Cheap flights from Chicago to San José from $116
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 to San José departing on 7/8. 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 Chicago to San José, San José Province
Our best Avianca deals on Chicago to San José, San José Province flight tickets
Spirit Airlines flights from Chicago to San José, San José Province
Our best Spirit Airlines deals on Chicago to San José, San José Province flight tickets
See travel insights to San José from
How to get the cheapest flight ticket from Chicago 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 typical price of a round-trip flight between Chicago and San José, San José Province?
What is the cheapest month to fly to San José, San José Province?
The month of July is, on average, the cheapest month to fly to San José, San José Province from Chicago, with most prices found around $468. If you’re not able to fly to San José, San José Province in July, then September is your next best option. Flight prices from Chicago to San José, San José Province during September average around $545.
What is the cheapest day to depart on your flight to San José, San José Province?
The cheapest day to depart from Chicago to San José, San José Province is on a Tuesday when prices can be found for as low as $581. The most expensive day to fly to San José, San José Province is Saturday, with ticket prices averaging around $828.
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 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 $777 per ticket.
What is the cheapest Chicago to San José Juan Santamaria Intl flight route?
Fly from Chicago O'Hare Intl to San José Juan Santamaria Intl for the best Chicago - 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 when booking 9 weeks ahead of your departure date. In general, you can expect to find flights to San José, San José Province for around $598 when searching 9 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 for as low as $470 on momondo.
What cabin class options are available on Chicago to San José Juan Santamaria Intl flights?
There are 1 cabin classes available to choose from on Chicago 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.
What is the cheapest airline that flies from Chicago to San José Juan Santamaria Intl?
Spirit Airlines, Frontier, and American Airlines are the most popular carriers operating from Chicago to San José Juan Santamaria Intl
What airlines fly to San José, San José Province?
United Airlines, Spirit Airlines and American Airlines are the top three most popular airlines that fly to San José, San José Province from Chicago according to our data. United Airlines is the first choice among our users, with 32% of people opting to fly with this airline when traveling to San José, San José Province. Keep in mind that there are 8 different airlines that fly to San José, San José Province on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to San José, San José Province on average per week?
3 flights are operational weekly from Chicago to San José, San José Province as of June 2025. The most popular departure day for this route is Wed, with 33% of flights per week taking off on this day.
When to book flights from Chicago to San José, San José Province
Cheap Chicago to San José, San José Province (CHI to SJO) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to San José, San José Province
Best Price Found | $116 |
|---|---|
Fastest flight time | 5h 12m |
Direct flights | Mon, Thu, Fri, Sat and Sun |
Airports in San José, San José Province | 1 airport |
How far is Chicago to San José Juan Santamaria Intl by plane?
San José Juan Santamaria Intl is 2215.9 mi away from Chicago. Typically, this will take 5h 12m by plane in normal conditions.
When did momondo last update prices for flights from Chicago to San José Juan Santamaria Intl Airport?
Prices for flights from Chicago to San José Juan Santamaria Intl Airport refresh daily.
How many operators does momondo search for flights from Chicago to San José Juan Santamaria Intl Airport?
As of June 2025, there are 8 operators available to choose from for flights from Chicago to San José Juan Santamaria Intl Airport.
How old do you have to be to fly from Chicago to San José Juan Santamaria 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 Chicago 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 to San José, San José Province?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to San José, San José Province is Boeing 737 MAX 8 (95.33% of total bookings). The next most popular plane models are Boeing 737-800 (1.33%), Airbus A320neo (0.67%), and Airbus A321-100/200 (0.67%).
What is the most popular airline from Chicago to San José, San José Province?
momondo data reveals that the most frequently booked airline on the route from Chicago to San José, San José Province is United Airlines, representing 26% of all bookings. The subsequent popular airlines are Spirit Airlines at 23%, American Airlines at 20%, and Copa Airlines at 10%.
Best airlines flying from Chicago to San José, San José Province
Compare and see reviews for airlines that fly from Chicago to San José, San José Province with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $274 | Free Cancellation | Rating 6.3 8,052 reviews | |||
| PriceFrom $323 | Free Cancellation | Rating 6.7 2,345 reviews | |||
| PriceFrom $345 | Free Cancellation | Rating 7.3 2,925 reviews | |||
| PriceFrom $376 | Free Cancellation | Rating 7.5 1,451 reviews | |||
| PriceFrom $438 | Free Cancellation | Rating 8.0 7,950 reviews | |||
| PriceFrom $446 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $479 | Free Cancellation | Rating 8.0 4,287 reviews | |||
| PriceFrom $493 | Free Cancellation | Rating 7.4 8,790 reviews |
Avianca Flights From Chicago to San José, San José Province
Avianca operates around 3 flights from Chicago to San José, San José Province every week. The average price of these flights found in the last 72 hours has been $462, but momondo users have found Avianca deals from Chicago to San José, San José Province from as low as $323 round-trip. Avianca has been scored 6.7/10 in 2,345 reviews.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to San José?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to San José. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Chicago to San José with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to San José from Chicago with this policy.
How can momondo help me find flights from Chicago to San José?
momondo provides multiple filters to help you find the best flight to San José from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Chicago to San José right now. Can momondo alert me if prices change?
Price alerts on flights to San José from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.