$148 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, Aug 1 - Wed, Aug 5
MDW
Midway Intl.
SJO
Juan Santamaría Intl.
$696 Roundtrip, found 3 days ago
$696
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Aug 1 from Midway Intl. to Juan Santamaría Intl., returning Wed, Aug 5, priced at $696 found 3 days ago
Sat, Aug 1 - Sat, Aug 8
ORD
O'Hare Intl.
SJO
Juan Santamaría Intl.
$703 Roundtrip, found 1 hour ago
$703
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Aug 1 from O'Hare Intl. to Juan Santamaría Intl., returning Sat, Aug 8, priced at $703 found 1 hour ago

Airfares from $148 One Way, $373 Round Trip from Chicago to Puerto Viejo de Talamanca

Prices starting at $373 for return flights and $148 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.

Sat, Sep 12 - Sat, Sep 19
MDW
Chicago
SJO
San José
$373 Roundtrip, found 5 days ago
$373
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Sep 12 from Chicago to San José, returning Sat, Sep 19, priced at $373 found 5 days ago
Tue, Nov 10 - Tue, Nov 17
ORD
Chicago
SJO
San José
$379 Roundtrip, just found
$379
Roundtrip
just found
Select Copa flight, departing Tue, Nov 10 from Chicago to San José, returning Tue, Nov 17, priced at $379 just found
Wed, Feb 10 - Wed, Feb 17
ORD
Chicago
SJO
San José
$508 Roundtrip, found 3 days ago
$508
Roundtrip
found 3 days ago
Select United flight, departing Wed, Feb 10 from Chicago to San José, returning Wed, Feb 17, priced at $508 found 3 days ago
Wed, Oct 21 - Wed, Oct 28
ORD
Chicago
SJO
San José
$508 Roundtrip, found 5 days ago
$508
Roundtrip
found 5 days ago
Select Air Canada flight, departing Wed, Oct 21 from Chicago to San José, returning Wed, Oct 28, priced at $508 found 5 days ago
Tue, Nov 10 - Tue, Nov 17
ORD
Chicago
SJO
San José
$522 Roundtrip, just found
$522
Roundtrip
just found
Select Delta flight, departing Tue, Nov 10 from Chicago to San José, returning Tue, Nov 17, priced at $522 just found

Puerto Viejo de Talamanca economy flight packages

Price found within the past 48 hours. Click for updated prices.
Volcano Lodge Hotel & Thermal Experience
4.0-star property

Volcano Lodge Hotel & Thermal Experience

9.4/10 Exceptional! (1,011 reviews)

Sep 17 - Sep 23

6 night stay

Chicago (CHI) to San José (SJO)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,269, price is now $792 per person
$792
per person
found 13 hours ago
Breakfast goes from 6:40am-10:00am. great selection of food from rice, beans, chilaquiles, meats, plantains, fruit, cereals, there's even an omlette station and waffle station. Tea selections include black, green and herbal. Hot coffee and hot milk available as well. Juices usually were orange and some type of red (our guess was papaya). Filling because it is all you can eat.

Reviewed on Jul 21, 2026

The Springs Resort and Spa at Arenal
5.0-star property

The Springs Resort and Spa at Arenal

9.8/10 Exceptional! (1,001 reviews)

Sep 5 - Sep 11

6 night stay

Chicago (ORD) to San José (SJO)

Copa • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,132, price is now $1,687 per person
$1,687
per person
just found

Noah's Forest by Tifakara
4.5-star property

Noah's Forest by Tifakara

9.8/10 Exceptional! (413 reviews)

Sep 17 - Sep 23

6 night stay

Chicago (CHI) to San José (SJO)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,925, price is now $1,063 per person
$1,063
per person
found 13 hours ago
This property was an absolute dream. The room was beautiful and the private hot tub was amazing. We had a wonderful time, and the staff was extremely helpful to book all of our excursions and to help us purchase tickets.

Reviewed on Jul 23, 2026

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Puerto Viejo de Talamanca business class 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! (93 reviews)

Sep 14 - Sep 19

5 night stay

Chicago (ORD) to San José (SJO)

Copa • Non-stop roundtrip • BusinessClass
Price was $1,590, price is now $1,302 per person
$1,302
per person
found 23 hours ago
This place was very clean and had nice quality everything. The food trucks/ other businesses on the property were a nice bonus and had a fun atmosphere. I might have missed it in directions, but it was a little confusing to find. The property includes a hotel, an office building, and these residences. They all share a parking garage so make sure you're reading the signs. A great place to stay!

Reviewed on Jul 22, 2026

Xandari Resort And Spa
4.0-star property

Xandari Resort And Spa

9.6/10 Exceptional! (1,001 reviews)

Sep 14 - Sep 19

5 night stay

Chicago (ORD) to San José (SJO)

Copa • Non-stop roundtrip • BusinessClass
Price was $2,044, price is now $1,583 per person
$1,583
per person
found 23 hours ago
Terrible stay. Unfortunately, loud barking dogs prevented any sleep at all.

Reviewed on Jul 26, 2026

ETM Wellness Private Retreat
3.5-star property

ETM Wellness Private Retreat

No reviews

Sep 14 - Sep 19

5 night stay

Chicago (ORD) to San José (SJO)

Copa • Non-stop roundtrip • BusinessClass
Price was $2,770, price is now $2,171 per person
$2,171
per person
found 23 hours ago

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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.