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The Point · Jun 9, 2026

The 5 steps savvy travelers take to book flights with points

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Rachel Lipson | The Point · The Point

The Point is a smart, thoughtful dispatch on elevated travel with points and miles. The Point has been featured in The New York Times, New York Magazine, Condé Nast and more and is a top ~40 bestseller in travel. So glad you’re here!

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Behind the paywall you will find:

  • A cheat sheet for how to book flights with points that you can follow each and every time you book a flight ANYWHERE in the world.

  • The shortcut I find most helpful when I want to save time and money

  • How we booked flights to Paris (using this method) in business class for less than the cost of economy

  • The code to attend this month’s live Point Salon Q&A for free. Bring your questions or just come hang and meet other members of The Point (and me!).

Me and my crew in Stockholm last year (booked on points of course)! Photo by Nadja Hallstrom.

You’ve worked hard to earn points. You’ve taken advantage of welcome bonus offers, maximized earning categories and put time and energy into learning how this all works. It wasn’t easy, but you did it!

And now, you have another currency besides dollars (points!) just sitting there waiting to be spent. But, when you go to use those points, it’s hard to know when you’re getting a good deal and the thought of wasting them makes you feel sick to your stomach.

Sound familiar?

Here are the steps I take every time I book flights with points to make sure I’m finding the lowest fares possible and spending my hard-earned points wisely.

Want to know how the experts do it? Read on!

Read the original on thepoint.substack.com

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