Image Credits: Breezy Baldwin, Creative Commons 2.0 (flickr)
Published July 31, 2026 by

Cheap Flights: Dallas to/from San Jose, Costa Rica $345 round-trip [Aug-Nov, Jan-Mar] (No Thanksgiving) – Southwest

[07/31/2026 @ 11:49 AM CT] Deal time-stamp.
[2026-08-02 08:45:00] This price is still available, but the original date ranges may have shifted. We have updated the example date links in this post to reflect those changes.

Deals are usually valid 24 to 72 hours after posting, but can expire at any time (see time-stamp).

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Southwest has round-trip flights from Dallas (DAL) to San Jose, Costa Rica (SJO) for $345 with a connection. Flights August, September, October, November, January, February, and March. Very few weekends available. Origin/Destination reversible. No Thanksgiving dates.

  • Yes, we know that Viva Aerobus (a budget carrier similar to Spirit) often has fares in the $270 range. We advise you avoid those, as Viva fares are more expensive once you add in bag/seat fees.

Use a card like the Southwest Rapid Rewards® Plus Credit Card to earn points towards a Companion Pass®. Companion Pass is the benefit that allows you to choose one person to fly with you, free of airline charges* every time you purchase or redeem points for a flight. *Companion Pass doesn’t cover taxes and fees.

It is common to find Southwest gift-cards for sale at a discount of about -$70 to -$20 off the redeemable value at Costco and Sam’s Club. Before you finalize your booking you should check to see if you can save more money by using a gift card.

You can usually save more money by booking your flight+hotel together as a package instead of separately.

We post new flight deals often! You can check out our other deals by returning to the Front Page of our website: cheapdfw.com (linked).

Here are some other offers that we think are worth mentioning. List updated 04/21/2026.

We now track coupon codes, discount codes, gift card discounts, and credit card offers that have a better value than their historical averages.


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Use the example date links on our website to pull up the fare.

San Jose, Costa Rica fares: [2026-08-02 08:45:00] This price is still available, but the original date ranges may have shifted. We have updated the example date links in this post to reflect those changes.

  • Dallas to San Jose, Costa Rica - Weekend Dates: (Expedia) Sep 25 - Sep 28 / Other dates: There may be more dates available than the ones we list here, use the "flexible date" button on Expedia to find similar fares.

When you are ready to book your flight or hotel, please use the links on our page to begin your booking process so we receive credit for the referral.

  • Tips: Different booking websites will often have differing routes, prices, and availability. Before you finalize your purchase, do a quick check on BookingBuddy, Skyscanner, and Kayak to see if any other site or airline is offering a better deal.


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Ren P. Artemio

Ren is the Chief Director of Nap Times at Escape Houston, Escape ATX, Cheap DFW, and Escape Flights. He really likes researching airfare and the travel industry, especially when it means getting a cheap flight to anywhere (he's not picky).

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