ORD - SJO

$197 Find Cheap Flights from Chicago O'Hare Airport to San José - Compare and Save

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Everything you should know

Cheapest round-trip
$379
Typical prices: $449-$701
Copa Airlines
Fri 10/26Fri 11/2
ORD - SJO • 1 stop
Cheapest non-stop
$384
Typical prices: $460-$761
United Airlines
Thu 1/25Sat 2/3
ORD - SJO • Non-stop
Nonstop flights
You can fly direct with United Airlines. Average duration is 5h 18m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 88% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 6% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 26% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $392 (round-trip)
Shortest trip • 7h 59m (one-way)
Insights
Insights
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We hope you love your trip to San José!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from O'Hare Intl to San José (ORD-SJO)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to San José

Mon, Oct 26 - Mon, Nov 2
Copa Airlines Logo
3:13 pm - 9:04 amORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
18h 51m1 stop Panama City Tocumen Intl
Copa Airlines Logo
5:55 pm - 12:46 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
18h 51m1 stop Panama City Tocumen Intl
$379Copa Airlines
Fri, Oct 23 - Fri, Oct 30
Copa Airlines Logo
3:20 pm - 9:04 amORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
18h 44m1 stop Panama City Tocumen Intl
Copa Airlines Logo
10:03 am - 1:05 amSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
14h 02m1 stop Panama City Tocumen Intl
$379Copa Airlines
Wed, Feb 17 - Tue, Feb 23
Multiple Airlines Logo
1:24 am - 11:59 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
22h 35m1 stop Guadalajara Miguel Hidal
Multiple Airlines Logo
4:15 pm - 11:13 amSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
18h 58m1 stop Guadalajara Miguel Hidal
$381Multiple Airlines
Tue, Feb 23 - Thu, Mar 11
Multiple Airlines Logo
12:53 pm - 11:59 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
11h 06m1 stop Guadalajara Miguel Hidal
Multiple Airlines Logo
4:15 pm - 11:13 amSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
18h 58m1 stop Guadalajara Miguel Hidal
$381Multiple Airlines
Mon, Jan 25 - Wed, Feb 3
United Airlines Logo
7:02 am - 12:15 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
5h 13mnonstop
United Airlines Logo
1:25 pm - 6:57 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
5h 32mnonstop
$384United Airlines
Wed, Feb 3 - Mon, Feb 8
Avianca Logo
10:30 pm - 4:20 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
17h 50m1 stop Bogotá El Dorado
Avianca Logo
9:30 am - 8:30 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
11h 00m1 stop Bogotá El Dorado
$384Avianca
Thu, Nov 12 - Mon, Nov 16
Avianca Logo
10:30 pm - 4:20 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
17h 50m1 stop Bogotá El Dorado
Avianca Logo
1:50 am - 8:30 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
18h 40m1 stop Bogotá El Dorado
$384Avianca
Wed, Jan 27 - Wed, Feb 3
United Airlines Logo
9:15 am - 8:39 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
11h 24m1 stop Houston George Bush Intcntl
United Airlines Logo
1:25 pm - 6:57 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
5h 32mnonstop
$388United Airlines
Tue, Oct 20 - Tue, Oct 27
American Airlines Logo
6:55 am - 2:00 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
8h 05m1 stop Dallas/Fort Worth
American Airlines Logo
6:00 am - 12:38 amSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
17h 38m1 stop Miami
$398American Airlines
Sat, Oct 24 - Tue, Oct 27
American Airlines Logo
9:29 pm - 2:00 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
17h 31m1 stop Dallas/Fort Worth
American Airlines Logo
1:00 pm - 11:00 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
9h 00m1 stop Dallas/Fort Worth
$398American Airlines
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport to San José flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago O'Hare Intl Airport to San José with more confidence.

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

Round-trip flights from Chicago O'Hare Intl Airport to San José start at $379. Prices are below average for this route right now, with typical round-trip fares ranging from $449 to $701. The lowest price found in the past 5 days was $379 on Copa Airlines.

What's the cheapest day of the week to fly from Chicago O'Hare Intl Airport to San José?

Tuesday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to San José, it is 10% cheaper than the average day. Saturday is the most expensive day with flight prices 19% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • September is the cheapest month to fly from Chicago O'Hare Intl Airport to San José at $412 round-trip.
  • December ($661) and July ($624) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 60% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago O'Hare Intl Airport to San José the cheapest?

