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Santo Domingo

$124+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SDQ
May 24 — May 311
Sun 5/24
Sun 5/31
1 adult, Economy
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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 April 24, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:30 pm
ORD
-
SDQ
2 stops24h 48m
Multiple Airlines
Sat 5/233:30 pm
SDQ
-
ORD
1 stop8h 56m
Multiple Airlines
Deal found 4/21$395
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/184:30 am
ORD
-
SDQ
1 stop11h 25m
Multiple Airlines
Wed 5/2012:41 pm
SDQ
-
ORD
1 stop11h 05m
Multiple Airlines
Deal found 4/21$396
This Arajet deal was found by Cheapflights users on 4/20. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:30 am
ORD
-
SDQ
1 stop10h 25m
Multiple Airlines
Thu 8/133:30 pm
SDQ
-
ORD
1 stop9h 10m
Multiple Airlines
Deal found 4/20$403
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sat 5/912:12 pm
ORD
-
SDQ
1 stop8h 28m
Multiple Airlines
Mon 5/1112:41 pm
SDQ
-
ORD
1 stop27h 30m
Multiple Airlines
Deal found 4/19$406
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Sat 5/1612:12 pm
ORD
-
SDQ
1 stop8h 28m
Multiple Airlines
Mon 5/1812:41 pm
SDQ
-
ORD
1 stop27h 30m
Multiple Airlines
Deal found 4/23$436
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Wed 5/208:30 am
ORD
-
SDQ
1 stop24h 23m
Multiple Airlines
Wed 5/2712:41 pm
SDQ
-
ORD
1 stop28h 08m
Multiple Airlines
Deal found 4/20$438
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Sat 8/1512:29 am
ORD
-
SDQ
1 stop17h 49m
Multiple Airlines
Sun 8/233:30 pm
SDQ
-
ORD
2 stops21h 55m
Multiple Airlines
Deal found 4/20$440
This Arajet deal was found by Cheapflights users on 4/19. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:12 pm
ORD
-
SDQ
1 stop8h 28m
Multiple Airlines
Sun 9/131:55 pm
SDQ
-
ORD
1 stop9h 15m
Multiple Airlines
Deal found 4/19$443
This Priceline deal was found by Cheapflights users on 4/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:56 pm
ORD
-
SDQ
1 stop14h 09m
Multiple Airlines
Tue 5/128:32 pm
SDQ
-
ORD
1 stop13h 15m
Multiple Airlines
Deal found 4/21$445
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Wed 5/61:18 pm
ORD
-
SDQ
1 stop24h 48m
Multiple Airlines
Sun 5/103:30 pm
SDQ
-
ORD
2 stops28h 14m
Multiple Airlines
Deal found 4/20$446
This Delta deal was found by Cheapflights users on 4/20. 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.
Sun 9/66:00 am
MDW
-
SDQ
1 stop6h 12m
Delta
Tue 9/152:56 pm
SDQ
-
MDW
1 stop7h 50m
Delta
Deal found 4/20$502
This Delta deal was found by Cheapflights users on 4/20. 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.
Wed 6/39:23 am
MDW
-
SDQ
2 stops14h 18m
Delta
Mon 6/86:06 am
SDQ
-
MDW
2 stops13h 25m
Delta
Deal found 4/20$507

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 April 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$395
(Kiwi.com)

One-way from

$124
(Frontier)

Popular in

December

Cheapest in

February

Average price

$530
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. 4% potential increase in price ($24 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 April 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 April 24, 2026.
Use the filters below to find and compare flights from Chicago to Santo Domingo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 8/10

5:30 am-4:55 pm

1 stop10h 25m

Santo Domingo Las Americas

Sun 8/16

1:55 pm-10:10 pm

1 stop9h 15m

$438

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 5/13

3:21 pm-2:25 am

1 stop10h 04m

Santo Domingo Las Americas

Mon 5/18

12:10 pm-1:15 am

1 stop14h 05m

$490

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 6/8

3:21 pm-11:42 am

1 stop19h 21m

Santo Domingo Las Americas

Tue 7/7

12:13 pm-4:00 am

1 stop16h 47m

$490

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 10/1

8:01 am-10:56 pm

1 stop13h 55m

Santo Domingo Las Americas

Sun 10/4

2:16 pm-12:57 am

1 stop11h 41m

$490

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 8/19

3:21 pm-2:25 am

1 stop10h 04m

Santo Domingo Las Americas

Wed 8/26

2:17 pm-1:02 am

1 stop11h 45m

$490

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sun 5/31

3:21 pm-11:42 am

1 stop19h 21m

Santo Domingo Las Americas

Tue 6/2

8:45 am-4:00 am

1 stop20h 15m

$490
Quickest round-trip

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 9/6

6:00 am-1:12 pm

1 stop6h 12m

Santo Domingo Las Americas

Tue 9/15

2:56 pm-9:46 pm

1 stop7h 50m

$502

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sun 9/6

1:30 pm-12:57 am

1 stop10h 27m

Santo Domingo Las Americas

Tue 9/15

7:40 pm-10:00 am

1 stop15h 20m

$502

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 6/3

10:15 am-12:41 am

1 stop13h 26m

Santo Domingo Las Americas

Mon 6/8

6:06 am-8:32 pm

2 stops15h 26m

$507

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 8/12

3:21 pm-11:42 am

1 stop19h 21m

Santo Domingo Las Americas

Mon 8/17

12:43 pm-1:02 am

1 stop13h 19m

$515

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/19

Showing 1-10 of 36 resultsSorted by cheapest first
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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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*2 stars
Super.comPrice Accuracy-Trust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust 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.

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?

The best time to book flights from Chicago to Santo Domingo is 58 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 $84). Flying from Chicago to Santo Domingo in March is currently the most expensive (average of $305). 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 58% 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 $282.

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 Philadelphia (PHL) have the shortest average one-way travel time for 1-stop routes: 6h 57m.

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 Philadelphia (PHL) offer the fastest connection on this route, with an average layover time of 1h 19m.

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 April 24, 2026.
Read reviews from past customers who have flown Delta,American Airlines, andSpirit 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
8,455 reviews

Entertainment

7.8

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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
8,455 reviews
Delta
7.9
Good
8,455 reviews

Entertainment

7.8

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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
7.1
Good
11,668 reviews
Delta
7.9
Good
8,455 reviews

Entertainment

7.8

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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
8,636 reviews
Delta
7.9
Good
8,455 reviews

Entertainment

7.8

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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 5 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 12m. Fly via Copa 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 $208, 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 JetBlue and American Airlines - these airlines can fly you to your destination from $367 and $383, respectively. Spirit Airlines is priced at 58% 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, January is the cheapest month in which you can book a flight from Chicago to Santo Domingo (average of $84). Flying from Chicago to Santo Domingo in March is currently the most expensive (average of $305). 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 5 airlines flying from Chicago to Santo Domingo

Discover the top 5 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 April 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$208Average$358FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$367Average$523FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$383Average$518FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$402Average$566FlexibilityNo cancel feeOn-time69%
DeltaCheapest$406Average$488FlexibilityNo cancel feeOn-timeN/A

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