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Santo Domingo

$117+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SDQ
Feb 23 — Mar 21
Mon 2/23
Mon 3/2
1 adult, Economy
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Find cheap flights from Chicago to Santo Domingo with Cheapflights

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Cheap 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 January 24, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
Sun 3/15:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Mon 3/92:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 1/23$298
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
Sun 2/18:43 pm
ORD
-
SDQ
1 stop15h 44m
Spirit Airlines
Sat 2/73:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 1/23$299
This Expedia deal was found by Cheapflights users on 1/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/105:15 am
ORD
-
SDQ
1 stop7h 12m
Spirit Airlines
Tue 2/173:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 1/23$301
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
Mon 2/25:45 am
ORD
-
SDQ
1 stop9h 10m
Multiple Airlines
Tue 2/101:41 pm
SDQ
-
ORD
1 stop28h 11m
Multiple Airlines
Deal found 1/23$303
This Orbitz deal was found by Cheapflights users on 1/23. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/315:15 am
ORD
-
SDQ
1 stop7h 12m
Spirit Airlines
Sat 2/73:32 pm
SDQ
-
ORD
1 stop7h 31m
Spirit Airlines
Deal found 1/23$304
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
Mon 2/98:43 pm
ORD
-
SDQ
1 stop15h 44m
Spirit Airlines
Wed 2/183:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 1/23$305
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:16 pm
ORD
-
SDQ
1 stop16h 04m
Spirit Airlines
Sat 3/73:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 1/21$306
This CheapOair deal was found by Cheapflights users on 1/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/254:35 pm
ORD
-
SDQ
1 stop8h 03m
Spirit Airlines
Tue 3/312:59 am
SDQ
-
ORD
1 stop17h 47m
Spirit Airlines
Deal found 1/23$308
This Cheapflightsfares deal was found by Cheapflights users on 1/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/75:15 am
ORD
-
SDQ
1 stop7h 12m
Spirit Airlines
Wed 2/183:32 pm
SDQ
-
ORD
1 stop7h 41m
Spirit Airlines
Deal found 1/22$309
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/105:15 am
ORD
-
SDQ
1 stop7h 12m
Spirit Airlines
Fri 2/133:32 pm
SDQ
-
ORD
1 stop7h 41m
Spirit Airlines
Deal found 1/21$311
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
Mon 2/25:45 am
ORD
-
SDQ
1 stop9h 10m
Multiple Airlines
Fri 2/63:32 pm
SDQ
-
ORD
1 stop30h 12m
Multiple Airlines
Deal found 1/23$314
This CheapOair deal was found by Cheapflights users on 1/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/68:43 pm
ORD
-
SDQ
1 stop15h 44m
Spirit Airlines
Tue 2/173:32 pm
SDQ
-
ORD
1 stop21h 50m
Spirit Airlines
Deal found 1/22$315

Find 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 January 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$298
(Kiwi.com)

One-way from

$117
(Travelocity)

Popular in

December

Cheapest in

August

Average price

$469
Provider with most accurate pricing for Chicago (CHI)-Santo Domingo Las Americas flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Santo Domingo Las Americas flights.
Search Deals
From Chicago (CHI) to Santo Domingo Las Americas
Search Deals
One-way flight from Chicago (CHI) to Santo Domingo Las Americas
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
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 January 24, 2026.
Use the filters below to find and compare flights from Chicago to Santo Domingo that are best for you.

