Book Presidents' Day Flights — February 14–16 Long Weekend Travel
Presidents' Day falls on Monday, February 16 — creating a 3-night long weekend from Valentine's Day Saturday (February 14) through Monday February 16. Presidents' Day weekend is one of the busiest ski weekends and most popular February travel windows in the US. Book by January for the best flight and resort availability.
Find and compare cheap flights
Everything you need to find and book your next cheap flight — all in one place.
Price Match Promise
Found a better deal? We'll match it!
24/7 Customer Support
Speak to our travel experts anytime, anywhere.
ClubMiles Rewards
Stack points & airline miles to save.
Easy Cancellations
Convenient options online and 24/7 global concierge.
Recommended for your next trip
Based on popular routes and current airfare deals
Best Presidents' Day Weekend Destinations to Fly
Aspen & Vail, Colorado
Presidents' Day weekend is peak ski season in Colorado — Aspen Mountain and Vail are at their most crowded and most expensive during this long weekend. Book early for the best hotel and flight combination; fly into Eagle County (EGE) or Denver (DEN) and drive.
Flight Into
Denver (DEN) or Eagle County (EGE) for Vail/Aspen
Best For
Advanced skiers, luxury ski breaks, après-ski
Park City, Utah
Park City Mountain Resort is the largest ski resort in the US, served by Salt Lake City International Airport (SLC) — one of the best-connected winter ski gateways. Presidents' Day weekend brings powder and full lifts, but is typically more affordable than Aspen or Vail.
Flight Into
Salt Lake City International (SLC) — 30 minutes from Park City
Best For
All skill levels, families, budget ski weekends
Cancún & Riviera Maya
Presidents' Day weekend is one of the most popular times for a quick winter sun escape to Mexico. February is peak season in Cancún — dry, warm, and perfect. Direct flights from major US cities make this a highly accessible Presidents' Day long-weekend option.
Best Airlines
American, Southwest, United, Spirit — direct from most US hubs
Best For
Families, beach breaks, all-inclusive escapes
Washington, D.C.
Washington DC is the most thematically appropriate Presidents' Day destination — the National Mall, Lincoln Memorial, Washington Monument, Smithsonian museums (all free), and Mount Vernon (George Washington's estate) are all peak for February visitors.
Flight Into
Reagan National (DCA), Dulles (IAD), or BWI — all well-connected
Best For
History travelers, families, school-age children
Miami & Florida Keys
Miami in February is warm, vibrant, and ideal for a Presidents' Day weekend escape. Art Deco South Beach, Wynwood arts district, Everglades day trips, and Key West are all accessible from a Miami base. Direct flights from dozens of US cities.
Best Value Airlines
Southwest, Spirit, Frontier — frequent direct services to MIA
Best For
Urban beach breaks, arts & culture, couples
Whistler Blackcomb, BC
Presidents' Day weekend at Whistler Blackcomb (North America's top-rated ski resort) is exceptional — February snowpack is reliable and the mountain is operating at full capacity. Fly into Vancouver (YVR) and take the Sea-to-Sky highway (2 hours).
Flight Into
Vancouver International (YVR) — no visa required for US citizens
Best For
Premium ski experience, adventure travelers
How to Book Cheap Presidents' Day Weekend Flights
Presidents' Day Is February 16 — Book by January
Presidents' Day falls on Monday, February 16 — the third Monday of February. The long weekend runs from Saturday February 14 (Valentine's Day) through Monday February 16. This triple holiday overlap (Valentine's + Presidents' Day) makes it one of the highest-demand February travel weekends in years. Book by January.
Ski Resorts Fill to Capacity on Presidents' Day Weekend
Presidents' Day weekend is consistently the busiest ski weekend of the US season — surpassing even Christmas week at many resorts. Book lift tickets and accommodation before flights, as resort lodging sells out months in advance.
Fly Friday for the Best Presidents' Day Weekend Fares
Departing Friday February 13 (Valentine's Eve) typically offers lower fares than Saturday February 14 for the Presidents' Day ski crowd. The Friday flight also maximises your weekend at the resort — arriving Saturday morning costs a full ski day.
Consider the Caribbean as an Alternative to Crowded Ski Mountains
If ski resort pricing for Presidents' Day weekend is too high, Mexico and the Caribbean offer excellent value. Cancún, Jamaica, and the Bahamas have plenty of capacity in February and are significantly cheaper than Colorado ski alternatives for the same weekend.
Most Popular Airlines
Best Airlines for Domestic & International Routes
Frequently Asked Questions
Everything you need to know about Presidents' Day travel deals and February long weekend flights
When is Presidents' Day?
Presidents' Day is always the third Monday of February. It is a US federal holiday that combined the observances of George Washington's Birthday (February 22) and Abraham Lincoln's Birthday (February 12).
What is Presidents' Day weekend?
Presidents' Day weekend refers to the Saturday through Monday long weekend anchored by Presidents' Day (the third Monday of February). In, this is February 14–16 — which unusually coincides with Valentine's Day on Saturday February 14, making it an exceptionally popular travel weekend.
What are the best Presidents' Day weekend travel destinations?
For winter sports: Aspen, Vail, Park City (Utah), and Whistler Blackcomb are peak-season ski destinations on Presidents' Day weekend. For warm weather: Cancún, Miami, and Key West are popular February sun escapes. For historical interest: Washington DC is the most thematically fitting Presidents' Day destination.
Is Presidents' Day a good time to book cheap flights?
Presidents' Day itself (the holiday Monday) is actually a decent day to find affordable fares — demand for return flights on Monday is lower than Sunday. Outbound fares for the Friday or Saturday before Presidents' Day are typically higher, especially to ski and warm-weather destinations.
Why does Presidents' Day overlap with Valentine's Day?
Presidents' Day is always the third Monday of February, and Valentine's Day is always February 14. In, the third Monday of February is February 16 — and Valentine's Day falls on Saturday February 14. The two holidays overlap in the same long weekend for the first time in several years, creating exceptional travel demand.
Do airlines run Presidents' Day sales?
Some airlines run Presidents' Day flight sales — typically focusing on late February and March travel dates. However, Presidents' Day sales are less common than Black Friday, Cyber Monday, or Labor Day sales. The better Presidents' Day strategy is to book your Presidents' Day weekend travel in January, well before prices spike.
24/7 Post-Flight Booking Assistance
With our 24/7 Post-Flight Booking Assistance, you will never have to manage travel challenges alone. Our highly trained travel experts are available day and night to support you with any changes, cancellations, or additional services you may require. From updating passenger details to securing special requests, we make the process smooth and stress-free.
Should your plans shift, we will walk you through every step of the cancellation and refund process, ensuring clarity and timely resolutions. In today's unpredictable travel environment, flexibility is essential, and we pride ourselves on delivering expert solutions quickly. Contact us anytime and travel with confidence knowing we will handle the details while you focus on what matters most — your journey.