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$186+ Cheap flights from Punta Cana (PUJ) to Midway (MDW)

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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
PUJ — MDW
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Punta Cana to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Punta Cana (PUJ) to Midway (MDW). 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 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$475

One-way from

$186
(Kiwi.com)

Popular in

June

Cheapest in

May

Average price

$356

Good one-way deal

$367 or less
Provider with most accurate pricing for Punta Cana-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Punta Cana-Chicago Midway flights.
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From Punta Cana to Chicago Midway
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One-way flight from Punta Cana to Chicago Midway
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Highest demand for flights based on searches. 11% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 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 one-way flight from Punta Cana to Chicago Midway.
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Find flight deals from Punta Cana to Midway

Cheapest flights from Punta Cana to Midway
Explore the most affordable flight options available from Punta Cana to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This Delta deal was found by Cheapflights users on 4/29. 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.
Tue 5/63:55 pmPUJ - MDW
1 stop7h 27mDelta
Sun 5/116:00 amMDW - PUJ
1 stop6h 22mDelta
Deal found 4/29$341
This deal was found by Cheapflights users on 4/29. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/3012:25 pmPUJ - MDW
1 stop8h 30mFrontier
Sun 6/16:20 amMDW - PUJ
1 stop6h 40mFrontier
Deal found 4/29$475
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.
Thu 5/81:40 pmPUJ - MDW
1 stop9h 20mSouthwest
Mon 5/125:45 amMDW - PUJ
1 stop8h 00mSouthwest
Deal found 4/28$535
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/192:45 pmPUJ - MDW
2 stops20h 06mWestJet
Tue 8/263:40 pmMDW - PUJ
2 stops21h 03mWestJet
Deal found 4/29$3,908

Cheapflights Fare Finder

Customize your flight search to find flights from Punta Cana to Midway 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 30, 2025.
Use the filters below to find and compare flights from Punta Cana to Chicago Midway Airport that are best for you.

Fly from

Punta Cana

Fly to

Midway

Route

Depart

Return

Price

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Fri 5/30

12:25 pm-7:55 pm

1 stop8h 30m

Chicago Midway

Sun 6/1

6:20 am-2:00 pm

1 stop6h 40m

$475

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Thu 6/12

12:34 pm-8:17 pm

1 stop8h 43m

Chicago Midway

Thu 6/19

9:12 pm-12:58 pm

2 stops14h 46m

$535

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Tue 5/13

1:40 pm-9:50 pm

1 stop9h 10m

Chicago Midway

Mon 5/19

5:50 am-1:30 pm

1 stop6h 40m

$577

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Tue 8/19

2:42 pm-9:47 pm

1 stop8h 05m

Chicago Midway

Tue 8/26

6:00 am-1:17 pm

1 stop6h 17m

$647

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Tue 8/19

2:45 pm-9:51 am

2 stops20h 06m

Chicago Midway

Tue 8/26

3:40 pm-1:43 pm

2 stops21h 03m

$3,908

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Thu 5/29

12:42 pm-8:17 pm

1 stop8h 35m

$186

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Wed 7/9

2:52 pm-9:41 pm

1 stop7h 49m

$187

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Thu 7/17

10:06 am-8:22 pm

1 stop11h 16m

$208

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Sat 5/10

2:50 pm-6:55 pm

Nonstop5h 05m

$251

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Wed 6/11

2:45 pm-5:40 pm

3 stops27h 55m

$353

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 11 results
1
2

Compare providers for flights from Punta Cana to Midway

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 Punta Cana to Midway in April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 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 Punta Cana-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Punta Cana-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Punta Cana-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Punta Cana-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams 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 Punta Cana-Chicago Midway Airport 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 Punta Cana to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Punta Cana 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 Punta Cana to Chicago Midway Airport

What is the cheapest time of day to fly from PUJ to MDW?

Find hourly flight availability from Punta Cana to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 30, 2025.

When flying from Punta Cana to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated April 30, 2025.
To help decide which airline to fly from Punta Cana to Chicago, see what other customers have to say about Southwest, Delta and LATAM 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.
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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!
LATAM Airlines
7.5
Good
1,767 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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
2,826 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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 Punta Cana to Midway. 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 from for flights from Punta Cana to Chicago Midway?

    Punta Cana (PUJ) is the airport you will fly out of if you book a flight from Punta Cana to Chicago Midway. You should not have trouble finding flights to Chicago Midway from Punta Cana; the airport handles an average of 0 outbound flights to Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Punta Cana airport to Chicago Midway. It is only a 9.2 mi journey to Punta Cana (PUJ) from Punta Cana’s city center.

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

    The cheapest airlines for a one-way flight from Punta Cana to Chicago Midway Airport are Delta ($187), Frontier ($208), and Southwest ($251).

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

    Looking for the cheapest flight from Punta Cana to Chicago Midway Airport? While on average our users pay $487, our data indicates the cheapest price to be $367. The most popular route (Punta Cana - Chicago Midway), is priced around $341.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Punta Cana to Chicago Midway Airport (average of $160). Flying from Punta Cana to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Punta Cana?

Book flights to Punta Cana if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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