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$460+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PDL
Jan 26 — Feb 21
Mon 1/26
Mon 2/2
1 adult, Economy
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Cheap flight deals from Midway to Azores

Best flights from Midway to Azores
Discover carefully curated flight deals from Midway to Azores that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/25. 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.
Wed 3/47:15 amMDW - PDL
2 stops18h 40mMultiple Airlines
Wed 3/115:20 pmPDL - MDW
1 stop23h 42mMultiple Airlines
Deal found 12/25$840
This Kiwi.com deal was found by Cheapflights users on 12/25. 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 1/2211:05 amMDW - PDL
1 stop14h 45mMultiple Airlines
Thu 1/295:45 pmPDL - MDW
2 stops31h 07mMultiple Airlines
Deal found 12/25$853
This Trip.com deal was found by Cheapflights users on 12/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2411:00 amMDW - PDL
1 stop15h 50mMultiple Airlines
Tue 3/314:55 pmPDL - MDW
1 stop22h 10mMultiple Airlines
Deal found 12/24$984
This Kiwi.com deal was found by Cheapflights users on 12/25. 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 2/611:05 amMDW - PDL
1 stop14h 45mMultiple Airlines
Sat 2/146:30 amPDL - MDW
2 stops37h 50mMultiple Airlines
Deal found 12/25$1,007
This Air France deal was found by Cheapflights users on 12/25. 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 2/61:51 pmMDW - PDL
2 stops21h 29mAir France
Sat 2/147:50 amPDL - MDW
2 stops37h 24mAir France
Deal found 12/25$9,022

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 December 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$840
(Kiwi.com)

One-way from

$460
(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. 13% potential increase in price ($155 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($53 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 December 27, 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

Wed 3/4

7:15 am-6:55 am

2 stops18h 40m

Ponta Delgada Nordela

Wed 3/11

5:20 pm-1:02 pm

1 stop23h 42m

$840

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Thu 1/22

11:05 am-6:50 am

1 stop14h 45m

Ponta Delgada Nordela

Thu 1/29

5:45 pm-7:52 pm

2 stops31h 07m

$853

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Tue 3/24

11:00 am-6:50 am

1 stop15h 50m

Ponta Delgada Nordela

Tue 3/31

4:55 pm-10:05 am

1 stop22h 10m

$984

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Fri 2/6

11:05 am-6:50 am

1 stop14h 45m

Ponta Delgada Nordela

Sat 2/14

6:30 am-3:20 pm

2 stops37h 50m

$1,007

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Fri 2/6

1:51 pm-4:20 pm

2 stops21h 29m

Ponta Delgada Nordela

Sat 2/14

7:50 am-4:14 pm

2 stops37h 24m

$9,022

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sat 4/4

6:34 pm-7:40 pm

3 stops44h 06m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

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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