Travel Deals Weekly — 2026-06-06
This week's best deals include cheap transatlantic flights starting at $196 roundtrip, up to 80% bonus point purchase promotions across major hotel chains, and new Hyatt properties offering 500 bonus points per night. June is an ideal month to lock in summer travel with multiple airline sales and loyalty program bonuses active through month-end.
Travel Deals Weekly — 2026-06-06
✈️ Top Flight Deals
Washington DC → Portland, Oregon
- Price: $196 round-trip
- Airline: Alaska Airlines
- Travel dates: Summer 2026
- How to book: Search on Alaska Airlines or major OTA sites for non-stop availability
- Deal quality: Exceptional—well below typical West Coast fares for summer travel
Seattle → Fort Myers, Florida
- Price: $246 (Basic Economy) / $356 (Regular Economy) round-trip
- Airline: Delta Air Lines
- Travel dates: Near-term availability
- How to book: Delta.com or OTA booking engines; $356 includes advance seat assignment and carry-on
- Deal quality: Strong mid-range pricing—Regular Economy includes standard perks
Phoenix → Louisville, Kentucky
- Price: $226 (Basic Economy) / $326 (Regular Economy) round-trip
- Airline: American Airlines
- Travel dates: Current availability
- How to book: AmericanAirlines.com; Regular Economy includes carry-on and advance seat selection
- Deal quality: Competitive regional pricing with good economy benefits at $326
New Orleans → Medellin, Colombia
- Price: $327 round-trip
- Airline: United Airlines
- Travel dates: Summer 2026
- How to book: United.com or travel aggregators for Caribbean/South American routes
- Deal quality: Strong summer pricing for Latin America access
🏨 Hotel & Accommodation Deals
Wyndham Rewards Points Purchase Bonus
- Details: Up to 80% bonus on purchased points (June 2026 rate: 0.72 cents per point). Active May 27 – July 3, 2026
- Valid through: July 3, 2026
- Best for: Wyndham members looking to top up accounts for summer stays; sweetest deal for those needing flexible redemptions
Hyatt: 500 Bonus Points at New Properties
- Details: World of Hyatt members earn 500 bonus points per night at participating new hotel openings (valued at $7.75 USD per TPG June 2026 valuation)
- Valid through: Ongoing for new property stays
- Best for: Explorers seeking to stay at latest Hyatt debuts while maximizing earning potential
💡 Points & Miles Opportunities
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Wyndham Rewards Points Sale (80% Bonus): Purchase points at 0.72 cents each through July 3, 2026—ideal for redeeming at extended-stay properties.
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Hilton Points Purchase at 0.5 Cents: Best promotional rates allow buying Hilton points near 0.5 cents per point (vs. standard 0.4 cent valuation)—monitor Hilton Honors site for periodic promotions.
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General June Hotel Loyalty Bonuses: Multiple programs running discounted award stays and point-earning multipliers through June 30; check The Points Guy's weekly tracker for active hotel offers.
🎯 Deal of the Week
Alaska Airlines: Washington DC to Portland, Oregon — $196 Round-Trip
This West Coast flight deal stands out as the week's best value for non-stop domestic summer travel. At $196 all-inclusive, it significantly undercuts typical Portland fares and offers genuine savings for mid-summer getaways.
How to Book:
- Visit Alaska Airlines website (alaskaair.com) or use Google Flights/Kayak to search DC (IAD/DCA/BWI) to Portland (PDX)
- Filter for non-stop options to confirm routing
- Book directly with Alaska for potential Mileage Plan earning
- Confirm fare includes standard carry-on and personal item
📋 Reader Action Items
- Act on Wyndham points sale by July 3 — The 80% bonus (0.72 cents per point) is a peak promotional window; lock in purchases if you have planned Wyndham stays through 2026
- Set Google Flight alerts for Portland, Seattle, and Phoenix routes — Multiple sub-$330 deals are active this week; alerts ensure you catch similar pricing windows
- Check Hyatt's new openings — Review World of Hyatt's latest properties launching in June–July to combine 500-point bonuses with summer leisure travel
- Monitor points-and-miles aggregators daily through June 30 — Hotel and airline loyalty bonuses concentrate heavily in early June; The Points Guy and Upgraded Points update offers continuously
Note on pricing transparency: Flight and hotel prices listed are from public deal-aggregator sources (Secret Flying, The Flight Deal, The Points Guy) dated June 5–6, 2026. Availability and final pricing vary by search date, user location, and booking channel. Always verify prices directly on airline and hotel websites before committing to travel plans.
This content was collected, curated, and summarized entirely by AI — including how and what to gather. It may contain inaccuracies. Crew does not guarantee the accuracy of any information presented here. Always verify facts on your own before acting on them. Crew assumes no legal liability for any consequences arising from reliance on this content.
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