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Cheap flights from Chicago O'Hare Intl Airport to San José from $74

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to San José departing on 10/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to San José

Cheap round-trip flights

Spirit Airlines Logo
11:57 am - 10:27 amORD-SJO
23h 30m2 stops
Spirit Airlines Logo
12:19 pm - 10:48 pmSJO-ORD
9h 29m1 stop
$251Spirit Airlines
Find Deal
Tue, Sep 23 - Thu, Sep 25
Spirit Airlines Logo
6:44 pm - 11:14 amORD-SJO
17h 30m1 stop
Spirit Airlines Logo
12:19 pm - 10:48 pmSJO-ORD
9h 29m1 stop
$252Spirit Airlines
Find Deal
Thu, Sep 25 - Thu, Oct 2
Logo
10:27 am - 6:45 pmORD-SJO
33h 18m2 stops
Logo
12:35 pm - 11:45 pmSJO-ORD
10h 10m1 stop
$253
Find Deal
Wed, Oct 1 - Tue, Oct 14
Spirit Airlines Logo
6:44 pm - 10:27 amORD-SJO
16h 43m2 stops
Spirit Airlines Logo
12:19 pm - 10:48 pmSJO-ORD
9h 29m1 stop
$254Spirit Airlines
Find Deal
Tue, Sep 30 - Sat, Oct 4
Spirit Airlines Logo
5:17 pm - 11:14 amORD-SJO
18h 57m2 stops
Spirit Airlines Logo
12:19 pm - 10:48 pmSJO-ORD
9h 29m1 stop
$255Spirit Airlines
Find Deal
Mon, Sep 22 - Fri, Sep 26
Spirit Airlines Logo
6:44 pm - 11:14 amORD-SJO
17h 30m1 stop
Spirit Airlines Logo
12:35 pm - 11:45 pmSJO-ORD
10h 10m1 stop
$256Spirit Airlines
Find Deal
Thu, Sep 25 - Fri, Oct 10
Spirit Airlines Logo
6:44 pm - 11:14 amORD-SJO
17h 30m1 stop
Spirit Airlines Logo
12:35 pm - 11:45 pmSJO-ORD
10h 10m1 stop
$257Spirit Airlines
Find Deal
Fri, Oct 3 - Thu, Oct 9
Spirit Airlines Logo
5:05 am - 11:30 amORD-SJO
7h 25m1 stop
Spirit Airlines Logo
11:37 am - 11:45 pmSJO-ORD
11h 08m2 stops
$258Spirit Airlines
Find Deal
Sun, Oct 5 - Sat, Oct 18
Spirit Airlines Logo
5:05 am - 11:14 amORD-SJO
7h 09m1 stop
Spirit Airlines Logo
11:37 am - 4:50 pmSJO-ORD
28h 13m3 stops
$259Spirit Airlines
Find Deal
Mon, Sep 29 - Fri, Oct 3
Logo
5:05 am - 11:14 amORD-SJO
7h 09m1 stop
Logo
7:30 am - 9:33 pmSJO-ORD
13h 03m1 stop
$287
Find Deal
Wed, Oct 1 - Fri, Oct 17

Spirit Airlines flights from Chicago O'Hare Intl Airport to San José, San José Province

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to San José, San José Province flight tickets
Spirit Airlines
Sep 23
ORD11:57 amChicago O'Hare Intl
23h 30m
2 stops
SJO10:27 amSan José Juan Santamaria Intl
Sep 25
SJO12:19 pmSan José Juan Santamaria Intl
9h 29m
1 stop
ORD10:48 pmChicago O'Hare Intl
$251
Find similar
Spirit Airlines
Sep 25
ORD6:44 pmChicago O'Hare Intl
17h 30m
1 stop
SJO11:14 amSan José Juan Santamaria Intl
Oct 2
SJO12:19 pmSan José Juan Santamaria Intl
9h 29m
1 stop
ORD10:48 pmChicago O'Hare Intl
$252
Find similar
Spirit Airlines
Sep 30
ORD6:44 pmChicago O'Hare Intl
16h 43m
2 stops
SJO10:27 amSan José Juan Santamaria Intl
Oct 4
SJO12:19 pmSan José Juan Santamaria Intl
9h 29m
1 stop
ORD10:48 pmChicago O'Hare Intl
$254
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to San José, San José Province that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San José, San José Province that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/23

11:57 am-10:27 am

2 stops23h 30m

San José Juan Santamaria Intl

Thu 9/25

12:19 pm-10:48 pm

1 stop9h 29m

$251

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 9/25

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

Thu 10/2

12:19 pm-10:48 pm

1 stop9h 29m

$252

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 10/1

10:27 am-6:45 pm

2 stops33h 18m

San José Juan Santamaria Intl

Tue 10/14

12:35 pm-11:45 pm

1 stop10h 10m

$253

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/30

6:44 pm-10:27 am

2 stops16h 43m

San José Juan Santamaria Intl

Sat 10/4

12:19 pm-10:48 pm

1 stop9h 29m

$254

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 9/22

5:17 pm-11:14 am

2 stops18h 57m

San José Juan Santamaria Intl

Fri 9/26

12:19 pm-10:48 pm

1 stop9h 29m

$255

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 9/25

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

Fri 10/10

12:35 pm-11:45 pm

1 stop10h 10m

$256

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 10/3

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

Thu 10/9

12:35 pm-11:45 pm

1 stop10h 10m

$257

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 10/5

5:05 am-11:30 am

1 stop7h 25m

San José Juan Santamaria Intl

Sat 10/18

11:37 am-11:45 pm

2 stops11h 08m

$258

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 9/29

5:05 am-11:14 am

1 stop7h 09m

San José Juan Santamaria Intl

Fri 10/3

11:37 am-4:50 pm

3 stops28h 13m

$259

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 10/1

5:05 am-11:14 am

1 stop7h 09m

San José Juan Santamaria Intl

Fri 10/17

7:30 am-9:33 pm

1 stop13h 03m

$287

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to San José, San José Province

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to San José, San José Province?

