All Our Best Tricks & Tools to Find the Cheapest Flight, Every Time

All Our Best Tricks & Tools to Find the Cheapest Flight, Every Time

1:04:41 Aug 28, 2025
About this episode
We’re going back to basics this week by showcasing all the strategies, tips and tricks that we use to book the cheapest flight - every single time we fly. That requires some mythbusting about the dumbest tips out there (here’s looking at you, incognito searchers and Tuesday-only bookers) and shed some light on the actual best tips (i.e. Google Flights Explore and price alerts). Never get fleeced on flights again with these tips. Special shoutout to the sponsor of this week’s episode, Abundo Wealth!Watch us on YouTube!00:00 - The 2 most important rules to booking cheap flight: The Flight First Rule and the 24-hour rule06:50 - Something Hot: Rethinking your departure and destination cities - use positioning flights and the best tip for booking cheap flights to Europe13:30 - Something Cold: Clearing your cookies and why there’s no best day to book flights18:40 - A word about the founding sponsor of the show: Abundo Wealth! 19:32 - The Extra Mile: Why flexibility is everything for finding cheap flights21:50 - Google Flights primer: Google Flights Explore, Price Alerts and more!30:00 - Why it pays to take the connection and why it doesn’t pay to be loyal to an airline34:19 - Watch for pricing shenanigans: One-way flights and the solo passenger penalty38:00 - How long before my flight should I book?42:10 - What are the cheapest times of year to fly? Enter: Shoulder Season46:00 - When to use points and miles instead48:30 - Get some help from Thrifty Traveler Premium or other
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