Win the Trip of a Lifetime with Southwest’s Destination: Love

Advertiser Disclosure

Southwest Airlines and Chase have a new promotion designed to inspire travel solely based on the hobbies and interests people love most. The new Destination: Love Sweepstakes allows eligible Southwest Rapid Rewards Members to win one of three trips to a surprise destination they’ll love.

Southwest Airlines’ Destination: Love Details

Southwest Rapid Rewards Credit Cards from Chase have a new promotion called Destination: Love. Available now until December 4, 2023, and open exclusively to Southwest Rapid Rewards members ages 19 and up, entrants can win one of three trips to a surprise destination they’ll love. The trip includes hotel accommodations, round-trip air travel on Southwest Airlines®, and pre-arranged activities tied to the trip’s theme for the winner and a guest.

Southwest Rapid Rewards cardmembers also automatically receive one additional entry to the Sweepstakes. The three surprise ‘destinations’ include:

Theme Details

Destination: Barbecue
Love flavorful meats and sweet or tangy sauce? Cardmembers earn 1X points per $1 spent on everyday purchases, like dining and groceries, meaning each purchase gets Cardmembers one step closer to their next plate piled high with brisket and burgers. The winner will not only enjoy some of the best barbecue in the Country, but they’ll also have the chance to learn the ins and outs of the craft from the pitmasters themselves.

Destination: Pickelball
With Southwest Airlines named The Official Airline and the Southwest Rapid Rewards Priority Card as The Official Credit Card of the Professional Pickleball Association (PPA Tour), the winner will have the chance to immerse themselves in the world of pickleball—America’s fastest growing sport–including time on the court, interactions with coaches and more. Even outside the Sweepstakes, winners can get to the courts with a partner even faster as all points Cardmembers earn with their Rapid Rewards® Credit Card count toward the coveted Companion Pass® (the benefit that lets a Rapid Rewards® Member designate one person to fly with them, free of airline charges—not including taxes and fees from $5.60 one-way—every time the Customer purchases or redeems points for a flight). As an exclusive benefit, Cardmembers receive a boost of 10,000 Companion Pass qualifying points each year.

Destination: Stream Come True
Consumer Cardmembers earn 2X points per $1 spent on select streaming services, so taking inspiration from some of the biggest Western series available on TV, the Southwest Rapid Rewards Credit Cards from Chase will help one lucky fan live out their streamable Wild, Wild, West fantasies.

Winners will also receive 25,000 Rapid Rewards bonus points they can use towards future travel with Southwest Airlines. Points bookings don’t include taxes, fees, and other government/airport charges of at least $5.60 per one-way flight.

Eligible Southwest Cards

As mentioned, the new Destination: Love Sweepstakes is open to all Southwest Rapid Rewards and Chase Southwest Rapid Rewards credit cardmembers. Southwest and Chase issue co-branded airline credit cards for consumers and businesses. Here are Southwest’s Rapid Rewards consumer credit cards:


Rapid Rewards® Plus

Rapid Rewards® Premier

Rapid Rewards® Priority
Rewards rate Earn 2X pts. on Southwest purchases, 2X pts. on internet, cable, phone services, and select streaming, and 1X on all other purchases Earn 3X pts. on Southwest purchases, 2X pts. on internet, cable, phone services, and select streaming, and 1X on all other purchases Earn 3X pts. on Southwest purchases, 2X pts. on internet, cable, phone services, and select streaming, and 1X on all other purchases
Best perk 2 EarlyBird Check-In per year. 1,500 tier qualifying points towards A-List status for every $10,000 spent 4 Upgraded Boardings per year when available
Annual fee $0 $99 $149

And here are the eligible Rapid Rewards SMB business cards:

Southwest Rapid Rewards Business Cards

Southwest Rapid Rewards® Premier Business Credit Card

Southwest® Rapid Rewards® Performance Business Credit Card
Rewards rate Earn 3X points on Southwest purchases; 2X on Rapid Rewards hotel and car rental bookings, local transit and commuting including rideshare, plus social media and search engine advertising, internet, cable, and phone services; and 1X on all other purchases Earn 4X points on Southwest purchases; 3X on Rapid Rewards hotel and car rentals; 2X on local transit and commuting, including rideshare, plus social media and search engine advertising, internet, cable, and phone services; and 1X on all other purchases
Best perk 2 EarlyBird Check-Ins per year Global Entry or TSA Pre✓® application fee credit
Annual fee $99 $199

“Commitment to Rewards Our Cardmembers Every Day”

“With the Destination: Love Sweepstakes, we’re encouraging travelers to expand their horizons and learn more about the things they love by seeing them up close,” said Matthew Schlitz, General Manager of Southwest Rapid Rewards Credit Cards from Chase, in a press release. “It exemplifies Southwest Rapid Rewards Credit Cards from Chase’s commitment to rewarding our Cardmembers daily and inspiring them to turn the rewards earned on their cards into new, unforgettable experiences.”

“We’re taking our Rapid Rewards Credit Cards from Chase to new heights and unlocking new travel experiences by connecting Members with their interests and passion points that matter most to them,” said Jonathan Clarkson, Vice President of Marketing at Southwest Airlines.” The Destination: Love Sweepstakes brings to life our Purpose of connecting people to what’s important in their lives and taking our members on an adventure they are sure to love.”

Official Terms & Conditions

No Purchase or Payment Necessary to Enter or Claim a Prize. The Sweepstakes begins on 11/1/23 at 9:00 a.m. ET and ends 12/4/23 at 11:59:59 p.m. ET. Sweepstakes is open to all [1] legal residents of the fifty (50) United States and the District of Columbia (having a valid Tax Identification Number (TIN) or Social Security Number (SSN)) and [2] who are nineteen (19) years of age or older at the time of entry; and [3] have a Southwest Airlines® Rapid Rewards® account number It is free to enroll in Rapid Rewards (to enroll, visit www.southwest.com/enroll)—void in Puerto Rico and where prohibited.  The Sweepstakes is subject to the Official Rules. For complete details and Official Rules, go to https://destinationlove.chase.com/. Points bookings do not include taxes, fees, and other government/airport charges of at least $5.60 per one-way flight. 

To earn one (1) Bonus Entry without becoming a Southwest Rapid Rewards™ Credit Card from Chase Cardmember: On a plain 3”x5” piece of paper, hand-print your name, address, city, state, zip code, daytime phone number, Southwest Airlines® Rapid Rewards® number (mandatory) and email address (mandatory), place in a #10 business-size stamped envelope and mail to: Destination Love Sweepstakes, P.O. Box 738, Syosset, NY 11791-0738. Your outer mailing envelope must include a valid return address, which includes a complete first and last name.  Mail-in entries, including outer envelopes, must be handwritten. Mail entries must be postmarked by December 4, 2023, and received by December 9, 2023. 

Customers can create a free account to become a Rapid Rewards Member at Southwest.com/enroll.

Related Article: The Best Credit Cards for Holiday Travel (and Making It Less Miserable)

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About: Cory Santos
Cory Santos

Cory is the senior credit card editor at BestCards, specializing in everything credit card-related. He’s worked extensively with credit cards and other personal finance topics, including nearly five years at BestCards. Cory’s extensive knowledge is an essential part of the BestCards experience, helping readers to live their best financial lives with up-to-date insights and comprehensive coverage of all facets of the credit card space, including market trends, rewards guides, credit advice, and comprehensive credit card reviews.

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