by Cherry | Senior Travel Editor, The Miles Academy | Dec 22, 2025 | Flight Booking Tips and Strategies
Google has rolled out a new tool called Google Flight Deals inside the regular Google Flights page. It uses artificial intelligence to help you look for cheap flights when you know the kind of trip you want but you are open on the details. We have been trying it out,...
by Cherry | Senior Travel Editor, The Miles Academy | Dec 9, 2025 | Flight Booking Tips and Strategies
We spent 15 days in Portugal without our suitcase, which held almost everything we needed for the trip. By the time the bag showed up, three days after we returned home, the trip was over and the damage had been done. Our checked bag, filled with clothes and...
by Cherry | Senior Travel Editor, The Miles Academy | Dec 4, 2025 | Flight Booking Tips and Strategies
When you look at your boarding pass, you are usually thinking about one thing: “Will I make this flight or not?” You check the time, the gate, the seat, and maybe the boarding group. The flight number usually feels like background noise, just a mix of...
by Cherry | Senior Travel Editor, The Miles Academy | Dec 4, 2025 | Flight Booking Tips and Strategies
In December 2024, the United States Department of Transportation (DOT) introduced the idea for a new rule that could have changed how airlines treat you when a trip goes off the rails. The basic promise was simple to understand. If your flight was badly delayed or...
by Cherry | Senior Travel Editor, The Miles Academy | Dec 4, 2025 | Flight Booking Tips and Strategies
Big holidays like Thanksgiving come up fast. Many of us start hunting for flights home around the same time. Seats fill up, prices jump from day to day, and it can feel like you are racing a clock every time you open a booking site. Even when government slowdowns...
by Cherry | Senior Travel Editor, The Miles Academy | Dec 4, 2025 | Flight Booking Tips and Strategies
Missing a connection can make your whole trip feel like it is falling apart. You walk off the first plane, check the screen, and suddenly see that your next flight has already closed or taken off. Maybe storms slowed everything down, a mechanic needed extra time, or...
