Southwest Airlines: $36 One-way Dallas to/from New York / Chicago / Baltimore / Phoenix

[06/15/2016 @ 2:41 PM] Book this fare on: Southwest Airlines, (Other Airlines: BookingBuddyPriceline, OrbitzCheapTicketsExpedia, Travelocity).
[06/15/2016 @ 11:33 PM] New York starting to sell out. We see most weekend fares are gone.
[06/25/2016 @ 1:40 PM] Only Chicago (MDW) has availability. Discount fares to other destinations are gone.

The prices and details in this post were accurate when this post was last updated (see time-stamps above). Prices and availability of this deal can and will change, given enough time. This website contains references to airfare and accommodation from companies that may compensate this site when you click on their link or purchase travel.

Southwest Airlines has round-trip flights from Dallas (DAL) to New York (LGA), Chicago (MDW), Baltimore (BWI) and Phoenix (PHX) for $72, NONSTOP. $36 each-way. Flights TUE/WED/SAT from late-August to mid-November. Holiday Blackouts apply. No Thanksgiving. Most return flights from New York have early-morning departure times.

We often see American Airlines and United match Southwest sales. Before you finalize your purchase, do a quick check on BookingBuddy to make sure that another airline isn’t offering a better deal or better flight times.

Use Southwest Vacations if you’re planning on buying this as a Flight+Hotel package. You can usually save more money than booking each separate.

Note: To find this fare on Southwest Airlines, you should be using the Fare Calendar on their site. If you’re just plugging in random dates and hoping to land a fare, you’re doing it wrong. More details on the Fare Calendar are covered in this post: [Use the Fare Calendar to find the cheapest flights on Southwest Airlines].

Example Dates:

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

Example Screenshot taken at 2:53 PM 6/15/2016.


If you plan on booking a hotel, use our travel coupon codes to save up to 15% to 20% off. Alternatively, you may be able to save the most money by booking your trip as a Flight + Hotel package on Southwest Vacations.

If you want to see other deals that are still bookable you should check out the “Bookable Deals” page on our site. It filters out deals that have expired, or have low availability.

Southwest never charges a change or cancellation fee. If you cancel within 24-hours they will reverse the credit card charge. If you cancel before your flight, they will give you a travel voucher that you can apply for future travel valued at the full price you paid. Voucher isn’t transferable and expires after 1-year, but it beats getting hit with a change fee.

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