5 Major US Cities Offering Winter Getaway Flights to Florida for Under $50

As winter sets in and travel budgets feel tighter than ever, a sunny escape to Florida may be far more affordable than many Americans realize.

Recent fare data from Kayak and a new survey by Dollar Flight Club suggest that a number of major U.S. cities currently enjoy ultra-low flight prices to the Sunshine State — in many cases, under $100 one-way and sometimes even below $50.

Our team at Traveling Lifestyle has summarized and sampled those from major U.S. cities to the most popular Florida destinations.

Which Airlines Operate Those Flights, And What Makes Them So Cheap?

There are two main drivers behind these ultra-low fares:

1. The dominance of budget airlines
   Many of the cheapest tickets are operated by low-cost carriers such as Frontier and Spirit. These airlines follow a no-frills model: the base fare covers transportation only, while checked bags, carry-ons, seat selection, and even onboard snacks often incur extra fees.
2. High competition on popular routes
   Florida is one of the most in-demand leisure destinations in the US, particularly in winter. That means multiple airlines compete on the same routes, which can push base fares down as carriers try to undercut one another or fill planes during off-peak days and times.

The combination of high demand, multiple carriers, and flexible pricing algorithms explains why fares can drop so dramatically — especially for those booking one-way tickets with minimal luggage on off-peak days.

Sample Winter Fares to Orlando from Major U.S. Cities

Orlando, home to the Walt Disney World Resort and a huge range of family attractions, is one of the standout bargain destinations this winter. Sample one-way fares found on Kayak for January travel include:

While prices fluctuate based on exact dates, demand, and time of booking, this snapshot shows how widely accessible central Florida has become for budget-conscious travelers.

Miami: Affordable Access to Beaches and Nightlife

For travelers prioritizing nightlife, dining, and beach culture, Miami also features prominently among Florida’s best-value winter destinations. Sample Kayak fares for one-way flights to Miami show similarly low pricing:

For many travelers, these fares are lower than the cost of a night out in a major U.S. city — a powerful incentive to trade gray skies for South Beach sunsets.

Fort Lauderdale: A Cheaper Gateway to South Florida

Just north of Miami, Fort…