Expert strategies for booking holiday flights at the best possible price

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To the point Holiday flight booking guide: Best times to book Thanksgiving, Christmas, New Year's flights. Optimal booking windows, cheapest travel days, alternate airports, points strategies. Save hundreds on peak season airfare with expert timing tips.

Holiday airfare around Thanksgiving, Christmas and New Year’s is notoriously expensive due to high demand and limited seat availability. However, with strategic timing and an understanding of airfare trends, you can still secure reasonable fares—even on peak travel dates.

I’ve been outflanking expensive holiday flights, and I know that you can too. Today, we’re going to share the best tips for you to fly during the holidays without breaking the bank.

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As you likely already know, airlines operate on dynamic pricing models and adjust fares based on real-time demand, seat inventory and booking patterns. For most of the year, fares fluctuate in a fare “curve,” starting high, dropping during the booking window sweet spot and then rising sharply as the departure date approaches.

However, holiday travel breaks the rules. Airlines know that travelers have fixed date constraints. Most people must fly a few days before the holiday and return shortly after. This removes flexibility and allows airlines to hold fares higher, with fewer promotional drops.

That said, there are still windows when airlines release lower fare buckets, and catching these windows can make a significant difference in price.

Cheapest booking windows for each major holiday

While there’s no formal rule, here’s what I’ve found in my experience.

Thanksgiving travel (US)

  • Best time to book: September through mid-October — about 50 to 60 days out.
  • Avoid booking: Within 21 days of departure — prices increase sharply due to last-minute demand
  • Pro tip: Consider traveling Thanksgiving morning and returning the Tuesday after instead of Sunday, which is consistently one of the most expensive travel days of the year. For example, in this sample search for nonstop flights from Los Angeles (LAX) to New York City (NYC), the flights on the Tuesday following Thanksgiving are roughly half the price of the Sunday after Thanksgiving.
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Christmas and New Year’s

  • Best time to book: Early October through early November.
  • Prices tend to spike after November 15, and there aren’t many chances of a price drop after that.
  • Pro tip: If you’re flexible, flying December 24th or 25th often yields significantly lower fares than departing between the 20th and 23rd. For returns, January 3rd and January 4th are extremely high in demand — January 5th or later shows meaningful savings. That’s quite evident in this sample search from Miami International Airport (MIA) to New York City (NYC).
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General rule

For international holiday flights, the sweet spot stretches earlier. You’re often best booking 90 to 120+ days out, especially for Europe and Asia holiday travel.

As for domestic holiday flights, we recommend booking 60 to 90 days in advance.

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Watch for “fare dump” windows

While rare during peak holiday periods, airlines occasionally release unsold inventory at lower price brackets to stimulate bookings, especially in mid-October. These fare drops typically last 12 to 48 hours and are most common:

  • Late Tuesday evenings and Wednesday mornings (the highest volume time for fare adjustments industry-wide)
  • When low-cost carriers like Southwest, JetBlue or Breeze release fare sales, it can trigger competitive matching across legacy airlines.

To capture these rare dips, you can set dynamic price alerts using tools like:

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Rather than focusing on a single airline, we suggest tracking specific routes and letting aggregated pricing guide your decision. Review fare history charts to distinguish between normal fare volatility and significant price shifts, which typically signal a true purchasing window.

The best days of the week to book and fly

When to book

  • Contrary to older advice, there is no magic day to book. Airfare fluctuates constantly due to automation
  • That said, Monday through Wednesday show the most frequent price adjustments due to system fare sweeps.

When to fly

  • Cheapest outbound days: Thanksgiving morning, Christmas Day, New Year’s Day.
  • Most expensive outbound days: Two days before the holiday.
  • Cheapest return days: First business day after the holiday or a week later if extending your stay.

Consider alternate airports and split ticketing

Holiday fare inflation hits major hubs like LAX, JFK, ORD and SFO especially hard. To dodge this premium, you can look at secondary airports (e.g., Long Beach instead of LAX, BWI instead of DCA/IAD, Oakland instead of SFO).

For example, on this search from January 2, the least expensive standard economy fare is $124 from Seattle (SEA) to San Francisco (SFO).

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But by adding in San Jose (SJC) and Oakland (OAK), you can find flights from $84.

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You can also use split ticketing or hidden-city ticketing strategies cautiously — tools like Skiplagged can expose pricing anomalies where a connecting flight is cheaper than a direct one. That’s evident in this search from San Diego (SAN) to Washington’s Dulles Airport (IAD), where a Skiplagged itinerary terminating in Orlando (MCO) saves $53.

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Use your points and miles strategically

Holiday periods are prime redemption windows, especially when fares inflate. Programs like Southwest Rapid Rewards, United MileagePlus and American AAdvantage use dynamic pricing, meaning redemptions fluctuate with cash fares.

However, fixed-value programs, such as Turkish Miles & Smiles or Avianca LifeMiles, can sometimes offer outsized value on United domestic flights during the holidays.

If you’re going to book award flights, do it as early as schedules open (typically 330 to 360 days out) for the best chance at saver-level awards.

Strategy checklist for booking holiday flights cheaper

TipIdeal TimeframeGoal
Set flight alerts4–6 months before travelMonitor trends before the booking window opens
Book domestic flights50–80 days outSecure pre-peak pricing before the fare surge
Book international flights90–120+ days outLock in award or cash fares early
Target fare dropsTuesday–Wednesday eveningsWatch for matching sales and low-fare buckets
Use miles and milesAnytime fares surgeProtect against last-minute price jumps
Fly on off-peak daysHoliday morning departuresTake advantage of low-demand travel windows

Bottom line

The holidays are the single most expensive time to fly, but you can lock in fares during the pre-peak booking window. When you book two to three months out, with careful attention to travel date flexibility, you can save hundreds per ticket. When you combine that with real-time alerts, strategic off-peak flying and the smart use of points and secondary airports, you’ll be booking like a travel analyst, not a last-minute traveler.

Holiday Flight Booking: Frequently Asked Questions

Marc Delaney
Marc Delaney
Marc Delaney is a bilingual (English/French) travel rewards strategist and credit card expert at Milesopedia USA. Born in the U.S. to a French-American family, Marc combines North American know-how with a deep understanding of international loyalty programs. With over a decade of experience in personal finance, he specializes in helping high-income individuals, digital nomads, and frequent flyers optimize their credit card points and travel benefits. His insights focus on maximizing value from programs like Chase Ultimate Rewards®, Amex Membership Rewards®, Aeroplan® and Flying Blue®. Marc started his career advising startups on business credit strategies and later transitioned into rewards consulting for cross-border entrepreneurs. He holds a degree in economics from the University of Vermont and has contributed to financial newsletters, webinars, and loyalty-focused communities across North America and Europe. A passionate traveler, Marc has explored more than 40 countries using points and miles to fly in premium cabins and stay in luxury hotels. When he's not analyzing credit card ecosystems, you'll find him hiking remote trails or reviewing airport lounges for Milesopedia readers.
All posts by Marc Delaney

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