You can even book your own multi-day layovers, essentially allowing you to see 2 destinations for the price of 1. Rather than spend a day sitting in the airport, you can spend multiple days exploring the city you are laying over in. AirWander is a specialized search engine for doing exactly this. Put in your origin, final destination, and number of days you want to stopover. AirWander will return a list of places you can visit on your stopover, often even cheaper than a regular flight search engine! To learn how to do this, read our guide on How to Get Free Extended Layovers & Hack One Trip Into Two.
Nevertheless, it is entirely up to you whether you prefer to splash out on regular air tickets or put in the effort to score some of the amazing deals out there! But even if you're a very busy person and don't feel the savings are worth your time, you can still use a concierge service like those you get with good credit cards to do all the grueling work for you. You can never be too rich to save money.
You're not crazy for thinking that a flight price has changed after searching it a few times in your web browser. Based on the cookies in your browser, flight prices do increase when a particular route is repeatedly searched, as the site wants to scare you into booking the flight quickly before prices get even higher. Always search for flights in incognito or private browsing mode to see the lowest prices.