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Cheap flights from Chicago O'Hare Intl Airport to San José from $90

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 2/25. 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

Enter your travel dates to find the best prices.
Spirit Airlines Logo
8:43 pm - 11:37 am
ORD
-
SJO
14h 54m2 stops
Spirit Airlines Logo
12:33 pm - 11:46 pm
SJO
-
ORD
11h 13m2 stops
$338Spirit Airlines
Fri, Jan 16 - Fri, Jan 30
Spirit Airlines Logo
5:32 pm - 11:37 am
ORD
-
SJO
18h 05m2 stops
Spirit Airlines Logo
1:30 pm - 9:12 am
SJO
-
ORD
19h 42m2 stops
$339Spirit Airlines
Sun, Jan 18 - Thu, Feb 5
Spirit Airlines Logo
5:32 pm - 11:37 am
ORD
-
SJO
18h 05m2 stops
Spirit Airlines Logo
1:30 pm - 11:47 pm
SJO
-
ORD
10h 17m1 stop
$340Spirit Airlines
Tue, Jan 20 - Sat, Feb 7
Spirit Airlines Logo
5:32 pm - 12:22 pm
ORD
-
SJO
18h 50m1 stop
Spirit Airlines Logo
1:30 pm - 11:22 am
SJO
-
ORD
21h 52m1 stop
$341Spirit Airlines
Sat, Jan 31 - Sun, Feb 8
Spirit Airlines Logo
5:15 am - 12:22 pm
ORD
-
SJO
7h 07m1 stop
Spirit Airlines Logo
1:30 pm - 11:46 pm
SJO
-
ORD
10h 16m1 stop
$342Spirit Airlines
Sat, Jan 17 - Fri, Jan 30
American Airlines Logo
5:30 pm - 10:30 pm
ORD
-
SJO
5h 00mnonstop
American Airlines Logo
7:09 am - 12:38 pm
SJO
-
ORD
5h 29mnonstop
$343American Airlines
Mon, Jan 19 - Tue, Jan 27
American Airlines Logo
5:30 pm - 10:30 pm
ORD
-
SJO
5h 00mnonstop
American Airlines Logo
7:09 am - 12:38 pm
SJO
-
ORD
5h 29mnonstop
$344American Airlines
Mon, Jan 19 - Wed, Feb 4
Spirit Airlines Logo
2:18 pm - 12:22 pm
ORD
-
SJO
46h 04m2 stops
Spirit Airlines Logo
12:33 pm - 5:52 pm
SJO
-
ORD
29h 19m1 stop
$345Spirit Airlines
Wed, Jan 21 - Wed, Jan 28
Copa Airlines Logo
2:13 pm - 8:21 am
ORD
-
SJO
18h 08m1 stop
Copa Airlines Logo
10:08 am - 12:24 am
SJO
-
ORD
14h 16m1 stop
$346Copa Airlines
Wed, Jan 21 - Wed, Jan 28
Spirit Airlines Logo
7:20 am - 11:37 am
ORD
-
SJO
28h 17m2 stops
Spirit Airlines Logo
1:30 pm - 11:47 pm
SJO
-
ORD
10h 17m1 stop
$347Spirit Airlines
Sun, Jan 18 - Mon, Feb 2

Copa Airlines flights from Chicago O'Hare Intl Airport to San José

Our best Copa Airlines deals on Chicago O'Hare Intl Airport to San José flight tickets
Copa Airlines
Feb 10
ORD2:22 pmChicago O'Hare Intl
7h 30m
1 stop
SJO9:52 pmSan José Juan Santamaria Intl
Feb 15
SJO10:08 amSan José Juan Santamaria Intl
13h 56m
1 stop
ORD12:04 amChicago O'Hare Intl
$346
Find similar
Copa Airlines
Jan 1
ORD2:13 pmChicago O'Hare Intl
16h 53m
1 stop
SJO7:06 amSan José Juan Santamaria Intl
Apr 7
SJO10:04 amSan José Juan Santamaria Intl
14h 09m
1 stop
ORD1:13 amChicago O'Hare Intl
$475
Find similar

Delta flights from Chicago O'Hare Intl Airport to San José

Our best Delta deals on Chicago O'Hare Intl Airport to San José flight tickets
Delta
Jan 20
ORD9:55 amChicago O'Hare Intl
12h 20m
1 stop
SJO10:15 pmSan José Juan Santamaria Intl
Feb 4
SJO2:31 pmSan José Juan Santamaria Intl
9h 25m
1 stop
ORD11:56 pmChicago O'Hare Intl
$358
Find similar
Delta
Dec 23
ORD6:45 amChicago O'Hare Intl
15h 10m
1 stop
SJO9:55 pmSan José Juan Santamaria Intl
Jan 8
SJO2:31 pmSan José Juan Santamaria Intl
18h 12m
1 stop
ORD8:43 amChicago O'Hare Intl
$515
Find similar
Delta
Dec 23
ORD6:45 amChicago O'Hare Intl
15h 10m
1 stop
SJO9:55 pmSan José Juan Santamaria Intl
Dec 26
SJO8:30 amSan José Juan Santamaria Intl
15h 33m
2 stops
ORD12:03 amChicago O'Hare Intl
$520
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to San José 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 December 22, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 1/16

