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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)
$268 RT to
Chicago, IL (MDW)
$268 RT San Diego to Chicago, IL
Airline(s)
Frontier
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
Travel Starting:
Tuesday, 09 September 2014
More Details:
Lowest fare found for travel within the next 30 days.
Last Updated:
Tuesday, 19 August 2014
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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
$352 RT Travel December only. Non-Stop Flights. No min. stay. Fare can be bough... (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:
    Tuesday, December 16, 2014
  • More Details:
    Travel December Only, Non-Stop Flights, No Min. Stay, Fare Can Be Bought One-way For Half The Lowest Roundtrip Price
  • Last Updated:
    Tuesday, August 19, 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.
$372 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:
    Tuesday, August 19, 2014
  • Our Notes:
    Blackout Dates Apply: November 25 - 26, November 29 - December 1, December 19 - 20, and December 26 - 29, 2014; January 3, and February 16, 2015. Seats ...moreare limited. Fares may vary by destination, flight, and day of week and won’t be available on some flights that operate during very busy travel times and holiday periods. 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.

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
$482 Flight from San Diego to Midway (SAN-MDW) Sat, Jun 7 - Mon, Jun 9 Delta Air Lines
$520 Flight from San Diego to Midway (SAN-MDW) Sat, Jun 7 - Mon, Jun 9 Delta Air Lines
$542 Flight from San Diego to Midway (SAN-MDW) Fri, Jun 6 - Tue, Jun 10 Delta Air Lines
$554 Flight from San Diego to Midway (SAN-MDW) Thu, Jun 19 - Fri, Jun 20 Delta Air Lines
$571 Flight from San Diego to Midway (SAN-MDW) Sat, Jun 7 - Sun, Jun 15 Delta Air Lines
$586 Flight from San Diego to Midway (SAN-MDW) Sun, Jun 8 - Fri, Jun 13 Sun Country
$695 Flight from San Diego to Midway (SAN-MDW) Mon, Jun 9 - Tue, Jun 10 Delta Air Lines
$727 Flight from San Diego to Midway (SAN-MDW) Thu, Jun 19 - Sun, Jun 22 AirTran
$751 Flight from San Diego to Midway (SAN-MDW) Thu, Jun 19 - Sun, Jun 22 AirTran
$1,316 Flight from San Diego to Midway (SAN-MDW) Tue, Jun 17 - Thu, Jun 19 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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