10 Insanely Affordable Winter Destinations


#1 Sun Valley, Idaho

Sun Valley‘s airport is only 14 miles from the main ski resort area; round-trip flights from Los Angeles start at $189, or $312 from New York City area airports. With nonstop flights from Chicago, Denver, Los Angeles, Portland, Salt Lake City, San Francisco, and Seattle, Sun Valley can be a hassle-free direct flight.


#2 Stockholm, Sweden

WOW Air has fares to Stockholm starting at $150 each way from Boston via Reykjavik for November through February flights, with average round-trip fares from Los Angeles for just $335. This winter, the average nightly rates at a four-star hotel is just $120.


#3 Chicago, Illinois

According to KAYAK’s 2017 Holiday Travel Hacker, Chicago is the top wallet-friendly North American winter destination for flights. Median airfare from the U.S. and Canada for the winter months stays well under $300 round-trip, with prices averaging as low as $79 from New York City and $138 from Los Angeles.


#4 Hawaii

Heart set on Honolulu? February will be your cheapest travel month. Trying to escape the cold of the Northeast? Consider Maui—with average airfare under $700 round-trip. West Coasters can find similarly good deals to Maui—think round-trip fares under $500 from Los Angeles. Keep your eye out for flash sales and deals as more details of Southwest’s flights to the islands become available.


#5 Riviera Maya, Mexico

Riviera Maya (Cancun, Tulum, Cozumel, and Playa del Carmen) has seen a dip in prices since last year thanks in part to the drop in the Mexican peso. And while CheapOair reports that the Cancun area is consistently one of its most popular international destinations, prices are still cheap—think average, round-trip fares like $484 from Boston and $368 from Las Vegas during the winter months.


#6 Gatlinburg, Tennessee

Expect round-trip winter airfares from New York City to Knoxville to hover under $200. Since the region is within driving distance from cities like Asheville, Atlanta, and Nashville, you can save even more on transportation costs from those areas. Hotels are affordable as well.


#7 Costa Rica

Average round-trip airfare to San Jose for the winter months from both Los Angeles and New York City is around $500, which is cheaper than many flights to the Caribbean during this time. Couple these lower airfares with inexpensive accommodations (the average three-star hotel in San Jose is $45 per night in winter) and you’ll have plenty of leftover cash for adventure activities.


#8 Berlin, Germany

Airfare to Germany is very affordable, especially to Berlin. You’ll find routes from Los Angeles for an average of $400 round-trip or $558 from New York during the winter months. Hotels are also less expensive, with four-star hotels averaging $100 per night. For extra savings, book a stay at Generator hostel’s chic Berlin Mitte location, within walking distance of the city’s main attractions.