5 Amazing Flights You Can Book with 100,000 Points (Solo, Couple, or Family Travel)

If you’ve ever looked at your points balance and thought, “Is this enough to book an actual trip?” - you’re not alone. The good news? With the 100,000 points bonus you can earn with through the Chase Sapphire right now, you can do a lot more than you think. Whether you're flying solo, planning a romantic getaway, or booking a family vacation, here are five incredible trips you can take using just 100,000 points.

Hawaii for Two – Roundtrip via Southwest Airlines or United Airlines

Hawaii is more accessible than ever through Travel Hacking. Using Southwest Rapid Rewards, you and a spouse can fly roundtrip from many US locations to Hawaii for 25,000-50,000 points per person. 

Italy for One – Roundtrip in Economy via Air France/KLM Flying Blue

Rome, Florence, Venice… take your pick. You can often find Flying Blue Promo Rewards offering roundtrip flights to Italy from major U.S. cities for just 50,000–55,000 points. With Chase points transferred to Flying Blue, 100,000 points could book one person roundtrip twice—or you can upgrade to a more flexible date or class.

Jamaica for Two – Roundtrip via United or Air Canada

Sun, sand, and stunning blue waters await. With United or Air Canada miles that you can transfer your Chase Points to, two people can fly roundtrip to Montego Bay 30,000-40,000 points per person. That still leaves enough points to potentially book a hotel night using Chase points—or save the rest for your next flight!

Orlando for the Whole Family (4 People!) – Roundtrip on Southwest

Planning a Disney or Universal trip? A family of four can fly roundtrip to Orlando using Southwest Points. If you have Southwest Companion Passes (like we do!), that could drop to under 40,000 points for all four tickets. Now that’s Travel Hacking a major Travel Hacking win!

Europe in Business Class – One-Way Luxury in a Lay-Flat Seat

Looking for a luxury travel experience? 100,000 points can get you a one-way business class ticket from the U.S. to Europe on partners like Lufthansa, Swiss, or United via Aeroplan. Fly in a lie-flat seat, sip champagne, and wake up in Paris, Amsterdam, or London well-rested and ready to explore.

A Small Glimpse Into a Massive Opportunity 

These are just five of the many ways 100,000 points can turn into a dream trip. Imagine what you could do with 200,000… or 500,000 points. The key is knowing how to earn the right points and use them the right way. That’s exactly what I teach in my Launch Into Travel Hacking Course —a step-by-step system that shows you how to unlock free flights, hotels, resorts, and more. If you're ready to stop overpaying for travel and start unlocking dream trips for free, this is your next step.