Cheap flights To Drake Bay (SJO) from $75

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

Cheap Flights to Drake Bay from $75 One Way, $182 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Nov 11 - Wed, Nov 12
EWR
Newark Liberty Intl. Airport
SJO
Juan Santamaría Intl.
$182 Roundtrip, found 6 days ago
$182
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Nov 11 from Newark Liberty Intl. Airport to Juan Santamaría Intl., returning Wed, Nov 12, priced at $182 found 6 days ago
Tue, Nov 4 - Thu, Nov 13
LGA
LaGuardia
SJO
Juan Santamaría Intl.
$183 Roundtrip, found 5 days ago
$183
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Nov 4 from LaGuardia to Juan Santamaría Intl., returning Thu, Nov 13, priced at $183 found 5 days ago
Thu, Nov 13 - Wed, Nov 19
LGA
LaGuardia
SJO
Juan Santamaría Intl.
$184 Roundtrip, found 2 hours ago
$184
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Thu, Nov 13 from LaGuardia to Juan Santamaría Intl., returning Wed, Nov 19, priced at $184 found 2 hours ago
Mon, Nov 17 - Wed, Nov 19
EWR
Newark Liberty Intl. Airport
SJO
Juan Santamaría Intl.
$187 Roundtrip, found 14 hours ago
$187
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Mon, Nov 17 from Newark Liberty Intl. Airport to Juan Santamaría Intl., returning Wed, Nov 19, priced at $187 found 14 hours ago
Thu, Nov 20 - Mon, Nov 24
JFK
John F. Kennedy Intl.
SJO
Juan Santamaría Intl.
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Thu, Nov 20 from John F. Kennedy Intl. to Juan Santamaría Intl., returning Mon, Nov 24, priced at $229 found 1 hour ago
Fri, Nov 14 - Sun, Nov 23
EWR
Newark Liberty Intl. Airport
SJO
Juan Santamaría Intl.
$233 Roundtrip, found 5 hours ago
$233
Roundtrip
found 5 hours ago
Select United flight, departing Fri, Nov 14 from Newark Liberty Intl. Airport to Juan Santamaría Intl., returning Sun, Nov 23, priced at $233 found 5 hours ago
Thu, Apr 30 - Wed, May 6
LAX
Los Angeles Intl.
SJO
Juan Santamaría Intl.
$239 Roundtrip, found 2 days ago
$239
Roundtrip
found 2 days ago
Select Volaris Costa Rica flight, departing Thu, Apr 30 from Los Angeles Intl. to Juan Santamaría Intl., returning Wed, May 6, priced at $239 found 2 days ago
Thu, Nov 13 - Sat, Nov 15
EWR
Newark Liberty Intl. Airport
SJO
Juan Santamaría Intl.
$248 Roundtrip, just found
$248
Roundtrip
just found
Select American Airlines flight, departing Thu, Nov 13 from Newark Liberty Intl. Airport to Juan Santamaría Intl., returning Sat, Nov 15, priced at $248 just found
Sun, Apr 19 - Sun, Apr 26
EWR
Newark Liberty Intl. Airport
SJO
Juan Santamaría Intl.
$256 Roundtrip, found 1 hour ago
$256
Roundtrip
found 1 hour ago
Select Arajet flight, departing Sun, Apr 19 from Newark Liberty Intl. Airport to Juan Santamaría Intl., returning Sun, Apr 26, priced at $256 found 1 hour ago
Wed, Jan 21 - Sun, Jan 25
JFK
John F. Kennedy Intl.
SJO
Juan Santamaría Intl.
$261 Roundtrip, just found
$261
Roundtrip
just found
Select avianca flight, departing Wed, Jan 21 from John F. Kennedy Intl. to Juan Santamaría Intl., returning Sun, Jan 25, priced at $261 just found

Drake Bay Flight Information

Traveling To
Drake Bay
Destination Airport IATA Code
SJO
Number of Airlines Serving
Airlines
Spirit Airlines, Volaris El Salvador, Volaris Costa Rica, JetBlue Airways, United, American Airlines, Arajet, avianca
Flight Price
$182
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Drake Bay economy flight packages

Price found within the past 48 hours. Click for updated prices.
Monte Carlo Luxury Condominiums
3.5-star property

Monte Carlo Luxury Condominiums

Dec 1 - Dec 9

8 night stay

Boston (BOS) to San José (SJO)

