Cheap Flights: Houston to Chicago $88 nonstop r/t – Southwest

[03/10/2015 @ 11:47 PM] Open this itinerary here: Southwest AirlinesExpediaOrbitz, Travelocity, Priceline, Hotwire.
[04/29/2015 @ 9:58 AM] Old post cleanup. Marked as expired.

We now cover flights from Chicago on our sister publication Escape Flights – Chicago.

I’m not sure why there has been such fierce competition for this route this year, but it’s been constantly on sale. This time Southwest is offering nonstop, round-trip flights from Houston (HOU) to Chicago (MDW) for a ridiculous $88 ($44 each way). Fare is reversible and is available for midweek flights into the middle of June.

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Flight Availability: Houston to Chicago as of 3/10/2015 as of 11:28 Pm.
Flight Availability: Houston to Chicago as of 3/10/2015 as of 11:28 Pm.

When you begin your search for a Hotel or Vacation Rental in Chicago please use our TripAdvisor: Chicago link to find a good place to stay. Booking your trip as a Flight + Hotel package will probably save you more money than if you were to book separately. Be sure to make use of any coupon codes for Hotels that may be available at the bottom of this post.

Flight Details:

  • Availability: Use Southwest Airlines calendar search option. It’s the best way to see all the fares on a monthly view.
  • Documentation: Domestic Flight.
  • Departure and Destination Airports: HOU – MDW
  • Example Dates: (Southwest) Jun 04 – Jun 09
  • Carrier: Southwest
  • Fare Basis Code:
  • Fare Class:
  • Mile Accrual: 100%
  • Stopover component: none.
  • CPM: 4.7 (1874 miles)
  • Full Route: HOU-MDW-HOU
  • Open this itinerary on: Southwest AirlinesExpediaOrbitzTravelocity, Priceline, Hotwire,

Destination information:

Coupon Codes:

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  1. Jorge said:

    For a first visit to Chicago with our 2 kids (9 and 4) would you say 3 days is plenty to see around?

    March 13, 2015
    • That should be fine, just visit during the warmer months May / Jun for more daylight hours and clearer skies (generally speaking).

      March 13, 2015

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