How to Find Open Jaw Flights Using AI

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Smarter booking hacks that help you see more and spend less

Ever flown into one city and out of another? That’s what’s called an open jaw flight, and it’s one of the best-kept secrets in travel.

I once flew from Paris to Tokyo, then came back home from Osaka to Rome. One way with Emirates, one way with Qatar. Total cost? €610. I didn’t backtrack, I didn’t waste time, and I saw twice as much. Wanna know how I found that deal? I used AI.

🤔 What’s an open jaw flight anyway?

It’s simple:

  • 🛫 You fly from City A to City B
  • 🛬 You return from City C back to City A

Example:

  • Outbound: London → Bangkok
  • Return: Bali → London

What happens in between is up to you, take a train, ferry, bus, or a cheap local flight. That “open” leg in the middle is your freedom to explore.

It’s perfect for multi-country trips, island hopping, or rail adventures.

💡 Why open jaw flights can save you money

Here’s why they work:

  • You skip overpriced return tickets from touristy cities
  • You avoid flying back to your arrival city just to leave again
  • You get better deals when mixing airports (especially on different alliances)

Let’s say you want to visit Vietnam and Cambodia. Flying into Hanoi and out of Phnom Penh can be cheaper than a round trip to either city, and you avoid backtracking across borders.

AI tools now make finding these routes way easier than before.

🤖 How AI helps you find open jaw flights faster

Most flight search engines don’t suggest open jaw tickets unless you ask. That’s where AI tools like Fly GPT come in handy.

Instead of typing each leg manually, you can just say:

“Find me the cheapest open jaw from LA to Southeast Asia in December. Open jaw between Bangkok and Bali.”

Then the tool checks dozens of combos and spits out the best ones, including low-cost carriers that don’t show up on traditional sites.

🧳 How to build an open jaw trip that works

Open jaw doesn’t mean chaos. You still need structure. Here’s the method:

1. Start with the main entry and exit cities

Choose hubs with lots of flight volume (cheaper routes):

  • In Europe: London, Paris, Madrid
  • In Asia: Bangkok, Singapore, Tokyo
  • In the Americas: NYC, Mexico City, São Paulo

Go to Google Flights or Fly GPT and choose “Multi-city”:

  • Flight 1: Paris → Tokyo
  • Flight 2: Osaka → Rome

You’ll often find it’s the same price as a round trip, or even cheaper.

3. Fill the gap in the middle yourself

This is where the fun happens. Use:

🚆 Trains (Japan Rail Pass, Eurail, etc.)
🚌 Long-distance buses (FlixBus, 12Go Asia)
✈️ Local flights (Jetstar, VietJet, Ryanair, etc.)
🚢 Ferries (Greek islands, Indonesia, Scandinavia)

Now you’ve turned a flight booking into a full travel experience.

📍 Real example: South America open jaw

One of the best uses of open jaw tickets is when distances are huge and terrain is rough.

Example:

  • Outbound: Madrid → Lima
  • Return: Buenos Aires → Barcelona
  • Internal leg: Overland bus through Bolivia and northern Argentina

Ticket price: €690
Without open jaw? Over €900 plus a wasteful return flight across the Andes.

🛑 Watch out for these common mistakes

Open jaw is awesome, but don’t get burned. Watch for:

  • ❌ Short gaps: Give yourself 4–7 days minimum between arrival and departure cities
  • ❌ Visa issues: Make sure you’re allowed to cross borders in between
  • ❌ Separate tickets: Try to book the open jaw as one single itinerary
  • ❌ Price traps: If one leg is with a low-cost airline, baggage may not be included

💡 Always check total trip cost, not just the flights. Add transport, baggage, and logistics before you hit “book.”

🔍 Where to search for open jaw flights (with or without AI)

✅ Fly GPT, just describe your dream route, and it will hunt the best combos
✅ Google Flights, use the multi-city tab, and filter by region
✅ Skyscanner Multi-City, flexible dates and low-cost airlines
✅ ITA Matrix, advanced, but great for niche routes
✅ Kiwi.com Nomad, mixes low-cost with regular airlines, fun for exploring options

Bonus: some airline sites (like KLM, Qatar, or Turkish) let you book open jaw directly if you click “multi-city.”

✨ Why this works better in 2025

More airlines now share codes. AI tools can scan multiple carriers, mix alliances, and compare dozens of city pairs instantly.

That means:

  • More options
  • Better prices
  • Faster results than doing it all manually

So instead of spending 3 hours on Skyscanner tweaking dates, you can just ask Fly GPT:

“Find me a smart open jaw trip to South America this fall. Fly into Lima, out of Santiago. I want 10–14 days total.”

Boom. Done in 30 seconds.

🧠 Summary: Don’t just fly round trip, fly smart

Open jaw flights give you:

✈️ Flexibility
🌍 More places seen
💸 Better flight prices
🕒 Time saved on backtracking

And when you use AI to find them? You stop guessing. You start building real travel experiences.

Want help planning your open jaw route?

🎯 Use Fly GPT to describe your ideal trip, and let it do the hard work of searching across cities, dates, and hidden routes.

👉 Launch Fly GPT now and build a smarter flight plan.

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