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Santo Domingo

$197+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SDQ
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$421
(Delta)

One-way from

$197
(Delta)

Popular in

April

Cheapest in

March

Average price

$560
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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Highest demand for flights based on searches. 3% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($45 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2910:25 amMDW - SDQ
2 stops13h 09mDelta
Thu 6/57:00 amSDQ - MDW
2 stops12h 45mDelta
Deal found 4/30$421
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/286:40 pmMDW - SDQ
1 stop16h 09mFrontier
Sun 8/311:50 amSDQ - MDW
2 stops47h 50mFrontier
Deal found 4/30$448
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/149:12 pmMDW - SDQ
1 stop27h 58mMultiple Airlines
Fri 7/187:30 amSDQ - MDW
1 stop13h 52mMultiple Airlines
Deal found 4/29$549

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 1, 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

Thu 5/29

10:25 am-12:34 am

2 stops13h 09m

Santo Domingo Las Americas

Thu 6/5

7:00 am-6:45 pm

2 stops12h 45m

$421

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 7/28

6:40 pm-11:49 am

1 stop16h 09m

Santo Domingo Las Americas

Sun 8/3

11:50 am-10:40 am

2 stops47h 50m

$448

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 7/14

9:12 pm-2:10 am

1 stop27h 58m

Santo Domingo Las Americas

Fri 7/18

7:30 am-8:22 pm

1 stop13h 52m

$549

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 8/24

6:00 am-1:24 pm

1 stop6h 24m

$197

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Thu 6/19

2:55 pm-12:19 am

1 stop8h 24m

$207

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 6/18

11:39 am-1:44 am

2 stops13h 05m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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*2 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
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 AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago Midway Airport-Santo Domingo flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Santo Domingo

What is the cheapest time of day to fly from MDW to SDQ?

Find hourly flight availability from Midway 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 May 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Santo Domingo as you normally would.

Rainfall in Santo Domingo by month

Plan your trip to Santo Domingo by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Santo Domingo ranges from 1.6 - 6.7 inches per month. May is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Santo Domingo when rainfall is around 1.6 in.

Temperature in Santo Domingo by month

Plan your trip to Santo Domingo by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Santo Domingo, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 75.2 F).

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 May 1, 2025.
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Frontier
6.0
Okay
3,287 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • What are the cheapest airlines flying from Chicago Midway Airport to Santo Domingo round-trip?

    Flying on Delta is currently your cheapest option to Santo Domingo, with prices starting at $421. Another option worth looking into is Frontier, starting at $448 round trip. Delta is 26% 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Santo Domingo?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Santo Domingo (average of $362). Flying from Chicago Midway Airport to Santo Domingo in December is currently the most expensive (average of $583). 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 Chicago Midway Airport?

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$375Average$604FlexibilityNo cancel feeOn-timeN/A

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