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Ponta Delgada

$303+ Cheap flights from Midway (MDW) to Ponta Delgada (PDL)

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PDL
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap flight deals from Midway to Ponta Delgada

Best flights from Midway to Ponta Delgada
Discover carefully curated flight deals from Midway to Ponta Delgada that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Tue 3/177:30 amMDW - PDL
2 stops20h 50mMultiple Airlines
Thu 4/24:55 pmPDL - MDW
1 stop22h 10mMultiple Airlines
Deal found 12/15$831
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Wed 5/209:40 amMDW - PDL
1 stop16h 00mMultiple Airlines
Wed 6/310:45 amPDL - MDW
2 stops27h 00mMultiple Airlines
Deal found 12/14$945
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Wed 5/209:40 amMDW - PDL
1 stop16h 00mMultiple Airlines
Fri 6/510:45 amPDL - MDW
2 stops27h 00mMultiple Airlines
Deal found 12/14$958
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Wed 5/209:40 amMDW - PDL
1 stop16h 00mMultiple Airlines
Thu 6/410:45 amPDL - MDW
2 stops27h 00mMultiple Airlines
Deal found 12/14$984
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Mon 5/189:40 amMDW - PDL
1 stop16h 00mMultiple Airlines
Wed 6/310:45 amPDL - MDW
2 stops27h 00mMultiple Airlines
Deal found 12/14$986
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Tue 5/199:40 amMDW - PDL
1 stop16h 00mMultiple Airlines
Wed 6/310:45 amPDL - MDW
2 stops27h 00mMultiple Airlines
Deal found 12/14$992
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Fri 5/229:40 amMDW - PDL
1 stop16h 00mMultiple Airlines
Wed 6/310:45 amPDL - MDW
2 stops27h 00mMultiple Airlines
Deal found 12/14$992
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Wed 5/209:40 amMDW - PDL
1 stop16h 00mMultiple Airlines
Tue 6/24:55 pmPDL - MDW
1 stop20h 50mMultiple Airlines
Deal found 12/14$1,001
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Tue 5/199:40 amMDW - PDL
2 stops19h 05mMultiple Airlines
Thu 6/44:55 pmPDL - MDW
1 stop20h 50mMultiple Airlines
Deal found 12/14$1,011
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 5/219:40 amMDW - PDL
2 stops19h 05mMultiple Airlines
Tue 6/24:55 pmPDL - MDW
1 stop20h 50mMultiple Airlines
Deal found 12/14$1,011
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 5/239:40 amMDW - PDL
2 stops19h 05mMultiple Airlines
Thu 6/44:55 pmPDL - MDW
1 stop20h 50mMultiple Airlines
Deal found 12/14$1,011
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Tue 5/199:40 amMDW - PDL
2 stops19h 05mMultiple Airlines
Tue 6/24:55 pmPDL - MDW
1 stop20h 50mMultiple Airlines
Deal found 12/14$1,011

Find flight deals from Midway to Ponta Delgada

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Ponta Delgada (PDL). 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 December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$733
(Kiwi.com)

One-way from

$303
(Kiwi.com)

Popular in

May

Cheapest in

January
Provider with most accurate pricing for Chicago (CHI)-Ponta Delgada Nordela flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Ponta Delgada Nordela flights.
Search Deals
From Chicago Midway to Ponta Delgada Nordela
Search Deals
One-way flight from Chicago Midway to Ponta Delgada Nordela
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($155 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($53 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Ponta Delgada 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 December 15, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Ponta Delgada that are best for you.

Fly from

Midway

Fly to

Ponta Delgada

Route

Depart

Return

Price

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Tue 3/17

7:30 am-8:20 am

2 stops20h 50m

Ponta Delgada Nordela

Thu 4/2

4:55 pm-10:05 am

1 stop22h 10m

$831

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 5/20

9:40 am-6:40 am

1 stop16h 00m

Ponta Delgada Nordela

Wed 6/3

10:45 am-8:45 am

2 stops27h 00m

$945

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 5/20

9:40 am-6:40 am

1 stop16h 00m

Ponta Delgada Nordela

Fri 6/5

10:45 am-8:45 am

2 stops27h 00m

$958

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 5/20

9:40 am-6:40 am

1 stop16h 00m

Ponta Delgada Nordela

Thu 6/4

10:45 am-8:45 am

2 stops27h 00m

$984

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 5/18

9:40 am-6:40 am

1 stop16h 00m

Ponta Delgada Nordela

Wed 6/3

10:45 am-8:45 am

2 stops27h 00m

$986

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Tue 5/19

9:40 am-6:40 am

1 stop16h 00m

Ponta Delgada Nordela

Wed 6/3

10:45 am-8:45 am

2 stops27h 00m

$992

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Fri 5/22

9:40 am-6:40 am

1 stop16h 00m

Ponta Delgada Nordela

Wed 6/3

10:45 am-8:45 am

2 stops27h 00m

$992

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 5/20

9:40 am-6:40 am

1 stop16h 00m

Ponta Delgada Nordela

Tue 6/2

4:55 pm-8:45 am

1 stop20h 50m

$1,001

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Tue 5/19

9:40 am-9:45 am

2 stops19h 05m

Ponta Delgada Nordela

Thu 6/4

4:55 pm-8:45 am

1 stop20h 50m

$1,011

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Thu 5/21

9:40 am-9:45 am

2 stops19h 05m

Ponta Delgada Nordela

Tue 6/2

4:55 pm-8:45 am

1 stop20h 50m

$1,011

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 13 results
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Best time to book a flight from Midway to Ponta Delgada

Have a flexible travel schedule? Discover the best time to fly to Ponta Delgada 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.

Related info for your journey

Find useful and relevant information for your journey from Midway to Ponta Delgada. 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 Ponta Delgada from Chicago Midway?

    If you book a flight to Ponta Delgada from Chicago Midway, you will be flying to Nordela, which is the city’s only airport. Ponta Delgada Nordela (PDL) is located 0.9 mi from the center of Ponta Delgada. There are 0 flights from Chicago Midway to Nordela per day from 0 different airlines.

  • Can I find deals for flights from Midway to Ponta Delgada that include hotel bookings?

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

  • How can I find direct flights from Midway to Ponta Delgada?

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

  • Can I find deals for business class flights from Midway to Ponta Delgada?

    Yes. Cheapflights offers flight deals from Midway to Ponta Delgada by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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