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Cheap Flights From Houston, Texas (HOU) To Chicago, Illinois (MDW)

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Fares from Houston, TX (HOU)
$280 RT to
Chicago, IL (MDW)
$280 RT Houston to Chicago, IL
Airline(s)
Southwest
Seats:
Seats are not available on all flights or all dates of travel. You may need to have flexible travel dates to find this fare. Fares for travel on holidays may be higher.
Adv. Purchase:
14 Days
Available:
Mon-Thur & Sat
Travel Ending:
Thursday, 05 March 2015
Purchase By:
Thursday, 06 November 2014
More Details:
Non-Stop Flights, No min. stay, Fare can be bought one-way for half the lowest roundtrip price, No peak holiday travel at this price
Last Updated:
Friday, 24 October 2014
Our Notes:
Travel November 8, 2014 through March 5, 2015. This is a fare from Southwest - visit Southwest.com to find this fare. Other airlines often match Southwest sales, so search other sites to find the best option.
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All mandatory taxes/fees are included in the price. Tax-inclusive fare may be a few dollars higher or lower depending on the airport you connect through, if any. Baggage fees, if applicable, and other optional fees are not included.

Our Dealhounds found this airfare using flexible date search. This means we searched a range of dates to find you the best price.

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More Flights From Houston To Chicago (HOU-MDW)

Price
Details
$282 RT Lowest fare found for travel within the next 30 days. (Frontier) See all details »
  • Airline(s):
    Frontier
  • Seats are:
    Seats Are Not Available On All Flights Or All Dates Of Travel. You May Need To Have Flexible Travel Dates To Find This Fare. Fares For Travel On Holidays May Be Higher.
  • Advance Purchase:
    16 Days
  • Available for travel:
    Sat
  • Travel starting:
    Saturday, 15 November 2014
  • More Details:
    Lowest Fare Found For Travel Within The Next 30 Days.
  • Last Updated:
    Friday, October 31, 2014
$268 RT Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
  • Airline(s):
    Southwest
  • Seats are:
    Seats Are Not Available On All Flights Or All Dates Of Travel. You May Need To Have Flexible Travel Dates To Find This Fare. Fares For Travel On Holidays May Be Higher.
  • Available for travel:
    Mon-Thur & Sat
  • Travel starting:
    Wednesday, 03 December 2014
  • Travel ending:
    Wednesday, February 11, 2015
  • More Details:
    Non-Stop Flights, No Min. Stay, Fare Can Be Bought One-way For Half The Lowest Roundtrip Price, No Peak Holiday Travel At This Price
  • Last Updated:
    Friday, October 31, 2014
  • Our Notes:
    This is a fare from Southwest - visit Southwest.com to find this fare. Other airlines often match Southwest sales, so search other sites to find the best ...moreoption.
$276 RT Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Southwest) See all details »
  • Airline(s):
    Southwest
  • Seats are:
    Seats Are Not Available On All Flights Or All Dates Of Travel. You May Need To Have Flexible Travel Dates To Find This Fare. Fares For Travel On Holidays May Be Higher.
  • Advance Purchase:
    14 Days
  • Available for travel:
    Mon-Thur & Sat
  • Travel ending:
    Thursday, March 5, 2015
  • More Details:
    Non-Stop Flights, No Min. Stay, Fare Can Be Bought One-way For Half The Lowest Roundtrip Price, No Peak Holiday Travel At This Price
  • Last Updated:
    Friday, October 24, 2014
  • Our Notes:
    Travel November 8, 2014 through March 5, 2015. This is a fare from Southwest - visit Southwest.com to find this fare. Other airlines often match Southwest ...moresales, so search other sites to find the best option.
$284 RT No min. stay. No peak holiday travel at this price (Delta) See all details »
  • Airline(s):
    Delta
  • Seats are:
    Seats Are Not Available On All Flights Or All Dates Of Travel. You May Need To Have Flexible Travel Dates To Find This Fare. Fares For Travel On Holidays May Be Higher.
  • Available for travel:
    Mon-Thur & Sat
  • Travel starting:
    Wednesday, 03 December 2014
  • Travel ending:
    Wednesday, February 11, 2015
  • More Details:
    No Min. Stay, No Peak Holiday Travel At This Price
  • Last Updated:
    Friday, October 31, 2014

Reviews for Houston to Chicago (HOU-MDW)

based on 2 reviews
Flown this route before? Write a review
    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    great trip

    by mat on August 27, 2010

    Flight from Houston to Chicago

    Airline:
    Southwest
    RT/OW
    Round Trip
    Number of Stops:
    No stops
    Date of Flight:
    August 2010
    Seat Class:
    economy

    everything went as smooth as could be expected, people were so nice and helpful.we enjoyed every minute of our trip.

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Southwest is the BEST

    by kimjw1984 on June 25, 2010

    Flight from Houston to Chicago

    Airline:
    Southwest
    RT/OW
    Round Trip
    Number of Stops:
    No stops
    Date of Flight:
    May 2010
    Seat Class:
    economy

    Not only are they very well priced (love that my bags fly free!) but they are always incredibly friendly and helpful.

Flown this route before? Write a review
Sample Fares found by other travelers within the past 72 hours
Price From/To Depart/Return Airline
$349 Flight from Hobby to Midway (HOU-MDW) Wed, Jun 11 - Wed, Jun 25 Delta Air Lines
$542 Flight from Hobby to Midway (HOU-MDW) Fri, Jun 6 - Thu, Jun 12 Delta Air Lines
$565 Flight from Hobby to Midway (HOU-MDW) Thu, Jun 12 - Sun, Jun 15 Delta Air Lines
$605 Flight from Hobby to Midway (HOU-MDW) Tue, Jun 10 - Fri, Jun 13 Delta Air Lines
$615 Flight from Hobby to Midway (HOU-MDW) Fri, Jun 6 - Sun, Jun 8 Delta Air Lines
$625 Flight from Hobby to Midway (HOU-MDW) Thu, Jun 12 - Sun, Jun 15 Delta Air Lines
$625 Flight from Hobby to Midway (HOU-MDW) Fri, Jun 6 - Tue, Jun 10 Delta Air Lines
$635 Flight from Hobby to Midway (HOU-MDW) Thu, Jun 5 - Mon, Jun 9 Delta Air Lines
$704 Flight from Hobby to Midway (HOU-MDW) Fri, Jun 6 - Fri, Jun 6 Delta Air Lines
$846 Flight from Hobby to Midway (HOU-MDW) Sun, Jun 8 - Wed, Jun 11 Frontier Airlines
There are approximately 32 flights covering the route from Hobby Airport in Houston to Midway Airport in Chicago, provided by as many as 3 airlines.

The following airlines sometimes offer nonstop cheap flights from Houston to Chicago:

Transwest Air

As an alternative to flying from Houston, you may also want to try searching for cheap flights from Beaumont (BPT).
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