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$358+ 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
Feb 13 — Feb 201
Fri 2/13
Fri 2/20
1 adult, Economy
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Cheap flight deals from Midway to Azores

Keep the following information in mind while searching for Midway to Azores flight deals. Data was last updated January 14, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$812
(Mytrip)

One-way from

$358
(Kiwi.com)

Popular in

May

Cheapest in

January

Average price

$605
Provider with most accurate pricing for Chicago (CHI)-Ponta Delgada Nordela flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Ponta Delgada Nordela flights.
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From Chicago Midway to Azores
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One-way flight from Chicago Midway to Azores
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Highest demand for flights based on searches. 12% potential increase in price ($140 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($51 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 January 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/13. 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 1/1611:05 am
MDW
-
PDL
1 stop14h 45m
Multiple Airlines
Thu 1/225:45 pm
PDL
-
MDW
2 stops33h 34m
Multiple Airlines
Deal found 1/13$1,154
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 7/319:40 am
MDW
-
PDL
1 stop18h 00m
Multiple Airlines
Sat 8/154:55 pm
PDL
-
MDW
1 stop20h 50m
Multiple Airlines
Deal found 1/13$1,350
This Air France deal was found by Cheapflights users on 1/12. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:34 pm
MDW
-
PDL
2 stops16h 31m
Air France
Sat 4/117:30 am
PDL
-
MDW
2 stops20h 01m
Air France
Deal found 1/12$6,222
This Air France deal was found by Cheapflights users on 1/12. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/56:34 pm
MDW
-
PDL
2 stops40h 31m
Air France
Sat 4/117:30 am
PDL
-
MDW
2 stops20h 01m
Air France
Deal found 1/12$12,472
This Air France deal was found by Cheapflights users on 1/13. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:12 pm
MDW
-
PDL
2 stops20h 53m
Air France
Tue 6/97:30 am
PDL
-
MDW
2 stops19h 15m
Air France
Deal found 1/13$16,336
This Air France deal was found by Cheapflights users on 1/13. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/42:12 pm
MDW
-
PDL
2 stops20h 53m
Air France
Tue 6/97:30 am
PDL
-
MDW
2 stops19h 15m
Air France
Deal found 1/13$16,686

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 January 14, 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

Fri 4/3

6:34 pm-4:05 pm

2 stops16h 31m

Ponta Delgada Nordela

Sat 4/11

7:30 am-10:31 pm

2 stops20h 01m

$6,222

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 4/5

6:34 pm-4:05 pm

2 stops40h 31m

Ponta Delgada Nordela

Sat 4/11

7:30 am-10:31 pm

2 stops20h 01m

$12,472

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 3/15

7:30 am-6:35 pm

2 stops31h 05m

$358

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 2/15

4:15 pm-6:25 am

2 stops33h 10m

$373

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sat 3/28

6:34 pm-11:00 am

3 stops36h 26m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

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.

  • How long is the flight from Chicago Midway Airport to Azores?

    Departing from Chicago Midway Airport to Azores will take you 16h 31m. The distance between Chicago Midway Airport and Azores is about 3233 mi.

  • 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.

See more FAQs

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