Flights from San Jose, Costa Rica to Chicago, United States

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Did you mean flights from Chicago to San Jose, Costa Rica?

Where To Buy Cheap Flights from San Jose, Costa Rica to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from San Jose, Costa Rica to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from San Jose, Costa Rica to Chicago?

The chart below shows up-to-date information regarding how far in advance to book your flight from San Jose, Costa Rica to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days CRC401,988 CRC209,882
7-14 days CRC262,640 CRC127,306
14-21 days CRC475,389 CRC150,244
21-30 days CRC395,680 CRC131,894
30-60 days CRC394,533 CRC112,396
60-90 days CRC336,614 CRC154,258
90+ days CRC342,349 CRC154,258

Compare Flight Prices from San Jose, Costa Rica to Chicago by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for San Jose, Costa Rica to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
February San Jose, Costa Rica Chicago United 2/19/20 2/29/20 1 CRC199,560
August San Jose, Costa Rica Chicago Spirit 8/20/20 8/26/20 1 CRC179,490
September San Jose, Costa Rica Chicago Interjet 9/27/20 10/4/20 1 CRC184,077
May San Jose, Costa Rica Chicago United 5/2/20 5/9/20 2 CRC180,063
November San Jose, Costa Rica Chicago Copa 11/25/20 11/30/20 1 CRC191,532
December San Jose, Costa Rica Chicago American 12/24/20 12/31/20 1 CRC196,693
January San Jose, Costa Rica Chicago Copa 1/23/21 1/28/21 1 CRC191,532
September San Jose, Costa Rica Chicago Copa 9/1/20 9/8/20 1 CRC208,736

Cheap Last Minute Flights from San Jose, Costa Rica to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from San Jose, Costa Rica to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
1 2 3 4 5 6 7
CRC197,267
8 9 10 11 12 13 14
CRC197,267
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30 31 1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31 1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30 1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31 1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31 1 2 3 4 5
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27 28 29 30 1 2 3
4 5 6 7 8 9 10
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18 19 20 21 22 23 24
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1 2 3 4 5 6 7
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CRC127,879
15 16 17 18 19 20 21
CRC127,879 CRC127,879
22 23 24 25 26 27 28
CRC127,879 CRC135,908
29 30 1 2 3 4 5
CRC135,908
6 7 8 9 10 11 12
CRC119,278
13 14 15 16 17 18 19
CRC119,278

Connecting Flights vs Direct Flights from San Jose, Costa Rica to Chicago

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from San Jose, Costa Rica to Chicago is CRC182,357.

The average price for direct flights from San Jose, Costa Rica to Chicago is CRC352,671.

The chart below shows up to date information regarding non-stop flights from San Jose, Costa Rica to Chicago.

Weekly Direct Flights from San Jose, Costa Rica to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
United 0 0 0 0 0 1 2 08:55 19:10

One Way Flights vs Round Trip Flights from San Jose, Costa Rica to Chicago

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from San Jose, Costa Rica to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from San Jose, Costa Rica to Chicago is CRC85,444.

The average price for round trip flights from San Jose, Costa Rica to Chicago is CRC182,357.

San Jose, Costa Rica to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from San Jose, Costa Rica to Chicago?
Answer: The average San Jose, Costa Rica to Chicago flight time is 5 hours and 27 minutes.
Question: How far is Chicago from San Jose, Costa Rica?
Answer: The distance from San Jose, Costa Rica to Chicago is 3,572 kilometers (2,220 miles).
Question: How common are direct flights from San Jose, Costa Rica to Chicago?
Answer: There are 3 direct flights from San Jose, Costa Rica to Chicago.
Question: What are the most popular San Jose, Costa Rica airlines for direct flights from San Jose, Costa Rica to Chicago?
Answer: United Airlines provides 100% of the non-stop flights between San Jose, Costa Rica and Chicago.

Airlines in San Jose, Costa Rica flying to Chicago Last modified: Nov 22, 2020 5:44 -05:00Number of routes searched: 0Number of itineraries searched: 0

Wondering which airlines fly out of San Jose, Costa Rica to Chicago? We've gathered the average price of San Jose, Costa Rica airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

San Jose, Costa Rica to Chicago Airports

These are the major commercial airports we're currently monitoring in San Jose, Costa Rica and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

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Cheap Flights from San Jose, Costa Rica to Chicago