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Santo Domingo

$158+ Cheap flights from Midway (MDW) 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SDQ
dic. 13 — dic. 201
sáb. 12/13
sáb. 12/20
1 adult, Economy
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Cheap flight deals from Midway to Santo Domingo

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 noviembre 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$372
(Kiwi.com)

One-way from

$158
(Kiwi.com)

Popular in

April

Cheapest in

March

Average price

$682
Provider with most accurate pricing for Chicago Midway-Santo Domingo Las Americas flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Santo Domingo Las Americas flights.
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From Chicago Midway to Santo Domingo Las Americas
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One-way flight from Chicago Midway to Santo Domingo Las Americas
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High demand for flights, 14% potential price rise
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Cheapest flight prices on average. 6% potential price decrease ($39 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Midway to Santo Domingo

Cheapest flights from Midway to Santo Domingo
Explore the most affordable flight options available from Midway to Santo Domingo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
sáb. 12/132:59 pmMDW - SDQ
2 stops32h 51mMultiple Airlines
sáb. 12/203:23 pmSDQ - MDW
1 stop7h 41mMultiple Airlines
Deal found 11/12$372
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
sáb. 12/132:59 pmMDW - SDQ
2 stops32h 51mMultiple Airlines
mié. 12/248:20 amSDQ - MDW
1 stop15h 38mMultiple Airlines
Deal found 11/11$384
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
vie. 12/123:52 pmMDW - SDQ
2 stops17h 59mMultiple Airlines
dom. 12/144:39 pmSDQ - MDW
1 stop19h 13mMultiple Airlines
Deal found 11/12$401
This Delta deal was found by Cheapflights users on 11/11. 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.
sáb. 12/69:29 amMDW - SDQ
2 stops14h 19mDelta
dom. 12/143:57 pmSDQ - MDW
1 stop9h 50mDelta
Deal found 11/11$415
This Delta deal was found by Cheapflights users on 11/12. 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.
jue. 11/139:34 amMDW - SDQ
2 stops14h 02mDelta
jue. 11/206:45 amSDQ - MDW
2 stops13h 23mDelta
Deal found 11/12$419
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
jue. 11/276:20 amMDW - SDQ
1 stop8h 06mMultiple Airlines
sáb. 12/63:35 pmSDQ - MDW
1 stop8h 55mMultiple Airlines
Deal found 11/12$433
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
jue. 11/276:20 amMDW - SDQ
1 stop8h 06mMultiple Airlines
jue. 12/43:35 pmSDQ - MDW
1 stop8h 18mMultiple Airlines
Deal found 11/12$436
This Kiwi.com deal was found by Cheapflights users on 11/10. 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.
mar. 12/167:44 amMDW - SDQ
2 stops12h 01mMultiple Airlines
mar. 12/2312:35 pmSDQ - MDW
1 stop11h 23mMultiple Airlines
Deal found 11/10$460
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
jue. 11/276:20 amMDW - SDQ
1 stop8h 06mMultiple Airlines
mar. 12/96:10 amSDQ - MDW
1 stop8h 51mMultiple Airlines
Deal found 11/12$467
This Delta deal was found by Cheapflights users on 11/12. 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.
sáb. 11/296:00 amMDW - SDQ
1 stop6h 42mDelta
sáb. 12/63:57 pmSDQ - MDW
1 stop9h 50mDelta
Deal found 11/12$469
This Delta deal was found by Cheapflights users on 11/13. 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.
vie. 12/56:00 amMDW - SDQ
1 stop6h 42mDelta
dom. 12/73:57 pmSDQ - MDW
1 stop9h 50mDelta
Deal found 11/13$494

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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 noviembre 13, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Santo Domingo that are best for you.

Fly from

Midway

Fly to

Santo Domingo

Route

Depart

Return

Price

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

mié. 1/14

6:10 am-9:45 pm

2 stops37h 35m

Santo Domingo Las Americas

mié. 3/18

10:19 am-3:33 pm

1 stop30h 14m

$388

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

mié. 1/14

6:45 am-12:32 am

2 stops15h 47m

Santo Domingo Las Americas

mié. 3/18

7:05 am-9:46 pm

2 stops15h 41m

$394

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

dom. 1/25

6:00 am-2:21 pm

1 stop6h 21m

Santo Domingo Las Americas

mar. 1/27

7:31 am-10:26 pm

2 stops16h 55m

$415

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

mar. 12/9

9:34 am-1:48 am

2 stops14h 14m

Santo Domingo Las Americas

mar. 12/16

6:35 am-6:00 pm

2 stops13h 25m

$415

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

sáb. 12/6

9:29 am-1:48 am

2 stops14h 19m

Santo Domingo Las Americas

dom. 12/14

3:57 pm-11:47 pm

1 stop9h 50m

$415

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

jue. 2/5

9:34 am-12:32 am

2 stops12h 58m

Santo Domingo Las Americas

mié. 2/18

7:05 am-5:45 pm

2 stops12h 40m

$415

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

vie. 12/5

8:42 pm-11:51 am

2 stops13h 09m

Santo Domingo Las Americas

dom. 12/7

4:39 pm-9:52 am

1 stop19h 13m

$436

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

jue. 11/27

5:30 pm-3:30 pm

2 stops20h 00m

$193

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

dom. 12/14

2:59 pm-2:25 am

2 stops33h 26m

$199

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

vie. 12/12

3:52 pm-11:51 am

2 stops17h 59m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 14 results
1
2

Compare providers for flights from Midway 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 Midway to Santo Domingo in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 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 Midway Airport-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 Midway Airport-Santo Domingo flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Santo Domingo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-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 Midway Airport-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 Midway to Santo Domingo

Have a flexible travel schedule? Discover the best time to fly to Santo Domingo from Midway 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.

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 noviembre 13, 2025.
Read reviews from past customers who have flown Delta from Chicago Midway Airport 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
8,007 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

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 Midway 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 Midway?

    Located just 17.5 mi from the city center, Santo Domingo Las Americas is the airport most travelers will use when flying to Santo Domingo from Chicago Midway. Booking flights from Chicago Midway to Las Americas (SDQ) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 1 airline.

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

    Delta can get you from Chicago Midway Airport to Santo Domingo in just under 15h 47m. Your travel time can differ by up to . Airlines will cover a distance of 1932 mi.

  • What is the cheapest airline to fly from Chicago Midway Airport to Santo Domingo round-trip?

    Flying on Delta is currently your cheapest option to Santo Domingo, with prices starting at $406. Delta is 35% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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.

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 airline flying from Midway to Santo Domingo

Discover the top airline that operate flights from Midway 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 noviembre 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$406Average$654FlexibilityNo cancel feeOn-timeN/A

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