MDW to SJO (Chicago to San José) Flights

Last Minute Flights from MDW to SJO

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

OriginDestinationTravel DatesFlights From*
MDWSan JoséAugust 1 to August 4$477
*Prices include taxes and fees

Cheapest MDW to SJO Flights

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

OriginDestinationTravel DatesFlights From*
MDWSan JoséSeptember 6 to September 10$358
MDWSan JoséOctober 6 to October 10$360
MDWSan JoséOctober 11 to October 18$364
MDWSan JoséOctober 7 to October 14$676
*Prices include taxes and fees
MDW to SJO Flight Details
Origin airport
Midway Intl.
Origin airport IATA code
MDW
Destination airport
Juan Santamaría Intl.
Destination airport IATA code
SJO
Distance
2206 mi

Frequently asked questions

What airlines fly direct from Midway Intl. Airport (MDW) to Juan Santamaria Intl. Airport (SJO)?
To journey from Chicago Airport to SJO, you'll need to reserve a flight with at least one stop in between. Unfortunately, there are no nonstop services on this particular route.
How many flights are there from MDW to SJO?
Around 4 flights are available each day from Chicago, IL (MDW-Midway Intl.) to San José (SJO-Juan Santamarían Intl.). Buckle up because your plane to San José is ready to take off.
How long does it take to fly from Chicago, IL (MDW-Midway Intl.) to San José (SJO-Juan Santamarían Intl.)?
Chicago, IL (MDW-Midway Intl.) to San José (SJO-Juan Santamarían Intl.) takes on average 6 hours and 1 minute. That's the perfect length of time to take in an epic new TV series, get lost in a podcast or settle back and have a snooze.
What is the flight distance from Chicago, IL (MDW-Midway Intl.) to San José (SJO-Juan Santamarían Intl.)?
A device loaded with fun stuff to watch will help you get through this medium-haul flight of 2,200 miles (3,600 1). While you're likely to have entertainment on board, there's nothing like having an exciting TV series downloaded and ready to play.
How many morning flights are there from MDW to SJO?
Each week, 13 flights journey from MDW to SJO before midday. Delta Air Lines (DL) operates 13 morning flights per week, with the earliest taking to the skies at 6:00AM.
How many afternoon flights are there from MDW to SJO?
Select one of the 16 weekly afternoon and evening flights from MDW to SJO and enjoy a sleep in. Well-known carrier Delta Air Lines (DL) has 16 of these later flights which take off from 12:42PM.
What is the earliest departure time out of Chicago to San José?
Take off from MDW at 6:00AM and land at SJO at 10:13PM. This is the earliest flight you can book on this route.
What is the latest departure time out of Chicago to San José?
The latest flight departs MDW at 6:50PM and comes in at 1:44PM at SJO. You'll have lots of time to get ready for this journey.
What is the average price from Chicago to San José?
Flights from MDW to SJO begin at around $358. You'll want to get a move on, because fabulous fares get scooped up in a hurry! 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 MDW 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.