ORD to SJO (Chicago to San José) Flights

Last Minute Flights from ORD to SJO

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
ORDSan JoséOctober 26 to October 31$543
*Prices include taxes and fees

Cheapest ORD to SJO Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
ORDSan JoséNovember 13 to November 20$282
ORDSan JoséJanuary 22 to January 29$408
ORDSan JoséMay 31 to June 7$409
ORDSan JoséJanuary 22 to January 29$573
*Prices include taxes and fees
ORD to SJO Flight Details
Origin airport
O'Hare Intl.
Origin airport IATA code
ORD
Destination airport
Juan Santamaría Intl.
Destination airport IATA code
SJO
Distance
2220 mi

Frequently asked questions

What airlines fly direct from O'Hare Intl. Airport (ORD) to Juan Santamaria Intl. Airport?
If you’d like to fly straight from O’Hare Intl. Airport (ORD) to SJO, United Airlines (UA) is a top choice. It operates 4 flights each month between these destinations.
How many flights are there from ORD to SJO?
Approximately 65 services are scheduled per day between Chicago, IL (ORD-O’Hare Intl.) and San José (SJO-Juan Santamarían Intl.). Fasten your seat belt because your plane to San José is ready to take to the skies.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to San José (SJO-Juan Santamarían Intl.)?
At an average of 9 hours and 35 minutes, you’ll have plenty of time for a meal or two, a binge-watch session and a nice nap. The Chicago, IL (ORD-O’Hare Intl.) to San José (SJO-Juan Santamarían Intl.) route is considered a long-haul flight.
What is the flight distance from Chicago, IL (ORD-O'Hare Intl.) to San José (SJO-Juan Santamarían Intl.)?
The Chicago, IL (ORD-O’Hare Intl.) to San José (SJO-Juan Santamarían Intl.) stretch covers 2,200 miles (3,600 1) and is regarded as a medium-haul trip. If you’re chasing comfort — and you’ve dug up a deal — upgrade to a premium or business class seat.
How many morning flights are there from ORD to SJO?
Early birds — you’ll be delighted to know that there are 214 morning flights from ORD to SJO every week.

  • If you’re planning to fly with American Airlines (AA), it has 88 weekly flights that take off before noon. The 5:00AM flight is the first one of the day.
  • United Airlines (UA) is another great option to consider. It operates 43 morning services, with the earliest departing at 6:00AM.
  • Leave before noon with Spirit Airlines (NK) and you’ll have about 20 flights each week to pick from. 5:00AM is the earliest you can take off from ORD to SJO.

How many afternoon flights are there from ORD to SJO?
If the words “wake up early” just aren’t part of your daily vocab, take one of the 242 weekly afternoon and evening flights from ORD to SJO.

  • United Airlines (UA) provides 89 weekly flights that leave after midday. The earliest departure is 12:47PM.
  • American Airlines (AA) has 79 afternoon and evening flights each week. The first is at 12:01PM.
  • Alternatively, rack up some air miles with Delta Air Lines (DL). This carrier has 24 weekly flights after midday, with the earliest departing at 12:31PM.

What is the earliest departure time out of Chicago to San José?
The earliest flight leaves ORD at 2:01AM and arrives at 11:59PM at SJO. Remember to allow yourself lots of time in the morning to easily make it to your gate.
What is the latest departure time out of Chicago to San José?
Book a ticket for the 9:37PM flight out of ORD, touching down at SJO at 8:37PM, and allow yourself time to take care of any last-minute vacation preparations. This is the latest flight you can catch on this route.
What is the average price from Chicago to San José?
You can find a return flight from ORD to SJO beginning from around $282. The best fares get snapped up early, so book as soon as you’ve pinned down your travel dates. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Chicago to San José Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Chicago to San José to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from ORD to SJO, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Chicago to San José, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.