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$841+ Cheap flights from Midway (MDW) to Azores

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PDL
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$841
(Trip.com)

Popular in

May

Cheapest in

January

Average price

$886
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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Highest demand for flights based on searches. 13% potential increase in price ($150 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($52 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/13. 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.
Sun 11/3011:00 amMDW - PDL
1 stop14h 50mMultiple Airlines
Tue 12/97:25 pmPDL - MDW
2 stops46h 36mMultiple Airlines
Deal found 11/13$929
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Thu 11/1311:00 amMDW - PDL
1 stop14h 50mMultiple Airlines
Thu 11/205:45 pmPDL - MDW
2 stops30h 46mMultiple Airlines
Deal found 11/12$1,214
This Mytrip deal was found by Cheapflights users on 11/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/274:15 pmMDW - PDL
2 stops33h 05mMultiple Airlines
Sat 1/35:45 pmPDL - MDW
2 stops26h 35mMultiple Airlines
Deal found 11/12$1,715
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/264:15 pmMDW - PDL
2 stops33h 00mMultiple Airlines
Fri 1/25:50 pmPDL - MDW
2 stops26h 30mMultiple Airlines
Deal found 11/11$1,976

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 November 13, 2025.
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

Thu 1/1

7:44 am-8:40 am

2 stops43h 56m

Ponta Delgada Nordela

Wed 1/7

7:25 pm-12:01 am

2 stops33h 36m

$841

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 11/30

11:00 am-6:50 am

1 stop14h 50m

Ponta Delgada Nordela

Tue 12/9

7:25 pm-1:01 pm

2 stops46h 36m

$929

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sat 12/27

4:15 pm-6:20 am

2 stops33h 05m

Ponta Delgada Nordela

Sat 1/3

5:45 pm-3:20 pm

2 stops26h 35m

$1,715

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Fri 12/26

4:15 pm-6:15 am

2 stops33h 00m

Ponta Delgada Nordela

Fri 1/2

5:50 pm-3:20 pm

2 stops26h 30m

$1,976

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

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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