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August 19, 2026 | View Online
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Wow, I tell ya, nothing makes you feel old like the years of your youth becoming a travel trend.
Apparently, Y2K travel is all the rage, prompting people to go on Lizzie McGuire trips to Rome or venture out to the Akihabara district in Tokyo to play retro arcade games.
As a millennial, I have to say, I understand why we want to relive those glory days. Now, if you’ll excuse me, I have to crimp my hair and put on way too much lip gloss.
In today’s edition:
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American changes its refund rules
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National Cheap Flight Day is coming up
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The cheapest fall destinations
Cheers,
Arijana
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| AIRLINES
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American Airlines’ New 24-Hour Refund Rule
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American Airlines just keeps shaking things up. Last week they announced the end of free upgrades, and this week the airline is changing its 24-hour refund rule.
The policy, as it stood, was that flights purchased up to two days in advance were eligible for a full refund within 24 hours of booking. Now, you’ll only be eligible for a refund if you booked your tickets a full week before your departure date.
This new policy is technically the minimum requirement from the Department of Transportation (DOT), but American was always known for its generous policy. This was definitely an advantage when it came to booking with American, but overall, I don’t think it’s that wild of a change. I guess I hope that most passengers aren’t having to cancel a trip booked so last-minute anyhow, but in the case that they do, they will still get a flight credit (if they booked a non-basic ticket).
It’s clear that American is in cost-cutting mode, so we might see more changes coming up. All in all, it’s not an earth-shattering change, but definitely one to be aware of.
It could be that the money American will potentially save on refunds will be going towards bringing back seatback screens on domestic flights (seriously, what were they thinking when they got rid of them?!).
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| HOME
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Half of Your Electric Bill Is Negotiable, and It Costs You Nothing to Have Someone Negotiate It for You
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Save on your bill.
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| TRAVEL TIPS
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Mark Your Calendar for National Cheap Flight Day
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Mark your calendar for August 23, 2026, AKA National Cheap Flight Day. The day is supposed to mark the point where airfare begins to take a dip as school is back in session and peak summer pricing slows down. But is it really a cheaper day to book?
🗓️ Is it cheaper to book on August 23rd?
Don’t let the name of the day let you get carried away. If you have been reading our newsletter for a while, you know there’s never really one cheapest day to book. This day is no different.
As you know, it’s less about what day you’re booking and more about how far in advance you are booking.
While it might serve as a marker for airfare prices shifting to become more affordable, it doesn’t mean booking that day will save you a lot. However, there are some airlines that do like to launch end of summer/early fall sales right around that time.
Still, I would keep an eye out for deals starting next week and set your flight alerts for shoulder season and the upcoming holiday season around that time, too. So, think of August 23rd as less of a booking day and more of a travel prep day.
Happy flying!
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| MONEY SAVING TIPS
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Save Big This Shoulder Season: The Cheapest Fall Destinations
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According to a new report from Expedia, you can expect autumn lodging costs to be 20 percent higher and flight prices two percent higher compared to this summer. Usually, fall is meant to be the cheaper travel season. Shoulder season means kids are going back to school, people are ending their summer escapes, and prices should drop.
Given that this is trending in the opposite direction, let us help you out and give you a breakdown of the cheapest places to fly in the US once the leaves change.
🍂 Here’s the short version:
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Best months to fly: September and October
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Cities that often stay cheap: Charlotte, Chicago, Fort Lauderdale, Orlando, Denver, Pittsburgh, Miami, Detroit, Knoxville, and Pensacola
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Best booking window: 21 to 60 days out for most fall trips
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Thanksgiving rule: book earlier, since prices start climbing as the holiday gets closer
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Best days to fly: Tuesday or Wednesday, with returns on Saturday or the next Tuesday
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Big route drops: some fares, like Las Vegas to Los Angeles, can fall by about 70%
What stands out to me is how often the same places show up: Florida cities, major hubs, and busy two-airport markets. That usually means more seats, more airline competition, and lower prices. Knowing how to find cheap flights consistently requires watching these patterns.
My final words of wisdom? Focus on early fall travel, compare nearby airports, and book soon for any November trip before holiday prices move up. You can also use Google Flights to track these price shifts in real-time.
Want more money-saving tips for fall travel? Click here to read more.
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| REEL OF THE DAY
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The McDonald’s tile was a nice touch…😅
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| WHAT ELSE IS HAPPENING
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