Cheap Flight Tickets from Chicago (MDW) to San Jose (SJO), Starting at $66

Good to Know: Cheapest and Fastest MDW - SJO Flights

Useful information for finding best airline tickets from Chicago Midway International to Juan Santamaria International on your next trip.

Cheapest One way Flight

$66

WN Southwest Airlines • 2 stops • 60h

Sep 26

The cheapest one way flight from Chicago to San Jose (MDW-SJO) is currently $66

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Fastest Flight

28h 25m

The fastest nonstop flight from Chicago to San Jose (MDW-SJO) takes 28h 25m

Latest Flight Deals from Chicago (MDW) to San Jose (SJO)

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FAQs on Chicago to San Jose Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to SJO?
The most popular airline flying from Chicago to San Jose are
Can I fly from MDW to SJO non-stop?
NO
Which airlines fly nonstop between Chicago and San Jose?
The non-stop flights between Chicago and San Jose are .
What’s the earliest departure time from MDW to SJO Airport?
The earliest flight leaves MDW at 7:40 am and lands in SJO - Juan Santamaria International
What are the airports in San Jose?
SJO
Can I make changes to my Chicago to San Jose flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to SJO?
Read the fare rules of the Chicago to San Jose air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and San Jose?
operate flights between Chicago and San Jose
How long does a flight from Chicago to San Jose take?
It takes approximately 5 hour to fly non-stop from MDW to SJO, which is 2199.5 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to San Jose (SJO) ?
In the past couple of days, the cheapest tickets to SJO from MDW were found on WN : USD 284
Do I need a passport to fly between MDW and SJO?
Yes
What’s the latest departure time from MDW to SJO ?
The last flight leaves MDW at 8:40 pm

Chicago (MDW) to San Jose (SJO): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Juan Santamaria International , San Jose, CR
Distance 2200 miles

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