There are 3 primary ways to record expenses. It depends if your business first wants to record bills. If you do (assuming you are on a accrual basis) then you would use the "Enter Bills" the "Pay Bills" from the + sign in the top right corner.
If you want to record an expense, the most simple way is to go to the + sign and click "Expense" or "Check". The difference is the checks can be printed and expenses can not be assigned to print.
When you record your expense or bill payment, make sure you select the correct register and the date.
If you do this correctly, you can match the bank feeds.