MDW (Chicago) to SJC (San Jose) Flights $255.53

Question : If your plans are flexible, have you considered changing your departure day?
Answer : The best day to fly on a budget this month is Thursday. Being flexible with your travel days garners even more savings during booking.

Question : If traveling from MDW to SJC, how long can you expect to be in the air?
Answer : On average, the flight time from MDW to SJC is four hours and 43 minutes.

Question : Are you paying the cheapest or highest price for your ticket to San Jose?
Answer : Flight prices change less than most routes in the United States for MDW to SJC. They range from $254 to $670. However, the sooner you book, the more you'll be able to save.

Question : Which airline is struggling to get to San Jose on time?
Answer : If you decide to book your flight with Air Canada, keep an eye on your departure time. 100% of flights from Chicago Midway International Airport (MDW) to Norman Y. Mineta San Jose International Airport (SJC) are late.

Question : Best case scenario, how quickly can someone get from MDW to SJC?
Answer : The shortest direct flight is four hours and 40 minutes via Southwest Airlines. If you catch the 8:50 AM CDT departure, you'll arrive at 11:30 AM PDT (remember, there is a time change of two hours).

Question : Do travelers from Chicago typically stay in San Jose for very long?
Answer : The average time spent in San Jose by passengers from Chicago is about one week.

Question : Looking for the cheapest flight over the next 30 days?
Answer : Since low prices are preferred, look at Jul 28th. As of Jul 17th, it's showing the cheapest ticket sales at $319. That is 36% below the average price for this route, so you can spend that extra money on a fun experience in San Jose.