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Dominican Republic

$129+ Cheap flights from Midway (MDW) to the Dominican Republic

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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PUJ
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Midway to Dominican Republic

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Dominican Republic (DO0). 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 November 20, 2024.

Find flight deals from Midway to Dominican Republic

Cheapest flights from Midway to Dominican Republic
Explore the most affordable flight options available from Midway to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Booking.com deal was found by Cheapflights users on 11/19. 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.
Fri 12/136:48 pmMDW - PUJ
1 stop14h 43mFrontier
Mon 12/1612:46 pmPUJ - MDW
1 stop26h 23mFrontier
Deal found 11/19$270
This eDestinos deal was found by Cheapflights users on 11/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/154:27 pmMDW - PUJ
3 stops43h 33mMultiple Airlines
Sun 1/126:51 pmPUJ - MDW
2 stops22h 42mMultiple Airlines
Deal found 11/19$419
This Delta deal was found by Cheapflights users on 11/20. 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.
Sun 12/86:00 amMDW - PUJ
1 stop6h 25mDelta
Wed 12/113:50 pmPUJ - MDW
1 stop8h 16mDelta
Deal found 11/20$438
This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
Thu 12/1212:36 pmMDW - SDQ
2 stops31h 14mMultiple Airlines
Tue 12/1712:02 pmSDQ - MDW
1 stop7h 52mMultiple Airlines
Deal found 11/20$496
This Trip.com deal was found by Cheapflights users on 11/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/67:25 amMDW - SDQ
2 stops27h 59mFrontier
Sat 12/216:00 amSDQ - MDW
2 stops11h 13mFrontier
Deal found 11/19$526
This Delta deal was found by Cheapflights users on 11/19. 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.
Sun 11/246:00 amMDW - SDQ
1 stop6h 56mDelta
Thu 11/284:21 pmSDQ - MDW
1 stop7h 25mDelta
Deal found 11/19$606
This Southwest deal was found by Cheapflights users on 11/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/206:00 amMDW - PUJ
1 stop6h 45mSouthwest
Wed 11/272:40 pmPUJ - MDW
1 stop10h 35mSouthwest
Deal found 11/19$644
This Delta deal was found by Cheapflights users on 11/18. 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.
Mon 12/99:30 amMDW - STI
2 stops14h 13mDelta
Fri 12/136:45 amSTI - MDW
2 stops12h 16mDelta
Deal found 11/18$1,287

Find flights from Midway to Dominican Republic within your budget

Customize your flight search to find flights from Midway to Dominican Republic 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Fri 12/13

6:48 pm-11:31 am

1 stop14h 43m

Punta Cana

Mon 12/16

12:46 pm-1:09 pm

1 stop26h 23m

$270

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 1/13

6:00 am-3:25 pm

1 stop7h 25m

Punta Cana

Wed 1/22

2:02 pm-10:20 pm

1 stop10h 18m

$345

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Thu 1/2

7:34 am-3:55 pm

2 stops30h 21m

Punta Cana

Mon 1/13

4:54 pm-4:14 pm

2 stops25h 20m

$406

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Sun 2/23

9:34 am-12:56 am

2 stops13h 22m

Santo Domingo Las Americas

Wed 2/26

3:22 pm-10:20 pm

1 stop8h 58m

$492

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Thu 12/12

12:36 pm-9:50 pm

2 stops31h 14m

Santo Domingo Las Americas

Tue 12/17

12:02 pm-5:54 pm

1 stop7h 52m

$496

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Fri 12/6

7:25 am-1:24 pm

2 stops27h 59m

Santo Domingo Las Americas

Sat 12/21

6:00 am-3:13 pm

2 stops11h 13m

$526

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sun 2/23

8:35 pm-2:45 pm

2 stops16h 10m

Punta Cana

Thu 2/27

3:45 pm-7:55 am

2 stops18h 10m

$558

ChicagoSantiago de los Caballeros

MDW - STI

MDWSTI

Chicago Midway

Sun 2/23

9:34 am-1:33 am

2 stops13h 59m

Santiago de los Caballeros

Fri 2/28

6:35 am-6:14 pm

2 stops13h 39m

$763

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Fri 2/21

6:38 pm-10:40 am

1 stop14h 02m

$130

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Wed 1/22

6:00 am-3:25 pm

1 stop7h 25m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 17 results
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Best time to book a flight from Midway to Dominican Republic

Have a flexible travel schedule? Discover the best time to fly to Dominican Republic 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.

