If I upgrade to a 3 or 6 month package, do I pay all at once? April 26, 2022 00:02 Updated Yes, multi-month Basic, Premium, and Incognito packages are paid for upfront in a single lump sum, which is why they are heavily discounted.If you'd prefer to pay monthly, you can sign up for a monthly membership. It isn't possible to receive the discounted multi-month rate with monthly memberships. If you still need help, you can email a friendly human. Related articles Upgrading to OkCupid Premium from OkCupid Basic How do charges from OkCupid show on my bank statement? Paid Features and Subscriptions on OkCupid Refunds About OkCupid Premium