Unfortunately, there’s currently no way to combine invoice lines from multiple sources.
But I think there could be room for improvent here.
First, I wonder why you are using Sales Invoices in this way.
Instead, you should have used a Sales Order which is, for all practical purposes, a draft Sales Invoice which you don’t have to delete. In fact, you shouldn’t delete it at all.
But still, you will have to create multiple invoices per customer per month:
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One combined invoice for all Billable Time and Billable Expenses entries.
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One invoice for each outstanding order.
There’s already an idea for dealing with point (2) above:
This would reduce the number of monthly invoices required from many to only Two in your case.
But this got me thinking about another solution that would cross paths with that idea and make it such that just One invoice is required.
Why not instead of merging, better yet – in addition to copying and merging, why not make uninvoiced Order lines appear in Uninvoiced section?
@lubos, what do you think of this? Would this be a candidate worth including under ideas?