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 $407. Another option worth looking into is Frontier, starting at $439 round trip. Delta is 31% cheaper than the average price of flights available within the next 90 days to this destination.

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.

What is the cheapest day to fly from Chicago Midway Airport to Santo Domingo?

Travelers seeking maximum savings on their Chicago Midway Airport to Santo Domingo flight should consider departing on Wednesday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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

Users have found that flying from Chicago Midway Airport to Santo Domingo on a Wednesday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

How far in advance should I book a flight from Chicago Midway Airport to Santo Domingo?

Travelers have found it’s best to book a flight 52 days in advance to save up to 76% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 52 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago Midway Airport to Santo Domingo 1-2 weeks in advance for as low as $369, or $471 for flights within the next 24 hours.

What is the cheapest month to fly from Chicago Midway Airport to Santo Domingo?

Our data shows that August tends to be the cheapest month to fly to Santo Domingo from Chicago Midway Airport. Users have commonly found prices around $516 for the month, but tickets can be as low as $295. Due to multiple factors, prepare for potentially higher prices in July.

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.

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.

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.

$190+ Flights from Chicago Midway Airport to Santo Domingo

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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”

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Cheap flight deals from Midway to Santo Domingo

Most accurate provider	AranGrant 3 stars
Most trusted provider	AranGrant 3 stars
Round-trip from	$407 (Delta)
One-way from	$192 (Delta)
Popular in	April
Cheapest in	March
Average price	$1,020

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. 9% potential increase in price ($64 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 7% potential price decrease ($44 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in April 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 abril 15, 2025.

mar. 5/66:04 amMDW - SDQ

1 stop6h 11mDelta

mié. 5/142:41 pmSDQ - MDW

1 stop7h 47mDelta

Deal found 4/15

$407

vie. 5/308:55 pmMDW - SDQ

1 stop13h 17mFrontier

vie. 6/610:17 amSDQ - MDW

2 stops14h 01mFrontier

Deal found 4/15

$439

lun. 10/612:08 pmMDW - SDQ

2 stops12h 33mMultiple Airlines

dom. 10/122:45 amSDQ - MDW

2 stops14h 48mMultiple Airlines

Deal found 4/13

$892

Best flights from Midway to Santo Domingo
Discover carefully curated flight deals from Midway to Santo Domingo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated abril 15, 2025.

mar. 5/66:04 amMDW - SDQ

1 stop6h 11mDelta

mié. 5/142:41 pmSDQ - MDW

1 stop7h 47mDelta

Deal found 4/15

$407

vie. 5/308:55 pmMDW - SDQ

1 stop13h 17mFrontier

vie. 6/610:17 amSDQ - MDW

2 stops14h 01mFrontier

Deal found 4/15

$439

vie. 6/69:20 amMDW - SDQ

3 stops33h 55mMultiple Airlines

lun. 6/166:16 amSDQ - MDW

2 stops35h 08mMultiple Airlines

Deal found 4/15

$798

Last-minute flights from Midway to Santo Domingo
Discover last-minute flight deals from Midway to Santo Domingo. Data last updated abril 15, 2025 and is based on user searches.

mar. 5/66:04 amMDW - SDQ

1 stop6h 11mDelta

mié. 5/142:41 pmSDQ - MDW

1 stop7h 47mDelta

Deal found 4/15

$407

vie. 5/308:55 pmMDW - SDQ

1 stop13h 17mFrontier

vie. 6/610:17 amSDQ - MDW

2 stops14h 01mFrontier

Deal found 4/15

$439

One-way flights from Midway to Santo Domingo
Search for one-way flight options from Midway to Santo Domingo. Find affordable one-way fares based on user searches. Data last updated abril 15, 2025.

mié. 5/76:00 amMDW - SDQ

1 stop6h 16mDelta

Deal found 4/15

$192

vie. 5/308:55 pmMDW - SDQ

1 stop13h 17mFrontier

Deal found 4/13

$200

vie. 6/209:12 pmMDW - SDQ

1 stop28h 09mMultiple Airlines

Deal found 4/13

$238

Cheapflights Fare Finder

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

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

mar. 5/6

6:04 am-1:15 pm

1 stop6h 11m

Santo Domingo Las Americas

mié. 5/14

2:41 pm-9:28 pm

1 stop7h 47m

$407

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

vie. 5/30

8:55 pm-11:12 am

1 stop13h 17m

Santo Domingo Las Americas

vie. 6/6

10:17 am-11:18 pm

2 stops14h 01m

$439

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

vie. 6/6

9:20 am-8:15 pm

3 stops33h 55m

Santo Domingo Las Americas

lun. 6/16

6:16 am-4:24 pm

2 stops35h 08m

$798

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

vie. 5/30

8:55 pm-11:12 am

1 stop13h 17m

$190

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

mié. 5/7

6:00 am-1:16 pm

1 stop6h 16m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Compare providers for flights from Midway to Santo Domingo

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 April.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 stars
AranGrant	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust 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?

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

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

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

Delta

8.0

Very good

7,917 reviews

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

7,917 reviews

Delta

8.0

Very good

7,917 reviews

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

3,281 reviews

Delta

8.0

Very good

7,917 reviews

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

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 $407. Another option worth looking into is Frontier, starting at $439 round trip. Delta is 31% 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

Juan Dolio

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Midway to Santo Domingo

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$375	Average$604	FlexibilityNo cancel fee	On-timeN/A

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$190+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Midway to Santo Domingo with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Midway to Santo Domingo

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Midway to Santo Domingo

Cheapest flights from Midway to Santo DomingoExplore 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 abril 15, 2025.

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 abril 15, 2025.

Cheapflights Fare Finder

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

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 April.

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.

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 abril 15, 2025.

Rainfall in Santo Domingo by month

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

Temperature in Santo Domingo by month

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

Reviews of airlines servicing Santo Domingo

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?

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

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

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

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

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

Traveling to a place near Chicago Midway Airport?

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Alternative routes for Midway to Santo Domingo

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Top airline flying from Midway to Santo Domingo

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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 abril 15, 2025.