That's Jack

Save $400 on average on your next flight!

We help curious Travelers explore more of the worldβ€”whether that’s a weekend in Mexico City, a family trip to Hawaii, or a bucket-list adventure in Tokyo. The best part? You’ll never overpay for flights again.
Join

How It Works

Join the Club1
Join the Club
Start with a Takeoff trialβ€”full access to every curated Flight and insider tip we find. After your trial, you decide: keep Takeoff for all-access or switch to Standby to stay inspired for free.
We Hunt for Opportunities2
We Hunt for Opportunities
Our team of Navigators scans thousands of routes every single day, using smart tech and travel expertise to catch rare price drops, error fares, and deals you won’t catch yourself on a search engine.
You Plan the Adventure3
You Plan the Adventure
Your inbox becomes your travel launchpadβ€”weekend escapes, dream destinations, and hidden gems are all just a click away.

Recent Highlights

Get cheap flight alerts like these every week

Enter your email to join.

We’ll send you a curated selection of travel opportunities each week.

You decide where your next adventure begins.

Meet Jack

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You may be wondering

How does it actually work?

Why can’t I just find these deals myself?

We’re not a flight search engine like Skyscanner or Google Flights. We’re your travel-obsessed friend with a knack for finding rare deals and hidden opportunitiesβ€”so you don’t have to spend hours searching.

Why are these deals so hard to find?

Because the best prices are fleeting. They appear at random times, on select routes, and often vanish within hours. To catch them yourself, you’d need to be searching constantly, across countless airports, on exactly the right dates. We do the legwork for you and deliver the gems straight to your inbox.

How do we find them?

We monitor thousands of routes daily using custom-built tech and a global team of travel experts. Together, we uncover price drops, error fares, and rare offers that airlines don’t shout aboutβ€”and hand-pick only the trips worth your time.

What's included in the membership?

Unmissable Fares: Rare error fares, big price drops, and hand-picked deals worth booking.

Smart Itineraries: Flights that make sense – no silly layovers, no β€œlast-minute only” offers.

Inspiration on Tap: Destination guides, insider tips, and travel hacks to plan your next adventure.

Quality Flights Only: We highlight trusted airlines and routes that get you there comfortably.

What the Press Says

The Telegraph

β€˜$80m kept in the pockets of travellers thanks to emails from Jack’s Flight Club.’

Stylist

Jack, promises to hunt down β€œthe best flight deals around”, including β€œdiscounts, hidden offers and error fare

The Guardian

β€˜Flight-hacking ninja’ Jack Sheldon, founder of Jack’s Flight Club, reveals how to keep costs low when jetting off”