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Punta Cana

$116+ Cheap flights from Midway (MDW) to Punta Cana (PUJ)

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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PUJ
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheap flight deals from Midway to Punta Cana

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Punta Cana (PUJ). 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 April 29, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$345
(Delta)

One-way from

$116
(Southwest)

Popular in

December

Cheapest in

August

Average price

$657

Good round-trip deal

$558 or less
Provider with most accurate pricing for Chicago Midway-Punta Cana flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Punta Cana flights.
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From Chicago Midway to Punta Cana
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One-way flight from Chicago Midway to Punta Cana
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Highest demand for flights based on searches. 9% potential increase in price ($79 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago Midway to Punta Cana.
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Find flight deals from Midway to Punta Cana

Cheapest flights from Midway to Punta Cana
Explore the most affordable flight options available from Midway to Punta Cana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This Delta deal was found by Cheapflights users on 4/28. 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.
Sat 5/36:04 amMDW - PUJ
1 stop8h 28mDelta
Tue 5/63:55 pmPUJ - MDW
1 stop7h 27mDelta
Deal found 4/28$345
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Sat 5/319:12 pmMDW - PUJ
1 stop10h 34mFrontier
Sat 6/712:01 pmPUJ - MDW
1 stop8h 24mFrontier
Deal found 4/28$404
This Southwest deal was found by Cheapflights users on 4/28. 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.
Sat 5/105:30 amMDW - PUJ
1 stop8h 20mSouthwest
Sat 5/172:50 pmPUJ - MDW
Nonstop5h 05mSouthwest
Deal found 4/28$407
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Sat 5/319:12 pmMDW - PUJ
1 stop10h 34mMultiple Airlines
Fri 6/612:42 pmPUJ - MDW
1 stop8h 35mMultiple Airlines
Deal found 4/28$414

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Punta Cana 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 April 29, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Punta Cana that are best for you.

Fly from

Midway

Fly to

Punta Cana

Route

Depart

Return

Price

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sat 5/3

6:04 am-3:32 pm

1 stop8h 28m

Punta Cana

Tue 5/6

3:55 pm-10:22 pm

1 stop7h 27m

$345

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sat 5/31

9:12 pm-8:46 am

1 stop10h 34m

Punta Cana

Sat 6/7

12:01 pm-7:25 pm

1 stop8h 24m

$404

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sat 5/10

5:30 am-2:50 pm

1 stop8h 20m

Punta Cana

Sat 5/17

2:50 pm-6:55 pm

Nonstop5h 05m

$407

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sat 5/31

9:12 pm-8:46 am

1 stop10h 34m

Punta Cana

Fri 6/6

12:42 pm-8:17 pm

1 stop8h 35m

$414

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sun 7/6

8:10 am-1:45 pm

Nonstop4h 35m

$116

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 5/5

6:04 am-1:15 pm

1 stop6h 11m

$156

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Wed 5/28

2:53 pm-11:01 am

1 stop19h 08m

$175

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sat 6/28

9:12 pm-8:51 am

1 stop10h 39m

$189

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Thu 6/12

9:21 am-1:43 pm

3 stops27h 22m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Compare providers for flights from Midway to Punta Cana

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 Punta Cana in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*2 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-Punta Cana 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-Punta Cana flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Punta Cana flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Punta Cana 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-Punta Cana 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 Punta Cana

Have a flexible travel schedule? Discover the best time to fly to Punta Cana 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 Punta Cana

What is the cheapest month to book a flight from Chicago Midway Airport to Punta Cana?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Punta Cana (average of $443). Flying from Chicago Midway Airport to Punta Cana in June is currently the most expensive (average of $598). 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 PUJ?

Find hourly flight availability from Midway to Punta Cana. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 65% on flights from Chicago Midway Airport to Punta Cana by exploring options for tickets at noon.

Rainfall in Punta Cana by month

Plan your trip to Punta Cana by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Punta Cana 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 Punta Cana when rainfall is around 2.1 in.

Temperature in Punta Cana by month

Plan your trip to Punta Cana by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Punta Cana, 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 Punta Cana

Get insights into the airlines that provide service to Punta Cana. 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 Punta Cana. Reviews last updated April 29, 2025.
Read through reviews of airlines operating flights from Chicago to Punta Cana, such as Southwest, Delta and WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,292 reviews

Comfort

8.0

Entertainment

7.6

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,292 reviews
Southwest
8.0
Very good
4,292 reviews

Comfort

8.0

Entertainment

7.6

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,292 reviews

Comfort

8.0

Entertainment

7.6

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
WestJet
7.2
Good
2,823 reviews
Southwest
8.0
Very good
4,292 reviews

Comfort

8.0

Entertainment

7.6

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,284 reviews
Southwest
8.0
Very good
4,292 reviews

Comfort

8.0

Entertainment

7.6

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Midway to Punta Cana. 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 Punta Cana from Chicago Midway?

    If you book a flight to Punta Cana from Chicago Midway, you will be flying to Punta Cana, which is the city’s only airport. Punta Cana (PUJ) is located 9.2 mi from the center of Punta Cana. There are 0 flights from Chicago Midway to Punta Cana per day from 3 different airlines.

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

    Our cheapest airline available from Chicago Midway Airport to Punta Cana is Delta. Our recent data shows that you can find tickets from as low as $345 on this airline. Additional options worth looking into are Frontier and Southwest, starting at $404 and $407 round-trip. Users have found that Delta is 55% cheaper than the other options available to this destination.

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

    $116 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Delta and Frontier, with prices starting from $156 and $189, respectively.

  • What are the cheapest flights from Chicago Midway Airport to Punta Cana?

    Looking for the cheapest flight from Chicago Midway Airport to Punta Cana? While on average our users pay $657, our data indicates the cheapest price to be $409. The most popular route (Chicago Midway - Punta Cana), is priced around $364.

  • Can I find deals for flights from Midway to Punta Cana that include hotel bookings?

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

  • How can I find direct flights from Midway to Punta Cana?

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

  • Can I find deals for business class flights from Midway to Punta Cana?

    Yes. Cheapflights offers flight deals from Midway to Punta Cana 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 Punta Cana?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Punta Cana (average of $443). Flying from Chicago Midway Airport to Punta Cana in June is currently the most expensive (average of $598). 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?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Bavaro

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Top 3 airlines flying from Midway to Punta Cana

Discover the top 3 airlines that operate flights from Midway to Punta Cana. 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$252Average$527FlexibilityNo cancel feeOn-time62%
DeltaCheapest$340Average$1,073FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$671Average$868FlexibilityNo cancel feeOn-time63%

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