Cheap flights from Chicago O'Hare to San José from $67

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Cheap Chicago O'Hare - San José flight offers

Find cheap flight tickets and last-minute flight deals from Chicago O'Hare to San José

Copa Airlines
Wed, 07/01 (ORD) Chicago -> (SJO) San José
Copa Airlines
Wed, 07/08 (SJO) San José -> (ORD) Chicago

Price found 4 days ago
from $220
Copa Airlines
Mon, 07/06 (ORD) Chicago -> (SJO) San José
Copa Airlines
Sun, 08/16 (SJO) San José -> (ORD) Chicago

Price found 2 days ago
from $221
DELTA
Thu, 12/03 (ORD) Chicago -> (SJO) San José
DELTA
Fri, 12/11 (SJO) San José -> (ORD) Chicago

Price found 4 days ago
from $224
Frontier Airlines
Fri, 07/03 (ORD) Chicago -> (SJO) San José
Frontier Airlines
Sat, 07/11 (SJO) San José -> (ORD) Chicago

Price found 3 days ago
from $247
JetBlue Airways
Fri, 09/04 (ORD) Chicago -> (SJO) San José
JetBlue Airways
Mon, 09/07 (SJO) San José -> (ORD) Chicago

Price found Yesterday
from $365
American Airlines
Sat, 12/12 (ORD) Chicago -> (SJO) San José
Direct
American Airlines
Sun, 01/03 (SJO) San José -> (ORD) Chicago
Direct

Price found 15 days ago
from $462
Frontier Airlines
Wed, 07/08 (ORD) Chicago -> (SJO) San José

Price found 7 days ago
from $67
Frontier Airlines
Sat, 07/25 (ORD) Chicago -> (SJO) San José
Direct

Price found Yesterday
from $148
Air Canada
Thu, 09/17 (ORD) Chicago -> (SJO) San José

Price found Yesterday
from $177
Air Canada
Wed, 09/30 (ORD) Chicago -> (SJO) San José

Price found Yesterday
from $177
Air Canada
Sun, 09/20 (ORD) Chicago -> (SJO) San José

Price found Yesterday
from $177
Air Canada
Fri, 09/18 (ORD) Chicago -> (SJO) San José

Price found Yesterday
from $177
Air Canada
Sat, 09/19 (ORD) Chicago -> (SJO) San José

Price found Yesterday
from $177
Air Canada
Wed, 09/16 (ORD) Chicago -> (SJO) San José

Price found Yesterday
from $177
American Airlines
Sat, 12/12 (ORD) Chicago -> (SJO) San José
Direct
American Airlines
Sun, 01/03 (SJO) San José -> (ORD) Chicago
Direct

Price found 15 days ago
from $462

Info about flights from Chicago O'Hare to San José

Some useful info about flights from Chicago O'Hare to San José to help you plan your next trip

Best price last 15 days $67
Average flight duration 5h 22m
Cheapest month January
Average number of flights per week 4
First flight time 00:29
Last flight time 23:20
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Top airlines on the route Chicago O'Hare - San José

Airlines providing flights to San José from Chicago O'Hare

What’s the cost of a flight from Chicago O'Hare to San José?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and San José.

The lowest fare seen in the past 15 days was $67.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Which airports serve Chicago and San José?

When planning a trip of about 2221 mi, it's a good idea to check flights from surrounding airports too.

  • Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
  • Airports in San José: Another nearby option is Tobias Bolanos.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Flights from Chicago - O'Hare to San José - Juan Santamaria International

Smart ways to search flights from Chicago O'Hare to San José

Use Jetcost to view tailored results based on what you care about — time, duration, number of stops, or even your preferred booking agency. Results include carriers like American, Delta, United, and more.

Other popular destinations

Flying to Costa Rica? Other travelers also searched: Liberia, Limon, Quepos, San José, Tamarindo.

Prefer non-stop flights? Just activate the filter to skip unnecessary layovers. If your dates are flexible, you can also explore different departure and return combinations to find the best fit.

Frequently Asked Questions

Frequently asked questions about flights from Chicago O'Hare to San José.

How much does an airline ticket from Chicago O'Hare to San José cost?

The lowest price recorded in the last 15 days for a flight from Chicago O'Hare to San José is $67.

How far is Chicago from San José?

Chicago is about 2221 mi from San José.

What are the airports in San José?

San José has another airport: Tobias Bolanos.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in Costa Rica?

The most popular cities in Costa Rica according to our users' searches are: Liberia, Limon, Quepos, San José, Tamarindo.

When should I book a flight from Chicago to San José?

The best time to book a flight from Chicago to San José is 1 month in advance, while the worst time is 14 weeks in advance.

What is the cheapest month to fly from Chicago to San José?

The cheapest month to fly from Chicago to San José is January.

What is the most expensive month to fly from Chicago to San José?

The most expensive month to fly from Chicago to San José is September.

What is the best day of the week to fly from Chicago to San José?

For flights from Chicago to San José Sunday is on average the cheapest day to fly, while Tuesday is the most expensive day to fly.