Flights from Chicago O'Hare Intl Airport to San José are cheapest 4 weeks before departure. Booking in this window typically costs about 6% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from O'Hare Intl to San José

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Mark Chesnut

Mark Chesnut

Expert on SJO

Mark Chesnut is a travel writer and public speaker with more than 30 years of experience. The 2019 winner of the NLGJA Excellence in Travel Writing Award, Mark is the author of the book “Prepare for Departure” and has covered air travel for multiple top consumer and trade media outlets.

Key details for Chicago O'Hare Intl Airport to San José flights

Low season

September

Cheapest flight

$168
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Chicago O'Hare Intl Airport to San José

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

Are your dates flexible? Find out the best times to travel from O'Hare Intl to San José based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago O'Hare Intl Airport to San José flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • What is the luggage allowance on Aeromexico flights from Chicago O'Hare Airport to San José?

    For flights from Chicago O'Hare Airport to San José with Aeromexico, the maximum weight allowance is 55 pounds for all regular and Premiere fares and the maximum linear dimension limit is 62 inches. Passengers may bring one carry-on bag of up to 22 lbs plus one personal item. Fees apply for oversize and overweight luggage and will depend on the fare type and flight route.

  • How do I get from San Jose Airport (SJO) to the city center?

    The bus is the most affordable way to get to the city center. The bus stop is located just outside the airport terminal. Take the Alajuela-San Jose bus and get off at the last stop, which is in the center of San Jose. The trip takes around 45 minutes. Taxis are also available at the airport and can bring you directly to your destination in the city center.

  • What seat selection options are available on Avianca flights from Chicago O'Hare Airport to San José?

    Avianca offers various seat selection options on flights from Chicago O'Hare Airport to San José. Passengers can choose seats from the available standard seating options at no additional cost during the check-in process. Avianca also offers preferred seats for an additional fee. These seats are typically located in the front rows of the cabin or have extra legroom.

  • What services are offered by Copa Airlines to economy class passengers on flights from Chicago O'Hare Airport to San Jose?

    Copa Airlines offers a variety of services to economy class passengers on its flights from Chicago O'Hare Airport to San José. Economy class passengers can enjoy Copa Airlines' in-flight entertainment system, which includes movies, TV shows, and music. Passengers in economy class also receive complimentary meals and drinks on all Copa Airlines flights.

  • Which airlines offer extra legroom and free seat selection on Chicago O'Hare Intl Airport to San José flights?

    Among airlines operating Chicago O'Hare Intl Airport to San José flights:

    • United Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Chicago O'Hare Intl Airport to San José?

    Only United Airlines operates flights between Chicago O'Hare Intl Airport and San José.

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to San José?

    Flights from Chicago O'Hare Intl Airport to San José usually depart from Chicago O'Hare Intl (ORD) and arrive at San José Juan Santamaria Intl (SJO).

  • Which airlines include bags at no extra cost on Chicago O'Hare Intl Airport to San José flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • Azul: a cabin bag and a checked bag in Business Class
    • Avianca: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to San José?

    Three cabin classes are available on flights from Chicago O'Hare Intl Airport to San José:

    • Economy Class
    • Business Class
    • First Class

  • How much can I save by taking a layover when flying from Chicago O'Hare Intl Airport to San José?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $392 round-trip via Monterrey Gen Mariano Escobedo (MTY), compared to $578 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago O'Hare Intl Airport to San José?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago O'Hare Intl Airport to San José?

    The Boeing 737 MAX 8 family is used most often on this route, operated mainly by United Airlines and American Airlines. Other aircraft seen on the route include Canadair (Bombardier) Regional Jet variants.

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to San José pass through?

    One-stop flights from Chicago O'Hare Intl Airport to San José most commonly connect through:

    • Panama City Tocumen Intl (PTY) - 28% of one-stop connections
    • Fort Lauderdale (FLL) - 27% of one-stop connections
    • Houston George Bush Intcntl (IAH) - 16% of one-stop connections
    • Miami (MIA) - 9% of one-stop connections

    Panama City Tocumen Intl (PTY) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to San José?

    Yes. Being flexible with your travel dates can save you up to 25% on the Chicago O'Hare Intl Airport to San José route. Tuesday is the cheapest departure day at $508 round-trip on average, while Saturday is the most expensive at $669, a difference of $161. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • At what point is a flight considered delayed from Chicago O'Hare Intl Airport to San José?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago O'Hare Intl Airport to San José route, 20% of flights were delayed in the past 3 months, with delays averaging 2 hours 27 minutes.

  • What popular places can I visit in San José?

