Home >> Fares From A City >> San Jose, CA >> San Jose, CA (SJC) To Chicago, IL (MDW)
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HOW TO FIND THIS FARE
  • AIRLINES
    Southwest
  • PURCHASE BY
    Thu, July 28, 2016
  • DAYS AVAILABLE FOR TRAVEL
    Mon-Thur & Sat
  • TRAVEL STARTING
    Tue, August 23, 2016
  • TRAVEL ENDING
    Wed, February 15, 2017
Gabriel L.
Staff Airfare Analyst
Gabriel's Notes:
Non-stop.
No min. stay. Fare can be bought one-way for half the lowest roundtrip price. No peak holiday travel at this price. Late Summer/Fall/Winter travel.
Blackouts: September 2, September 5, November 22-23, November 26-28, December 15-January 4, 2017.

This is a fare from Southwest, please visit Southwest.com to find this fare. Other airlines often match Southwest sales, so search other sites to find the best option.
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.
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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Found by other travelers: San Jose, CA (SJC) to Chicago, IL (MDW)
$432
Flight from San Jose to Chicago (SJC - MDW)
Fri, Aug 1 - Tue, Aug 5
Delta
$635
Flight from San Jose to Chicago (SJC - MDW)
Tue, Jul 1 - Mon, Jul 7
AirTran
$848
Flight from San Jose to Chicago (SJC - MDW)
Sat, Jun 28 - Sun, Jul 6
AirTran
$604
Flight from San Jose to Chicago (SJC - MDW)
Fri, Jul 4 - Mon, Jul 7
AirTran
$452
Flight from San Jose to Chicago (SJC - MDW)
Wed, Jul 23 - Fri, Jul 25
Delta
$291
Flight from San Jose to Chicago (SJC - MDW)
Wed, Sep 10 - Sat, Sep 20
Delta
$552
Flight from San Jose to Chicago (SJC - MDW)
Mon, Jul 14 - Tue, Jul 15
Delta
$709
Flight from San Jose to Chicago (SJC - MDW)
Fri, Aug 1 - Sun, Aug 3
Delta
$526
Flight from San Jose to Chicago (SJC - MDW)
Wed, Jul 23 - Fri, Jul 25
Delta
$507
Flight from San Jose to Chicago (SJC - MDW)
Fri, Jul 25 - Mon, Jul 28
Delta
There are approximately 38 flights covering the route from Mineta San Jose Intl Airport in San Jose to Midway Airport in Chicago, provided by as many as 6 airlines.
The following airlines often offer cheap flights from San Jose to Chicago
Continental
Southwest
United
Frontier
Delta
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