Daydream your getaway

Enter to win

Two (2) round-trip tickets to any Alaska, Horizon, or Hawaiian Airlines destination in North or Central America, or Hawaii!

  • ONE WINNER will be announced on Thursday November 20 and notified via email.

  • Vouchers are valued at $1,250 each.

  • No blackout dates .

  • Vouchers must be ticketed prior to11/20/2026.

  • First Class paid upgrades or mileage plan upgrades are allowed.

  • Raffle tickets are on sale until 6:15pm, November 20th 2025.

  • Raffle open to Oregon residents 18 years and older only.

  • ORPIB staff is not eligible to participate.

  • ORPIB cannot guarantee route availability. Please check Alaskaair.com to search for routes and destinations in North and Central America and Hawaii.

Only 100 chances to win! Grab yours before they sell out!

Fly with Pride Raffle FAQ

  • These travel vouchers are valid for round-trip main cabin travel to any destination in North America, Central America, and Hawaii on Alaska, Horizon, and Hawaiian Airlines.

    Click here to check specific departure and arrival cities.

  • Oregon Pride In Business (ORPIB) is a 501c6 nonprofit organization. Contributions are not tax-deductible as charitable giving, but may be as a business expense. Please consult your tax professional.

    If you need a tax professional, please consult our Member Directory.

  • Building on a successful 90-year history, Alaska Airlines strives to be the most caring airline.

    • Alaska Airlines and their regional partners serve more than 120 destinations across the United States, Belize, Canada, Costa Rica and Mexico. As a member of the oneworld global alliance,

    • Alaska guests can travel to more than 900 destinations on more than 20 airlines while earning and redeeming miles on flights to locations around the world.

    • Alaska Airlines is on a journey to care for the incredible places they fly to by reducing greenhouse gas emissions, eliminating their biggest sources of plastic waste and strengthening local ecosystems. This journey is a combination of daily action and innovation to drive long-term change.

    • Fly on Alaska Airlines and enjoy high-speed satellite Wi-Fi, free chat, free movies and entertainment and a rotating seasonal menu.

    • With Alaska's emphasis on low fares and award-winning customer service from 23,000 employees and an industry-leading loyalty program, it's not uncommon to hear guests say, "I love Alaska" when talking about the airlines.

  • Escape to the Paradise of the Pacific

    Alaksa routes to HonoluluMauiKona or Kauai

Buy Raffle Tickets Now!