Frontier Airlines • Non-stop • Coach

San José (SJO) to Boston (BOS)

JetBlue Airways • Non-stop • Coach
Save 100% on your flight
Price was $1,890, price is now $1,025 per person
$1,025
per person
found 1 day ago
The Springs Resort and Spa at Arenal
5.0-star property

The Springs Resort and Spa at Arenal

Dec 3 - Dec 10

7 night stay

Boston (BOS) to San José (SJO)

Spirit Airlines • Non-stop • Coach

San José (SJO) to Boston (BOS)

JetBlue Airways • Non-stop • Coach
Price was $3,916, price is now $1,789 per person
$1,789
per person
found 1 day ago
Vista Suites at Parador
2.5-star property

Vista Suites at Parador

Dec 3 - Dec 7

4 night stay

Newark Liberty Intl. Airport (EWR) to San José (SJO)

Copa • Non-stop roundtrip • Coach
Price was $2,229, price is now $1,139 per person
$1,139
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Drake Bay
View all trips

Drake Bay business class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Lomas del Volcán
3.5-star property

Hotel Lomas del Volcán

9.6/10 Exceptional! (1,007 reviews)

Dec 5 - Dec 10

5 night stay

Chicago (ORD) to San José (SJO)

American Airlines • Roundtrip • BusinessClass
Price was $2,191, price is now $1,628 per person
$1,628
per person
found 1 day ago
We lived the views and how friendly and attentive staff is here. Highly recommend and would definitely stay here again

Reviewed on Sep 9, 2025

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 5 - Dec 10

5 night stay

Chicago (ORD) to San José (SJO)

American Airlines • Roundtrip • BusinessClass
Save 100% on your flight
Price was $3,362, price is now $1,980 per person
$1,980
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

Hotel Mountain Paradise
3.5-star property

Hotel Mountain Paradise

8.6/10 Excellent! (848 reviews)

Dec 5 - Dec 10

5 night stay

Chicago (ORD) to San José (SJO)

American Airlines • Roundtrip • BusinessClass
Price was $2,148, price is now $1,678 per person
$1,678
per person
found 1 day ago
Rooms has no internet and room must be clean and these rooms has spiders

Reviewed on Aug 4, 2021

Don't see what you're looking for?
See all available trips from Chicago to Drake Bay
View all trips

Drake Bay first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton San Jose La Sabana
4.5-star property

Hilton San Jose La Sabana

9/10 Wonderful! (482 reviews)

Dec 13 - Dec 20

7 night stay

Chicago (ORD) to San José (SJO)

United • Non-stop roundtrip • FirstClass
Price was $2,023, price is now $1,649 per person
$1,649
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

Apartamentos Cityzen
4.0-star property

Apartamentos Cityzen

9.6/10 Exceptional! (75 reviews)

Dec 5 - Dec 11

6 night stay

Chicago (ORD) to San José (SJO)

United • Non-stop • FirstClass

San José (SJO) to Chicago (ORD)

American Airlines • Non-stop • FirstClass
Price was $2,540, price is now $1,900 per person
$1,900
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

Hotel Bougainvillea San José
3.5-star property

Hotel Bougainvillea San José

9.6/10 Exceptional! (419 reviews)

Dec 13 - Dec 20

7 night stay

Chicago (ORD) to San José (SJO)

United • Non-stop roundtrip • FirstClass
Price was $2,123, price is now $1,785 per person
$1,785
per person
found 1 day ago
We love the gardens! Beautiful artwork. Nice bar, restaurant, and breakfast. Comfortable bed and linens.

Reviewed on Aug 4, 2025

Don't see what you're looking for?
See all available trips from Chicago to Drake Bay
View all trips

Drake Bay

Orbitz uses cutting edge mobile technology to help get you the best deals on Drake Bay flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Drake Bay Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Drake Bay, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Drake Bay can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Drake Bay. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Drake Bay to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

What is the best airport to fly to in Drake Bay?
Drake Bay Airport (DRK) is the city's main airport, so your only tough decision will be the window seat or the aisle seat. The center of Drake Bay is roughly 2 miles away and where many travelers start their adventure.
How much is a flight to Drake Bay?
Last week, prices ranged between $182 and $261 for a round-trip fare to Drake Bay. Tickets one-way departing from New York (LGA) dropped as low as $75 during the same period.
How to book the cheapest flight to Drake Bay?
With some of the most exciting flight deals around, you'll always get more for your money with Orbitz. The following pointers will help you score cheap flights to Drake Bay — and leave you with cash to spare:

