Nonstop Flights: Dallas to/from Chicago $98 r/t – Southwest

[10/11/2019 @ 11:17 PM] Book this fare on: Southwest, (Other Airlines: Priceline, BookingBuddyTravelocity, Orbitz, Expedia, CheapTickets, Hotwire.)

The details on this page were accurate when this post was last updated (see time-stamp). Deals are usually valid 24 to 72 hours after posting, but can expire at any time. This website contains cookies for personalized ads and links to companies that may compensate this site when you click on their link. By continuing to use this website, you consent to the use of ads, affiliate links, and cookies.

Southwest has round-trip flights from Dallas (DAL) Chicago (MDW) for $98, NONSTOP. $48 each-way. Flights mostly from January to March. Origin/Destination reversible. No Holidays.

Note: United, Spirit, and Frontier may have fee encumbered “Basic Economy” fares available for a bit less. Keep in mind that those “cheaper” fares are often more expensive once you factor in bag fees.

Note: Southwest doesn’t charge a change-fee, so if you already booked this flight, but paid more, you should be able to re-book at the lower price and get the difference paid back to you in the form of a travel-voucher.

Note: You can save an additional $125 if you book your Flight+Hotel together as a package on Southwest Vacations and use the 125DOM19 coupon-code. Before you commit, always compare the prices of the individual Flights and Hotel with other hotel booking sites like Hotels.com or HotelsCombined.

  • Example Dates: (Southwest) Jan 10 – Jan 12 / etc… / Mar 01 – Mar 06 / Other dates: Use the Fare Calendar on Southwest. There are more dates available than the ones we list here, experiment on your own.

I was able to pull this fare up on Southwest. Screenshot taken when this post was initially created. See timestamps at the top of this post.

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 Priceline, Orbitz, or Travelocity.

Note: OTAs such as Travelocity and Priceline allow free cancellation without penalty within 24-hours after you purchase. As deals sell-out or expire quickly, this policy will allow you to “lock-in” the cheap fare while you sort out a plan. Just keep in mind that after 24-hours you will not be able to cancel without the regular penalty.

Flight Details:

Relevant Coupon Codes for Travel:





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