ORD - SJO

£115 Find Cheap Flights from Chicago to San José

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to San José departing on 11/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to San José

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San José, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San José, as well as popular online travel agencies
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Everything you should know

Cheapest return fare
£343
Typical prices: £415-£293
Viva
Fri 31/7Fri 7/8
ORD - SJO • 1 stop
Cheapest direct flights
£405
Typical prices: £465-£395
United Airlines
Sat 4/7Sat 11/7
ORD - SJO • Direct
Direct flights
Sat
You can fly direct with United Airlines. Average duration is 5h 19m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 86% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to travel
Cheapest • 31% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to San José!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to San José (ORD-SJO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Chicago to San José that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Chicago to San José

Fri, 31 Jul - Fri, 7 Aug
Viva Logo
01:30 - 01:15
ORD
-
SJO
24h 45m
1 stop
Viva Logo
02:20 - 00:40
SJO
-
ORD
21h 20m
1 stop
£343Viva
Sat, 25 Jul - Wed, 29 Jul
Copa Airlines Logo
08:02 - 07:12
ORD
-
SJO
24h 10m
1 stop
Copa Airlines Logo
10:03 - 04:00
SJO
-
ORD
16h 57m
1 stop
£350Copa Airlines
Wed, 22 Jul - Sun, 26 Jul
Copa Airlines Logo
08:02 - 19:01
ORD
-
SJO
11h 59m
1 stop
Copa Airlines Logo
17:55 - 13:57
SJO
-
ORD
19h 02m
1 stop
£357Copa Airlines
Mon, 14 Sep - Tue, 22 Sep
Multiple Airlines Logo
02:53 - 23:59
ORD
-
SJO
22h 06m
1 stop
Multiple Airlines Logo
16:15 - 12:09
SJO
-
ORD
18h 54m
1 stop
£358Multiple Airlines
Sun, 11 Oct - Sun, 18 Oct
Delta Logo
19:55 - 11:58
ORD
-
SJO
17h 03m
1 stop
Delta Logo
13:23 - 23:50
SJO
-
ORD
9h 27m
1 stop
£359Delta
Sun, 4 Oct - Fri, 9 Oct
Copa Airlines Logo
15:20 - 10:58
ORD
-
SJO
20h 38m
1 stop
Copa Airlines Logo
10:03 - 13:59
SJO
-
ORD
26h 56m
1 stop
£361Copa Airlines
Sat, 10 Oct - Thu, 15 Oct
Delta Logo
17:45 - 11:58
ORD
-
SJO
19h 13m
2 stops
Delta Logo
13:23 - 23:50
SJO
-
ORD
9h 27m
1 stop
£363Delta
Tue, 7 Jul - Wed, 15 Jul
Copa Airlines Logo
08:02 - 07:12
ORD
-
SJO
24h 10m
1 stop
Copa Airlines Logo
08:45 - 04:00
SJO
-
ORD
18h 15m
1 stop
£365Copa Airlines
Fri, 27 Nov - Sat, 12 Dec
Delta Logo
11:10 - 22:15
ORD
-
SJO
11h 05m
1 stop
Delta Logo
07:00 - 18:32
SJO
-
ORD
11h 32m
1 stop
£367Delta
Sat, 26 Sep - Sat, 3 Oct
United Airlines Logo
05:30 - 12:21
ORD
-
SJO
7h 51m
1 stop
United Airlines Logo
07:55 - 18:30
SJO
-
ORD
9h 35m
1 stop
£372United Airlines
Booking Insights

KAYAK’s insights & trends for Chicago to San José flights

Get data-powered insights and trends into flights from Chicago to San José to help you find the cheapest flights, the best time to fly and much more.

How much is a return flight from Chicago O'Hare Intl Airport to San José?

This analysis is based on the cheapest return trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to San José departing in July.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to San José?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to San José, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to San José is October, where tickets cost £267 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is £506 and £450 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to San José?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to San José, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to San José, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know - Cheap tickets from Chicago to San José

Low seasonSeptember
Cheapest flight£115
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly (30% more expensive on average)
Flight from Chicago to San José

When to book flights from Chicago to San José

Are your dates flexible? Find out the best times to travel from Chicago to San José based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to San José flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to San José?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to San José was £115 for a one-way ticket and £343 for a return.

  • Which airports will I be using when flying from Chicago to San José?

    Chicago and San José are both served by 1 main airport. You will leave Chicago from Chicago O'Hare Intl and will be arriving at San José Juan Santamaria Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to San José?

    American Airlines, Alaska Airlines, and Delta offer inflight Wi-Fi service on the Chicago to San José flight route.

  • Which aircraft models fly most regularly from Chicago to San José?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago to San José flight route.

  • On which days can I fly direct from Chicago to San José?

    You can catch a direct flight from Chicago to San José on Saturday.

  • How does KAYAK find such low prices on flights from Chicago to San José?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to San José.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to San José?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San José from Chicago is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to San José?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to San José with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to San José?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San José from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Prefer to fly direct from Chicago to San José?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to San José Juan Santamaria Intl.
Find which airlines fly direct from Chicago O'Hare Intl Airport to San José Juan Santamaria Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to San José Juan Santamaria Intl

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

San José Juan Santamaria Intl to Chicago O'Hare Intl

Saturday

United Airlines

United Airlines

See more direct flights

Everything you need to know for your flight from Chicago to San José

Information on your arrival and departure airports