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Cheap Flights From Minneapolis, Minnesota (MSP) To Chicago, Illinois (MDW)

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Fares from Minneapolis, MN (MSP)
$166 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!
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, 30 October 2014
More Details:
Non-Stop Flights, No min. stay, Fare can be bought one-way for half the lowest roundtrip price
Last Updated:
Tuesday, 22 April 2014
Our Notes:
No travel between June 8 and August 24. 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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"Excellent service, great value" 03/07/2014

More Flights From Minneapolis To Chicago (MSP-MDW)

Price
Details
$166 RT Non-Stop Flights. No min. stay. Fare can be bought one-way for half the... (Sun Country Airlines, Delta) See all details »
  • Airline(s):
    Sun Country Airlines, 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.
  • Advance Purchase:
    14 Days
  • Available for travel:
    Mon-Thur & Sat
  • Travel ending:
    Thursday, October 30, 2014
  • More Details:
    Non-Stop Flights, No Min. Stay, Fare Can Be Bought One-way For Half The Lowest Roundtrip Price
  • Last Updated:
    Tuesday, April 22, 2014
  • Our Notes:
    No Travel Between June 8 And August 24. CheapAir Charges A $9.95 Booking Fee.

Reviews for Minneapolis to Chicago (MSP-MDW)

based on 6 reviews
Flown this route before? Write a review
    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    I love traveling Southwest.

    by georgedye8 on August 24, 2011

    Flight from Minneapolis to Chicago

    Airline:
    Southwest
    RT/OW
    Round Trip
    Number of Stops:
    No stops
    Date of Flight:
    June 2011
    Seat Class:
    economy

    They don't charge for luggage. Their way of seat arrangement is faster and great. The employees are always casual and friendly. Have always been on time unless weather was bad. great experience every time.

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    My new favorite airline

    by maryln54 on January 27, 2011

    Flight from Minneapolis to Chicago

    Airline:
    Southwest
    RT/OW
    Round Trip
    Number of Stops:
    No stops
    Date of Flight:
    January 2011
    Seat Class:
    economy

    This was my first trip on Southwest and definitely won't be my last. I like the seating system and really appreciate the luggage flying free perk. Who would have thought that would be a perk one day? The flight crew was friendly and courteous and had a good sense of humor, priceless qualities in that line of work. My flights were on-time and uneventful. I would recommend considering Southwest to anyone planning a trip.

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Good overall - but jury's still out on the seats

    by amymfritz on July 22, 2010

    Flight from Minneapolis to Chicago

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

    It was my first time flying Southwest and I was a little anxious about the unassigned seating - espeically since you can't see online how full/emtpy the flights are. So I paid the $10 each way for Early Bird boarding and it was well worth it - got bulkhead seats both ways even though my boarding position was A27. I think any position in the A category would be fine. I definitely wouldn't do general boarding though. The online booking process was smooth, gate agents were friendly, the free baggage policy is excellent. The only negative for me was that the seats were quite uncomfortable - it seemed like they reclined too far back when in the upright position, putting a strain on the lower back. Definitely not a deal breaker though - I just put a jacket behind my lower back and it was fine. Who knows - maybe it was just those bulkhead seats. I'll definitely fly Southwest again though - maybe sit in another row to compare the seats.

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    frustrating nightmare

    by tp5916 on June 25, 2010

    Flight from Minneapolis to Chicago

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

    Called to verify flight and was told it was cancelled. It was too expensive to rebook so I drove instead, only to find out the flight was not cancelled and now I am stuck paying for a flight I did not use.

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    First time with Southwest won't be my last!

    by coolrays on June 3, 2010

    Flight from Minneapolis to Chicago

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

    We haven't had much airline choice in Minneapolis so having Southwest come in is fabulous. This trip to Chicago was my first time there and first time flying Southwest--greatly enjoyed both experiences. Airfare was $99 roundtrip! Seats were leather (vinyl?) and roomy and I had leg room so quite comfortable for a change while flying. Got a snack and drink even thou our flight was only slightly over an hour. I like the method Southwest uses for dispensing drinks--they come around and take your order, then simply bring you your drink in a cup--no big cart blocking the aisle for 45 minutes. Purchasing tickets, printing boarding passes, and boarding the plane all ran very smoothly. No luggage checked but 2 bags are free for every Southwest flight! Will fly them again and again!

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Love the cost and efficiency of Southwest

    by atschida on June 3, 2010

    Flight from Minneapolis to Chicago

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

    I like the first come first serve of the seat choice. The seats are a little rough, but worth the cheap prices.

Flown this route before? Write a review
Sample Fares found by other travelers within the past 72 hours
Price From/To Depart/Return Airline
$265 Flight from Minneapolis/St. Paul to Midway (MSP-MDW) Sun, May 4 - Thu, May 8 Sun Country
$271 Flight from Minneapolis/St. Paul to Midway (MSP-MDW) Wed, Apr 23 - Sat, Apr 26 Sun Country
$364 Flight from Minneapolis/St. Paul to Midway (MSP-MDW) Fri, May 2 - Sun, May 4 Sun Country
$364 Flight from Minneapolis/St. Paul to Midway (MSP-MDW) Thu, May 1 - Thu, May 1 Delta Air Lines
$364 Flight from Minneapolis/St. Paul to Midway (MSP-MDW) Fri, May 2 - Mon, May 5 Delta Air Lines
$364 Flight from Minneapolis/St. Paul to Midway (MSP-MDW) Mon, Apr 28 - Wed, Apr 30 Delta Air Lines
$364 Flight from Minneapolis/St. Paul to Midway (MSP-MDW) Mon, Apr 28 - Wed, Apr 30 Sun Country
$442 Flight from Minneapolis/St. Paul to Midway (MSP-MDW) Thu, Apr 24 - Fri, Apr 25 Sun Country
$442 Flight from Minneapolis/St. Paul to Midway (MSP-MDW) Wed, Apr 23 - Thu, Apr 24 Sun Country
$511 Flight from Minneapolis/St. Paul to Midway (MSP-MDW) Thu, Apr 24 - Sun, Apr 27 Sun Country
There are approximately 15 flights covering the route from St Paul International Airport in Minneapolis to Midway Airport in Chicago, provided by as many as 2 airlines.

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

Transwest Air

As an alternative to flying from Minneapolis, you may also want to try searching for cheap flights from Rochester (RST).
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