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 OkCupid Paid Features & Subscriptions: Basic, Premium, Incognito Refunds About OkCupid Premium How do charges from OkCupid show on my bank statement?