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Santo Domingo

$122+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SDQ
Apr 28 — May 51
Tue 4/28
Tue 5/5
1 adult, Economy
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Find cheap flights from Midway to Santo Domingo with Cheapflights

1. Tell us where you want to go

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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 March 29, 2026.

This FlightHub deal was found by Cheapflights users on 3/24. 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.
Mon 4/66:00 am
MDW
-
SDQ
1 stop7h 53m
Frontier
Mon 4/134:08 pm
SDQ
-
MDW
1 stop28h 23m
Frontier
Deal found 3/24$331
This FlightHub deal was found by Cheapflights users on 3/24. 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 4/46:30 am
MDW
-
SDQ
1 stop6h 26m
Frontier
Wed 4/84:08 pm
SDQ
-
MDW
1 stop28h 59m
Frontier
Deal found 3/24$376
This Frontier deal was found by Cheapflights users on 3/25. 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.
Sat 4/46:30 am
MDW
-
SDQ
1 stop6h 26m
Frontier
Fri 4/1011:12 am
SDQ
-
MDW
1 stop11h 46m
Frontier
Deal found 3/25$379
This Priceline deal was found by Cheapflights users on 3/28. 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.
Sun 3/291:24 pm
MDW
-
SDQ
1 stop19h 17m
Frontier
Mon 4/64:08 pm
SDQ
-
MDW
1 stop28h 59m
Frontier
Deal found 3/28$395
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/66:30 am
MDW
-
SDQ
1 stop8h 59m
Multiple Airlines
Mon 4/133:01 pm
SDQ
-
MDW
2 stops29h 30m
Multiple Airlines
Deal found 3/24$412
This Priceline deal was found by Cheapflights users on 3/27. 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.
Fri 4/106:00 am
MDW
-
SDQ
1 stop7h 53m
Frontier
Mon 4/134:08 pm
SDQ
-
MDW
1 stop28h 23m
Frontier
Deal found 3/27$427
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/136:30 am
MDW
-
SDQ
1 stop8h 59m
Multiple Airlines
Wed 4/226:30 am
SDQ
-
MDW
2 stops14h 01m
Multiple Airlines
Deal found 3/27$480
This Delta deal was found by Cheapflights users on 3/26. 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 4/256:00 am
MDW
-
SDQ
1 stop6h 12m
Delta
Sat 5/22:37 pm
SDQ
-
MDW
1 stop8h 51m
Delta
Deal found 3/26$481

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 March 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$427
(Priceline)

One-way from

$122
(Super.com)

Popular in

December

Cheapest in

February

Average price

$539
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. 7% potential increase in price ($40 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 March 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 March 29, 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

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Tue 4/14

6:00 am-1:12 pm

1 stop6h 12m

Santo Domingo Las Americas

Wed 4/29

2:37 pm-10:28 pm

1 stop8h 51m

$481

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 4/20

6:00 am-1:12 pm

1 stop6h 12m

Santo Domingo Las Americas

Sat 4/25

6:05 am-5:58 pm

2 stops12h 53m

$485

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 4/25

1:24 pm-12:17 am

2 stops9h 53m

Santo Domingo Las Americas

Sat 5/2

6:05 am-5:58 pm

2 stops12h 53m

$485

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 9/12

6:00 am-1:41 pm

1 stop6h 41m

Santo Domingo Las Americas

Sat 9/19

2:56 pm-9:46 pm

1 stop7h 50m

$515

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Fri 4/17

1:24 pm-12:17 am

2 stops9h 53m

Santo Domingo Las Americas

Sat 4/25

6:05 am-5:58 pm

2 stops12h 53m

$520

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Fri 5/8

1:22 pm-12:38 am

2 stops10h 16m

Santo Domingo Las Americas

Fri 5/15

6:05 am-6:33 pm

2 stops13h 28m

$569
Quickest round-trip

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 8/30

6:00 am-1:12 pm

1 stop6h 12m

Santo Domingo Las Americas

Tue 9/8

2:37 pm-9:46 pm

1 stop8h 09m

$580

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 8/22

6:00 am-1:12 pm

1 stop6h 12m

Santo Domingo Las Americas

Sat 8/29

2:37 pm-9:46 pm

1 stop8h 09m

$610
Cheapest one-way

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 4/13

6:30 am-1:56 pm

1 stop6h 26m

$127

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 4/12

5:05 am-10:07 am

1 stop28h 02m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 17 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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice 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 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?

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Juan Dolio

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