HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Azores

$316+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PDL
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Azores with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 August 18, 2025.

Round-trip from

$794
(Trip.com)

One-way from

$316
(Kiwi.com)

Popular in

May

Cheapest in

February

Average price

$963
From Chicago Midway to Azores
Search Deals
One-way flight from Chicago Midway to Azores
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($193 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($45 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

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 August 18, 2025.

This Trip.com deal was found by Cheapflights users on 8/17. 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.
Mon 10/69:35 amMDW - PDL
1 stop16h 05mMultiple Airlines
Thu 11/64:50 pmPDL - MDW
1 stop22h 15mMultiple Airlines
Deal found 8/17$794

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 August 18, 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

Mon 10/6

9:35 am-6:40 am

1 stop16h 05m

Ponta Delgada Nordela

Thu 11/6

4:50 pm-10:05 am

1 stop22h 15m

$794

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 9/28

6:21 am-2:45 pm

3 stops51h 24m

$316

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Fri 9/26

6:21 am-8:50 pm

2 stops33h 29m

$376

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Thu 9/25

9:35 am-6:50 am

2 stops16h 15m

$446

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 9/24

6:15 pm-4:05 pm

2 stops16h 50m

$6,300

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 9/28

6:15 pm-4:05 pm

2 stops16h 50m

$10,390

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Azores?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Azores (average of $518). Flying from Chicago Midway Airport to Azores in June is currently the most expensive (average of $988). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.