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Ponta Delgada

$419+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PDL
May 19 — May 261
Tue 5/19
Tue 5/26
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 April 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Mon 5/47:30 am
MDW
-
PDL
1 stop18h 15m
Multiple Airlines
Fri 5/85:30 pm
PDL
-
MDW
2 stops22h 34m
Multiple Airlines
Deal found 4/15$911
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 6/136:55 pm
MDW
-
PDL
2 stops32h 15m
Multiple Airlines
Sat 6/2011:30 am
PDL
-
MDW
1 stop27h 10m
Multiple Airlines
Deal found 4/18$972
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Sun 6/1410:25 am
MDW
-
PDL
1 stop16h 45m
Multiple Airlines
Sat 6/2011:30 am
PDL
-
MDW
1 stop32h 05m
Multiple Airlines
Deal found 4/18$979
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 7/1110:25 am
MDW
-
PDL
1 stop15h 15m
Multiple Airlines
Thu 7/169:30 am
PDL
-
MDW
1 stop29h 10m
Multiple Airlines
Deal found 4/18$1,129
This Mytrip deal was found by Cheapflights users on 4/17. 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 7/159:49 am
MDW
-
PDL
3 stops28h 01m
Multiple Airlines
Mon 7/209:35 am
PDL
-
MDW
2 stops13h 50m
Multiple Airlines
Deal found 4/17$1,173
This Mytrip deal was found by Cheapflights users on 4/17. 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 7/159:49 am
MDW
-
PDL
2 stops17h 21m
WestJet
Mon 7/209:35 am
PDL
-
MDW
2 stops13h 50m
WestJet
Deal found 4/17$1,189
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 7/1110:25 am
MDW
-
PDL
1 stop15h 15m
Multiple Airlines
Fri 7/175:30 pm
PDL
-
MDW
2 stops22h 34m
Multiple Airlines
Deal found 4/18$1,204

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 April 19, 2026.

Round-trip from

$911
(Kiwi.com)

One-way from

$419
(Kiwi.com)

Popular in

May

Cheapest in

January

Average price

$742
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. 14% potential increase in price ($166 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($65 potential savings vs. average RT price).
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Average for round-trip flights in April 2026
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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 April 19, 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 5/4

7:30 am-6:45 am

1 stop18h 15m

Ponta Delgada Nordela

Fri 5/8

5:30 pm-11:04 am

2 stops22h 34m

$911

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sat 6/13

6:55 pm-8:10 am

2 stops32h 15m

Ponta Delgada Nordela

Sat 6/20

11:30 am-9:40 am

1 stop27h 10m

$972

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 6/14

10:25 am-8:10 am

1 stop16h 45m

Ponta Delgada Nordela

Sat 6/20

11:30 am-9:14 am

2 stops26h 44m

$1,050

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 7/15

9:49 am-6:50 pm

3 stops28h 01m

Ponta Delgada Nordela

Mon 7/20

9:35 am-6:25 pm

2 stops13h 50m

$1,173
Quickest round-trip

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 7/15

9:49 am-8:10 am

2 stops17h 21m

Ponta Delgada Nordela

Mon 7/20

9:35 am-6:25 pm

2 stops13h 50m

$1,189

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 6/29

3:20 pm-9:05 am

1 stop12h 45m

Ponta Delgada Nordela

Sun 7/5

9:20 pm-9:40 am

2 stops41h 20m

$1,255

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Thu 5/7

10:30 am-6:50 am

2 stops15h 20m

Ponta Delgada Nordela

Thu 5/14

6:15 pm-2:35 pm

2 stops25h 20m

$1,468
Cheapest one-way

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 5/11

6:00 am-6:45 am

2 stops19h 45m

$457

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 6/7

10:25 am-3:00 pm

3 stops23h 35m

$465

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 8/23

12:27 pm-6:45 am

2 stops37h 18m

$477

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 13 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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