Nonstop Flights: Houston to/from Chicago / Atlanta $100-$110 r/t – Southwest

[05/10/2018 @ 11:55 AM] Book this fare on: Southwest, (Other Airlines: Priceline, BookingBuddyTravelocity, Expedia, Orbitz, Hotwire, CheapTickets.)
[05/11/2018 @ 11:21 AM] Fewer dates available now. Mostly in September.

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Southwest has round-trip flights from Houston (HOU) to Chicago or Atlanta (MDW/ATL) starting at $100, NONSTOP. $50-$55 each-way. Flights from June to September, mostly on Tuesdays, Wednesdays and Saturdays. Weekends available in August and September. Origin/Destination reversible.

Note: Southwest doesn’t charge a change fee or a cancellation fee and allows for 2 checked bags for free.

Note: United and AA tend to match Southwest fares with inferior “Basic Economy” fares that have bag fees and other various restrictions. Those will not be worth it unless you can avoid the bag fees and don’t mind assigned random seating.

Note: You can save an additional $100 if you purchase your Flight+Hotel together as a package on Southwest Vacations and use the GETAWAY coupon code. Before you commit, always compare the prices of the individual Flights and Hotel with other hotel booking sites like or Tripadvisor.

  • Chicago – Example Dates: (BookingBuddy / Southwest) May 29 – Jun 05 / JuL 21 – JuL 24 / etc… / Aug 25 – Aug 27 / Other dates: Use the Fare Calendar on Southwest. There are more dates available than the ones we list here, experiment on your own.
  • Atlanta – Example Dates: (BookingBuddy / Southwest) Jun 20 – Jun 26 / JuL 10 – JuL 18 / etc… / Sep 22 – Sep 26 / Other dates: Use the Fare Calendar on Southwest. There are more dates available than the ones we list here, experiment on your own.

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

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

I was able to pull this up on Southwest. Screenshot taken at 12:04 PM on 05/10/18.

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.

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