireframes created with Balsamiq Mockups