What are the most popular routes from Chicago Midway Airport to Dominican Republic?

While some choose either Chicago Midway - Santo Domingo Las Americas or Chicago Midway - Santiago de los Caballeros, Chicago Midway - Punta Cana is the most popular route from Chicago Midway Airport to Dominican Republic.

Can I find flights from Chicago Midway Airport to Dominican Republic for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago Midway Airport to Dominican Republic for under $400. The cheapest flight booked recently is on Frontier for just $310, but on average you can expect to pay $338.

Are there last-minute flights available from Chicago Midway Airport to Dominican Republic for under $400?

There are currently 20+ open flights from Chicago Midway Airport to Dominican Republic within the next 7 days for less than $400.

Which airlines flying from Chicago Midway to Dominican Republic have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like Delta, Alaska Airlines, and Frontier flying from Chicago Midway to Dominican Republic have implemented new flexible cancellation policies.

How far in advance should I book a flight from Chicago Midway Airport to Dominican Republic?

To save up to 33% on this flight, we recommend booking at least 43 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago Midway Airport to Dominican Republic from $589 1-2 weeks out and tickets from $761 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago Midway Airport to Dominican Republic?

Flights from Chicago Midway Airport to Dominican Republic lean towards being more expensive in July. Prices are generally better when you fly from Chicago Midway Airport to Dominican Republic in February, with the cheapest ticket starting at $348.

When is the cheapest time to fly from Chicago Midway Airport to Dominican Republic (MDW - DO)?

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 Dominican Republic as you normally would.

Cheap Flights from Chicago Midway Airport (MDW) to the Dominican Republic from $137 - Find Tickets & Airfare Deals at Cheapflights.com

Cheap flights from Midway to Dominican Republic in June, July 2023

These are some of the best deals we've found on flights to Dominican Republic in 2023 at this time. For more flight deals, be sure to check back very soon.

Jun 19 - Jun 22

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

23h 25m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

20h 54m

$317

Frontier

Deal found 6/8

Jun 25 - Jun 28

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

21h 28m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

22h 24m

$345

Frontier

Deal found 6/6

Jul 5 - Jul 12

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

1 stop

18h 22m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

2 stops

17h 30m

$346

Multiple Airlines

Deal found 6/7

Jun 25 - Jun 28

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

27h 06m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

22h 24m

$348

Frontier

Deal found 6/8

Jun 10 - Jun 14

MDW

Chicago Midway

PUJ

Punta Cana

2 stops

16h 52m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

25h 06m

$359

Frontier

Deal found 6/7

Jun 19 - Jun 22

MDW

Chicago Midway

PUJ

Punta Cana

2 stops

20h 33m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

20h 54m

$366

Frontier

Deal found 6/8

Jun 27 - Jun 29

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

27h 06m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

20h 54m

$367

Frontier

Deal found 6/8

Jul 1 - Jul 9

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

1 stop

18h 22m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

1 stop

14h 12m

$367

Multiple Airlines

Deal found 6/6

Jun 15 - Jun 22

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

17h 39m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

20h 54m

$368

Frontier

Deal found 6/7

Midway to Dominican Republic 2023 flight deals

These are some of the best deals we've found on flights to Dominican Republic in 2023 at this time. For more flight deals, be sure to check back very soon.

Aug 26 - Aug 30

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

20h 26m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

27h 09m

$310

Frontier

Deal found 6/7

Oct 19 - Oct 26

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

14h 43m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

26h 27m

$314

Frontier

Deal found 6/7

Aug 28 - Sep 2

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

18h 50m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

26h 37m

$315

Frontier

Deal found 6/7

Jun 19 - Jun 22

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

23h 25m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

20h 54m

$317

Frontier

Deal found 6/8

Nov 4 - Nov 9

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

20h 30m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

19h 27m

$322

Frontier

Deal found 6/7

Aug 19 - Aug 26

MDW

Chicago Midway

PUJ

Punta Cana

2 stops

21h 58m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

7h 36m

$332

Frontier

Deal found 6/8

Aug 26 - Aug 30

MDW

Chicago Midway

PUJ

Punta Cana

2 stops

21h 58m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

27h 09m

$336

Frontier

Deal found 6/7

Aug 18 - Aug 22

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

27h 59m

PUJ

Punta Cana

MDW

Chicago Midway

2 stops

12h 29m

$337

Frontier

Deal found 6/8

Aug 28 - Sep 2

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

18h 50m

PUJ

Punta Cana

MDW

Chicago Midway

2 stops

12h 52m

$339

Frontier

Deal found 6/8

Cheap Frontier flights from Midway to Dominican Republic

Check out some of the cheapest Frontier flights we've come across from Chicago to Dominican Republic. It's recommended that users confirm their flight details before booking.

