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Current sweepstakes and winners

Thank you for your interest in our sweepstakes and promotions. Come back often to check out our new sweepstakes, and see if you're a winner. Winners will be contacted via phone and/or e-mail.

Current sweepstakes

It's time to celebrate and enter for a chance to win a vacation to Cancun.

It's Southwest Airlines® 46th birthday and we are giving away a fantastic, all-inclusive, four-night vacation. Enter now for your chance to experience the all-suite, all-butler, all-gourmet Generations Riviera Maya including round trip air travel, all-inclusive hotel accommodations, and round trip airport/hotel transfers. Enter by 6/30/17.

Enter Now

Congratulations winners!

Listed below are our latest winners! We are looking forward to giving you the vacation experience you deserve!

Southwest Vacations – February In A Nutshell vacation to Montego Bay sweepstakes
Winner: Heather P. – Arizona

Heather and her guest will be off to experience the exclusive All-In Luxury™ in Jamaica with a stay at Royalton Blue Waters in Montego Bay where they'll be treated to unlimited food and drink, 24-hour room service, roundtrip air travel, airport hotel/transfers, and even phone calls back home to the U.S. Thanks for entering!

Southwest Vacations – January vacation to Music City – Nashville sweepstakes
Winner: Joseph S. – Ohio

Joseph is the lucky winner of a vacation to Music City including flights, hotel accommodations at Doubletree by Hilton Hotel Nashville Downtown, dining, and the Music City Backstage Attraction Pass which includes admission to the Grand Ole Opry and other attractions in the Nashville area.

Southwest Vacations – November cool ski trip sweepstakes
Winner: William F. – Ohio

William and his guest will experience a three night vacation including flights, hotel accommodations at The Osprey at Beaver Creek, a dining credit, lift tickets, and a rental car. Enjoy your trip!

Southwest Vacations – October Ghosts, Voodoo, and Vampires New Orleans sweepstakes
Winner: Ralph C. – California

Congratulations, Ralph! You and a guest will be off to New Orleans with Southwest Vacations for a no tricks just treats vacation with hotel stay at Wyndham New Orleans - French Quarter, breakfast buffet daily, a New Orleans Ghost, Voodoo, and Vampire Tour, plus round trip air travel and round trip airport/hotel transfers!

Southwest Vacations – July Universal Orlando Resort™ On Line Game giveaway
Winner: Mary S. - Nevada

It's off to Universal Orlando Resort™ for Mary and her three guests to enjoy a fun-filled vacation with hotel stay, admission tickets to Universal Studios Florida™ and Universal's Islands of Adventure™ theme parks, a VIP Experience, Blue Man Group show tickets, and an Avis® rental car. Congratulations on winning this fabulous trip!

Southwest Vacations – August exciting Anaheim getaway
Winner: Patrick K. - Pennsylvania

Patrick and three guests will be off to Anaheim with Southwest Vacations to enjoy a vacation with hotel stay, meals, shopping, activities plus roundtrip air travel and an Alamo rental car. Have a fantastic vacation!

Southwest Vacations – August In A Nutshell vacation to Cancun
Winner: Charles M. - Texas

Charles won an all-inclusive vacation with Southwest Vacations to the Hotel Zone in Cancun for a four-night, all-inclusive vacation to the Riu Palace Peninsula, plus roundtrip air travel and airport hotel/transfers.

Southwest Vacations – June three night getaway to Phoenix
Winner: Bob R. - Wisconsin

Bob is the winner of our June Arizona sweepstakes. He and a guest will be off to Phoenix for a vacation featuring a stay at the Arizona Grand Resort & Spa plus roundtrip air fare and an Alamo rental car. Congratulations!

Southwest Vacations – June Party Like A Rock Star in Mexico giveaway
Winner: Christopher H. - Maryland

Christopher and his guest will be celebrating in Cancun like rock stars to celebrate Southwest Airlines® 45th birthday with a vacation to The Hard Rock Hotel Riviera Maya and a $1,500 Limitless Resort Credit to enjoy a variety of experiences and indulge as they want.

Southwest Vacations – May Jamaica vacation sweepstakes
Winner: Mike H. - Illinois

Mike won a luxurious all-inclusive vacation to Royalton White Sands Montego Bay with Southwest Vacations® where he and a guest will be treated to unlimited food and drink, 24-hour room service, even phone calls back home to the U.S. are included.

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