$162+ Cheap flights from San José (SJO) to O'Hare Intl (ORD)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/30. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from San José to O'Hare Intl with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from San José Juan Santamaria Intl to Chicago O'Hare Intl are usually found in August or February, booked 22 days in advance, depart on a Wednesday or Tuesday and return on a Monday
Cheap flight deals from San José to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from San José (SJO) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 30, 2025.
Round-trip from | $294 (eDestinos) |
|---|---|
One-way from | $162 (eDestinos) |
Popular in | December |
Cheapest in | August |
Average price | $514 |
Good round-trip deal | $442 or less |
Good one-way deal | $237 or less |
Find flight deals from San José to O'Hare Intl
Cheapest flights from San José to O'Hare IntlExplore the most affordable flight options available from San José to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2025.
Explore the most affordable flight options available from San José to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2025.
This eDestinos deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Avianca deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Copa Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from San José to O'Hare Intl 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, Cheapflights users made 2,558,603 searches. Data last updated June 30, 2025.
Use the filters below to find and compare flights from San José to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Tue 7/22
11:24 am-11:11 pm
1 stop10h 47m
Chicago O'Hare Intl
Wed 7/30
5:05 am-11:11 am
1 stop7h 06m
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 8/28
2:48 pm-5:42 am
1 stop13h 54m
Chicago O'Hare Intl
Wed 9/3
8:12 pm-11:14 am
1 stop16h 02m
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Wed 9/24
8:50 am-5:55 pm
1 stop8h 05m
Chicago O'Hare Intl
Thu 10/2
6:00 am-12:00 pm
1 stop7h 00m
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sat 8/2
1:47 pm-11:29 pm
1 stop8h 42m
Chicago O'Hare Intl
Sat 8/9
5:01 am-12:31 pm
1 stop8h 30m
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Wed 9/24
4:10 am-1:41 pm
1 stop8h 31m
Chicago O'Hare Intl
Thu 10/2
3:07 pm-8:20 am
1 stop18h 13m
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 9/25
12:44 pm-11:30 pm
1 stop9h 46m
Chicago O'Hare Intl
Thu 10/2
9:05 pm-7:37 pm
1 stop23h 32m
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Wed 7/30
12:16 pm-11:13 pm
1 stop9h 57m
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Tue 9/30
8:50 am-5:55 pm
1 stop8h 05m
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 9/25
2:48 pm-5:42 am
1 stop13h 54m
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sat 11/8
2:49 pm-11:21 pm
1 stop8h 32m
Best time to book a flight from San José to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from San José with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from San José to Chicago O'Hare Intl Airport
How far ahead should I book a flight from San José, San José Province to Chicago O'Hare Intl Airport?
Use this chart to determine the optimal time to book a round-trip flight from San José to O'Hare Intl. Price data was last updated on June 27, 2025.
To ensure you get the cheapest price possible for a flight from San José, San José Province to Chicago O'Hare Intl Airport, you should look to book at least 22 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from San José, San José Province to Chicago O'Hare Intl Airport?
Currently, August is the cheapest month in which you can book a flight from San José, San José Province to Chicago O'Hare Intl Airport (average of $245). Flying from San José, San José Province to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from SJO to ORD?
Find hourly flight availability from San José to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 30, 2025.
One of the essential ways to save on airfare from San José, San José Province to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 39% on airfare.
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated June 30, 2025.
See what other customers who have flown with Southwest, Copa Airlines, and United Airlines from San José to Chicago O'Hare Intl Airport have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Comfort
Overall
Crew
Food
Boarding
Reviews
John,May 2025
PVD - BNA
Entertainment
Comfort
Overall
Crew
Food
Boarding
Reviews
John,May 2025
PVD - BNA
Entertainment
Comfort
Overall
Crew
Food
Boarding
Reviews
John,May 2025
PVD - BNA
Entertainment
Comfort
Overall
Crew
Food
Boarding
Reviews
John,May 2025
PVD - BNA
Entertainment
Comfort
Overall
Crew
Food
Boarding
Reviews
John,May 2025
PVD - BNA
Entertainment
Comfort
Overall
Crew
Food
Boarding
Reviews
John,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from San José to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for San José to O'Hare Intl
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from San José to O'Hare Intl
Discover the top 7 airlines that operate flights from San José to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 30, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$249 | Average$462 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$266 | Average$413 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$314 | Average$485 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$425 | Average$527 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$434 | Average$558 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$437 | Average$623 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$446 | Average$569 | FlexibilityNo cancel fee | On-time71% |