The prices shown on this page were available within the last 20 days for the specified periods and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from Chicago to San Jose

If you’re planning to fly this route soon, keep in mind that the lowest fares are usually available at the beginning of April. Take advantage of this period to save on your flight tickets and make the most of your trip. Please note that prices may change after your search.

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week: Apr 6 - Apr 12

Flights from just $200

$245

$255

$356

$267

$200

$221

$245

$268

$271

$281

$327

$287

MarchAprilMay

Flying Time5 h and 54 mWhen flying from Chicago to San Jose, this can take around 5 h and 54 m in flying time, however this flight duration can vary due to other factors

Cheapest flight$109The best price for flights from Chicago to San Jose offered by eDreams, which have been found by our customers in the last 3 days

Destination airportJuan Santamaria International AirportFor the route from Chicago to San Jose

Peak seasonMarchMarch is the busiest time to fly from Chicago to San Jose according to search data results from our customers

Airlines operating this routeAviancaAirline(s) that fly from Chicago to San Jose

One-way average Price388.01A flight from Chicago to San Jose at eDreams will cost around 388.01, this being based on prices of the previous 6 months of data

Best time to bookMarchAugust is one of the most frequent times to fly to San Jose from Chicago according to real data from our customers

Airlines that fly from Chicago to San Jose

Spirit Airlines

44$

Exchange rate

1 USD = 466.4 CRC

1 CRC = 0.01 USD

Last revised on Thu, 03/5

Distance: 2215 miles

Chicago airports

O'hare International Airport (ORD)How far from city center: 14 miles

Midway Airport (MDW)How far from city center: 4 miles

San Jose airports

Juan Santamaria International (SJO)How far from city center: 1 miles

Are you planning to travel to San Jose for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Chicago. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to San Jose and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from Chicago to San Jose

What are the benefits of booking flexible flight tickets?

Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to Costa Rica. At eDreams have you covered!

On average, how much is the price of a flight from Chicago to San Jose?

When you fly from Chicago to San Jose the average price is 388.01. However, this price depends on many other factors such as seasonality or how far in advance the route has been booked.

For flights from Chicago to San Jose, how can I find the cheapest price?

The cheapest price for a flight from Chicago to San Jose is $109. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.

When booking, when is the best time to get the best prices for flights from Chicago to San Jose?

The most popular months to book a trip from Chicago to San Jose are August, October and September, based on the searches of our customers.

When is the best time to travel from Chicago to San Jose?

The best time of the year to visit San Jose depends on lots of personal preferences, especially the price. Regarding popularity, December is the best month to fly to San Jose from Chicago in terms of searches from our customers, followed by March and November. If you prefer to avoid the busy season and get away from the crowds May, August and September are the months with fewer searches for Chicago - San Jose.

How long does the flight from Chicago to San Jose take?

Flight length from Chicago to San Jose is around 5 h and 54 m on average, at an average distance of 2,214.65 mi, for flights for the route (which may have 1 or more stops in other cities in between).

Which airlines fly from Chicago to San Jose?

The airlines that fly non-stop from Chicago to San Jose are:

Copa Airlines.
American Airlines.
Aeromexico.

Copa Airlines, stopping at Panama City during at least 66 minutes.

Spirit Airlines, with 92 minutes of layover in Fort Lauderdale, FL.
Aeromexico, with 125 minutes scale in Mexico City.

Plan your trip

Popular Flight RoutesAlternative routes