$97 Cheap flight deals from Chicago (CHI) to Quepos (SJO)

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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.

Sun, Dec 28 - Mon, Jan 5
ORD
O'Hare Intl.
SJO
Juan Santamaría Intl.
$661 Roundtrip, found 3 hours ago
$661
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Dec 28 from O'Hare Intl. to Juan Santamaría Intl., returning Mon, Jan 5, priced at $661 found 3 hours ago
Fri, Dec 26 - Wed, Dec 31
MDW
Midway Intl.
SJO
Juan Santamaría Intl.
$820 Roundtrip, found 3 hours ago
$820
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Dec 26 from Midway Intl. to Juan Santamaría Intl., returning Wed, Dec 31, priced at $820 found 3 hours ago

Airfares from $97 One Way, $228 Round Trip from Chicago to Quepos

Prices starting at $228 for return flights and $97 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.

Tue, Feb 17 - Sat, Feb 21
ORD
Chicago
SJO
San José
$228 Roundtrip, found 17 hours ago
$228
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Tue, Feb 17 from Chicago to San José, returning Sat, Feb 21, priced at $228 found 17 hours ago
Thu, Jan 8 - Sat, Jan 17
MDW
Chicago
SJO
San José
$312 Roundtrip, found 6 days ago
$312
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Jan 8 from Chicago to San José, returning Sat, Jan 17, priced at $312 found 6 days ago
Sun, Feb 8 - Wed, Feb 11
ORD
Chicago
SJO
San José
$344 Roundtrip, found 19 hours ago
$344
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sun, Feb 8 from Chicago to San José, returning Wed, Feb 11, priced at $344 found 19 hours ago
Fri, Jan 23 - Wed, Jan 28
ORD
Chicago
SJO
San José
$364 Roundtrip, found 17 hours ago
$364
Roundtrip
found 17 hours ago
Select avianca flight, departing Fri, Jan 23 from Chicago to San José, returning Wed, Jan 28, priced at $364 found 17 hours ago
Mon, Jan 19 - Wed, Feb 4
ORD
Chicago
SJO
San José
$394 Roundtrip, found 4 hours ago
$394
Roundtrip
found 4 hours ago
Select Air Canada flight, departing Mon, Jan 19 from Chicago to San José, returning Wed, Feb 4, priced at $394 found 4 hours ago

Quepos economy flight packages

Price found within the past 48 hours. Click for updated prices.
Arenal Roca Suites
3.0-star property

Arenal Roca Suites

8.4/10 Very Good! (40 reviews)

Feb 12 - Feb 16

4 night stay

Chicago (CHI) to San José (SJO)

Copa • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $891, price is now $507 per person
$507
per person
found 20 hours ago
Adventurous location. Very nice with an amazing view. Close to rain forest park for tour.

Reviewed on Dec 29, 2024

Monte Carlo Luxury Condominiums
3.5-star property

Monte Carlo Luxury Condominiums

9.4/10 Exceptional! (94 reviews)

Feb 12 - Feb 17

5 night stay

Chicago (ORD) to San José (SJO)

Copa • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,650, price is now $807 per person
$807
per person
found 1 day ago
Lovely home away from home. Nice pool and plenty of space.

Reviewed on Feb 22, 2024

The Springs Resort and Spa at Arenal
5.0-star property

The Springs Resort and Spa at Arenal

9.8/10 Exceptional! (1,002 reviews)

Jan 26 - Feb 2

7 night stay

Chicago (ORD) to San José (SJO)

Copa • Non-stop roundtrip • Coach
Price was $4,654, price is now $2,530 per person
$2,530
per person
found 1 day ago
Beautiful property! Large rooms, wonderful staff and lots to do. The pools were great and club rio rafting was a blast. Highly recommend!

Reviewed on Jun 22, 2025

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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

If you are looking to get guaranteed low prices for Chicago to Quepos flights then Orbitz is the place to go. We use cutting edge mobile tools to find the best deals on air tickets and to keep you updated on delays and changes.

Get Package Savings by Booking Flights and Hotels at the Same Time

Using the Orbitz Matrix display, you can see how much you will save on flights from Chicago to Quepos if the discount fare is combined with a hotel. You can also look at hotel reviews, photos and maps of the area, so it will be convenient to make your budget travel plans.

Orbitz for Business Helps Corporations save Money

Orbitz can assist all businesses from the small to major corporations with discounts on flights from Chicago to Quepos. We fine- tune your needs for Chicago to Quepos flights and optimize your plans by assessing your business and coming up with ways for you to save on air tickets.

Using Online Check-In Makes Flying Simple

You can use the Orbitz website to check-in for your flights from Chicago to Quepos. You can also make changes to your schedule or even cancel a flight.

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.

More Destinations

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.