[03/10/2015 @ 11:47 PM] Open this itinerary here: Southwest Airlines, Expedia, Orbitz, 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.
When you are ready to book a hotel, please use the links on our site to begin your booking process so we receive credit for the referral.

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 Airlines, Expedia, Orbitz, Travelocity, Priceline, Hotwire,
Destination information:
Our Affiliate Links:
This site receives referral credit when you use links on our page to open our affiliate’s page. By using our affiliate links when you begin your airfare or hotel search, you are supporting this site. Thanks.
- Airfare + hotel: Priceline, Skyscanner, Kayak, Expedia, Travelocity, Orbitz, CheapTickets.com
- Vacation rentals: Vrbo
- Airlines: Iberia, Hawaiian Airlines, Lufthansa, Swiss, Qatar Airways, Emirates, KLM
- Hotel search: TripAdvisor, Hotels.com, Agoda
- Travel and Airline Credit Cards: Cardratings.com
Flights departing from a different city (our other websites):
- Flights from New York
- Flights from Chicago or Milwaukee
- Flights from Los Angeles (LAX, ONT, BUR, LGB, SNA)
- Flights from Seattle
- Flights from Portland, Oregon (PDX)
- Flights from Phoenix
- Flights from Denver
- Flights from Atlanta
- Flights from Austin or San Antonio [Escape ATX]
- Flights from Dallas [Cheap DFW]
Other Useful Links:
- [Budget Travel] – list all the posts that deal with Budget Travel (filter out all the airfare posts)
