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Cheap SJC to ORD Flights

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

San Francisco

$214.00

Oakland

$141.63

Chicago

$264.00

Cheap SJC to ORD Flights

Question : Is this route your best bet for getting to Chicago with minimal delays?
Answer : The best measurement of overall promptness combines both on-time percentage and total delay minutes. SJC to ORD currently has 4 stars out of 5, earning it one of the best performances in the world. You can fly worry-free on this route.

Question : How long does it take to get from SJC to ORD?
Answer : The shortest direct flight is four hours and three minutes via United Airlines. If you catch the 6:40 AM PST departure, you'll arrive at 12:43 PM CST (remember, there is a two-hour time difference).

Question : Which airline is offering the cheapest flight from SJC to ORD?
Answer : Frontier Airlines is the leader in keeping costs down for their passengers over the next three months. Bookings are being made at just $145 and, when compared to the high-end bookings of $1,131, it's quite a deal.

Question : How many days should you spend in Chicago?
Answer : Travelers from SJC to ORD stay about one week on average.

Question : From San Jose to Chicago, which day of the week is going to have the most flight times?
Answer : Sunday has the greatest variety of flight times for San Jose to Chicago with eight. The day with the fewest number of options is Wednesday with four different times.

Question : When traveling to Chicago from San Jose, how long will you be in the air?
Answer : The average flight duration between SJC and ORD is four hours and 12 minutes.

Question : Are you paying the cheapest or highest price for your ticket to Chicago?
Answer : Flight prices fluctuate more than most routes in the United States for SJC to ORD. They vary from $145 to $1,131. However, the sooner you book, the better price you tend to get.

San Jose to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from San Jose to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with SJC to ORD flights that won’t make your bank account wince. Ready to temporarily leave behind San Jose for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to ORD with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.