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Prompted to log in over and over during check out

Marci 0 Reputation points
2026-03-03T05:42:28.92+00:00

I have the Office Home 2024 in my cart. When I click on Checkout, I'm prompted for my password which I enter. Each time the screen refreshes and I'm prompted for my password again. I've tried typing in my password, using my passkey, using Chrome, using Safari, using an incognito window, I cleared my cache and cookies and browsing data, I tried logging in on my phone. Nothing has worked.

Microsoft 365 and Office | Subscription, account, billing | For home | MacOS
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  1. Estrella721 34,440 Reputation points Independent Advisor
    2026-03-03T06:24:04.38+00:00

    Hi,

    This is not a password issue. What you are experiencing is a sign in session loop on the Microsoft Store page.

    Since you have already tried different browsers, incognito mode, clearing cache, using a passkey, and even another device, the issue is most likely related to your Microsoft account session or a temporary server side problem.


    If the loop continues, remove the item from your cart, sign out again, sign back in fresh, and then add the product to your cart again. Also temporarily disable any browser extensions such as ad blockers, VPNs, or security extensions, as these can interfere with the checkout authentication process.


    If the issue persists across multiple devices and networks, you will need to contact Microsoft Store Support directly.

    • Go to https://support.microsoft.com
    • Sign in with your Microsoft account.
    • In the search bar, type Billing or Microsoft Store purchase issue and press Enter.
    • Select a related topic, scroll down, and click Contact Support.
    • Choose Microsoft 365 and Office or Microsoft Store, then select Chat with a support agent or request a call back.
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  2. Q&A Assist
    2026-03-03T05:42:40.5533333+00:00
    AI generated content. This question contains an answer created with AI from Q&A Assist. Learn more

    The repeated sign-in loop during checkout matches a known issue with purchases in the Office 365/Microsoft 365 portal.

    Use these steps in order:

    1. In the browser used for checkout, open Internet Options (on Windows, via Internet Explorer; on Mac, perform equivalent security/privacy checks in the browser used):
      • Ensure that cookies are not disabled.
      • Use a Medium-equivalent setting for Internet privacy, or explicitly allow first‑party cookies.
    2. If using Internet Explorer specifically (or Edge in IE mode):
      • Go to Tools > Internet options > Security.
      • For both Internet and Local intranet zones, make sure Enable Protected Mode is selected. Click each zone and verify the setting.
    3. If the sign‑in loop persists and you see messages like “Sign-in required for security reasons, please try signing in again,” update the account profile data used for billing:
      • Edit the company profile (or account profile) and make sure address, city, state, ZIP/postal code, and phone fields contain valid information.
      • Edit the user ID profile as well so all required fields are complete and correct.
      • Sign out of the portal completely, then sign back in and try checkout again.
    4. If checkout still fails after the above, start from a clean session:
      • Close all browser windows.
      • Reopen the browser in a private/incognito session.
      • Sign in to the Microsoft/Office portal and attempt the purchase again.
    5. If none of these steps resolve the loop, contact Microsoft support for direct assistance with the purchase and account profile validation.

    References:

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