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$408+ Cheap flights from Midway (MDW) to Azores

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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PDL
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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Cheap flight deals from Midway to Azores

Cheapest flights from Midway to Azores
Explore the most affordable flight options available from Midway to Azores. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/511:00 am
MDW
-
PDL
2 stops22h 30m
Multiple Airlines
Tue 4/144:55 pm
PDL
-
MDW
1 stop22h 10m
Multiple Airlines
Deal found 2/12$1,045
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/289:30 am
MDW
-
PDL
2 stops17h 40m
Multiple Airlines
Sat 7/411:00 am
PDL
-
MDW
1 stop27h 40m
Multiple Airlines
Deal found 2/11$1,091
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 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
Sun 6/287:40 pm
PDL
-
MDW
2 stops43h 00m
Multiple Airlines
Deal found 2/10$1,128
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2910:25 am
MDW
-
PDL
1 stop17h 40m
Multiple Airlines
Sat 7/411:00 am
PDL
-
MDW
1 stop27h 40m
Multiple Airlines
Deal found 2/11$1,150
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/281:00 pm
MDW
-
PDL
2 stops14h 10m
Multiple Airlines
Sun 7/54:55 pm
PDL
-
MDW
1 stop21h 45m
Multiple Airlines
Deal found 2/11$1,257
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2910:25 am
MDW
-
PDL
1 stop17h 40m
Multiple Airlines
Sun 7/54:55 pm
PDL
-
MDW
1 stop21h 45m
Multiple Airlines
Deal found 2/11$1,307

Find flight deals from Midway to Azores

Keep the following information in mind while searching for Midway to Azores flight deals. Data was last updated February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,045
(Kiwi.com)

One-way from

$408
(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 Azores
Search Deals
One-way flight from Chicago Midway to Azores
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($172 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($60 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Azores 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 February 12, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Azores that are best for you.

Fly from

Midway

Fly to

Azores

Route

Depart

Return

Price

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 4/5

11:00 am-2:30 pm

2 stops22h 30m

Ponta Delgada Nordela

Tue 4/14

4:55 pm-10:05 am

1 stop22h 10m

$1,045

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 6/28

9:30 am-8:10 am

2 stops17h 40m

Ponta Delgada Nordela

Sat 7/4

11:00 am-9:40 am

1 stop27h 40m

$1,091

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 6/14

10:25 am-8:10 am

1 stop16h 45m

Ponta Delgada Nordela

Sun 6/28

7:40 pm-9:40 am

2 stops43h 00m

$1,128

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 6/29

10:25 am-9:05 am

1 stop17h 40m

Ponta Delgada Nordela

Sat 7/4

11:00 am-9:40 am

1 stop27h 40m

$1,150

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 6/28

1:00 pm-8:10 am

2 stops14h 10m

Ponta Delgada Nordela

Sun 7/5

4:55 pm-9:40 am

1 stop21h 45m

$1,257

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Mon 6/29

10:25 am-9:05 am

1 stop17h 40m

Ponta Delgada Nordela

Sun 7/5

4:55 pm-9:40 am

1 stop21h 45m

$1,307

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 3/15

7:30 am-6:35 pm

2 stops31h 05m

$408

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sat 6/13

5:59 pm-8:10 am

2 stops33h 11m

$452

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 8/2

9:30 am-8:10 am

2 stops17h 40m

$535

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 8/5

9:30 am-8:10 am

3 stops17h 40m

$540

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

Showing 1-10 of 11 results
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Best time to book a flight from Midway to Azores

Have a flexible travel schedule? Discover the best time to fly to Azores 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 Azores
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway to Azores. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

  • How can I find direct flights from Midway to Azores?

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

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

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

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