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Cheap Flights From San Jose, California (SJC) To Chicago, Illinois (MDW)

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Fares from San Jose, CA (SJC)
$364 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!
$364 RT San Jose 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:
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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"Weekend Getaway" 04/15/2014
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"A Home Run of a Weekend" 03/11/2014
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Reviews for San Jose to Chicago (SJC-MDW)

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Sample Fares found by other travelers within the past 72 hours
Price From/To Depart/Return Airline
$318 Flight from San Jose to Midway (SJC-MDW) Tue, May 20 - Sat, May 31 Delta Air Lines
$420 Flight from San Jose to Midway (SJC-MDW) Thu, May 8 - Fri, May 9 Delta Air Lines
$540 Flight from San Jose to Midway (SJC-MDW) Sun, Jun 15 - Mon, Jun 16 Delta Air Lines
$607 Flight from San Jose to Midway (SJC-MDW) Mon, Jun 30 - Tue, Jul 8 Delta Air Lines
$639 Flight from San Jose to Midway (SJC-MDW) Mon, Apr 28 - Sun, May 4 Delta Air Lines
There are approximately 38 flights covering the route from San Jose Municipal Airport in San Jose to Midway Airport in Chicago, provided by as many as 6 airlines.

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

Transwest Air

As an alternative to flying from San Jose, you may also want to try searching for cheap flights from Monterey (MRY).
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