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Cheap SJO to ORD Flights

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

San Jose to Chicago route information

Origin Airport Juan Santamaria Intl.
Destination Airport O'Hare Intl.
Airlines Serving Aeromexico, Air Canada, Alaska Airlines, American Airlines, Avianca, Copa, Delta, Interjet, JetBlue Airways, Spirit Airlines, United
Flight Price $293
Distance 2,220 mi

Chicago

$429.32

Cheap SJO to ORD Flights

  • Question : How much time do people spend in Chicago?
    Answer : The average time spent in Chicago by travelers from San Jose is 10 days. However long you decide to stay, give yourself plenty of time to see what makes Chicago fantastic.
  • Question : What is the cheapest day to fly?
    Answer : The cheapest day to fly from San Jose to Chicago is on Thursday. If you want to save some cash on your next flight look for flights on Thursday.
  • Question : How long is the flight from SJO to ORD?
    Answer : If you're able to take the direct flight (which is offered by United Airlines), you will be able to leave SJO at 11:45 PM CST and get to ORD at 5:15 AM CDT (five hours and 30 minutes).
  • Question : Can I change the date of my flight?
    Answer : Yes, you can switch your departure date. If you want to save some funds in doing so, the lowest-cost day to fly in September is Thursday.
  • Question : What is the cheapest day to fly to Chicago?
    Answer : As of Aug 19th, the cheapest day to fly from San Jose to Chicago is Sep 5th. Tickets are presently being sold for $319, which is 36% less than the average price.
  • Question : How much is a plane ticket to Chicago (ORD) from San Jose (SJO)? Prices can range from $319 to $1,535. Booking in advance can usually help you get the cheapest rate. Don't forget, booking ahead can save you cash you can use to treat yourself while on your trip. And who doesn't enjoy treating themselves?
    Answer : Prices can range from $319 to $1,535. Booking in advance can usually help you get the cheapest rate. Don't forget, booking ahead can save you cash you can use to treat yourself while on your trip. And who doesn't enjoy treating themselves?
  • Question : Which airline has the least delays from San Jose to Chicago?
    Answer : The current leader is United Airlines with an 83% on-time rate. Stick to United Airlines and you won't spend more time in airports than you have to. Note that if they do have a delay, it usually lasts over an hour.

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 SJO 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.

Package Disclaimer

*Savings amount equal to 100% when flight + hotel are booked together. Prices based on searches conducted by fellow shoppers within the past 24 hours. There is no guarantee that these prices will be in effect at the time of your search. Vacation package savings are based on comparison to prices on Expedia.com of the same components booked separately. Savings vary based on origin/destination, length of trip, stay dates and travel partners, and aren't available on all packages.