    Some of the most popular sights in San José are Parque Metropolitano La Sabana, Barrio Amón and Estadio Nacional de Costa Rica. These are among the most viewed places in San José on KAYAK.

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to San José?

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to San José:

    • Earliest: departs at 7:17 am and lands at 12:35 pm
    • Latest: departs at 7:30 am and lands at 12:48 pm.

    The flight takes about 5h 18m.

  • How expensive are last-minute Chicago O'Hare Intl Airport to San José flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 5% below the route average of $560. Booking late can sometimes save money on this route, but inventory is limited.

  • How long is a flight from Chicago O'Hare Intl Airport to San José?

    A nonstop flight from Chicago O'Hare Intl Airport to San José takes 5h 18m, covering 2,220 miles.

  • Do I need a passport to fly from Chicago O'Hare Intl Airport to San José?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Chicago O'Hare Intl Airport to San José changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $379 to $3,132. That means the highest observed fare was about 8x higher than the lowest one.

  • How are flight prices from Chicago O'Hare Intl Airport to San José looking right now?

    One-way fares from Chicago O'Hare Intl Airport to San José are currently higher than usual. Average one-way flight prices are about $297, which is 9% above the typical average for this route.

  • How do delay rates compare for morning and evening flights from Chicago O'Hare Intl Airport to San José?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • How much time can I save by choosing a different layover airport from Chicago O'Hare Intl Airport to San José?

    Flying via Guatemala City La Aurora (GUA) gives the shortest average 1-stop total travel time at 7h 59m, compared with 8h 10m via Charlotte Douglas (CLT) and 8h 34m via Miami (MIA).

  • What is the time difference between Chicago O'Hare Intl Airport and San José?

    San José is 1 hour behind Chicago O'Hare Intl Airport (Central Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at San José Juan Santamaria Intl Airport (SJO)?

    San José Juan Santamaria Intl Airport (SJO) hosts 5 major car rental companies, with daily rates starting from around $1 for economy cars. Top options include:
    • Budget
    • Avis
    • Priceless
    • Routes Car & Truck Rentals
    • Payless

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to San José flight?

    Round-trip flights from Chicago O'Hare Intl Airport to San José range from $449 to $701, with an average of $560 over the past 12 months. Anything below $449 counts as a good deal.

Your guide to booking Chicago O'Hare Intl Airport to San José flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Saturday. On this route, Tuesday flights average $508 - about $161 less than Saturday (24% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 4 weeks before you fly. On this route, that window historically saves about 6% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to San José trip for September. Fares historically average $412 round-trip in that month - typically $249 less than the most expensive month, which is December (based on the last 12 months).
  • If arriving on time is high on your priority list, United Airlines is the strongest pick on this route. 88% of United Airlines flights from Chicago O'Hare Intl Airport to San José arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 80%. When flights on this route do arrive late, the average delay is 2 hours 27 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • If you have the time, taking a 1-stop flight through Monterrey Gen Mariano Escobedo Airport (MTY) can be cheaper than flying direct. The cheapest layover option averages $392 round-trip on this route - about $186 less than direct flights (based on the last 12 months).
  • US citizens require a valid visa to enter Costa Rica, including for flights from Chicago O'Hare International Airport (ORD) to San José (SJO). The type of visa needed depends on the purpose of travel, and there are several options such as tourist visas, work visas, and student visas.
  • Spirit Airlines assists passengers who require a wheelchair to get to and from their gate or assistance in boarding and disembarking the aircraft. The airline also offers special seating options for passengers with reduced mobility on flights from Chicago O'Hare Airport to San José, including seats with movable armrests and bulkhead seats.
  • Air Canada allows pets to travel in the cabin or as checked baggage on flights from Chicago O'Hare Airport to San José. For pets traveling in the cabin, only dogs and cats are permitted and the pet carrier will count as one of the traveler's carry-on items. For pets traveling as checked baggage, Air Canada only accepts cats and dogs, and they must be at least 12 weeks old.
  • JetBlue offers early boarding for families with children under the age of 2 and one accompanying adult on flights from Chicago O'Hare Airport to San José. This allows families to get settled on the plane before other passengers.
  • Frontier Airlines operates flights from Chicago O'Hare Airport to San José with fuel-efficient aircraft equipped with advanced technology and optimized performance capabilities to reduce carbon emissions.

Prefer to fly direct from Chicago O'Hare Airport to San José?

 
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

More options for your flight from O'Hare Intl to San José

Complete your trip to San José with a hotel stay or car rental