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Ponta Delgada

$1,030+ Cheap flights from Midway (MDW) to Ponta Delgada (PDL)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PDL
Sep 2 — Sep 91
Wed 9/2
Wed 9/9
1 adult, Economy
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Cheap flight deals from Midway to Ponta Delgada

Cheapest flights from Midway to Ponta Delgada
Explore the most affordable flight options available from Midway to Ponta Delgada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 3, 2026.

This Mytrip deal was found by Cheapflights users on 8/3. 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.
Mon 9/1411:45 am
MDW
-
PDL
2 stops14h 05m
Multiple Airlines
Mon 9/216:15 pm
PDL
-
MDW
2 stops21h 45m
Multiple Airlines
Deal found 8/3$1,030
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 8/173:15 pm
MDW
-
PDL
1 stop12h 50m
Multiple Airlines
Wed 8/265:30 pm
PDL
-
MDW
2 stops22h 25m
Multiple Airlines
Deal found 8/2$1,040
This Mytrip deal was found by Cheapflights users on 8/1. 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.
Tue 9/1511:45 am
MDW
-
PDL
2 stops14h 05m
Multiple Airlines
Tue 9/226:15 pm
PDL
-
MDW
2 stops25h 20m
Multiple Airlines
Deal found 8/1$1,127
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:45 am
MDW
-
PDL
2 stops14h 05m
Multiple Airlines
Mon 9/286:05 pm
PDL
-
MDW
2 stops25h 30m
Multiple Airlines
Deal found 7/29$1,144
This Mytrip deal was found by Cheapflights users on 7/31. 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.
Wed 9/23:20 pm
MDW
-
PDL
2 stops34h 30m
Multiple Airlines
Wed 9/96:05 pm
PDL
-
MDW
2 stops25h 30m
Multiple Airlines
Deal found 7/31$1,166
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 9/253:20 pm
MDW
-
PDL
1 stop13h 15m
Multiple Airlines
Tue 10/64:55 pm
PDL
-
MDW
1 stop23h 05m
Multiple Airlines
Deal found 7/30$1,305
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 9/2611:45 am
MDW
-
PDL
1 stop13h 55m
Multiple Airlines
Tue 10/64:55 pm
PDL
-
MDW
1 stop23h 05m
Multiple Airlines
Deal found 7/30$1,339
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Sat 9/1911:45 am
MDW
-
PDL
2 stops14h 05m
Multiple Airlines
Sat 9/266:15 pm
PDL
-
MDW
2 stops19h 52m
Multiple Airlines
Deal found 7/30$1,685

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 August 3, 2026.

Round-trip from

$1,040
(Kiwi.com)
From Chicago Midway to Ponta Delgada Nordela
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 August 3, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Ponta Delgada that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 9/14

11:45 am-6:50 am

2 stops14h 05m

Ponta Delgada Nordela

Mon 9/21

6:15 pm-11:00 am

2 stops21h 45m

$1,030

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 8/17

3:15 pm-9:05 am

1 stop12h 50m

Ponta Delgada Nordela

Wed 8/26

5:30 pm-10:55 am

2 stops22h 25m

$1,040

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Tue 9/15

11:45 am-6:50 am

2 stops14h 05m

Ponta Delgada Nordela

Tue 9/22

6:15 pm-2:35 pm

2 stops25h 20m

$1,127

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sat 9/19

11:45 am-6:50 am

2 stops14h 05m

Ponta Delgada Nordela

Mon 9/28

6:05 pm-2:35 pm

2 stops25h 30m

$1,144

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 9/2

3:20 pm-6:50 am

2 stops34h 30m

Ponta Delgada Nordela

Wed 9/9

6:05 pm-2:35 pm

2 stops25h 30m

$1,166

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Fri 9/25

3:20 pm-9:35 am

1 stop13h 15m

Ponta Delgada Nordela

Tue 10/6

4:55 pm-11:00 am

1 stop23h 05m

$1,305

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sat 9/26

11:45 am-6:40 am

1 stop13h 55m

Ponta Delgada Nordela

Tue 10/6

4:55 pm-11:00 am

1 stop23h 05m

$1,339
Quickest round-trip

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sat 9/19

11:45 am-6:50 am

2 stops14h 05m

Ponta Delgada Nordela

Sat 9/26

6:15 pm-9:07 am

2 stops19h 52m

$1,685

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 8/23

3:15 pm-6:50 am

2 stops34h 35m

Ponta Delgada Nordela

Sun 8/30

4:55 pm-9:17 am

2 stops21h 22m

$1,836
Cheapest one-way

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 9/16

1:19 pm-3:55 pm

2 stops21h 36m

$6,622

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/2

Showing 1-10 of 11 resultsSorted by cheapest first
1
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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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