🗓️ Trip Planning
Find Cheap Flights

Find Cheap Flights

What You'll Learn

  • Tips for saving money on flights
  • Tips on how to select your next trip/destination
  • Best ways to book flights

Top tips to find cheap flights

1. Use Private Browsing

Ever looked for a flight, then looked the next day and it went up in price? Airlines track your browsing and bump up flights when they notice you're looking at flights across several days.

Private browsing can help with that.

  1. Clear your cookies
  2. Use private browsing or incognito mode

Now you're good to go. From here on out, continue with #2 while booking your next trip.

2. Use a VPN

VPNs are popular amongst those watching Netflix shows across countries or scammers pretending to be from a specific country.

They're also great for finding discounted flights.

When searching for flights, try this:

  1. Search for a flight (ex. one way Boston -> Dublin).
  2. Take note of the price
  3. Change your VPN to Dublin
  4. Check the price (Sometimes it changes)

Repeat steps 3 & 4 with a couple more locations.

Some recommended VPNs:

ToolLinkWhat I use
Surfsharkhttps://surfshark.com (opens in a new tab)X
NordVPNhttps://nordvpn.com (opens in a new tab)
ExpressVPNhttps://www.expressvpn.com (opens in a new tab)

Note - this is not an affiliated ad. I simply love their service!

3. Search one ways

You may think you're saving money booking a round trip, but you're limiting the number of return flights you can select from to only the outgoing airline.


Note, Google Flights will search across multiple airline when searching for round trips. Look for the "Separate Tickets" note.

An even better tool specialized in searching for multiple-airline one way tickets is Kayak Hacker Fare

Kayak Hacker Fare

4. Use a flight searcher tool

There's a couple tools I recommend when looking for cheap flights:

Google Flightshttps://www.google.com/travel/flights (opens in a new tab)
Skyscannerhttps://skyscanner.com (opens in a new tab)
Kiwihttps://www.kiwi.com (opens in a new tab)

I bounce around between these tools when searching. My personal favorite is Google Flights, but ALWAYS make sure to book directly via the airline. Use these tools for finding the flight, NOT booking.

Try different combinations and date ranges. All tools allow you to select a start date and then start to propose various dates with prices. Use the +1, +5 days to your advantage when searching.

Consider various airports within a couple hours drive.

5. Subscribe to flight email services (ex. Going)


Note, this works better when you don't have a destination in mind

If you are undecided on location, I recommend subscribing to a tool like Going (opens in a new tab), formerly Scott's Cheap Flights.

Essentially, you provide your email and home airports to fly out of. Going will send you emails with cheap flights to various destinations from your home airports.

They have a free tier as well as a paid one. Start with the free tier to see what it's like. If you plan on using the service, the paid plans (Premium & Elite) pay for itself. They're $49 and $199 a year. If they find you 1 flight that saves you $300, well there you go...

TierPriceWhat I use

Note - this is not an affiliated ad. I simply love their service!

6. Enter multiple from airports

When searching on Google Flights, be sure to select multiple source airports. Include any that are within a drives distance. Maybe include locations where you've got friends and family who could house you for a night.

Multiple from airports

Consider the price of a one way car rental + flight from the airport you're driving to vs. the closer airport

7. Open-ended Google Flights search

With our several airports selected, choose One Way & leave the where to & departure blank. Then search.

open ended google flights

Now explore on the map, both in your country and even outside it. Look at all those cheap one ways...

Google, by default, will look in the next 6 months. You can tap that button and reduce to specific months from there.

open ended google flights - map

8. Include a stopover

A A stopover refers to a break of 24 hours or more in a city before continuing to the final destination on an international flight, or a break exceeding 4 hours in the case of domestic flights.

Unlike a layover, which is just a brief interval between flights, a stopover allows travelers to leave the airport, explore the city, and immerse themselves in a new culture before resuming their journey.

Get 2 trips for the price of 1.


IcelandAir actually has a great program to provide stopovers at no additional cost. This is a part of their efforts to boost tourism in the country. Learn more - https://www.icelandair.com/flights/stopover/ (opens in a new tab)

Other programs:

A site dedicated to helping find stopovers is air wanderer (opens in a new tab).

9. Book direct via budget airlines

Many countries around the world have budget airlines that won't show up in Google Flights, or similar tools.

You'll have to search directly with them, but they can offer incredible deals.

Here's a list of airlines by continent.

AfricaFastJet, FlySafair, Jambojet, Kulula, Mango
AsiaAirAsia, Citilink, IndiGo, Jetstar Asia, PAL Express, Peach, Scoot, SpiceJet, Spring Airlines, West Air
EuropeairBaltic, Easyjet, Eurowings, Jet2, Level2, Norweigan, Pobeda, Ryanair, Vueling, WizzAir
Middle EastAir Arabia, Flyadeal, FlyDubai, Flynas, Jazeera
OceaniaJetstar, Qantas Airways, Scoot, Tiger Airways, Virgin Australia
North AmericaAllegiant, Avelo, Flair, Frontier, Spirit, Sun Country, Swoop, Volaris
South AmericaEasyfly, Gol, JetSmart, Sky Airline, Viva Air

10. Skiplagged - Get off at the

Skiplagged (opens in a new tab) is a tool that searches for flights with connections from which your connection is the destination you're trying to get to.

Instead of getting off at the destination, you get off at the connection (which was your destination all along).

Airlines hate this and have actually sued Skiplagged (and lost).


If you use skiplagged too much, you can get banned from an airline.

Consider this scenario:

  • Flight 1 - New York City -> Houston ($300)
  • Flight 2 - New York City -> Houston -> Orlando ($250)

Airlines price flights like this if they know NYC -> Houston is for business, while NYC -> Orlando is most like leisure.

With Skiplagged, you'd book flight 2, but get off at your connection in Houston.


Note - you won't be able to use this method if checking a bag, because it will end up at the ticket destination.

Top Reddit Posts

Reddit is a great resource for digital nomads to learn from others when booking flights. Here's some of my favorite posts to check out and read the comments.

What’s your go-to secret to finding cheap flights?

Ton of hidden secrets to help you find cheap flights.

Cheap flight websites

Various comments regarding some of the best tools & services to find cheap flights.

Which website do you use to book flights currently?

Answers range from tools like Kayak, Google Flights, Skyscanner as well as details like search using a tool but book directly via an airline.

Best Apps

Google Flights
Google Flights

Use Google Flights to explore cheap flights to anywhere. Search destinations and track prices to find and book your next flight.

Why use it?

  • Can search multiple airlines
  • Find date ranges that are cheaper


Why do flight prices vary so much?

Airline ticket prices are influenced by various factors including the airline's pricing strategy, seat class, supply and demand, and seasonal changes. Prices can change frequently, making it challenging to find the best deals​​​​.

When is the best time to book a flight?

While there's no definitive rule, booking several months in advance, particularly in the off or shoulder seasons for international flights, is generally advisable. For domestic flights, setting up a price alert to track fare drops can be beneficial​​. Google Flights (opens in a new tab), Kiwi (opens in a new tab), & Skyscanner (opens in a new tab) all provide these services.

How can I find the cheapest flights?

Utilize flight comparison websites and apps to compare prices. Being flexible with your travel dates and considering weekdays or off-peak seasons can also lead to cheaper flights​​​​​​. If you don't already know of your destination, Going (opens in a new tab) can be a super useful servie to receive emails of discounted flights.

How can I get alerts for cheap flights?

Many travel search engines and airline websites allow you to set up price alerts, which notify you when the cost of a flight drops. This can save you money if you set it up early and respond quickly to fare reductions​​.

Setup flight alerts - Kiwi