GUIDES

Flight Booking Guide for Repeat Travelers

January 15, 2025

Travel is not all wandering, many of us fly to go somewhere - whether for work, seeing family, attending an event, or returning home. This rarely offers the luxury to scout cheap destinations or find off-peak deals. You often need a specific flight, maybe on a Friday evening after work, and it’s expensive. Hence this guide to help repeat travelers save on flights.

Nest your trips together

Say you need to travel from LA to NY five times a year. Instead of booking each trip sequentially, try shuffling the order of flights on different tickets. This often helps bypass minimum stay requirements that drive prices up.

Trips booked sequentially

Trip 1 Trip 2 Trip 3 Length
Ticket 1 A → B B → A 4 days
Ticket 2 A → B B → A 4 days
Ticket 3 A → B B → A 4 days


Nested trips

Trip 1 Trip 2 Trip 3 Length
Ticket 1 A → B B → A 11 days
Ticket 2 B → A A → B 11 days
Ticket 3 A → B B → A 11 days


In this example, the return flight from the first ticket serves the second trip, the return from the first trip is a departure flight back home, and so forth. You can also nest trips across different destinations by booking multicity tickets instead of roundtrips.

Nested trips with different destinations

Trip 1 Trip 2 Trip 3 Length
Ticket 1 A → B C → A 11 days
Ticket 2 B → A A → D 11 days
Ticket 3 A → C D → A 11 days


Here, you are flying to three different places (B, C and D). Instead of purchasing three sequential roundtrips, you nest the trips using multicity tickets.

This strategy extends the length of your stays across all trips, which generally results in lower fares.

Book cheaper flights that fly further

You may be aware of the layover exit strategy, also called hidden-city or skiplagging. This involves booking a flight with a connection in your destination city and exiting the airport during the layover. Alternatively, you can book spare return or spare multicity flights - cheaper tickets that include an additional journey (either a return or a flight to another city at a later date). These tickets offer several advantages over the layover exit strategy: you can check bags, avoid rerouting risks, and face fewer risks of complications with the airline. See our dedicated article for more details on the pros and cons of each strategy.

These booking strategies can be found manually by sifting through options on conventional flight search tools. However, Airglitch streamlines the process, showcasing these options directly in your search results.

Normalize having a "maybe" flight

Since adding spare destinations can reduce ticket prices, choose destinations that might serve a future trip. Even if you don’t end up flying there, you’ll still save. And if you do, the total cost per flight becomes even lower.

Learn more on How to Save with a Maybe Flight

Book multiple trips at once

Flight booking is a game of trial and comparison. While no single strategy guarantees success, trying multiple approaches significantly increases your chances. Booking multiple trips at once opens up more options to nest flights, add spare destinations, or strategically select "maybe" flights.

More on why Booking Multiple Flights at Once is Better for your Wallet.


If you made it this far, give Airglitch a try for your next flight search. We're focused on helping repeat travelers save on high-demand routes, making these booking strategies easily accessible through single meta-search platform.

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Last update on January 15, 2025