Fly from

Chicago

Fly to

Santo Domingo

Route

Depart

Return

Price

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 3/25

4:35 pm-1:38 am

1 stop8h 03m

Santo Domingo Las Americas

Tue 3/31

2:59 am-7:46 pm

1 stop17h 47m

$308

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 3/5

8:16 pm-2:20 pm

1 stop16h 04m

Santo Domingo Las Americas

Tue 3/10

2:32 pm-11:47 pm

1 stop10h 15m

$317

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 3/5

8:16 pm-2:20 pm

1 stop16h 04m

Santo Domingo Las Americas

Wed 3/11

2:32 pm-11:47 pm

1 stop10h 15m

$320

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 3/2

12:41 pm-11:55 am

2 stops21h 14m

Santo Domingo Las Americas

Mon 3/9

2:32 pm-11:47 pm

1 stop10h 15m

$322

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 2/23

8:16 pm-2:20 pm

1 stop16h 04m

Santo Domingo Las Americas

Tue 3/10

8:43 pm-11:54 am

2 stops16h 11m

$324

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 3/14

6:16 pm-5:31 am

1 stop10h 15m

Santo Domingo Las Americas

Wed 3/18

2:59 am-11:21 am

1 stop9h 22m

$345

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 3/18

5:05 am-1:25 pm

1 stop7h 20m

Santo Domingo Las Americas

Thu 3/26

2:30 pm-11:17 pm

1 stop9h 47m

$345

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 3/25

11:00 am-8:32 am

2 stops20h 32m

Santo Domingo Las Americas

Tue 3/31

2:59 am-11:21 am

1 stop9h 22m

$347

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 4/8

8:41 pm-1:25 pm

1 stop15h 44m

Santo Domingo Las Americas

Mon 4/13

9:30 am-8:51 am

2 stops24h 21m

$357

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 3/12

6:45 am-8:32 am

2 stops24h 47m

Santo Domingo Las Americas

Sun 3/15

4:11 pm-11:25 am

2 stops20h 14m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

Showing 1-10 of 30 results
1
2
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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 Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
OvagoPrice Accuracy2 starsTrust Score*2 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*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 Expedia the most. Expedia 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Santo Domingo

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 23, 2026.

The best time to book flights from Chicago to Santo Domingo is 8 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, November is the cheapest month in which you can book a flight from Chicago to Santo Domingo (average of $206). Flying from Chicago to Santo Domingo in July is currently the most expensive (average of $425). 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.

How much does it cost to fly round-trip from Chicago to Santo Domingo?

What’s the top layover airport for flights from Chicago to Santo Domingo?

Share of 1-stop round-trip flights from Chicago to Santo Domingo chosen by Cheapflights users in the past 12 months, using the same layover each way.

Fort Lauderdale (FLL) – chosen by Cheapflights users on 64% of 1-stop itineraries from Chicago to Santo Domingo on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Santo Domingo?

Average round-trip fare for 1-stop flights from Chicago to Santo Domingo, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Fort Lauderdale (FLL) is the most affordable 1-stop option, with an average round-trip price of $283.

What’s the fastest layover option from Chicago to Santo Domingo?

Shortest average travel time for 1-stop one-way flights from Chicago to Santo Domingo, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Fort Lauderdale (FLL) have the shortest average one-way travel time for 1-stop routes: 7h 05m.

Which airport typically offers the quickest layover for flights from Chicago to Santo Domingo?

Average layover duration for 1-stop one-way flights from Chicago to Santo Domingo, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Atlanta (ATL) offer the fastest connection on this route, with an average layover time of 1h 36m.

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 January 24, 2026.
Read reviews from past customers who have flown Delta, Copa Airlines, and United Airlines from Chicago to Santo Domingo. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,111 reviews

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,111 reviews
Delta
7.9
Good
8,111 reviews

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Copa Airlines
7.6
Good
1,558 reviews
Delta
7.9
Good
8,111 reviews

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,193 reviews
Delta
7.9
Good
8,111 reviews

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,193 reviews
Delta
7.9
Good
8,111 reviews

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,370 reviews
Delta
7.9
Good
8,111 reviews

Overall

7.9

Crew

8.5

Food

7.2

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

  • How long is the flight from Chicago to Santo Domingo?

    There are many flights that can get you from Chicago to Santo Domingo in 6h 21m. Fly via Spirit Airlines or Delta to get the fastest option. The distance between Chicago and Santo Domingo is about 1932 mi. This flight may include one or multiple stops.

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

    Currently priced at $180, 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 Copa Airlines and Delta - these airlines can fly you to your destination from $188 and $326, respectively. Spirit Airlines is priced at 63% 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 ($137), Delta ($183), and American Airlines ($196).

  • 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, November is the cheapest month in which you can book a flight from Chicago to Santo Domingo (average of $206). Flying from Chicago to Santo Domingo in July is currently the most expensive (average of $425). 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.

See more FAQs

Traveling to a place near Santo Domingo?

Book flights to Santo Domingo if you plan to visit one of these locations
Juan Dolio

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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 January 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$335FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$188Average$431FlexibilityNo cancel feeOn-time70%
DeltaCheapest$326Average$512FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$367Average$572FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$389Average$489FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$402Average$529FlexibilityNo cancel feeOn-time69%

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