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Punta Cana

$121+ 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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PUJ
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$335
(Delta)

One-way from

$121
(Southwest)

Popular in

December

Cheapest in

August

Average price

$809

Good round-trip deal

$580 or less
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. 23% potential increase in price ($225 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($49 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Delta deal was found by Cheapflights users on 6/10. 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 11/166:00 amMDW - PUJ
1 stop7h 20mDelta
Wed 11/193:50 pmPUJ - MDW
1 stop7h 54mDelta
Deal found 6/10$335
This Southwest deal was found by Cheapflights users on 6/12. 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.
Mon 7/219:55 amMDW - PUJ
Nonstop4h 30mSouthwest
Thu 7/244:05 pmPUJ - MDW
Nonstop4h 50mSouthwest
Deal found 6/12$344
This Priceline deal was found by Cheapflights users on 6/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/216:15 amMDW - PUJ
1 stop7h 08mFrontier
Sun 8/243:38 pmPUJ - MDW
1 stop8h 49mFrontier
Deal found 6/9$347
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/11:11 pmMDW - PUJ
2 stops25h 44mMultiple Airlines
Thu 8/73:25 pmPUJ - MDW
2 stops21h 56mMultiple Airlines
Deal found 6/11$459

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 June 12, 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

Tue 9/2

6:00 am-2:34 pm

1 stop7h 34m

Punta Cana

Wed 9/24

2:42 pm-9:44 pm

1 stop8h 02m

$343

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 7/21

9:55 am-3:25 pm

Nonstop4h 30m

Punta Cana

Thu 7/24

4:05 pm-7:55 pm

Nonstop4h 50m

$344

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Thu 8/21

6:15 am-2:23 pm

1 stop7h 08m

Punta Cana

Sun 8/24

3:38 pm-11:27 pm

1 stop8h 49m

$347

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Fri 8/1

1:11 pm-3:55 pm

2 stops25h 44m

Punta Cana

Thu 8/7

3:25 pm-12:21 pm

2 stops21h 56m

$459

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sat 7/12

8:55 am-2:25 pm

Nonstop4h 30m

$121

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Thu 8/21

6:15 am-2:23 pm

1 stop7h 08m

$154

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Fri 8/8

6:00 am-2:51 pm

1 stop7h 51m

$156

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 9/8

12:50 pm-2:34 pm

2 stops24h 44m

$184

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

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 March is currently the most expensive (average of $596). 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 June 12, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 61% 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 June 12, 2025.
Read through reviews of airlines operating flights from Chicago to Punta Cana, such as Southwest, Delta and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $335 on this airline. Additional options worth looking into are Southwest and Frontier, starting at $344 and $347 round-trip. Users have found that Delta is 54% 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?

    $121 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Frontier and Delta, with prices starting from $154 and $156, 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 $620, our data indicates the cheapest price to be $415. The most popular route (Chicago Midway - Punta Cana), is priced around $260.

  • 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 March is currently the most expensive (average of $596). 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$370Average$387FlexibilityNo cancel feeOn-time62%
DeltaCheapest$435Average$779FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$495Average$742FlexibilityNo cancel feeOn-time63%

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