Aug 26 - Aug 30

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

20h 26m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

27h 09m

$310

Frontier

Deal found 6/7

Oct 19 - Oct 26

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

14h 43m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

26h 27m

$314

Frontier

Deal found 6/7

Aug 28 - Sep 2

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

18h 50m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

26h 37m

$315

Frontier

Deal found 6/7

Jun 19 - Jun 22

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

23h 25m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

20h 54m

$317

Frontier

Deal found 6/8

Nov 4 - Nov 9

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

20h 30m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

19h 27m

$322

Frontier

Deal found 6/7

Aug 19 - Aug 26

MDW

Chicago Midway

PUJ

Punta Cana

2 stops

21h 58m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

7h 36m

$332

Frontier

Deal found 6/8

Aug 26 - Aug 30

MDW

Chicago Midway

PUJ

Punta Cana

2 stops

21h 58m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

27h 09m

$336

Frontier

Deal found 6/7

Aug 18 - Aug 22

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

27h 59m

PUJ

Punta Cana

MDW

Chicago Midway

2 stops

12h 29m

$337

Frontier

Deal found 6/8

Aug 28 - Sep 2

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

18h 50m

PUJ

Punta Cana

MDW

Chicago Midway

2 stops

12h 52m

$339

Frontier

Deal found 6/8

Cheap Delta flights from Midway to Dominican Republic

Take a gander at the lowest prices we've found on Delta flights from Chicago to Dominican Republic. Deals are refreshing constantly so come back soon for more options.

Sep 11 - Sep 14

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

1 stop

6h 13m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

2 stops

19h 25m

$401

Delta

Deal found 6/7

Sep 13 - Sep 22

MDW

Chicago Midway

STI

Santiago de los Caballeros

2 stops

17h 14m

STI

Santiago de los Caballeros

MDW

Chicago Midway

2 stops

21h 23m

$462

Delta

Deal found 6/8

Sep 2 - Sep 10

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

1 stop

6h 45m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

2 stops

19h 25m

$466

Delta

Deal found 6/7

Sep 2 - Sep 10

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

1 stop

6h 45m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

1 stop

8h 07m

$544

Delta

Deal found 6/7

Aug 31 - Sep 5

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

2 stops

17h 30m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

2 stops

18h 54m

$556

Delta

Deal found 6/7

Aug 25 - Aug 28

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

1 stop

6h 45m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

1 stop

9h 42m

$589

Delta

Deal found 6/8

Sep 2 - Sep 10

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

2 stops

13h 57m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

2 stops

19h 25m

$613

Delta

Deal found 6/7

Aug 25 - Aug 28

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

2 stops

17h 33m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

2 stops

18h 45m

$658

Delta

Deal found 6/8

Jul 26 - Jul 30

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

1 stop

6h 45m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

1 stop

9h 42m

$660

Delta

Deal found 6/7

Last minute flights from Midway to Dominican Republic

Book one of these great deals on flights from Chicago to Dominican Republic. To prevent any unwanted surprises, users should verify their flight info before booking.

Jun 15 - Jun 22

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

17h 39m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

20h 54m

$368

Frontier

Deal found 6/7

Jun 18 - Jun 25

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

21h 40m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

20h 43m

$411

Frontier

Deal found 6/7

Jun 18 - Jun 26

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

21h 40m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

22h 24m

$412

Frontier

Deal found 6/7

Jun 18 - Jun 26

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

21h 40m

PUJ

Punta Cana

MDW

Chicago Midway

2 stops

30h 25m

$421

Frontier

Deal found 6/7

Jun 18 - Jun 26

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

21h 40m

PUJ

Punta Cana

MDW

Chicago Midway

2 stops

29h 39m

$439

Frontier

Deal found 6/8

Jun 18 - Jun 26

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

21h 40m

PUJ

Punta Cana

MDW

Chicago Midway

1 stop

22h 24m

$443

Frontier

Deal found 6/8

Jun 14 - Jun 17

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

1 stop

18h 22m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

2 stops

17h 25m

$443

Multiple Airlines

Deal found 6/8

Jun 15 - Jun 22

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

17h 39m

PUJ

Punta Cana

MDW

Chicago Midway

2 stops

23h 56m

$445

Frontier

Deal found 6/7

Jun 15 - Jun 19

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

1 stop

18h 59m

SDQ

Santo Domingo Las Americas

MDW

Chicago Midway

2 stops

36h 55m

$452

Frontier

Deal found 6/7

One-way flights to Dominican Republic from Midway

Users traveling one-way from Chicago to Dominican Republic can select one of these great deals. Users can also find round-trip Chicago to Dominican Republic flights by using the search form above.

