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Cheap flights from Chicago Midway Airport to Ponta Delgada from $1,487

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Ponta Delgada departing on 3/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Ponta Delgada

Cheap round-trip flights

Multiple Airlines Logo
11:00 am - 6:50 amMDW-PDL
15h 50m1 stop
Multiple Airlines Logo
9:30 am - 10:05 amPDL-MDW
28h 35m2 stops
$1,487Multiple Airlines
Find Deal
Fri, Mar 13 - Sun, Mar 22
Multiple Airlines Logo
9:35 am - 11:45 amMDW-PDL
21h 10m2 stops
Multiple Airlines Logo
4:55 pm - 10:30 amPDL-MDW
22h 35m2 stops
$1,524Multiple Airlines
Find Deal
Sun, Oct 5 - Fri, Oct 17

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Ponta Delgada 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, momondo users made 832,500 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Ponta Delgada that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Fri 3/13

11:00 am-6:50 am

1 stop15h 50m

Ponta Delgada Nordela

Sun 3/22

9:30 am-10:05 am

2 stops28h 35m

$1,487

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Sun 10/5

9:35 am-11:45 am

2 stops21h 10m

Ponta Delgada Nordela

Fri 10/17

4:55 pm-10:30 am

2 stops22h 35m

$1,524

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 9/24

6:15 pm-4:05 pm

2 stops16h 50m

$3,700

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Wed 9/24

6:15 pm-4:05 pm

2 stops16h 50m

$8,973

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Ponta Delgada from

How to get the cheapest flight ticket from Chicago Midway Airport to Ponta Delgada

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Ponta Delgada?

According to our data, Wednesday is the cheapest day to fly to Ponta Delgada from Chicago Midway Airport. The lowest ticket price found for a Wednesday departure recently was $763. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Thursday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,294.

What is the cheapest time of day to depart on your flight to Ponta Delgada?

In the evening is the cheapest time of day to fly from Chicago Midway Airport to Ponta Delgada when you can find flight prices for as low as $854. Flying to Ponta Delgada in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets at noon because they tend to be around $1,438. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Chicago Midway Airport to Ponta Delgada

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Ponta Delgada according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Ponta Delgada (MDW to PDL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Ponta Delgada

Direct flights

None
There are no direct flights from Chicago Midway Airport to Ponta Delgada. There are no popular flight routes from Chicago Midway Airport to Ponta Delgada.
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  • How far is Chicago Midway to Ponta Delgada Nordela by plane?

    There are 3233.6 mi between Chicago Midway and Ponta Delgada Nordela. In terms of flight time, this usually takes a little over 15h 50m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Ponta Delgada Nordela Airport?

    Prices for flights from Chicago Midway Airport to Ponta Delgada Nordela Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago Midway Airport to Ponta Delgada Nordela Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Ponta Delgada Nordela Airport.

  • What documentation or ID do you need to fly to Ponta Delgada Nordela Airport?

    The necessary travel and health documents for your Ponta Delgada Nordela Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Ponta Delgada?

Book flights to Ponta Delgada if you plan to visit one of these locations
Ribeira Grande
Furnas
Vila Franca do Campo
Lagoa

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Ponta Delgada?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Ponta Delgada for you.

Can I find flights from Chicago to Ponta Delgada with flexible booking policies on momondo?

Yes. All flights to Ponta Delgada from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Ponta Delgada?

Once all potential Chicago to Ponta Delgada flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Ponta Delgada right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Ponta Delgada now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Ponta Delgada and let you know when they change.

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