The month of September is, on average, the cheapest month to fly to San José, San José Province from Chicago O'Hare Intl Airport, with most prices found around $479. If you’re not able to fly to San José, San José Province in September, then August is your next best option. Flight prices from Chicago O'Hare Intl Airport to San José, San José Province during August average around $480.

What is the cheapest day to depart on your flight to San José, San José Province?

The cheapest day to depart from Chicago O'Hare Intl Airport to San José, San José Province is on a Tuesday when prices can be found for as low as $541. The most expensive day to fly to San José, San José Province is Saturday, with ticket prices averaging around $820.

What is the cheapest time of day to depart on your flight to San José, San José Province?

In the evening is the cheapest time of day to fly from Chicago O'Hare Intl Airport to San José, San José Province when you can find flight prices for as low as $453. Flying to San José, San José Province in the evening is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to San José, San José Province, so prices are often more expensive at around $766 per ticket.

What is the cheapest Chicago O'Hare Intl to San José Juan Santamaria Intl flight route?

Fly from Chicago O'Hare Intl to San José Juan Santamaria Intl for the best Chicago O'Hare Intl - San José Juan Santamaria Intl flight prices

How far in advance should I book a flight to San José, San José Province?

You are more likely to see cheaper flights to San José, San José Province from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to San José, San José Province for around $597 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San José, San José Province from Chicago O'Hare Intl Airport for as low as $454 on momondo.

What cabin class options are available on Chicago O'Hare Intl to San José Juan Santamaria Intl flights?

There are 2 cabin classes available to choose from on Chicago O'Hare Intl to San José Juan Santamaria Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago O'Hare Intl Airport to San José, San José Province flight prices changed over time?

As of September 2025, prices for Chicago O'Hare Intl Airport to San José, San José Province flights are approximately 40% cheaper when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to San José, San José Province

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to San José, San José Province according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to San José, San José Province (ORD to SJO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to San José, San José Province

Best Price Found

$217

Fastest flight time

5h 00m

Direct flights

Every day

Airports in San José, San José Province

1 airport
The best one-way flight to San José, San José Province from Chicago O'Hare Intl Airport in the past 72 hours is $217. The best round-trip flight deal from Chicago O'Hare Intl Airport to San José, San José Province found on momondo in the last 72 hours is $533.
The fastest flight from Chicago O'Hare Intl Airport to San José, San José Province takes 5h 00m
Direct flights go from Chicago O'Hare Intl Airport to San José, San José Province every day.
There is 1 airport near San José, San José Province: San José Juan Santamaria Intl (SJO)
Search flight deals

  • How far is Chicago O'Hare Intl to San José Juan Santamaria Intl by plane?

    There are 2224.7 mi between Chicago O'Hare Intl and San José Juan Santamaria Intl. Flights usually cover this in 7h 09m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to San José Juan Santamaria Intl Airport?

    Prices for flights from Chicago O'Hare Intl Airport to San José Juan Santamaria Intl Airport refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to San José Juan Santamaria Intl Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to San José Juan Santamaria Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to San José Juan Santamaria Intl Airport.

  • What documentation or ID do you need to fly to San José Juan Santamaria Intl Airport?

    The travel and health documents required for your trip to San José Juan Santamaria Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at San José Juan Santamaria Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to San José, San José Province?

  • What is the most popular airline from Chicago O'Hare Intl Airport to San José, San José Province?

Best airlines flying from Chicago O'Hare Intl Airport to San José, San José Province

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to San José, San José Province with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $263Free CancellationRating
6.3
8,023 reviews
Search Spirit Airlines flights
AviancaPriceFrom $307Free CancellationRating
6.7
2,436 reviews
Search Avianca flights
Copa AirlinesPriceFrom $314Free CancellationRating
7.6
1,531 reviews
Search Copa Airlines flights
FrontierPriceFrom $345Free CancellationRating
5.8
3,177 reviews
Search Frontier flights
JetBluePriceFrom $432Free CancellationRating
7.2
2,913 reviews
Search JetBlue flights
SouthwestPriceFrom $441Free CancellationRating
8.0
4,248 reviews
Search Southwest flights
DeltaPriceFrom $442Free CancellationRating
7.9
7,960 reviews
Search Delta flights
American AirlinesPriceFrom $442Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $468Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Manuel Antonio
Jacó
Alajuela
Monteverde
Heredia
Dominical
Santa Elena
Esterillos Este

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to San José?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to San José for you.

Can I find flights from Chicago to San José with flexible booking policies on momondo?

Flights from Chicago to San José with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to San José?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to San José.

I’m not ready to book a flight from Chicago to San José right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to San José flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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