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$290+ Cheap flights from Midway (MDW) to São Miguel

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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PDL
feb. 10 — feb. 171
tir. 2/10
tir. 2/17
1 adult, Economy
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Cheap flight deals from Midway to São Miguel

Keep the following information in mind while searching for Midway to São Miguel flight deals. Data was last updated januar 11, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$812
(Mytrip)

One-way from

$290
(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 São Miguel
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One-way flight from Chicago Midway to São Miguel
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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 São Miguel

Cheapest flights from Midway to São Miguel
Explore the most affordable flight options available from Midway to São Miguel. Find the lowest fares from popular airlines and budget airlines, with prices last updated on januar 11, 2026.

This Mytrip deal was found by Cheapflights users on 1/11. 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.
søn. 2/811:00 amMDW - PDL
3 stops26h 35mMultiple Airlines
søn. 2/156:30 amPDL - MDW
3 stops32h 35mMultiple Airlines
Deal found 1/11$812
This Kiwi.com deal was found by Cheapflights users on 1/11. 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.
ons. 7/229:40 amMDW - PDL
1 stop16h 00mMultiple Airlines
tir. 7/2810:00 amPDL - MDW
1 stop27h 45mMultiple Airlines
Deal found 1/11$1,159
This Kiwi.com deal was found by Cheapflights users on 1/10. 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.
lør. 6/279:40 amMDW - PDL
1 stop16h 00mMultiple Airlines
lør. 7/47:35 pmPDL - MDW
2 stops42h 10mMultiple Airlines
Deal found 1/10$1,891

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to São Miguel 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 januar 11, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to São Miguel that are best for you.

Fly from

Midway

Fly to

São Miguel

Route

Depart

Return

Price

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

søn. 2/8

11:00 am-6:35 pm

3 stops26h 35m

Ponta Delgada Nordela

søn. 2/15

6:30 am-10:05 am

3 stops32h 35m

$812

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

lør. 6/27

9:40 am-6:40 am

1 stop16h 00m

Ponta Delgada Nordela

lør. 7/4

7:35 pm-8:45 am

2 stops42h 10m

$1,891

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

søn. 1/18

6:30 pm-6:35 pm

2 stops19h 05m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/10

Best time to book a flight from Midway to São Miguel

Have a flexible travel schedule? Discover the best time to fly to São Miguel 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 São Miguel
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 São Miguel. 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 São Miguel that include hotel bookings?

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

  • How can I find direct flights from Midway to São Miguel?

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

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

    Yes. Cheapflights offers flight deals from Midway to São Miguel 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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