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SJC (San Jose) to MDW (Chicago) Flights $253.6

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Cheap SJC to MDW Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.



Interesting Facts About Flights from San Jose to Chicago (SJC to MDW)

Question : On a daily basis, how many different flight times are available from Norman Y. Mineta San Jose International Airport (SJC) to Chicago Midway International Airport (MDW)?
Answer : It does differ by the day, but on average, you can expect only one flight time when you book. That is lower than the national average of five.

Question : Looking for the quickest flight from SJC to MDW?
Answer : If you're able to take the shortest direct flight (which is offered by Southwest Airlines), you will be able to leave SJC at 2:15 PM PDT and get to MDW at 8:20 PM CDT (four hours and five minutes). Remember, there is a two-hour time difference.

Question : Is there a preferred airline for getting to Chicago Midway International Airport (MDW) on time?
Answer : Delta Air Lines leads the way with a 100% on-time rate. Stick to Delta Air Lines and you won't spend more time in airports than you have to. Perfection is hard to come by, so hopefully it continues.

Question : Is price more important than specific travel days for you?
Answer : The best day to fly on a budget this month is Monday. Flexibility is paramount when booking travel plans in order to keep travel costs down.

Question : Should you be aware of any airlines that have a reputation of delayed arrivals for this route?
Answer : Priester Aviation is late on 100% of flights from Norman Y. Mineta San Jose International Airport (SJC) to Chicago Midway International Airport (MDW) at the moment. If you’re on Priester Aviation, be sure to sign up for the delay notifications to stay up to date with your flight’s status.

Question : Over the coming months, which airline is getting their passengers to Chicago Midway International Airport (MDW) round-trip the cheapest?
Answer : Prices are hitting as high as $1,079 over the next three months when flying to MDW from SJC. Check out Delta Air Lines, as they have been booking customers at just $326.

Question : What price range should you expect when booking from San Jose (SJC) to Chicago (MDW)?
Answer : Flight prices change less than most routes in the United States for SJC to MDW. They range from $326 to $1,079. Remember, the sooner you book, the better price you tend to get.