$187 Cheap flight deals from Chicago (CHI) to Samaná (SDQ)

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This Weekend's Flight Deals from Chicago to Samaná

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, Jul 26 - Sun, Aug 2
ORD
O'Hare Intl.
SDQ
Las Americas Intl.
$576 Roundtrip, found 4 hours ago
$576
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sun, Jul 26 from O'Hare Intl. to Las Americas Intl., returning Sun, Aug 2, priced at $576 found 4 hours ago
Fri, Jul 24 - Fri, Jul 31
ORD
O'Hare Intl.
POP
Gregorio Luperon Intl.
$1,096 Roundtrip, found 2 days ago
$1,096
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Jul 24 from O'Hare Intl. to Gregorio Luperon Intl., returning Fri, Jul 31, priced at $1,096 found 2 days ago

Airfares from $187 One Way, $408 Round Trip from Chicago to Samaná

Prices starting at $408 for return flights and $187 for one-way flights to Samaná 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, Aug 30 - Sat, Sep 12
ORD
Chicago
SDQ
Santo Domingo
$408 Roundtrip, found 4 days ago
$408
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Aug 30 from Chicago to Santo Domingo, returning Sat, Sep 12, priced at $408 found 4 days ago
Thu, Oct 29 - Mon, Nov 2
ORD
Chicago
SDQ
Santo Domingo
$428 Roundtrip, found 1 hour ago
$428
Roundtrip
found 1 hour ago
Select United flight, departing Thu, Oct 29 from Chicago to Santo Domingo, returning Mon, Nov 2, priced at $428 found 1 hour ago
Mon, Sep 21 - Sun, Sep 27
ORD
Chicago
SDQ
Santo Domingo
$428 Roundtrip, found 3 days ago
$428
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Sep 21 from Chicago to Santo Domingo, returning Sun, Sep 27, priced at $428 found 3 days ago
Fri, Aug 14 - Sat, Aug 29
ORD
Chicago
SDQ
Santo Domingo
$428 Roundtrip, found 2 days ago
$428
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Aug 14 from Chicago to Santo Domingo, returning Sat, Aug 29, priced at $428 found 2 days ago
Wed, Feb 10 - Mon, Feb 15
ORD
Chicago
SDQ
Santo Domingo
$431 Roundtrip, found 6 days ago
$431
Roundtrip
found 6 days ago
Select Air Canada flight, departing Wed, Feb 10 from Chicago to Santo Domingo, returning Mon, Feb 15, priced at $431 found 6 days ago

Samaná economy flight packages

Price found within the past 48 hours. Click for updated prices.
Bahia Principe Escape Bouganville - Adults Only - All Inclusive
4.5-star property

Bahia Principe Escape Bouganville - Adults Only - All Inclusive

8.8/10 Excellent! (2,702 reviews)

Aug 22 - Aug 26

4 night stay

Chicago (CHI) to Santo Domingo (SDQ)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,488, price is now $933 per person
$933
per person
found 1 day ago
This was our second time here! Summer 2025 and 2026. We love that it's a little cooler than Mexico, that it's adults only, great restaurants, and friendly staff! We spend most of our time at the swim up bar and it's great that there is a whole buffet by the pool to have lunch! Rooms could be updated, but they aren't awful at all! The BEDS are soooo hard! Probably our only complaint!!!

Reviewed on Jul 17, 2026

HERITAGE RESIDENCES STYLE
3.0-star property

HERITAGE RESIDENCES STYLE

7.4/10 Good! (17 reviews)

Aug 17 - Aug 21

4 night stay

Chicago (CHI) to Santo Domingo (SDQ)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,264, price is now $1,418 per person
$1,418
per person
found 23 hours ago
It’s a bait and switch the address is not where the location is and the rooms shown are not available. It’s still under construction and has regular black outs. Next to a cemetery. Do not stay here pictures not as shown. AGAIN DO NOT STAY HERE BAIT AND SWITCH NOT AS ADVERTISE. And Expedia nor the hotel will compensate.

