Cheap flights from San José, San José Province to Chicago from $128
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San José, San José Province to Chicago departing on 7/10. 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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Avianca flights from San José, San José Province to Chicago O'Hare Intl Airport
Our best Avianca deals on San José, San José Province to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines flights from San José, San José Province to Chicago O'Hare Intl Airport
Our best Spirit Airlines deals on San José, San José Province to Chicago O'Hare Intl Airport flight tickets
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How to get the cheapest flight ticket from San José, San José Province to Chicago O'Hare Intl Airport
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 typical price of a round-trip flight between San José, San José Province and Chicago O'Hare Intl Airport?
What is the cheapest month to fly to Chicago O'Hare Intl Airport?
The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San José, San José Province averaging around $430.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $335. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from San José, San José Province because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $624.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from San José, San José Province in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $371 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $604. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest San José Juan Santamaria Intl to Chicago O'Hare Intl flight route?
Fly from San José Juan Santamaria Intl to Chicago O'Hare Intl for the best San José Juan Santamaria Intl - Chicago O'Hare Intl flight prices
How far in advance should I book a flight to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from San José, San José Province when booking 3 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $479 when searching 3 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from San José, San José Province for as low as $406 on momondo.
What cabin class options are available on San José Juan Santamaria Intl to Chicago O'Hare Intl flights?
There are 3 cabin classes available to choose from on San José Juan Santamaria Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from San José Juan Santamaria Intl to Chicago O'Hare Intl?
Spirit Airlines, Avianca, and Frontier are the most popular carriers operating from San José Juan Santamaria Intl to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
Spirit Airlines, American Airlines and United Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from San José, San José Province according to our data. Spirit Airlines is the first choice among our users, with 28% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 7 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from San José, San José Province to Chicago O'Hare Intl Airport on average per week?
As of June 2025, there are 3 flights per week flying from San José, San José Province to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Wed, with 33% of flights taking off on this day.
When to book flights from San José, San José Province to Chicago O'Hare Intl Airport
Cheap San José, San José Province to Chicago O'Hare Intl Airport (SJO to ORD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from San José, San José Province to Chicago O'Hare Intl Airport
How far is San José Juan Santamaria Intl to Chicago O'Hare Intl by plane?
A flight from San José Juan Santamaria Intl to Chicago O'Hare Intl will travel around 2224.7 mi. A reasonable flight in good conditions will take 5h 34m.
When did momondo last update prices for flights from San José Juan Santamaria Intl Airport to Chicago O'Hare Intl Airport?
Prices for flights from San José Juan Santamaria Intl Airport to Chicago O'Hare Intl Airport refresh daily.
How many operators does momondo search for flights from San José Juan Santamaria Intl Airport to Chicago O'Hare Intl Airport?
As of June 2025, there are 7 operators available to choose from for flights from San José Juan Santamaria Intl Airport to Chicago O'Hare Intl Airport.
How old do you have to be to fly from San José Juan Santamaria Intl Airport to Chicago O'Hare Intl Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San José Juan Santamaria Intl Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from San José, San José Province to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between San José, San José Province and Chicago O'Hare Intl Airport, the leading plane model is Boeing 737 MAX 8, making up 64.44% of the total bookings. Other popular models include Airbus A320neo with 9.44%, Airbus A320-100/200 with 8.89%, and Airbus A330-300 with 5.00%.
What is the most popular airline from San José, San José Province to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between San José, San José Province and Chicago O'Hare Intl Airport, the leading airline is Spirit Airlines, making up 23% of the total bookings. Other popular airlines include American Airlines with 22%, United Airlines with 22%, and Copa Airlines with 16%.
Best airlines flying from San José, San José Province to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from San José, San José Province to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $264 | Free Cancellation | Rating 6.3 8,052 reviews | |||
| PriceFrom $314 | Free Cancellation | Rating 7.5 1,451 reviews | |||
| PriceFrom $318 | Free Cancellation | Rating 6.7 2,345 reviews | |||
| PriceFrom $425 | Free Cancellation | Rating 8.0 4,287 reviews | |||
| PriceFrom $434 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $437 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $446 | Free Cancellation | Rating 7.2 10,000 reviews |
Avianca Flights From San José, San José Province to Chicago O'Hare Intl Airport
Avianca operates around 3 flights from San José, San José Province to Chicago O'Hare Intl Airport every week. The average price of these flights found in the last 72 hours has been $488, but momondo users have found Avianca deals from San José, San José Province to Chicago O'Hare Intl Airport from as low as $318 round-trip. Avianca has been scored 6.7/10 in 2,345 reviews.
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Why should I use momondo to find a flight deal from San José to Chicago?
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 San José to Chicago for you.
Can I find flights from San José to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for San José to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from San José to Chicago?
Once all potential San José to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from San José to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from San José and alert you when they change.