Santo Domingo

$118+ Cheap flights from Chicago (CHI) to Santo Domingo (SDQ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SDQ
Jän 26 — Feb 21
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The best prices from Chicago to Santo Domingo Las Americas are usually found in April or March, booked 63 days in advance, depart on a Tuesday or Sunday and return on a Monday

Cheap flight deals from Chicago to Santo Domingo

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Santo Domingo (SDQ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated Jänner 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$388
(Cheapflightsfares)

One-way from

$118
(eDestinos)

Popular in

July

Cheapest in

April

Average price

$480
Provider with most accurate pricing for Chicago (CHI)-Santo Domingo Las Americas flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Santo Domingo Las Americas flights.
From Chicago (CHI) to Santo Domingo Las Americas
One-way flight from Chicago (CHI) to Santo Domingo Las Americas
Highest demand for flights based on searches. 13% potential increase in price ($78 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in January 2025

Find flight deals from Chicago to Santo Domingo

Cheapest flights from Chicago to Santo Domingo
Explore the most affordable flight options available from Chicago to Santo Domingo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Jänner 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 1/246:06 pmORD - SDQ
2 stops41h 20mMultiple Airlines
Mo 1/2712:51 pmSDQ - ORD
1 stop9h 22mMultiple Airlines
Deal found 1/19$388
This Gotogate deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 2/267:18 pmORD - SDQ
1 stop17h 22mFrontier
Mo 3/32:36 pmSDQ - ORD
2 stops27h 55mFrontier
Deal found 1/19$391
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 2/45:31 pmMDW - SDQ
2 stops20h 23mMultiple Airlines
Sa 2/159:00 amSDQ - MDW
1 stop11h 15mMultiple Airlines
Deal found 1/20$393
This Copa Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 1/221:57 pmORD - SDQ
1 stop9h 40mCopa Airlines
Di 2/42:39 pmSDQ - ORD
1 stop10h 48mCopa Airlines
Deal found 1/21$395
This Mytrip deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 1/295:06 pmORD - SDQ
2 stops22h 08mSpirit Airlines
Mo 2/36:19 pmSDQ - ORD
3 stops30h 36mSpirit Airlines
Deal found 1/20$397
This Mytrip deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 3/67:25 amMDW - SDQ
2 stops28h 04mFrontier
Do 3/132:59 pmSDQ - MDW
1 stop29h 36mFrontier
Deal found 1/20$406
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 3/67:05 amORD - SDQ
1 stop9h 26mDelta
Do 3/137:16 amSDQ - ORD
1 stop11h 27mDelta
Deal found 1/20$417
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mo 3/311:56 amORD - SDQ
1 stop7h 35mAmerican Airlines
Di 3/1112:11 pmSDQ - ORD
1 stop13h 09mAmerican Airlines
Deal found 1/20$425
This JetBlue deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 2/1812:45 pmORD - SDQ
1 stop11h 14mJetBlue
Mo 2/243:57 amSDQ - ORD
1 stop9h 02mJetBlue
Deal found 1/19$449
This flugladen.de deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 3/66:07 amORD - SDQ
2 stops15h 41mBritish Airways
Do 3/135:00 amSDQ - ORD
2 stops20h 12mBritish Airways
Deal found 1/20$455
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 2/256:00 amMDW - SDQ
1 stop5h 56mDelta
Mi 2/263:22 pmSDQ - MDW
1 stop8h 58mDelta
Deal found 1/21$462
This Avianca deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 5/212:35 pmORD - SDQ
1 stop19h 15mAvianca
Sa 5/246:10 pmSDQ - ORD
1 stop20h 05mAvianca
Deal found 1/21$486

Find flights from Chicago to Santo Domingo within your budget

Customize your flight search to find flights from Chicago to Santo Domingo that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated Jänner 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fr 1/31