Travel insights for flights from Midway to Dominican Republic

Get recent, data-driven insights about flights from Midway to Dominican Republic including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago Midway Airport to Dominican Republic?

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Dominican Republic (average of $436). Flying from Chicago Midway Airport to Dominican Republic in June is currently the most expensive (average of $585). 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 time of day to fly from MDW to DO?

Find hourly flight availability from Midway to Dominican Republic. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

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.

Rainfall in Dominican Republic by month

Plan your trip to Dominican Republic by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Dominican Republic ranges from 2.1 - 6.0 inches per month. October is typically the wettest month, when rainfall can reach 6.0 in. February is typically the driest time to visit Dominican Republic when rainfall is around 2.1 in.

Temperature in Dominican Republic by month

Plan your trip to Dominican Republic by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Dominican Republic, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Dominican Republic

Get insights into the airlines that provide service to Dominican Republic. 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 Dominican Republic. Reviews last updated November 20, 2024.
Read through reviews of airlines operating flights from Chicago to Dominican Republic, such as Delta, Southwest and Frontier. 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.
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Frontier
6.1
Okay
3,539 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Midway to Dominican Republic. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Dominican Republic one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $129. Users have also found prices from $165 and $236 on Delta and Southwest, respectively.

  • 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.

  • What are the cheapest flights from Chicago Midway Airport to Dominican Republic?

    The cheapest flight price from Chicago Midway Airport to Dominican Republic is $600. On average you can expect to pay $799. The most popular route, (Chicago Midway - Punta Cana), can usually be booked for $293.

  • Can I find deals for flights from Midway to Dominican Republic that include hotel bookings?

    Yes. In addition to deals on Midway to Dominican Republic flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Dominican Republic?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Dominican Republic.

  • Can I find deals for business class flights from Midway to Dominican Republic?

    Yes. Cheapflights offers flight deals from Midway to Dominican Republic 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 Dominican Republic?

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Dominican Republic (average of $436). Flying from Chicago Midway Airport to Dominican Republic in June is currently the most expensive (average of $585). 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.

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Alternative routes for Midway to Dominican Republic

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
O'Hare Intl to Montego Bay flights
Midway to Luis Munoz Marin Intl flights
O'Hare Intl to Nassau flights
O'Hare Intl to Oranjestad flights
O'Hare Intl to Saint Thomas Island flights
Midway to Punta Cana flights
O'Hare Intl to Providenciales flights
O'Hare Intl to George Town flights
O'Hare Intl to Simpson Bay flights
Midway to Montego Bay flights
O'Hare Intl to Castries flights
Midway to Oranjestad flights
Midway to Nassau flights
Midway to Saint Thomas Island flights
O'Hare Intl to Willemstad flights
O'Hare Intl to Christiansted flights
O'Hare Intl to Bridgetown flights
O'Hare Intl to Santo Domingo flights
O'Hare Intl to Puerto Plata flights
Midway to Providenciales flights
Midway to Simpson Bay flights
O'Hare Intl to Kralendijk flights
Midway to George Town flights
O'Hare Intl to St. John's flights
O'Hare Intl to Basseterre flights
O'Hare Intl to Kingston flights
Midway to Santo Domingo flights
O'Hare Intl to Santiago de los Caballeros flights
O'Hare Intl to Gregory Town flights
O'Hare Intl to St. George's flights
O'Hare Intl to Georgetown flights
Midway to Castries flights
O'Hare Intl to Freeport flights
O'Hare Intl to Road Town flights
O'Hare Intl to Port of Spain flights
Midway to Kingston flights
O'Hare Intl to Castries flights
O'Hare Intl to Fort-de-France flights
O'Hare Intl to The Valley flights
Midway to Santiago de los Caballeros flights
O'Hare Intl to Havana flights
Midway to Georgetown flights
O'Hare Intl to Pointe-à-Pitre flights
O'Hare Intl to Port Au Prince flights
O'Hare Intl to Marsh Harbour flights
O'Hare Intl to Gustavia flights
O'Hare Intl to Kingstown flights

Top 3 airlines flying from Midway to Dominican Republic

Discover the top 3 airlines that operate flights from Midway to Dominican Republic. 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$252Average$496FlexibilityNo cancel feeOn-time62%
DeltaCheapest$365Average$623FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$676Average$1,010FlexibilityNo cancel feeOn-time63%
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