Reviewed on Nov 12, 2025

Bahia Principe Explore El Portillo - Hyatt Inclusive Collection - All Inclusive
4.0-star property

Bahia Principe Explore El Portillo - Hyatt Inclusive Collection - All Inclusive

8.4/10 Very Good! (1,007 reviews)

Aug 19 - Aug 23

4 night stay

Chicago (CHI) to Santo Domingo (SDQ)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,588, price is now $1,013 per person
$1,013
per person
found 1 day ago
Look forward to going back

Reviewed on Jul 17, 2026

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Samaná business class flight packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Grand Cayacoa
4.5-star property

Eurostars Grand Cayacoa

8.2/10 Very Good! (634 reviews)

Sep 4 - Sep 7

3 night stay

Chicago (CHI) to Santo Domingo (SDQ)

Sterling Blue • BusinessClass

Santo Domingo (SDQ) to Chicago (CHI)

Air Canada • BusinessClass
Price was $1,229, price is now $982 per person
$982
per person
found 22 hours ago
Great staff and location.

Reviewed on Jul 16, 2026

Bahia Principe Escape Bouganville - Adults Only - All Inclusive
4.5-star property

Bahia Principe Escape Bouganville - Adults Only - All Inclusive

8.8/10 Excellent! (2,702 reviews)

Sep 4 - Sep 7

3 night stay

Chicago (CHI) to Santo Domingo (SDQ)

Sterling Blue • BusinessClass

Santo Domingo (SDQ) to Chicago (CHI)

Air Canada • BusinessClass
Price was $1,473, price is now $1,081 per person
$1,081
per person
found 22 hours ago
This was our second time here! Summer 2025 and 2026. We love that it's a little cooler than Mexico, that it's adults only, great restaurants, and friendly staff! We spend most of our time at the swim up bar and it's great that there is a whole buffet by the pool to have lunch! Rooms could be updated, but they aren't awful at all! The BEDS are soooo hard! Probably our only complaint!!!

Reviewed on Jul 17, 2026

Bahia Principe Explore La Romana - All Inclusive
4.5-star property

Bahia Principe Explore La Romana - All Inclusive

8.4/10 Very Good! (2,685 reviews)

Sep 4 - Sep 7

3 night stay

Chicago (CHI) to Santo Domingo (SDQ)

Sterling Blue • BusinessClass

Santo Domingo (SDQ) to Chicago (CHI)

Air Canada • BusinessClass
Price was $1,323, price is now $1,009 per person
$1,009
per person
found 22 hours ago

Don't see what you're looking for?
See all available trips from Chicago to Samaná
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Samaná first class flight packages

Price found within the past 48 hours. Click for updated prices.
Halibut Hotel
3.0-star property

Halibut Hotel

8.6/10 Excellent! (101 reviews)

Aug 20 - Aug 23

3 night stay

Chicago (ORD) to Santo Domingo (SDQ)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,199, price is now $1,150 per person
$1,150
per person
just found
Good service

Reviewed on Jul 13, 2026

Bahia Principe Escape Bouganville - Adults Only - All Inclusive
4.5-star property

Bahia Principe Escape Bouganville - Adults Only - All Inclusive

8.8/10 Excellent! (2,702 reviews)

Aug 18 - Aug 23

5 night stay

Chicago (CHI) to Santo Domingo (SDQ)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,260, price is now $1,605 per person
$1,605
per person
found 7 hours ago
This was our second time here! Summer 2025 and 2026. We love that it's a little cooler than Mexico, that it's adults only, great restaurants, and friendly staff! We spend most of our time at the swim up bar and it's great that there is a whole buffet by the pool to have lunch! Rooms could be updated, but they aren't awful at all! The BEDS are soooo hard! Probably our only complaint!!!

Reviewed on Jul 17, 2026

Playa Nueva Romana
3.5-star property

Playa Nueva Romana

9/10 Wonderful! (49 reviews)

Aug 20 - Aug 23

3 night stay

Chicago (ORD) to Santo Domingo (SDQ)

American Airlines • Non-stop roundtrip • FirstClass
Price was $1,218, price is now $1,168 per person
$1,168
per person
just found
Best experience

Reviewed on Jul 9, 2026

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View all trips

More About Flying To Samaná from Chicago

Route Information for Flights from Chicago to Samaná

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

Chicago to Samaná

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Guaranteed low prices for Chicago to Samaná flights makes Orbitz the perfect online budget travel source.

Frequently asked questions

What is the shortest flight from Chicago to Samana?
Traveling from O'Hare Intl. Airport (ORD) to SDQ will take a minimum of 5 hours and 6 minutes. Indulge in a tipple and watch a show or two — this is a great opportunity to kick back and unwind.
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.

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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.