6:06 pm-12:55 pm

1 stop16h 49m

Santo Domingo Las Americas

Do 2/20

4:31 pm-10:03 pm

1 stop7h 32m

$388

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mi 4/16

11:45 am-1:44 pm

1 stop24h 59m

Santo Domingo Las Americas

Fr 4/18

1:44 pm-8:13 pm

2 stops31h 29m

$389

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Do 3/6

8:46 pm-1:29 pm

1 stop14h 43m

Santo Domingo Las Americas

Do 3/13

1:28 pm-12:07 am

2 stops11h 39m

$390

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Di 2/4

5:31 pm-3:54 pm

2 stops20h 23m

Santo Domingo Las Americas

Sa 2/15

9:00 am-6:15 pm

1 stop11h 15m

$393

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Di 4/22

3:09 pm-10:56 am

1 stop18h 47m

Santo Domingo Las Americas

So 5/4

6:18 pm-1:47 pm

1 stop20h 29m

$395

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Do 3/6

7:25 am-1:29 pm

2 stops28h 04m

Santo Domingo Las Americas

Do 3/13

2:59 pm-7:35 pm

1 stop29h 36m

$406

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Do 3/6

7:05 am-6:31 pm

1 stop9h 26m

Santo Domingo Las Americas

Do 3/13

7:16 am-5:43 pm

1 stop11h 27m

$417

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sa 2/22

11:53 am-11:49 pm

2 stops9h 56m

Santo Domingo Las Americas

Fr 2/28

6:00 am-2:13 pm

2 stops10h 13m

$421

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Di 2/18

12:45 pm-1:59 am

1 stop11h 14m

Santo Domingo Las Americas

Mo 2/24

3:57 am-10:59 am

1 stop9h 02m

$449

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Do 3/6

6:07 am-11:48 pm

2 stops15h 41m

Santo Domingo Las Americas

Do 3/13

5:00 am-12:12 am

2 stops20h 12m

$455

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 24 results
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Compare providers for flights from Chicago to Santo Domingo

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Santo Domingo in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Santo Domingo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Santo Domingo flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Santo Domingo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Santo Domingo flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Santo Domingo flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Santo Domingo

Have a flexible travel schedule? Discover the best time to fly to Santo Domingo from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Santo Domingo

Get recent, data-driven insights about flights from Chicago to Santo Domingo including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Santo Domingo?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Santo Domingo. Price data was last updated on January 17, 2025.

The best time to book flights from Chicago to Santo Domingo is 63 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Santo Domingo?

Currently, January is the cheapest month in which you can book a flight from Chicago to Santo Domingo (average of $362). Flying from Chicago to Santo Domingo in December is currently the most expensive (average of $583). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to SDQ?

Find hourly flight availability from Chicago to Santo Domingo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated Jänner 21, 2025.

It’s optimal to fly from Chicago to Santo Domingo in the evening. By choosing this option you can save up to 26% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Chicago to Santo Domingo?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Santo Domingo. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Santo Domingo flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Santo Domingo by month

Plan your trip to Santo Domingo by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Santo Domingo ranges from 1.6 - 6.7 inches per month. May is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Santo Domingo when rainfall is around 1.6 in.

Temperature in Santo Domingo by month

Plan your trip to Santo Domingo by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Santo Domingo, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 75.2 F).

Reviews of airlines servicing Santo Domingo

Get insights into the airlines that provide service to Santo Domingo. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Santo Domingo. Reviews last updated Jänner 21, 2025.
Read through reviews of airlines operating flights from Chicago to Santo Domingo, such as Frontier, Delta and American Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
8,521 reviews

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

8.0
Very good
8,521 reviews
8.0
Very good
8,521 reviews

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.7
Good
1,662 reviews
8.0
Very good
8,521 reviews

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.5
Good
1,849 reviews
8.0
Very good
8,521 reviews

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.4
Good
3,201 reviews
8.0
Very good
8,521 reviews

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

7.3
Good
3,931 reviews
8.0
Very good
8,521 reviews

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Santo Domingo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to Santo Domingo from Chicago?

    Most people fly into Santo Domingo Las Americas (SDQ) if they book a flight to Santo Domingo from Chicago. On average, Las Americas has 0 inbound flights from Chicago per day from 6 airlines. Santo Domingo Las Americas is conveniently located just 17.5 mi from Santo Domingo’s city center.

  • What are the cheapest airlines flying from Chicago to Santo Domingo round-trip?

    Currently priced at $388, Spirit Airlines will fly you from Chicago to Santo Domingo and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Frontier and Copa Airlines - these airlines can fly you to your destination from $391 and $395, respectively. Spirit Airlines is priced at 21% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Santo Domingo one-way?

    The cheapest airlines for a one-way flight from Chicago to Santo Domingo are Spirit Airlines ($118), Frontier ($148), and Copa Airlines ($189).

  • Can I find deals for flights from Chicago to Santo Domingo that include hotel bookings?

    Yes. In addition to deals on Chicago to Santo Domingo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Santo Domingo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Santo Domingo.

  • Can I find deals for business class flights from Chicago to Santo Domingo?

    Yes. Cheapflights offers flight deals from Chicago to Santo Domingo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Santo Domingo?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Santo Domingo (average of $362). Flying from Chicago to Santo Domingo in December is currently the most expensive (average of $583). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 6 airlines flying from Chicago to Santo Domingo

Discover the top 6 airlines that operate flights from Chicago to Santo Domingo. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated Jänner 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$226Average$488FlexibilityNo cancel feeOn-time70%
Spirit AirlinesCheapest$243Average$364FlexibilityNo cancel feeOn-time65%
DeltaCheapest$334Average$519FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$352Average$635FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$394Average$578FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$406Average$586FlexibilityNo cancel feeOn-time62%
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