Flights from San José (SJO) to Chicago (ORD)
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San José to Chicago Flight Information
Find the Cheapest Flights from San José (SJO) to Chicago (ORD)
Work hard, travel harder! Wotif brings you the cheapest San José to Chicago flights, making it possible to have a five star holiday without that five star price tag. Browse and compare our top SJO to ORD routes and airport options. So, go ahead and treat yourself, your sweetheart, or the kids to an unforgettable holiday this year.
to Information
Traveling From | Juan Santamaría Intl. |
|---|---|
Origin Airport | |
Origin Airport IATA Code | SJO |
Traveling To | O'Hare Intl. |
Destination Airport | |
Destination Airport IATA Code | ORD |
Number of Airlines Serving | |
Average Flight Time | hours mins |
Direct Flight Time | hours mins |
Flight Price |
San José to Chicago Flight Deals from
Considering a quick trip to Chicago, but not sure which is the best route for you? Well, you’re in luck! Wotif has done the hard work, so all you need to do is check out these flights from SJO to ORD. With heaps of cheap fares from San José, we guarantee you’ll be arriving to your holiday destination in style without emptying your bank account in the process.
It’s easy to book flights to Chicago from San José
For a huge choice of flights, simply enter your travel dates and hit search and we’ll hunt out fantastic deals on one-way, return and multi-city airfares to Chicago from San José from different airlines. If you click the ‘direct flights’ box, you see flights that’ll get you to Chicago in just hour(s) and mins, too.
Snap up great deals on flights to Chicago from San José
Choose from flights a day on average, with prices starting at and rising to depending on the cabin class, travel dates, and airline carrier. And if you’re up for a last-minute getaway, you can get great deals on flights from San José to Chicago today!
Find cheap airfares to Chicago from San José
Here are our insider tips for bagging a flight bargain:
- Look for midweek flights and late night, early morning arrival and departure times
- Check out other airports near San José and Chicago
- Avoid peak season (prices tend to be lower in )
- Be flexible with your travel dates and you can usually get cheaper options
Reasons to book your flights to Chicago from San José with Wotif
Wotif is a super-easy way to find the best flight for you to Chicago. Get more bang for your buck on flight and hotel or car rental combos and download the free Wotif app to tap into exclusive deals. Book now with Wotif and have a great flight!
Great places to stay after flight from San José to Chicago
Hilton Chicago O'Hare Airport
I think you took advantage of people needing a place to stay when their flight was cancelled. The price was very inflated but we had very little choice about where we could stay.
Reviewed on 4 Apr 2026
Hyatt Regency O'Hare Chicago
Our room was clean and the bed was very comfortable. I will note that we were supposed to be in a 425 square foot room with a decent sized bathroom but the room we were given was no larger that 200 square feet.
Reviewed on 3 Apr 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
Breakfast is very bad and cheap
Reviewed on 4 Apr 2026
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^Savings based on all package bookings made with Flight + Hotel on Wotif.com from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.