Cheap Flights: Dallas to/from Hawaii, Caribbean, Central America, or Mexico $242-$393 r/t (see full list on website) [dates vary] – United / Southwest / Delta / American

[06/13/2023 @ 06:48 PM CT] Deal time-stamp.
This list was updated and refreshed on June 15, 2023 @ 12:29 PM Central Time.

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

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Most domestic carriers have round-trip flights from Dallas (DFW, DAL) to various destinations in Hawaii, the Caribbean, Central America, or Mexico for $242-$393, NONSTOP or with a connection. Dates vary, you’ll need to look at the linked Calendar. Origin/Destination reversible. No Major Holiday dates available. We believe most of these discount fares will end after 06/15/2023.

Noteworthy destinations in this list: Cancun ($245), Honolulu ($346), Cozumel ($367), Costa Rica ($330), Grand Cayman ($341), and San Juan ($249).

Some of these may have long connection times or poor routing. You’ll need to filter those on your own.

  • This sale seems to be in response to the 40% off Southwest coupon code (“40OFF”). Most of these destinations are matched to what you would get on Southwest after the coupon, but you should check to see if there is a better deal there before committing.
  • Hopper is having their “Summer Sale”, which ends on 6/15. You can add their coupon on top of some non-Southwest fares, to get additional savings of about -$25 to -$100 on flights.

If you like this style of report, it’s a subset of daily Patreon recap [link]. That recap is the unfiltered list of every fare that was priced below the 6-month moving average. If you’re interested, there is a free 7-day preview.


Here are some other offers that we think are worth mentioning. List updated 11/18/2024.

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

  • Airfare/Hotel coupons on Hopper: (updated daily-ish) Hopper always has discount coupons on their main page. The full list is on Hopper’s website. Keep in mind that Hopper is an OTA, so don’t expect them to honor the free 24-hour cancellation period, or to have the lowest base fare price. Hopper will try to up-sell you on a lot of extras like “cancel for any reason” policies, if you decide to use Hopper we advise that you decline all of those extras.
  • It is common to find Southwest and Alaska Airlines 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 on either of these airlines, you should check to see if you can save more money by using a gift card.


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

This list was updated and refreshed on June 15, 2023 @ 12:29 PM Central Time.

Nonstop: Flights from Dallas

With-Stops: Flights from Dallas

Southwest Airlines Flights from Dallas


I was able to pull this up on Southwest, Expedia, and Priceline.



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  • Tips: The Chase Sapphire Preferred® Card allows for 1-to-1 point transfers to several airline loyalty programs. Booking with points is a good alternative to paying with cash when the price of airfare is high. Here is the current list of Chase Sapphire transfer partners: United, Southwest, jetBlue, British Airways, Iberia, Singapore Airlines, Emirates, Air France, KLM, Virgin Atlantic, Aer Lingus, and Air Canada.
  • Tips: Use Tripadvisor to create a Hotel “short list”. First, plug in your dates and destination. Then select “Sort by Traveler Ranked”. Finally, select the “Traveler Ranking” filter to show “only 4* and up”. Use this resulting “short list” of hotels to find the cheapest one with a high ranking.
  • Tips: Hotel rates for Weekend dates are usually higher than the rates for Sunday through Thursday. Tripadvisor has a color-coded date calendar, red when the average hotel price for that day is more expensive, green for less expensive. You can use this to get an overview of what dates in the month are at a discount.
  • 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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