$89 Cheap flight deals from Chicago (CHI) to Quepos (SJO)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to Quepos

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 27 - Mon, Sep 29
ORD
O'Hare Intl.
SJO
Juan Santamaría Intl.
$460 Roundtrip, found 1 day ago
$460
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Sep 27 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Sep 29, priced at $460 found 1 day ago
Sat, Sep 27 - Mon, Sep 29
MDW
Midway Intl.
SJO
Juan Santamaría Intl.
$492 Roundtrip, found 1 day ago
$492
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 27 from Midway Intl. to Juan Santamaría Intl., returning Mon, Sep 29, priced at $492 found 1 day ago

Airfares from $89 One Way, $184 Round Trip from Chicago to Quepos

Prices starting at $184 for return flights and $89 for one-way flights to Quepos were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Oct 6 - Sat, Oct 11
ORD
Chicago
SJO
San José
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Oct 6 from Chicago to San José, returning Sat, Oct 11, priced at $184 found 1 day ago
Sat, Nov 8 - Thu, Nov 13
ORD
Chicago
SJO
San José
$325 Roundtrip, found 2 hours ago
$325
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Nov 8 from Chicago to San José, returning Thu, Nov 13, priced at $325 found 2 hours ago
Wed, Jan 21 - Wed, Jan 28
ORD
Chicago
SJO
San José
$327 Roundtrip, just found
$327
Roundtrip
just found
Select avianca flight, departing Wed, Jan 21 from Chicago to San José, returning Wed, Jan 28, priced at $327 just found
Thu, Oct 30 - Tue, Nov 4
ORD
Chicago
SJO
San José
$328 Roundtrip, just found
$328
Roundtrip
just found
Select Copa flight, departing Thu, Oct 30 from Chicago to San José, returning Tue, Nov 4, priced at $328 just found
Sat, Oct 18 - Sat, Oct 25
ORD
Chicago
SJO
San José
$337 Roundtrip, found 6 hours ago
$337
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Oct 18 from Chicago to San José, returning Sat, Oct 25, priced at $337 found 6 hours ago

More About Flying To Quepos from Chicago

Route Information for Flights from Chicago to Quepos

Origin Airport IATA Code
CHI
Destination Airport IATA Code
SJO
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Quepos

Orbitz gives you great deals on your flights from Chicago to Quepos. If you also need a discount car rental or a cheap hotel room after you arrived at your destination, Orbitz has you covered.

We Offer Great Travel Deals and Discounts

When you book flights from Chicago to Quepos with Orbitz for, you can be assured that you are getting the lowest price possible. Orbitz works constantly with our airline partners to ensure guaranteed low prices on Chicago to Quepos flights for your trip—whether you are traveling for business or for fun with your family.

Enjoy Savings on Last-Minute Flights

If you are looking for a discount price on last-minute flights from Chicago to Quepos, chances are that Orbitz can offer you a deal that will save you lots of money. Whether you just want to get away for the weekend or go on a vacation lasting weeks, Orbitz can help you find the best deals on Chicago to Quepos flights that fit your budget and your itinerary for the perfect trip.

Full-Service Mobile Apps

Need more mobility when it comes to travel planning? Orbitz has easy-to-use mobile apps for iPhone, iPad, and Android, to help the traveler on the go. Not only can use the apps to find huge savings on Chicago to Quepos flights wherever you are, but you can also check out and book discount hotel rooms too. The apps will also keep you up-to-date when it’s time to fly. Get easy access to your itinerary for flights from Chicago to Quepos and review gate and baggage claim details too.

Frequently asked questions

Are there non-stop flights from Chicago to Quepos?
There sure is. United Airlines will fly you directly from O'Hare Intl. Airport (ORD) to Juan Santamaria Intl. Airport, so you won't have to worry about annoying layovers or missing your next flight.
What is the shortest flight from Chicago to Quepos?
With the trip from Chicago to Quepos taking a minimum of 5 hours and 39 minutes, there's plenty of time to relax and enjoy the experience. Indulge in a glass of wine and sink into your seat with an interesting book or movie.
What airlines fly from Chicago to Quepos most frequently?
If you're on the hunt for the airline with the most flights from ORD to Juan Santamaria Intl. Airport, reserve your ticket with United Airlines. This carrier has 4 flights per month along this route.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.