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Cheap Flights From San Diego, California (SAN) To Chicago, Illinois (MDW)

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Fares from San Diego, CA (SAN)
$282 RT to
Chicago, IL (MDW)
$282 RT San Diego 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, 30 October 2014
More Details:
Non-Stop Flights, No min. stay, Fare can be bought one-way for half the lowest roundtrip price, Spring/Fall travel, No peak summer travel at this price
Last Updated:
Tuesday, 15 April 2014
Our Notes:
Travel April 29 through June 7 and August 25 through October 30, 2014. Blackout Dates Apply: May 22, 23, 26 and September 1, 2014. 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 San Diego To Chicago (SAN-MDW)

Price
Details
$304 RT No peak summer 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.
  • Advance Purchase:
    14 Days
  • Available for travel:
    Mon-Thur & Sat
  • Travel ending:
    Thursday, October 30, 2014
  • More Details:
    No Peak Summer Travel At This Price
  • Last Updated:
    Thursday, April 17, 2014

Reviews for San Diego to Chicago (SAN-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 ride!

    by Dandy on March 30, 2011

    Flight from San Diego to Chicago

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

    What a thrill, everyone piled into little worn out seats for 5 hours of nonstop flight. It reminds me of the rural buses in Mexico, all you need are the live chickens! But what am I doing? Basically I am selling my time for $40 per hour each way as the next competing flight would have cost me $400 more, so bring on the chickens! They are safe, reliable, and more than courteous. Go Southwest!!!!! I luv them!

    1. Flight Rating

    2. Check-in Experience:

    3. In-flight Service:

    4. Seat Comfort:

    Organized & left on time. Friendly!

    by CarmenPete on June 1, 2010

    Flight from San Diego to Chicago

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

    The only thing I did not like is that you can't pick your seats. You get whatever is left, you may not even sit with who you are flying with. Other than that, it was a pleasant 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
$362 Flight from San Diego to Midway (SAN-MDW) Thu, May 29 - Mon, Jun 2 Sun Country
$390 Flight from San Diego to Midway (SAN-MDW) Tue, Apr 29 - Wed, May 7 Delta Air Lines
$420 Flight from San Diego to Midway (SAN-MDW) Mon, Apr 28 - Wed, May 7 Delta Air Lines
$449 Flight from San Diego to Midway (SAN-MDW) Wed, Apr 30 - Wed, May 7 Delta Air Lines
$476 Flight from San Diego to Midway (SAN-MDW) Fri, Apr 25 - Mon, Apr 28 Delta Air Lines
$487 Flight from San Diego to Midway (SAN-MDW) Mon, Apr 28 - Tue, May 6 Delta Air Lines
$535 Flight from San Diego to Midway (SAN-MDW) Tue, Apr 29 - Sun, May 4 Delta Air Lines
$547 Flight from San Diego to Midway (SAN-MDW) Sun, May 11 - Thu, May 15 Delta Air Lines
$589 Flight from San Diego to Midway (SAN-MDW) Fri, May 23 - Mon, May 26 AirTran
$691 Flight from San Diego to Midway (SAN-MDW) Sun, Apr 27 - Tue, Apr 29 Delta Air Lines
There are approximately 38 flights covering the route from San Diego International Airport in San Diego to Midway Airport in Chicago, provided by as many as 6 airlines.

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

Transwest Air

As an alternative to flying from San Diego, you may also want to try searching for cheap flights from Imperial (IPL).
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