8:43 pm-11:37 am

2 stops14h 54m

San José Juan Santamaria Intl

Fri 1/30

12:33 pm-11:46 pm

2 stops11h 13m

$338

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 1/18

5:32 pm-11:37 am

2 stops18h 05m

San José Juan Santamaria Intl

Thu 2/5

1:30 pm-9:12 am

2 stops19h 42m

$339

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 1/20

5:32 pm-11:37 am

2 stops18h 05m

San José Juan Santamaria Intl

Sat 2/7

1:30 pm-11:47 pm

1 stop10h 17m

$340

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 1/31

5:32 pm-12:22 pm

1 stop18h 50m

San José Juan Santamaria Intl

Sun 2/8

1:30 pm-11:22 am

1 stop21h 52m

$341

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 1/17

5:15 am-12:22 pm

1 stop7h 07m

San José Juan Santamaria Intl

Fri 1/30

1:30 pm-11:46 pm

1 stop10h 16m

$342

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 1/19

5:30 pm-10:30 pm

Nonstop5h 00m

San José Juan Santamaria Intl

Tue 1/27

7:09 am-12:38 pm

Nonstop5h 29m

$343

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 1/19

5:30 pm-10:30 pm

Nonstop5h 00m

San José Juan Santamaria Intl

Wed 2/4

7:09 am-12:38 pm

Nonstop5h 29m

$344

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 1/21

2:18 pm-12:22 pm

2 stops46h 04m

San José Juan Santamaria Intl

Wed 1/28

12:33 pm-5:52 pm

1 stop29h 19m

$345

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 1/21

2:13 pm-8:21 am

1 stop18h 08m

San José Juan Santamaria Intl

Wed 1/28

10:08 am-12:24 am

1 stop14h 16m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 1/18

7:20 am-11:37 am

2 stops28h 17m

San José Juan Santamaria Intl

Mon 2/2

1:30 pm-11:47 pm

1 stop10h 17m

$347

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San José from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to San José

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?

In general, October is the cheapest month to fly from Chicago O'Hare Intl Airport to San José. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $359. If you don’t want to visit San José in October, then you should wait until September to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $442.

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

On average, the least expensive day to fly to San José from Chicago O'Hare Intl Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $543. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Chicago O'Hare Intl Airport to San José on a Saturday will generally be more expensive and average around $732. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our data shows that the cheapest Chicago O'Hare Intl Airport to San José flights are usually those with departure times in the evening. Our users have found flights to San José in the evening for as low as $453. Flights at noon are often more expensive with an average ticket price of $672.

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?

You are more likely to see cheaper flights to San José 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 for around $534 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San José from Chicago O'Hare Intl Airport for as low as $429 on momondo.

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

There are 3 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.

Can stopping save me money on Chicago O'Hare Intl Airport to San José flights?

You could potentially save up to 34% on your flight if you consider stops on a Chicago O'Hare Intl Airport to San José flight.

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

As of December 2025, prices for Chicago O'Hare Intl Airport to San José flights are approximately 50% more expensive when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to San José 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 (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

Best Price Found

$319

Fastest flight time

5h 00m

Direct flights

Every day

Airports in San José

1 airport
The best one-way flight to San José from Chicago O'Hare Intl Airport in the past 72 hours is $319. The best round-trip flight deal from Chicago O'Hare Intl Airport to San José found on momondo in the last 72 hours is $445.
The fastest flight from Chicago O'Hare Intl Airport to San José takes 5h 00m
Direct flights go from Chicago O'Hare Intl Airport to San José every day.
There is 1 airport in San José. From Chicago O'Hare Intl Airport there are direct flights to 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 5h 00m, 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?

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

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

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to San José with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $221Free CancellationRating
7.9
8,013 reviews
Search Delta flights
Spirit AirlinesPriceFrom $258Free CancellationRating
6.3
8,193 reviews
Search Spirit Airlines flights
AviancaPriceFrom $307Free CancellationRating
6.6
2,492 reviews
Search Avianca flights
Copa AirlinesPriceFrom $309Free CancellationRating
7.6
1,558 reviews
Search Copa Airlines flights
FrontierPriceFrom $345Free CancellationRating
5.8
3,076 reviews
Search Frontier flights
American AirlinesPriceFrom $349Free CancellationRating
7.2
11,052 reviews
Search American Airlines flights
United AirlinesPriceFrom $426Free CancellationRating
7.4
9,102 reviews
Search United Airlines flights
SouthwestPriceFrom $441Free CancellationRating
8.0
4,253 reviews
Search Southwest flights

  • United Airlines Flights From Chicago O'Hare Intl Airport to San José

    United Airlines flies from Chicago O'Hare Intl Airport to San José around 7 times per week, with 9,102 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Chicago O'Hare Intl Airport to San José in the last 72 hours was $426 (round-trip), much lower than the average airfare cost of $647 for United Airlines flights on this route.

  • American Airlines Flights From Chicago O'Hare Intl Airport to San José

    American Airlines (7.2/10 from 11,052 reviews) operates around 7 flights from Chicago O'Hare Intl Airport to San José in any given week. The average American Airlines airfare for this route is around $596, with deals from around $349 rare but found on momondo. Referenced prices are for round-trip Chicago O'Hare Intl Airport to San José flight searches in the last 72 hours.

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Manuel Antonio
Jacó
Monteverde
Alajuela
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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