How to Use Points for Holiday Travel When Award Seats Disappear

No award seats for the holidays? Positioning flights, programs that price awards off the cash fare, and hotel points are the workarounds that still help.

Ajay · · 4 min read · Updated
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Key Points

  • Holiday award seats go early, so the workarounds are positioning flights, programs that price awards off the cash fare, and hotel points.
  • Southwest's Companion Pass takes 100 qualifying one-way flights or 135,000 qualifying points in a calendar year, and the earning rules change on January 1, 2027.
  • Moving your dates by even a day can open options, because awards on the peak days themselves are the scarcest.

When holiday award seats are gone, three moves still work: position from a nearby airport that has space, check programs that price awards off the cash fare, or pay cash for the flight and spend your points on the hotel. Date flexibility helps all three, and it's worth checking again whenever airlines release seats.

Holiday award availability is the single most-asked question I get every fall, and the answer is the same most years: the seats aren't gone, they're claimed early. Many airlines open their schedules roughly eleven months out, and the cheap seats from major hubs go quickly. By the time most travelers look, usually in October or November, they've been booked.

Why the Seats Disappear So Early

Several major airlines price awards dynamically, tied to demand. Thanksgiving week and the stretch from mid-December to early January are some of the highest-demand dates of the year, so those awards cost more and sell out faster than seats on a quiet Tuesday in February.

Awards can also reappear. Airlines release space, change aircraft and reopen inventory close to departure, so a search that came up empty last week isn't final. Set an alert on a search tool and check again.

The Three Tactics That Still Work

Positioning Flights

A positioning flight is a short hop to an airport with better award space. If Chicago to New York shows nothing for Thanksgiving but Chicago to Toronto has plenty, you fly to Toronto and pick up a Toronto to New York connection. It works because moving your origin can turn "no availability" into a saver-level seat on the flight you actually need.

Seats.aero is the search tool that makes this practical, scanning multiple departure cities at once and sending alerts when space opens. Try the nearest big airport that sits an hour or two away by car or on a short flight.

Programs That Price Awards Off the Cash Fare

Some programs, Southwest Rapid Rewards and JetBlue TrueBlue among them, price awards from the cash fare, so there's usually a seat you can book with points when one is for sale for cash. The trade-off is that holiday flights cost more points than a normal week. Compare the points price with the cash fare before you book, because a high holiday fare can make the points price a poor trade.

Southwest's Companion Pass can cut the cost for couples and families. Southwest's page says you earn it with 100 qualifying one-way flights or 135,000 qualifying points in a calendar year. Southwest has announced changes to Rapid Rewards status and the Companion Pass starting January 1, 2027, which we cover in our Southwest Rapid Rewards 2027 overview, so check the rules before you plan a pass around next year.

Hotel Points and Positioning Stays

Hotel awards are often easier to find than flight awards, because hotels fill rooms either way. That creates an opportunity. Pay cash or use the Chase Travel portal for the flight, then use hotel points for the lodging.

Marriott Bonvoy offers a fifth night free on award stays of five nights at the same hotel, so a five-night holiday costs four nights of points. Hyatt changed its award chart on May 20, 2026, so look up the current rate for the property and dates before you count on a number.

What to Do Now If You're Already Late

If it's already October and you haven't booked December travel, here's the realistic path:

  1. Run a multi-city search on Seats.aero with three positioning options. Look for any combination of award space within a couple of hours of your home or destination.
  2. Compare the result with Southwest's points price for the same dates. If Southwest is close to the partner-program option after positioning, take Southwest. There are fewer moving pieces and no transfer wait.
  3. If flights are the blocker, lean on hotel points and pay cash for the seat. If you hold the Chase Sapphire Preferred, Chase describes Points Boost as worth up to 1.5x on top-booked hotels and flights with select airlines through Chase Travel, so compare the portal price with the cash fare before you book.
  4. Build flexibility into the dates. Flying the Tuesday before Thanksgiving instead of Wednesday, or returning a day or two later, can surface extra award options at no extra effort.

The Forward-Looking Move

The most reliable fix for holiday award scarcity is to plan next year early. Look up when your airline opens its schedule, usually around eleven months before departure, and set a calendar reminder for that day. Keep your transferable points pooled in a currency that moves to several partners, since transfers can take time and the seat you want may not wait.

Holiday travel with points is a planning problem, not an availability problem. If you're booking this year, run the positioning search today, price Southwest against your best partner option, and use hotel points where flights are the blocker.

Updated October 17, 2026: holiday award options.

Sources

  1. Southwest Airlines: Companion Pass, 100 qualifying one-way flights or 135,000 qualifying points (read 2026-10-17)
  2. Chase: Sapphire Preferred update, Points Boost on hotels and flights through Chase Travel (read 2026-10-17)

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