Apply payment directly to expense/pay for individual items
When a payment is made, you should be able to select the associated expense(s) & enter a $ amount to which expense the payment should be applied to.

An update: we’re still not planning to add the concept of a payment for a specific bill or a specific expense. We’ve left this idea under review for many years, but we’re not convinced it’s the right idea for Splitwise. We think focusing on a total balance makes things simpler in most cases. This is also how a bank balance works.
Here’s two potential work-arounds if you’re not satisfied:
1. Let’s say you want to set things up so you can see if people have specifically paid for a certain bill, or for a certain month of expenses. You can create a group just for that bill or month – then, when viewing that group, you will only see balances owed from that specific bill or set of bills.
2. Once you pay an amount and want to keep track of it being for a certain bill, you could use a comment on the payment and the expense. This would allow you to note down your intentions.
Also, since this request was added, we’ve added the following feature: if you ever /fully/ settle up with a friend or group, we automatically hide all bills before that time behind a tap or click to make things cleaner. This way, you generally can see only which bills specifically are affecting the group or friendship balance. (If things have been only partially settled, we leave everything visible.)
If you’d like to share more about why this feature is important to you, or why these workarounds are not sufficient, we always appreciate specific feedback so we can understand how it could help you specifically. For this reason, we’ll leave the request “under review”
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Anonymous commented
it'd also be great to hide/display what you already paid for from the dashboard to sorta clear it up.
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Narayanan Kashyap commented
Although paying back specific expenses will be a nice-to-have feature, this can quite easily be solved by paying up a certain amount and reporting just that amount as a pay-back.
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Anonymous commented
on the monthly breakdown, it would show the payments lined up with the correct response and you can see what is still owed for each expense.