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Cheap Flights from San Jose to Chicago $283.77

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Cheapest Flights from San Jose to Chicago (SJC to MDW)

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 : How many different departure times are there each day?
Answer : On average, SJC to MDW sees two different flight times. You won't have as many options on this route as most others.

Question : What's the expected flight time for SJC to MDW?
Answer : Flying from SJC to MDW typically takes about 4 hours and 5 minutes.

Question : What's the likelihood of you being delayed on this route?
Answer : SJC to MDW currently scores 2.4 out of a possible 5 stars in promptness. This score combines both the number of delayed flights and total delayed minutes. With 2.4 stars, you should plan on being extra flexible with your arrival plans.

Question : Which airline can you expect delays with on this route?
Answer : XOJET flights from SJC to MDW are delayed 100% of the time. If you should choose this airline, be sure to track the flight status to stay on top of the departure time.

Question : Should you take that vacation to Chicago in the next 30 days?
Answer : As of December 5th, the best day for deals to Chicago (MDW) from San Jose (SJC) is December 20th. Bookings have been made roughly 46% below the average price for this route.