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

Flying on Frontier is currently your cheapest option to Santo Domingo, with prices starting at $405. Another option worth looking into is Delta, starting at $422 round trip. Frontier is 33% 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 17 days in advance to save up to 13% 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 17 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 $396, or $454 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 $531 for the month, but tickets can be as low as $308. Due to multiple factors, prepare for potentially higher prices in December.

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.

$181+ Flights from Chicago Midway Airport to Santo Domingo

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Cheap flight deals from Midway to Santo Domingo

Round-trip from	$405 (Frontier)
One-way from	$181 (Frontier)
Popular in	April
Cheapest in	March
Average price	$501

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, 10% potential price rise

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Cheapest flight prices on average. 7% potential price decrease ($42 potential savings vs. average RT price).

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Average for round-trip flights in June 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 June 12, 2025.

Tue 6/2411:39 amMDW - SDQ

1 stop11h 40mFrontier

Thu 7/1011:50 amSDQ - MDW

1 stop9h 32mFrontier

Deal found 6/12

$405

Thu 9/256:00 amMDW - SDQ

1 stop6h 47mDelta

Sun 9/283:12 pmSDQ - MDW

1 stop7h 32mDelta

Deal found 6/12

$422

Thu 8/2811:03 amMDW - SDQ

2 stops14h 07mMultiple Airlines

Mon 9/17:30 amSDQ - MDW

1 stop8h 59mMultiple Airlines

Deal found 6/11

$522

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 June 12, 2025.

Tue 6/2411:39 amMDW - SDQ

1 stop11h 40mFrontier

Thu 7/1011:50 amSDQ - MDW

1 stop9h 32mFrontier

Deal found 6/11

$405

Thu 9/256:00 amMDW - SDQ

1 stop6h 47mDelta

Sun 9/283:12 pmSDQ - MDW

1 stop7h 32mDelta

Deal found 6/12

$422

Thu 8/2811:03 amMDW - SDQ

2 stops14h 07mMultiple Airlines

Mon 9/17:30 amSDQ - MDW

1 stop8h 59mMultiple Airlines

Deal found 6/11

$522

Last-minute flights from Midway to Santo Domingo
Discover last-minute flight deals from Midway to Santo Domingo. Data last updated June 12, 2025 and is based on user searches.

Tue 6/1711:39 amMDW - SDQ

1 stop11h 40mFrontier

Thu 7/1011:50 amSDQ - MDW

1 stop9h 32mFrontier

Deal found 6/11

$423

Tue 6/176:00 amMDW - SDQ

1 stop6h 21mDelta

Thu 7/106:00 amSDQ - MDW

2 stops13h 40mDelta

Deal found 6/11

$623

Thu 6/199:12 pmMDW - SDQ

2 stops22h 36mMultiple Airlines

Thu 6/267:15 amSDQ - MDW

1 stop14h 02mMultiple Airlines

Deal found 6/12

$661

Tue 6/2411:39 amMDW - SDQ

1 stop11h 40mFrontier

Thu 7/1011:50 amSDQ - MDW

1 stop9h 32mFrontier

Deal found 6/12

$405

Thu 6/269:12 pmMDW - SDQ

2 stops17h 17mMultiple Airlines

Tue 7/11:49 amSDQ - MDW

1 stop9h 52mMultiple Airlines

Deal found 6/10

$636

Wed 7/910:30 amMDW - SDQ

2 stops13h 27mDelta

Fri 7/186:00 amSDQ - MDW

2 stops13h 40mDelta

Deal found 6/10

$610

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 June 12, 2025.

Sat 7/59:12 pmMDW - SDQ

1 stop12h 33mFrontier

Deal found 6/11

$181

Sun 8/246:04 amMDW - SDQ

1 stop6h 18mDelta

Deal found 6/10

$202

Fri 8/157:07 pmMDW - SDQ

2 stops29h 34mMultiple Airlines

Deal found 6/10

$217

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

Tue 6/24

11:39 am-12:19 am

1 stop11h 40m

Santo Domingo Las Americas

Thu 7/10

11:50 am-8:22 pm

1 stop9h 32m

$405

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 9/6

6:00 am-1:38 pm

1 stop6h 38m

Santo Domingo Las Americas

Sat 9/13

6:10 am-6:36 pm

2 stops13h 26m

$464

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Thu 8/28

11:03 am-2:10 am

2 stops14h 07m

Santo Domingo Las Americas

Mon 9/1

7:30 am-3:29 pm

1 stop8h 59m

$522

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 6/28

9:12 pm-10:44 am

1 stop12h 32m

$181

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 8/24

6:04 am-1:22 pm

1 stop6h 18m

$202

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Fri 8/15

7:07 pm-1:41 am

2 stops29h 34m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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

Read reviews from past customers who have flown Delta and Frontier from Chicago 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

8.0

Very good

7,950 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,950 reviews

Delta

8.0

Very good

7,950 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Frontier

5.9

Fair

3,295 reviews

Delta

8.0

Very good

7,950 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 Frontier is currently your cheapest option to Santo Domingo, with prices starting at $405. Another option worth looking into is Delta, starting at $422 round trip. Frontier is 33% 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$512	FlexibilityNo cancel fee	On-timeN/A

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$181+ 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 6/28. 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

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 June 12, 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 June 12, 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.

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 June 12, 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

Read reviews from past customers who have flown Delta and Frontier from Chicago 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.

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

See prices for flight routes from nearby airports that may be better suited for you.

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 June 12, 2025.