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ActiveReviewed on September 17, 2026

Microsoft Rewards Sweepstakes #119 — Olivia Rodrigo Flyaway

Microsoft Rewards Sweepstakes #119 offers an entertainment-led grand prize built around Olivia Rodrigo and Las Vegas. Eligible users can enter through the Rewards program or use the free mail-in alternative described in the official rules.

Official rules page for Microsoft Rewards Sweepstakes #119 with the published eligibility and dates.

Key facts

Type
Sweepstakes
Status
Active
Organizer
Microsoft Corporation
Available in
United States, District of Columbia, Puerto Rico
Starts
September 15, 2026 · 12:00 AM
Closing date
October 31, 2026 · 11:59 PM
Prize
One winner and one guest receive a Las Vegas flyaway package with round-trip air travel, two hotel nights, a $1,000 prepaid card and two tickets to an Olivia Rodrigo concert scheduled for December 19, 2026.
Purchase required
No
Go to the official promotionView official rules

Quick check

Can I enter?

Tick the core eligibility points you satisfy.

This quick check is only indicative. The official rules remain the final reference.

How to enter

It is worth checking the official route again in case the organizer has updated a practical detail, the timeline or a prize condition.

  1. Open the official Microsoft Rewards rules for Sweepstakes #119 and confirm the current prize terms.
  2. If you prefer the online route, sign in to Microsoft Rewards and redeem points for sweepstakes entries on the Rewards redemption page.
  3. If you do not want to use points, review the free mail-in AMOE in the official rules and send the required postal entry correctly.
  4. Keep your confirmation or mailing proof for your own records.

What you can win

The appeal here is the experience itself: the promotion is not just a concert ticket giveaway, but a full travel-style package with flights, hotel and spending money.

If you already use Microsoft Rewards, the online route is straightforward, but the free mail-in option can be useful if you do not want to spend points.

Travel-based entertainment sweepstakes usually depend on scheduling flexibility, so the official rules are especially worth checking before you enter.

What to check before entering

Winner selection and notification

Microsoft’s official rules remain the final source for eligibility, draw administration, winner selection, travel validation and notification terms.

Entry limit: Online entry uses Microsoft Rewards points according to the redemption options shown in the program; the official rules also describe a free alternative mail-in method.

Sources reviewed

Sources reviewed: official promotion materials linked below.

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