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Cheap Flights From Tampa, Florida (TPA) To Chicago, Illinois (MDW)

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Fares from Tampa, FL (TPA)
$278 RT to
Chicago, IL (MDW)
Sorry this deal is over or has been sold out! But here’s another great Airfarewatchdog verified fare for this route!
$278 RT Tampa 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:
21 Days
Available:
Tue/Wed/Sat
Travel Ending:
Saturday, 03 January 2015
More Details:
Non-Stop Flights, No min. stay, Fare can be bought one-way for half the lowest roundtrip price
Last Updated:
Sunday, 27 July 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 your 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 Tampa To Chicago (TPA-MDW)

Price
Details
$282 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:
    Monday, 25 August 2014
  • Travel ending:
    Wednesday, December 17, 2014
  • More Details:
    Non-Stop Flights, No Min. Stay, Fare Can Be Bought One-way For Half The Lowest Roundtrip Price, Fall/Winter Travel
  • Last Updated:
    Friday, July 25, 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. Blackout Dates Apply: November 25 - 26 and November 29 - December 1, 2014.
$294 RT No peak holiday travel at this price (AirTran, Delta) See all details »
  • Airline(s):
    AirTran, 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-Fri & Sun
  • Travel starting:
    Monday, 25 August 2014
  • Travel ending:
    Wednesday, December 17, 2014
  • More Details:
    No Peak Holiday Travel At This Price
  • Last Updated:
    Sunday, July 27, 2014
  • Our Notes:
    CheapAir Charges A $9.95 Booking Fee.
$289 RT Lowest fare found for travel within the next 30 days. (AirTran) See all details »
  • Airline(s):
    AirTran
  • 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:
    21 Days
  • Available for travel:
    Tue-Wed & Sat
  • Travel starting:
    Saturday, 16 August 2014
  • More Details:
    Lowest Fare Found For Travel Within The Next 30 Days.
  • Last Updated:
    Sunday, July 27, 2014

Reviews for Tampa to Chicago (TPA-MDW)

based on 5 reviews
Flown this route before? Write a review
    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    I could feel the luv!

    by PamelaGervais on September 20, 2010

    Flight from Tampa to Chicago

    Airline:
    Southwest
    RT/OW
    Round Trip
    Number of Stops:
    1 stop in Columbus, Ohio
    Date of Flight:
    August 2010
    Seat Class:
    economy

    Pilot was early-smooth and fast we had good weather-the crew was great-no problems-no worries-great trip-airplane was clean and fast boarding and debarking

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Organized and prompt

    by star48 on June 13, 2010

    Flight from Tampa to Chicago

    Airline:
    AirTran
    RT/OW
    One Way
    Number of Stops:
    1 stop in Atlanta, Georgia
    Date of Flight:
    June 2010
    Seat Class:
    economy

    I was hesitant @ first about the airlines but that was the cheapest fare I could find on a last minute browsing.Gave it a try and booked in according to the time schedule and my availability. Found one route and chose it and was impressed with the on time departure and excellent assistance as to direction where concourse has to be go to in Atlanta. Airtran personnel were very helpful in giving almost each passenger w/c directions to go..Will book w/ airtran again on my oncoming trip in Sept. to Las Vegas Nevada,

    Thank you so much for the safe trip..

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Air Tran? Never Again!

    by tcubine on June 3, 2010

    Flight from Tampa to Chicago

    Airline:
    AirTran
    RT/OW
    Round Trip
    Number of Stops:
    1 stop in Atlanta, Georgia
    Date of Flight:
    June 2010
    Seat Class:
    economy

    My Air Tran flight from Chicago was delayed due to thunderstorma in Atlanta--ok. Told in Chicago that since 13 passengers were transferring to Tampa flight it would probably be held for us in Altanta. Got to Altanta 15 minutes after scheduled Tampa departure. Was it held 15 minutes? Hell no! The airline did not have to compensate us b/c it was weather related, so we had to sleep in Atlanta airport overnight (offered hotel discount--but arrived at 1 am and would have to leave for airport by 6 am, so after getting to hotel, would havve gotten about 3 hrs sleep--not cost effective!) Bet if they had to pay us, they would have held Tamp plane, huh??

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Ahead of Time Both Ways

    by krisrick on June 2, 2010

    Flight from Tampa to Chicago

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

    We were 10-15 minutes early on each flight. Also, no charge for bags. It can't get any better than that.

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    No fees for changing itinerary

    by svirgin on June 1, 2010

    Flight from Tampa to Chicago

    Airline:
    Aeroflot
    RT/OW
    Round Trip
    Number of Stops:
    No stops
    Date of Flight:
    March 2010
    Seat Class:
    first

    I travel alot. Southwest Airines is my #1 choice. Prices, no bag fees, friendly staff, and there are no charges for changing flight itineraries. And as a reward member, which is free, I quickly build up a free flight.

Flown this route before? Write a review
Sample Fares found by other travelers within the past 72 hours
Price From/To Depart/Return Airline
$425 Flight from Tampa to Midway (TPA-MDW) Thu, Jun 5 - Wed, Jun 25 Delta Air Lines
$516 Flight from Tampa to Midway (TPA-MDW) Sun, Jun 8 - Tue, Jun 10 Delta Air Lines
$526 Flight from Tampa to Midway (TPA-MDW) Fri, Jun 6 - Mon, Jun 9 Delta Air Lines
$526 Flight from Tampa to Midway (TPA-MDW) Fri, Jun 6 - Sun, Jun 8 Delta Air Lines
$628 Flight from Tampa to Midway (TPA-MDW) Sun, Jun 8 - Fri, Jun 13 Delta Air Lines
$652 Flight from Tampa to Midway (TPA-MDW) Fri, Jun 6 - Thu, Jun 12 Delta Air Lines
$680 Flight from Tampa to Midway (TPA-MDW) Mon, Jun 9 - Tue, Jun 10 Delta Air Lines
$769 Flight from Tampa to Midway (TPA-MDW) Mon, Jun 9 - Wed, Jun 11 Delta Air Lines
$899 Flight from Tampa to Midway (TPA-MDW) Fri, Jun 6 - Sun, Jun 8 Delta Air Lines
$922 Flight from Tampa to Midway (TPA-MDW) Fri, Jun 6 - Sun, Jun 8 Delta Air Lines
There are approximately 54 flights covering the route from Tampa International Airport in Tampa to Midway Airport in Chicago, provided by as many as 3 airlines.

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

Transwest Air

As an alternative to flying from Tampa, you may also want to try searching for cheap flights from St. Petersburg (PIE).
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