Southwest deal alert: Fly anywhere in North America starting at $59

Even as the weather cools and children return to school, travel hasn't slowed down this fall.

Now is the ideal time to book a short trip, thanks to Southwest Airlines offering one-way fares starting at $59.

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Through Southwest, you can fly to multiple cities in the U.S., Mexico, Cuba and the Bahamas with discounted, one-way fares. The deal applies to flights booked between Oct. 4, 2022, and Feb. 15, 2023.

Book as soon as you can, though. The deal ends Oct. 3.

Deal basics

Airline: Southwest.
Routes: Atlanta, Austin, Baltimore, Boston, Charlotte, Chicago, Denver, Los Angeles, New York, Houston, Philadelphia, Washington and many other U.S. cities fall under this Southwest deal.
How to book: Directly through Southwest’s website.
Travel dates: Oct. 4 to Feb. 15.
Book by: Oct. 3.

Sample flights

What stands out about this Southwest deal is the range of options and flexibility. You can fly from almost any city in the U.S. and you have up to three weeks to book this deal.

At the same time, the majority of cities you can fly to in this deal are mostly smaller cities, which can be convenient for visiting family or business trips, but maybe not for vacations. However, fares to cities like Austin, New York, Boston, Philadelphia and San Francisco are also included in this Southwest deal. There are also some international routes to Mexico, the Bahamas and Cuba.

Prices for flights range from $59 to $300, with the highest prices mostly applying to international flights.

Here are a few highlights:

• Las Vegas to Burbank, California, starting at $59.
• Atlanta to Orlando, starting at $71.
• Fort Lauderdale to Grand Cayman, Cayman Islands, starting at $89.
• Fort Lauderdale to Providenciales, Turks and Caicos, starting at $105.
• New York to Washington, starting at $111.
• Boston to Miami, starting at $171.
• Charlotte to San Francisco, starting at $176.

This Southwest deal only extends to economy fares. A flight from New York’s LaGuardia International Airport (LGA) to Washington’s Dulles International Airport (IAD) costs $111 one-way with the airline’s Wanna Get Away option, or its most basic economy fare.

Southwest’s Wanna Get Away fare includes two free checked bags and is nonrefundable.

You can also book a hotel through Southwest, but keep in mind that your total bill (for the flight and hotel) will be at least $800. The cheapest possible hotels Southwest offers through this bundle costs around $819 per person, and the price includes both airfare and hotel stay.

However, even though the total bundle is cheap, the hotel, the Governor House Inn in Falls Church, Virginia is approximately a 20-minute drive from Washington and is a two-star hotel.

Without the hotel bundle, a round trip from New York to Washington will cost approximately $222.

Maximize your purchase

Here are cards that earn bonus points on airfare purchases: The Platinum Card® from American Express (5 points per dollar on airfare booked directly with the airline or through American Express Travel, on up to $500,000 on these purchases per calendar year), Citi Prestige® Card (5 points per dollar on airfare), Citi Premier® Card, Chase Sapphire Reserve (3 points per dollar on airfare), American Express® Gold Card (3 points per dollar on airfare when booked directly with the airline or through Amex Travel) or the Chase Sapphire Preferred Card (2 points per dollar on travel). Check out this post for more on maximizing airfare purchases.

The information for the Citi Prestige Card has been collected independently by The Points Guy. The card details on this page have not been reviewed or provided by the card issuer.

Bottom line

All in all, this is a very solid fall and winter travel deal from Southwest. You can fly to a wide range of cities in North America at a discounted price.

There are only three weeks to claim this deal, so act fast as prices may change.