Oct 19

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

14h 43m

$137

Frontier

Deal found 6/7

Jun 19

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

23h 25m

$156

Frontier

Deal found 6/7

Jun 24

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

1 stop

19h 50m

$157

Frontier

Deal found 6/7

Aug 3

MDW

Chicago Midway

PUJ

Punta Cana

2 stops

16h 12m

$164

Frontier

Deal found 6/7

Aug 3

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

20h 22m

$172

Frontier

Deal found 6/7

Jun 24

MDW

Chicago Midway

STI

Santiago de los Caballeros

2 stops

11h 26m

$172

Multiple Airlines

Deal found 6/7

Jun 13

MDW

Chicago Midway

PUJ

Punta Cana

1 stop

23h 56m

$176

Frontier

Deal found 6/7

Jun 18

MDW

Chicago Midway

SDQ

Santo Domingo Las Americas

1 stop

24h 46m

$177

Frontier

Deal found 6/7

Jun 24

MDW

Chicago Midway

STI

Santiago de los Caballeros

2 stops

11h 26m

$184

Multiple Airlines

Deal found 6/7

Find flights from Midway to Dominican Republic within your budget

Fly from

Fly to

Budget

$310 - $647

Route

Depart

Return

Price

Chicago MidwayPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sat 8/26

1 stop20h 26m

Punta Cana

Wed 8/30

1 stop27h 09m

$310

Pick Dates

Chicago MidwayPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Thu 10/19

1 stop14h 43m

Punta Cana

Thu 10/26

1 stop26h 27m

$314

Pick Dates

Chicago MidwayPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 8/28

1 stop18h 50m

Punta Cana

Sat 9/2

1 stop26h 37m

$315

Pick Dates

Chicago MidwayPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 6/19

1 stop23h 25m

Punta Cana

Thu 6/22

1 stop20h 54m

$317

Pick Dates

Chicago MidwaySanto Domingo Las Americas

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 7/5

1 stop18h 22m

Santo Domingo Las Americas

Wed 7/12

2 stops17h 30m

$346

Pick Dates

Chicago MidwaySanto Domingo Las Americas

MDW - SDQ

MDWSDQ

Chicago Midway

Sat 7/1

1 stop18h 22m

Santo Domingo Las Americas

Sun 7/9

1 stop14h 12m

$367

Pick Dates

Chicago MidwaySanto Domingo Las Americas

MDW - SDQ

MDWSDQ

Chicago Midway

Wed 7/5

1 stop18h 22m

Santo Domingo Las Americas

Tue 7/11

2 stops20h 42m

$368

Pick Dates

Chicago MidwaySanto Domingo Las Americas

MDW - SDQ

MDWSDQ

Chicago Midway

Mon 9/11

1 stop6h 13m

Santo Domingo Las Americas

Thu 9/14

2 stops19h 25m

$401

Pick Dates

Chicago MidwaySanto Domingo Las Americas

MDW - SDQ

MDWSDQ

Chicago Midway

Tue 6/27

1 stop6h 39m

Santo Domingo Las Americas

Wed 7/5

1 stop9h 48m

$647

Pick Dates

Flights are sorted by cheapest first

Deals found on 6/7

Reviews of airlines servicing Dominican Republic

Read through reviews of airlines operating flights from Chicago to Dominican Republic, such as Frontier, Delta and Spirit Airlines. 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

2,411 reviews

Check prices

Reviews

1 / 10

Please see 'the details' mistakenly input on the first leg

Delta

8.0

Very good

2,411 reviews

Delta

8.0

Very good

2,411 reviews

Check prices

Reviews

1 / 10

Please see 'the details' mistakenly input on the first leg

Spirit Airlines

6.5

Okay

1,073 reviews

Delta

8.0

Very good

2,411 reviews

Check prices

Reviews

1 / 10

Please see 'the details' mistakenly input on the first leg

Frontier

5.9

Fair

687 reviews

Delta

8.0

Very good

2,411 reviews

Check prices

Reviews

1 / 10

Please see 'the details' mistakenly input on the first leg

Related info for your journey

Great question - MDW to SDQ just means Chicago Midway Airport to Santo Domingo Las Americas Airport. Now you’ll know what these unique codes when you look for flights! Ready for more IATA code knowledge? These are related airports for your current travel destination: Punta Cana Airport (PUJ), Santiago de los Caballeros Airport (STI), Puerto Plata La Union Airport (POP), La Romana Airport (LRM), Santo Domingo Dr. Joaquin Balaguer Airport (JBQ).

