Cheap flights from San Jose Costa Rica to Chicago

Q: What are the cheapest airlines?

JetBlue. These airlines usually offer the cheapest flights from San Jose Costa Rica to Chicago.

Q: What airlines fly indirectly?

Air Canada, Aeromexico, JetBlue. These airlines fly from San Jose Costa Rica to Chicago, but you’ll have at least one layover.

Q: How long is the flight?

9 hrs 20 mins. This is the shortest flight time from San Jose Costa Rica to Chicago.

from as little as £731

5 nights in Chicago, departing San Jose Costa Rica on 18 / Feb / 2025 with Aeromexico (price found 51 hours ago)

Subject to availability, prices correct of the last 24 hours

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Cheap return flights from San Jose Costa Rica to Chicago

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The San Jose Costa Rica / Chicago route

All 3555 km of it

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Chicago flight facts

What you need to know

What are the cheapest airlines?

JetBlue

These airlines usually offer the cheapest flights from San Jose Costa Rica to Chicago.

What airlines fly indirectly?

Air Canada
Aeromexico
JetBlue

These airlines fly from San Jose Costa Rica to Chicago, but you’ll have at least one layover.

How long is the flight?

9 hrs 20 mins

This is the shortest flight time from San Jose Costa Rica to Chicago.

Alternative flights from the UK to Chicago

Check out prices for other routes

San Jose Costa Rica to Chicago O'hare International Airport

from £731 pp

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Alternative flights from San Jose Costa Rica

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18 / Feb / 2025 is currently the lowest priced day of the year to fly the San Jose Costa Rica/Chicago route. There are around ten flights on any given week from the UK to Chicago and the cheapest month to fly right now is February.

Not suitable? Try running another search or viewing all cheap flight deals.

Key facts about Chicago

Currency

United States dollar

Language

English

Timezone

6 hrs behind GMT

How to get cheap flights from San Jose Costa Rica to Chicago

Tips and advice from our flight experts

We've gone through all the flights from San Jose Costa Rica to Chicago, to help you find the best option. There are about ten flights to or via Chicago from San Jose Costa Rica every week, and the best price is currently £731. Your journey from will last about 10 hrs.

Being flexible with your dates could help you find a cheaper flight from San Jose Costa Rica to Chicago.

In Chicago, Chicago O'hare International Airport (ORD) is usually the cheapest airport to fly to, but there are one airports to choose from. Not sure who to fly with? Air Canada, Aeromexico & JetBlue are the most popular airlines available from San Jose Costa Rica.

If you can’t quite find what you’re looking for, try checking flight prices to other cities in the USA.