Monday, May 12, 2025

Deal Alert: Southwest Winter Travel Discounts

As the Fall season of pumpkin spice lattes is just beginning, Southwest Airlines wants customers to start to plan ahead for their winter getaways with big discounts. The airline is offering winter destination discounts as low as $59 for one-way trips.

To search for a flight, head to Southwest’s website, pick your departure city and preferred travel dates within the promotional window of October 4, 2022 to February 15, 2023 and the fares will show in a calendar format. 

This calendar view allows you to see the price ranges for the time period of travel and see the cheapest days to travel during the busy holiday season.

So don’t delay if you want to plan that ultimate ski trip or beach destination to stay warm during the winter months.

Book by October 3, 2022 11:59 p.m. Central Time for the big discounts. 

Some restrictions apply. There is a 21-day advance purchase required. Travel valid October 4 through February 15, 2023. Travel blacked out November 17-29, 2022 and December 16, 2022-January 2, 2023. Nonrefundable. Seats, travel days, and markets limited. Fares valid on nonstop service where indicated; if not indicated, fares are valid on single connecting service.

Book your travel directly on the Southwest website here.

Latest

Universal Orlando Resort Opens Universal Helios Grand Hotel

Universal Helios Grand Hotel is a Mediterranean-inspired property located...

Ovation of the Seas to Set Sail from LA at the End of May

Originally scheduled to serve China this summer, Ovation of...

Trombone Shorty Leads Star-Studded Finale As Jazz Fest 2025 Closes 

The final day of the New Orleans Jazz &...

Pearl Jam, Tems, and Laufey Headline Day 7 of Jazz Fest

Day 7 of Jazz Fest looked a bit gloomy,...

Newsletter

Don't miss

Universal Orlando Resort Opens Universal Helios Grand Hotel

Universal Helios Grand Hotel is a Mediterranean-inspired property located...

Ovation of the Seas to Set Sail from LA at the End of May

Originally scheduled to serve China this summer, Ovation of...

Trombone Shorty Leads Star-Studded Finale As Jazz Fest 2025 Closes 

The final day of the New Orleans Jazz &...

Pearl Jam, Tems, and Laufey Headline Day 7 of Jazz Fest

Day 7 of Jazz Fest looked a bit gloomy,...

Jay and Silent Bob’s Cruise Askew 2 Expands to 4-Day Cruise

After the success of its 2024 debut, Jay &...
Amy Harris
Amy Harris is a writer and photographer who has been traveling for 20 years and flown over 2 million miles to visit over 80 countries on 6 continents. She is a freelance photographer for Invision by Associated Press, AP Images and Rex/Shutterstock. Her work can be seen in various publications and websites including: Rolling Stone, AP Images, National Geographic Books, Fodor’s Travel Guides, Forbes.com, Lonely Planet Travel Guides, JetStar magazine, and Delta Sky Magazine.

Universal Orlando Resort Opens Universal Helios Grand Hotel

Universal Helios Grand Hotel is a Mediterranean-inspired property located near the new Universal Epic Universe. The magical hotel was created by the Universal Creative...

Ovation of the Seas to Set Sail from LA at the End of May

Originally scheduled to serve China this summer, Ovation of the Seas will instead operate out of Los Angeles beginning May 28th. The Quantum-class Royal...

Trombone Shorty Leads Star-Studded Finale As Jazz Fest 2025 Closes 

The final day of the New Orleans Jazz & Heritage Festival was on Sunday, May 4. The weather was perfect and so were the...