  • Departing from or landing at other airports can be more cost-effective. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to explore your options.
  • Also, click on the 'Show flexible dates' option to bring up the fares on days around your chosen departure. You may be able to score cheaper flight deals if you're flexible with your plans.
  • Select 'Show options' to refine your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • Lock in your airfare as soon as you know your travel dates. While you can get lucky on occasion, flights rarely get more affordable as your departure date gets closer.
  • Combine your hotels, flights and car rental into a money-saving package deal. Save your hard-earned cash for things you're really excited about, like exploring Drake Bay.
  • Don't travel during peak seasons if you can. By avoiding summer, school vacations and other popular dates, you can make amazing savings on your airfare.

What is the best time to book a flight to Drake Bay?
If possible, book your seats to Drake Bay in January. This is the best month to reserve low airfares, followed by February and August. With a bit of patience and planning, you're guaranteed to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Drake Bay?
Get a great flight deal by making a booking on a Tuesday, Wednesday or Saturday. Typically, these are the best days of the week to land cheap tickets to Drake Bay.
What is the cheapest day of the week to fly to Drake Bay?
Everyone enjoys a great bargain, so we suggest departing earlier in the week to nab cheap flights to Drake Bay. Orbitz data from 2020 suggests you can grab the best prices on flights leaving on Mondays. Tuesdays are the next most affordable day, while Saturdays are the dearest. Many people like to start their trip when the working week is over, so leave those Saturdays for catching up with friends.
What is the cheapest month to fly to Drake Bay?
To book cheap flights to Drake Bay, you should leave in August. If getting a great deal on your plane ticket is your top priority, Orbitz data has found that this is generally the best month to take a trip. June is when airfares are the most expensive.
Which airlines allow free cancellation?
We understand that plans can change and flexibility is important. That's why you can easily search for flights that have free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll find you fares more flexible than candy in a car on a hot day!
What do I need for the flight to Drake Bay?
There is so much to plan for any big journey, so it's nice to get some help along the way. Here are a few suggestions to make sure you're prepared for departure:

  • Firstly, you'll need to take all relevant travel documents and some identification. How much is dependent on where you're departing from. When booking, you're encouraged to use the exact name, birth date and gender as listed on your current ID.
  • A well-packed carry-on bag is important for any lengthy flight. With at least a few hours to kill, you'll need something to keep you busy on your trip. We suggest a good book or magazine, and something to snack on.
  • Plane cabins are often quite cool. Even if you're flying during the peak of summer, be sure to bring some extra layers of clothing just in case.

How many direct flights are there to Drake Bay?
Get to Drake Bay quickly on one of the 5 direct flights that touch down here each month. For a pleasant and stress-free journey, take a look at the nonstop flights with SANSA Regional.
How do I get cheap first-class/business deals to Drake Bay?
Experienced travelers have mastered the art of finding first or business-class flights to Drake Bay without the astronomical price tag. Be like them with these helpful tips:

  • Be flexible. By being open to different travel dates, you'll have a better chance of picking up a rewarding deal on your airfares.
  • Find a budget carrier that offers seats in business class. They often come with extra space and a glass of bubbly — and a more attractive price.
  • Bid for an upgrade in online auctions (if available) or upgrade your fare with your frequent flyer points.

What is the best time to go to Drake Bay?
Anytime is a great time to visit Drake Bay, though January, February and October are the most popular months. As with most places in the Northern Hemisphere, summertime kicks off June 20. If you'd like to hang out in a light shirt than a winter coat, this time of the year may be perfect for you. Expect average daily highs of 80 ºF and nightly lows around 75 ºF.
Travel tips for Drake Bay

  • Pull on a pair of comfy sneakers and discover this busy city on foot. There are tons of terrific attractions you can't miss, such as Drake Bay Beach and Drake Bay Hiking Trailhead.
  • We also recommend exploring the sights within an easy commute of Drake Bay's center. Head toward Tortuga Beach and Uvita Beach and experience another side of this vibrant destination.
  • When you want to get out and experience more of Puntarenas Province, lock in a car rental and hit the road for Manuel Antonio. Jaco is another leading city with so many things to see and do.

More to Explore

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.