HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Santo Domingo

$188+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SDQ
Jun 12 — Jun 191
Fri 6/12
Fri 6/19
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway 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.

Cheap 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 May 13, 2026.

This Delta deal was found by Cheapflights users on 5/12. 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.
Sun 9/66:00 am
MDW
-
SDQ
1 stop6h 12m
Delta
Tue 9/152:56 pm
SDQ
-
MDW
1 stop7h 50m
Delta
Deal found 5/12$502
This Delta deal was found by Cheapflights users on 5/12. 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.
Tue 6/26:23 am
MDW
-
SDQ
2 stops17h 18m
Delta
Wed 6/106:06 am
SDQ
-
MDW
2 stops13h 25m
Delta
Deal found 5/12$507
This Delta deal was found by Cheapflights users on 5/9. 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 8/126:05 am
MDW
-
SDQ
1 stop6h 23m
Delta
Wed 8/192:53 pm
SDQ
-
MDW
1 stop8h 43m
Delta
Deal found 5/9$526
This Delta deal was found by Cheapflights users on 5/12. 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.
Sun 6/286:00 am
MDW
-
SDQ
1 stop6h 16m
Delta
Sat 7/42:41 pm
SDQ
-
MDW
1 stop8h 36m
Delta
Deal found 5/12$547
This Delta deal was found by Cheapflights users on 5/12. 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.
Sat 5/306:23 am
MDW
-
SDQ
2 stops17h 18m
Delta
Fri 6/56:05 am
SDQ
-
MDW
2 stops16h 04m
Delta
Deal found 5/12$552
This Delta deal was found by Cheapflights users on 5/13. 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.
Sun 8/166:05 am
MDW
-
SDQ
1 stop6h 23m
Delta
Wed 8/192:53 pm
SDQ
-
MDW
1 stop8h 43m
Delta
Deal found 5/13$571
This Delta deal was found by Cheapflights users on 5/11. 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.
Tue 5/129:23 am
MDW
-
SDQ
2 stops14h 15m
Delta
Tue 5/196:05 am
SDQ
-
MDW
2 stops12h 51m
Delta
Deal found 5/11$597
This Delta deal was found by Cheapflights users on 5/8. 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.
Fri 7/106:00 am
MDW
-
SDQ
1 stop6h 17m
Delta
Tue 7/142:42 pm
SDQ
-
MDW
1 stop8h 33m
Delta
Deal found 5/8$611

Find 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 May 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$502
(Delta)

One-way from

$188
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$496
Provider with most accurate pricing for Chicago Midway-Santo Domingo Las Americas flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Santo Domingo Las Americas flights.
Search Deals
From Chicago Midway to Santo Domingo Las Americas
Search Deals
One-way flight from Chicago Midway to Santo Domingo Las Americas
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($9 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 May 2026
Search Deals

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 May 13, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Santo Domingo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
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

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 5/31

6:23 am-12:41 am

2 stops17h 18m

Santo Domingo Las Americas

Wed 6/3

6:05 am-9:09 pm

2 stops16h 04m

$552

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 6/6

9:22 am-12:41 am

2 stops14h 19m

Santo Domingo Las Americas

Sun 6/14

7:35 pm-10:09 am

2 stops15h 34m

$597

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 6/28

6:00 am-1:16 pm

1 stop6h 16m

Santo Domingo Las Americas

Sat 7/4

2:41 pm-10:17 pm

1 stop8h 36m

$606

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Fri 7/10

6:00 am-1:17 pm

1 stop6h 17m

Santo Domingo Las Americas

Tue 7/14

2:42 pm-10:15 pm

1 stop8h 33m

$611

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 9/26

6:00 am-6:25 pm

2 stops11h 25m

Santo Domingo Las Americas

Wed 9/30

2:56 pm-9:46 pm

1 stop7h 50m

$616

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 8/30

6:05 am-1:28 pm

1 stop6h 23m

Santo Domingo Las Americas

Tue 9/8

6:00 am-6:31 pm

2 stops13h 31m

$701

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 6/1

9:23 am-12:41 am

2 stops14h 18m

Santo Domingo Las Americas

Mon 6/8

7:35 pm-10:09 am

2 stops15h 34m

$701

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 10/3

6:00 am-6:25 pm

2 stops11h 25m

Santo Domingo Las Americas

Sat 10/10

2:56 pm-9:45 pm

1 stop7h 49m

$713

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 9/26

6:00 am-6:25 pm

2 stops11h 25m

Santo Domingo Las Americas

Sun 10/4

2:56 pm-9:46 pm

1 stop7h 50m

$725

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/9

Showing 1-10 of 20 resultsSorted by cheapest first
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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Santo Domingo flight deals on Cheapflights vs. FlightHub >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 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 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.

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 0 different airlines.

  • 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 6h 12m. Your travel time can differ by up to . Airlines will cover a distance of 1932 mi.

  • 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

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.

Alternative routes for Midway to Santo Domingo

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Punta Cana flights
Midway to Punta Cana flights

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.