Need tools for booking multi-stop flights using comparison websites? Here’s how to find awesome deals.

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So, I had this grand plan, right? Wanted to hit up a few different spots in one go. Not just a simple round trip, oh no, your boy here was aiming for a multi-city adventure. Sounded great on paper, but then came the actual booking part. My head started spinning just thinking about it, trying to figure out the best way to nail down all those flights without breaking the bank or losing my mind.

Need tools for booking multi-stop flights using comparison websites? Here's how to find awesome deals.

First, I tried the old-school way. You know, going to individual airline websites. What a total nightmare! I’d find a decent price for the first leg, then the second leg would be sky-high, or the times just wouldn’t line up properly. I swear, I must have spent hours, maybe even days, just juggling a dozen open tabs, scribbling down flight numbers and prices like some kind of mad professor. My coffee budget went through the roof, and my patience, well, that pretty much evaporated pretty quick.

It really felt like those airlines were playing some kind of twisted game with me. One minute a price is there, all reasonable-like, and the next minute, POOF, it’s gone! Or it jumps up by a hundred bucks for no good reason. Seriously, what’s the deal with that? You’d think they’d want to make it easy for us to actually give them our money, but no.

Enter the Comparison Websites (or so I hoped)

Then a little lightbulb went off. I remembered those comparison websites. You know the ones, they promise to scan everything under the sun and find you the absolute best deals. “Perfect!” I thought to myself. “This is it. This will solve all my problems and make booking this monster trip a breeze.” So I dived in, feeling a bit more optimistic, finally.

Most of ’em have that “multi-city” or “multi-stop” option, which was exactly what I was hunting for. So I started punching in my destinations: City A to City B, then City B over to City C, and then finally City C back to good old home base. Sounds easy enough, right? Well, hold your horses, it wasn’t exactly a walk in the park.

  • The Good Part: It was definitely a heck of a lot faster than clicking through each airline one by one. I could see a whole bunch of options laid out in front of me – different airlines, different times, the whole shebang. Some even let you fiddle around with flexible dates, which was actually kinda handy when I wasn’t tied down to exact days.
  • The Not-So-Good Part: Man, oh man, the prices were all over the flipping place. One site would show what looked like a “great deal,” and then another would have something completely different, or sometimes the exact same flights but for more cash. It felt like I was still doing a ton of cross-checking, just bouncing between different comparison sites instead of individual airline sites. A bit of a headache, still.
  • The Really Annoying Part: And the layovers! Oh boy. Some of the so-called “cheapest” options had me twiddling my thumbs for like 12 hours in some random airport I’d never even heard of. Or, even worse, they’d have me switching airports in the same city with barely enough time to even think about making the connection, let alone grab a coffee. No thanks, I’m not trying to star in my own airport dash disaster movie.

I also ran into this super frustrating thing where, sometimes, when I’d click through from the comparison site to actually book the tickets, the price would magically change. “Price has been updated,” the screen would chirpily inform me. Yeah, updated UPWARDS, more like. That really got my goat.

Need tools for booking multi-stop flights using comparison websites? Here's how to find awesome deals.

So, after a whole lot of clicking, a fair bit of sighing, and maybe a few choice words muttered under my breath, I kinda stumbled into a system. It wasn’t rocket science, not by a long shot, but it helped me keep what little sanity I had left.

I started by using a couple of the big-name comparison sites just to get a general feel for the routes and what the prices were looking like. I learned pretty quick not to trust any single one of them completely. I’d look for patterns – you know, which airlines kept popping up for the routes I needed, what the general price ballpark was.

Then, and this was a biggie for me, if I found a combination of flights that looked promising on one of those comparison sites, I’d sometimes take the extra step and go directly to those specific airlines’ websites. I’d try to see if I could build the same itinerary myself, or maybe even find it a bit cheaper. Sometimes it worked, sometimes it didn’t. It was a bit of a gamble, really, but worth a shot.

I also learned that being super flexible was my friend. If I could nudge my travel dates by a day or two, or if I was willing to fly into a nearby airport instead of the main one, sometimes that made a massive difference in the price. That “flexible dates” feature on some of the sites actually turned out to be a lifesaver for figuring this out.

Eventually, after what honestly felt like an eternity staring at my screen, I managed to piece together a trip that didn’t require me to sell a kidney or spend half my precious vacation time napping on uncomfortable airport benches. It wasn’t perfect, mind you. There was this one layover that was a bit tighter than I would have liked, but hey, you can’t win ‘em all, can you?

Need tools for booking multi-stop flights using comparison websites? Here's how to find awesome deals.

To be brutally honest, booking multi-stop flights is still a bit of a pain in the backside, even with all these fancy tools. It’s definitely not like booking a simple round trip where you click a few buttons and you’re golden. It takes patience. Heaps of it. And you’ve got to be willing to really dig around and do your homework. My partner was starting to think I was having an affair with my laptop, I was on it that much, hunched over and muttering. They were like, “Are you planning our trip or are you secretly trying to launch a space mission from the living room?” Ha! If only it were that exciting, right?

So, yeah, comparison sites can definitely lend a hand. They give you a decent starting point, for sure. But don’t go in expecting them to be some kind of magic bullet that solves everything with one click. You still gotta put in the work, compare the comparers, and sometimes, you just have to go old-school and check with the airlines directly. Good luck if you’re tackling this yourself – and maybe brew an extra-large pot of coffee before you start. You’ll probably need it!

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