$75 Cheap flight deals from Chicago (CHI) to Puerto Viejo de Talamanca (SJO)

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This Weekend's Flight Deals from Chicago to Puerto Viejo de Talamanca

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, Nov 1 - Sat, Nov 8
ORD
O'Hare Intl.
SJO
Juan Santamaría Intl.
$352 Roundtrip, found 5 hours ago
$352
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Sat, Nov 1 from O'Hare Intl. to Juan Santamaría Intl., returning Sat, Nov 8, priced at $352 found 5 hours ago
Sun, Nov 2 - Mon, Nov 10
MDW
Midway Intl.
SJO
Juan Santamaría Intl.
$395 Roundtrip, found 4 days ago
$395
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Midway Intl. to Juan Santamaría Intl., returning Mon, Nov 10, priced at $395 found 4 days ago
Sun, Nov 2 - Mon, Nov 10
RFD
Greater Rockford
SJO
Juan Santamaría Intl.
$519 Roundtrip, found 4 days ago
$519
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Nov 2 from Greater Rockford to Juan Santamaría Intl., returning Mon, Nov 10, priced at $519 found 4 days ago

Airfares from $75 One Way, $208 Round Trip from Chicago to Puerto Viejo de Talamanca

Prices starting at $208 for return flights and $75 for one-way flights to Puerto Viejo de Talamanca were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Nov 16 - Sat, Nov 22
ORD
Chicago
SJO
San José
$208 Roundtrip, found 2 hours ago
$208
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sun, Nov 16 from Chicago to San José, returning Sat, Nov 22, priced at $208 found 2 hours ago
Tue, Dec 9 - Wed, Dec 17
ORD
Chicago
SJO
San José
$327 Roundtrip, found 2 hours ago
$327
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Dec 9 from Chicago to San José, returning Wed, Dec 17, priced at $327 found 2 hours ago
Fri, Jan 30 - Mon, Feb 2
ORD
Chicago
SJO
San José
$330 Roundtrip, found 2 hours ago
$330
Roundtrip
found 2 hours ago
Select Copa flight, departing Fri, Jan 30 from Chicago to San José, returning Mon, Feb 2, priced at $330 found 2 hours ago
Tue, Dec 9 - Wed, Dec 17
MDW
Chicago
SJO
San José
$342 Roundtrip, found 2 hours ago
$342
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Dec 9 from Chicago to San José, returning Wed, Dec 17, priced at $342 found 2 hours ago
Tue, Dec 9 - Wed, Dec 17
ORD
Chicago
SJO
San José
$342 Roundtrip, found 2 hours ago
$342
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Dec 9 from Chicago to San José, returning Wed, Dec 17, priced at $342 found 2 hours ago

Puerto Viejo de Talamanca economy flight packages

Price found within the past 48 hours. Click for updated prices.
Apartamentos Cityzen
4.0-star property

Apartamentos Cityzen

9.6/10 Exceptional! (75 reviews)

Dec 4 - Dec 10

6 night stay

Chicago (CHI) to San José (SJO)

American Airlines • Coach

San José (SJO) to Chicago (CHI)

Spirit Airlines • Coach
Price was $1,329, price is now $643 per person
$643
per person
found 1 day ago
Modern, up-to-date apartmanets, great lay out, lots of light anf life, convieniently located, great dining places in the same block, one small market in the same mall area and bigger grocery store near by, fantastic service by every single staffer, Rebeca is a sweetheart, and Kellyana is on top of things. I go to CR every year once year and always go to a different place, but from now own, Apartamentos Cityzen will be my Tico-Home.

Reviewed on Mar 31, 2024

The Springs Resort and Spa at Arenal
5.0-star property

The Springs Resort and Spa at Arenal

9.8/10 Exceptional! (1,008 reviews)

Dec 13 - Dec 16

3 night stay

Chicago (CHI) to San José (SJO)

American Airlines • Coach

San José (SJO) to Chicago (CHI)

Spirit Airlines • Coach
Price was $1,846, price is now $975 per person
$975
per person
found 10 hours 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

Balmoral Suites
3.5-star property

Balmoral Suites

7.4/10 Good! (37 reviews)

Dec 4 - Dec 10

6 night stay

Chicago (CHI) to San José (SJO)

American Airlines • Coach

San José (SJO) to Chicago (CHI)

Spirit Airlines • Coach
Price was $1,479, price is now $814 per person
$814
per person
found 1 day ago
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Puerto Viejo de Talamanca business class flight packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott San Jose Escazu
3.5-star property

Residence Inn by Marriott San Jose Escazu

9.2/10 Wonderful! (651 reviews)

Dec 23 - Dec 27

4 night stay

Chicago (ORD) to San José (SJO)

Avianca • Non-stop roundtrip • BusinessClass
Price was $1,361, price is now $1,174 per person
$1,174
per person
found 1 day ago
Great hotel and location!!! We live the breakfast, good coffee and juices, omelettes for everyone! Escazu is cold but the swimming pool is heated, we love the stay!

Reviewed on Apr 28, 2025

Apartamentos Cityzen
4.0-star property

Apartamentos Cityzen

9.6/10 Exceptional! (75 reviews)

Dec 23 - Dec 27

4 night stay

Chicago (ORD) to San José (SJO)

Avianca • Non-stop roundtrip • BusinessClass
Price was $1,755, price is now $1,306 per person
$1,306
per person
found 1 day ago
Modern, up-to-date apartmanets, great lay out, lots of light anf life, convieniently located, great dining places in the same block, one small market in the same mall area and bigger grocery store near by, fantastic service by every single staffer, Rebeca is a sweetheart, and Kellyana is on top of things. I go to CR every year once year and always go to a different place, but from now own, Apartamentos Cityzen will be my Tico-Home.

Reviewed on Mar 31, 2024

Hilton San Jose La Sabana
4.5-star property

Hilton San Jose La Sabana

9/10 Wonderful! (482 reviews)

Dec 23 - Dec 27

4 night stay

Chicago (ORD) to San José (SJO)

Avianca • Non-stop roundtrip • BusinessClass
Price was $1,550, price is now $1,278 per person
$1,278
per person
found 1 day ago
Hilton Sabana is well managed. Employees are attentive and courteous. From the front desk, room service, parking attendant, restaurant, housekeeping, all very pleasant people. Definitely will return.

Reviewed on Oct 3, 2025

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More About Flying To Puerto Viejo de Talamanca from Chicago

Route Information for Flights from Chicago to Puerto Viejo de Talamanca

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

Chicago to Puerto Viejo de Talamanca

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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.