18 Tactics for Booking Travel with Points & Miles

#238: Chris shares 18 tactics he’s used to get the best deals booking flights and hotels with points. Learn how to leverage flexibility, navigate transfer partners, use the right tools, identify “sweet spots,” avoid high fees, position flights, and so much more.
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Resources Mentioned
Chris' Airline/Hotel Transfer Partner Spreadsheet
Free Starter Guide to Points by Devon Gimbel
Award Search/Discovery Tools
- point.me: 20% off annual plans with code ALLTHEHACKS20
- Seats.Aero: Lufthansa First Class Finder | Qatar Qsuites Finder | JAL First Class Finder
- PointsYeah: Daydream Explorer
- AwardTool: $20 off annual plans with code ALLTHEHACKS
- Awayz: $10 for ATH listeners and 50% off for ATH members
- MaxMyPoint
- StayWithPoints
- Rooms.Aero
- Points Path Chrome Extension
- FlightConnections
- Skiplagged
Other Resources
- Award change/cancel policies by airline
- The best programs for lap infant award tickets
- Frequent Miler Podcast: How to Save Miles by Flying More
ATH Podcast
- Ep #166: Best Award Search Tools for Booking Flights with Points & Miles with Greg the Frequent Miler
- Ep #167: Best Tools for Booking Hotels with Points & Miles with Greg the Frequent Miler
- Ep #227: The Path to Becoming an Expert in Points & Miles with Devon Gimbel
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- Email for questions, hacks, deals, and feedback: podcast@allthehacks.com
Full Show Notes
(00:00) Introduction
(01:54) Quick Episode Overview
(03:25) Leveraging Flexibility to Unlock Travel Opportunities
(06:47) The Importance of Understanding Airline Partners
(07:15) Comparing Award Flight Deals
(09:51) Different Cancellation Policies Across Airline Programs
(12:37) Expiration Policies
(14:11) Understanding Schedule Opens and Booking Windows
(16:55) Award Search Tools
(22:13) When and Why You Should Buy Points on Sale
(23:35) Finding Award Sweet Spots
(26:20) Leveraging Transfer Bonuses
(29:00) Why You Should (Almost) Always Book One-Way Travel
(31:07) How to Strategically Position Long-Haul Flights
(34:40) Taking Advantage of Stopovers and Open Jaws
(40:30) Pros (and Cons) of Mixed Cabin Awards
(42:56) Setting Up Alerts to Find the Ideal Flight
(44:56) Booking Backup Flights
(46:25) Three Biggest Pain Points of Award Bookings
(48:31) Hidden City Ticketing
(52:16) Tips for Hotel Award Deals
(53:42) Airline Pricing for Lap Infants and Children
(55:39) Outsized Value from the Southwest Companion Pass
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