Flights to Dominican Republic from Midway

Flights to Midway

Flights to Dominican Republic

Flights from Midway

Flights from Dominican Republic

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Car Rentals in Dominican Republic

Car Rentals in Caribbean

Car Rentals at Santo Domingo

Car Rentals at Punta Cana

Car Rentals at Santiago de los Caballeros

Car Rentals at Puerto Plata

Top 4 airlines flying from Midway to Dominican Republic

Airline	Cheapest	Average	Flexibility	On-time	COVID-19 safety
Frontier	Cheapest$283	Average$585	FlexibilityNo cancel fee	On-time62%	COVID-19 safety	Search Frontier flights
American Airlines	Cheapest$366	Average$660	FlexibilityNo cancel fee	On-time71%	COVID-19 safety	Search American Airlines flights
Delta	Cheapest$437	Average$958	FlexibilityNo cancel fee	On-timeN/A	COVID-19 safety	Search Delta flights
Alaska Airlines	Cheapest$503	Average$503	FlexibilityNo cancel fee	On-time75%	COVID-19 safety	Search Alaska Airlines flights

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Hourly flight availability from Midway to Dominican Republic

0%of flight departures	Early morningMidnight to 6 am
100%of flight departures	Morning6 am to noon
0%of flight departures	AfternoonNoon to 6 pm
0%of flight departures	Evening6 pm to midnight

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Cheap flights from Midway (MDW) to the Dominican Republic from $137

This is the cheapest one-way flight price, found on 6/7. Prices may vary by date and flight preferences.

How far in advance should I book a flight from Chicago Midway Airport to Dominican Republic?

What is the cheapest month to fly from Chicago Midway Airport to Dominican Republic?

When is the cheapest time to fly from Chicago Midway Airport to Dominican Republic (MDW - DO)?

Cheap flights from Midway to Dominican Republic in June, July 2023

The best prices found for MDW to Dominican Republic flights for June, July

These are some of the best deals we've found on flights to Dominican Republic in 2023 at this time. For more flight deals, be sure to check back very soon.

Midway to Dominican Republic 2023 flight deals

Cheap flights to Dominican Republic from Midway found for this year

These are some of the best deals we've found on flights to Dominican Republic in 2023 at this time. For more flight deals, be sure to check back very soon.

Cheap Frontier flights from Midway to Dominican Republic

Check out some of the cheapest Frontier flights we've come across from Chicago to Dominican Republic. It's recommended that users confirm their flight details before booking.

Cheap Delta flights from Midway to Dominican Republic

Take a gander at the lowest prices we've found on Delta flights from Chicago to Dominican Republic. Deals are refreshing constantly so come back soon for more options.

Last minute flights from Midway to Dominican Republic

Late deals on return flights to Dominican Republic from Midway, departing today and this week

Book one of these great deals on flights from Chicago to Dominican Republic. To prevent any unwanted surprises, users should verify their flight info before booking.

One-way flights to Dominican Republic from Midway

The cheapest one-way flights from Midway to Dominican Republic

Users traveling one-way from Chicago to Dominican Republic can select one of these great deals. Users can also find round-trip Chicago to Dominican Republic flights by using the search form above.

Find flights from Midway to Dominican Republic within your budget

Use the slider to find flights from Midway to Dominican Republic that fit your budget.

Reviews of airlines servicing Dominican Republic

Read through reviews of airlines operating flights from Chicago to Dominican Republic, such as Frontier, Delta and Spirit Airlines. 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

Useful info, stats and facts about Midway to Dominican Republic flights.

Which airlines flying from Chicago Midway to Dominican Republic have flexible cancellations due to COVID-19?

Can I find flights from Chicago Midway Airport to Dominican Republic for under $400 on Cheapflights?

Are there last-minute flights available from Chicago Midway Airport to Dominican Republic for under $400?

What are the most popular routes from Chicago Midway Airport to Dominican Republic?

What does MDW to SDQ mean?

Flights to Dominican Republic from Midway

Rent a Car

Top 4 airlines flying from Midway to Dominican Republic

The chart below displays the airlines Cheapflights users traveling from Midway to Dominican Republic choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Popular flight searches

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Hourly flight availability from Midway to Dominican Republic

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