HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SDQ
Jan 1 — Jan 81
Thu 1/1
Thu 1/8
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Santo Domingo with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago to Santo Domingo Las Americas are usually found in August or September, booked 8 days in advance, depart on a Tuesday or Sunday and return on a Monday

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 December 2, 2025.

This Mytrip deal was found by Cheapflights users on 11/29. 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.
Mon 12/85:00 amORD - SDQ
1 stop8h 23mSpirit Airlines
Wed 12/104:21 pmSDQ - ORD
1 stop9h 48mSpirit Airlines
Deal found 11/29$284
This WAYA deal was found by Cheapflights users on 12/1. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:00 amORD - SDQ
1 stop8h 23mSpirit Airlines
Thu 12/114:21 pmSDQ - ORD
1 stop9h 48mSpirit Airlines
Deal found 12/1$305
This CheapOair deal was found by Cheapflights users on 12/2. 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.
Mon 12/87:10 amORD - SDQ
1 stop6h 13mSpirit Airlines
Mon 12/224:21 pmSDQ - ORD
1 stop10h 09mSpirit Airlines
Deal found 12/2$313
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
Wed 12/3112:39 pmORD - SDQ
1 stop24h 45mMultiple Airlines
Mon 1/1210:19 amSDQ - ORD
1 stop23h 59mMultiple Airlines
Deal found 12/2$343
This Mytrip deal was found by Cheapflights users on 11/29. 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.
Mon 12/85:00 amORD - SDQ
1 stop8h 23mMultiple Airlines
Wed 12/1010:19 amSDQ - ORD
2 stops13h 52mMultiple Airlines
Deal found 11/29$349
This Kiwi.com deal was found by Cheapflights users on 11/30. 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 12/157:41 pmORD - SDQ
2 stops23h 59mMultiple Airlines
Wed 1/214:40 pmSDQ - ORD
1 stop9h 06mMultiple Airlines
Deal found 11/30$350
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/88:42 pmMDW - SDQ
2 stops41h 47mMultiple Airlines
Mon 12/222:53 pmSDQ - MDW
1 stop9h 05mMultiple Airlines
Deal found 12/2$357
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
Tue 12/306:05 pmORD - SDQ
1 stop20h 24mMultiple Airlines
Mon 1/1210:19 amSDQ - ORD
1 stop23h 59mMultiple Airlines
Deal found 12/2$362
This Mytrip deal was found by Cheapflights users on 11/30. 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.
Mon 12/296:15 amMDW - SDQ
1 stop8h 34mFrontier
Mon 12/298:42 pmSDQ - MDW
2 stops43h 55mFrontier
Deal found 11/30$379
This Frontier deal was found by Cheapflights users on 11/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2412:39 pmORD - SDQ
2 stops19h 03mFrontier
Wed 12/3112:25 pmSDQ - ORD
1 stop9h 41mFrontier
Deal found 11/29$381
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/72:59 pmMDW - SDQ
1 stop23h 30mMultiple Airlines
Sun 12/218:20 amSDQ - MDW
1 stop14h 44mMultiple Airlines
Deal found 12/2$418
This Delta deal was found by Cheapflights users on 12/1. 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.
Mon 12/86:00 amMDW - SDQ
1 stop6h 42mDelta
Thu 12/113:57 pmSDQ - MDW
1 stop9h 50mDelta
Deal found 12/1$440

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 December 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$270
(Kiwi.com)

One-way from

$117
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$660
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. 8% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 2, 2025.
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

Sat 1/31

10:27 am-9:40 pm

1 stop9h 13m

Santo Domingo Las Americas

Fri 2/6

1:40 am-8:57 am

1 stop9h 17m

$283

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 1/15

8:51 pm-7:18 pm

2 stops44h 27m

Santo Domingo Las Americas

Thu 1/22

4:40 pm-10:36 pm

1 stop7h 56m

$329

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 1/7

5:00 am-3:23 pm

1 stop8h 23m

Santo Domingo Las Americas

Wed 2/18

4:37 pm-12:18 am

1 stop9h 41m

$336

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 2/16

5:15 am-3:32 pm

1 stop8h 17m

Santo Domingo Las Americas

Wed 2/18

4:37 pm-12:18 am

1 stop9h 41m

$348

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 1/5

6:15 am-4:49 pm

1 stop8h 34m

Santo Domingo Las Americas

Mon 1/12

2:57 pm-10:19 pm

2 stops33h 22m

$363

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 1/7

5:45 am-4:45 pm

1 stop9h 00m

Santo Domingo Las Americas

Fri 1/9

1:40 am-8:57 am

1 stop9h 17m

$376

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 1/23

2:13 pm-11:32 am

1 stop19h 19m

Santo Domingo Las Americas

Mon 2/2

7:05 pm-12:31 pm

1 stop19h 26m

$378

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Fri 1/30

6:00 am-2:21 pm

1 stop6h 21m

Santo Domingo Las Americas

Fri 2/6

3:46 pm-10:22 pm

1 stop8h 36m

$390

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 2/2

6:00 am-2:21 pm

1 stop6h 21m

Santo Domingo Las Americas

Fri 2/6

3:46 pm-10:22 pm

1 stop8h 36m

$390

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 1/26

6:00 am-2:21 pm

1 stop6h 21m

Santo Domingo Las Americas

Mon 2/2

3:46 pm-10:22 pm

1 stop8h 36m

$390

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/30

Showing 1-10 of 41 results
1
2
3
...
5

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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Santo Domingo flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 28, 2025.

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, March is the cheapest month in which you can book a flight from Chicago to Santo Domingo (average of $194). 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.

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 December 2, 2025.

It’s optimal to fly from Chicago to Santo Domingo in the evening. By choosing this option you can save up to 43% on the cost of your flight, compared to a flight in the morning.

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 50% 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 $300.

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 33m.

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 Panama City (PTY) offer the fastest connection on this route, with an average layover time of 5h 24m.

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 December 2, 2025.
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
8,011 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

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
8,011 reviews
Delta
7.9
Good
8,011 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

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
1,559 reviews
Delta
7.9
Good
8,011 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

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
9,063 reviews
Delta
7.9
Good
8,011 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

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
11,044 reviews
Delta
7.9
Good
8,011 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

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
8,156 reviews
Delta
7.9
Good
8,011 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

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, Frontier, 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 $188, Copa Airlines will fly you from Chicago to Santo Domingo and back. In addition to Copa Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Spirit Airlines and Delta - these airlines can fly you to your destination from $208 and $326, respectively. Copa Airlines is priced at 62% lower than the current average price of a flight leaving 3 months from now.

  • 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, March is the cheapest month in which you can book a flight from Chicago to Santo Domingo (average of $194). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 December 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$188Average$431FlexibilityNo cancel feeOn-time70%
Spirit AirlinesCheapest$208Average$343FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$367Average$486FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$385Average$497FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$406Average$556FlexibilityNo cancel feeOn-time69%
DeltaCheapest$406Average$603FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.