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$291+ Cheap flights from Midway (MDW) to Portugal

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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIS
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Midway to Portugal

Keep the following information in mind while searching for Midway to Portugal flight deals. Data was last updated September 17, 2025.

Round-trip from

$479
(Air France)

One-way from

$291
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$747
From Chicago Midway to Portugal
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One-way flight from Chicago Midway to Portugal
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Highest demand for flights based on searches. 16% potential increase in price ($150 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to Portugal

Cheapest flights from Midway to Portugal
Explore the most affordable flight options available from Midway to Portugal. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Air France deal was found by Cheapflights users on 9/15. 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.
Tue 11/251:47 pmMDW - OPO
2 stops14h 43mMultiple Airlines
Tue 12/26:05 amOPO - MDW
2 stops17h 55mMultiple Airlines
Deal found 9/15$479
This Delta deal was found by Cheapflights users on 9/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/510:40 amMDW - OPO
2 stops17h 50mDelta
Wed 11/1211:15 amOPO - MDW
2 stops18h 17mDelta
Deal found 9/17$492
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:29 amMDW - LIS
2 stops19h 06mDelta
Thu 1/1510:00 amLIS - MDW
2 stops17h 46mDelta
Deal found 9/14$530
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/281:08 pmMDW - LIS
2 stops17h 12mDelta
Mon 11/105:30 amLIS - MDW
2 stops18h 38mDelta
Deal found 9/14$536
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/276:23 pmMDW - LIS
2 stops18h 07mDelta
Sun 11/911:25 amLIS - MDW
2 stops18h 07mDelta
Deal found 9/14$538
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:35 amMDW - LIS
2 stops24h 35mDelta
Thu 11/610:40 amLIS - MDW
2 stops37h 45mDelta
Deal found 9/14$540
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/510:40 amMDW - OPO
2 stops17h 50mDelta
Sun 11/165:00 amOPO - MDW
2 stops19h 08mDelta
Deal found 9/16$542
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/27:10 pmMDW - LIS
2 stops30h 50mDelta
Tue 11/115:00 amLIS - MDW
2 stops33h 52mDelta
Deal found 9/14$548
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:35 amMDW - LIS
2 stops20h 00mDelta
Fri 11/75:30 amLIS - MDW
2 stops34h 10mDelta
Deal found 9/14$549
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:35 amMDW - LIS
2 stops20h 00mDelta
Tue 11/115:00 amLIS - MDW
2 stops34h 01mDelta
Deal found 9/14$550
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/510:40 amMDW - LIS
2 stops17h 55mDelta
Mon 11/175:00 amLIS - MDW
2 stops19h 08mDelta
Deal found 9/16$551
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:35 amMDW - LIS
2 stops20h 00mDelta
Thu 11/610:40 amLIS - MDW
2 stops37h 45mDelta
Deal found 9/14$553

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Portugal 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 September 17, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Portugal that are best for you.

Fly from

Midway

Fly to

Portugal

Route

Depart

Return

Price

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Tue 11/25

1:47 pm-10:30 am

2 stops14h 43m

Porto

Tue 12/2

6:05 am-6:00 pm

2 stops17h 55m

$479

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Mon 10/27

1:08 pm-10:30 am

2 stops16h 22m

Porto

Wed 11/12

11:15 am-11:32 pm

2 stops18h 17m

$479

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Wed 11/26

10:47 am-10:30 am

2 stops17h 43m

Porto

Tue 12/2

6:05 am-6:00 pm

2 stops17h 55m

$479

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Wed 11/5

10:40 am-10:30 am

2 stops17h 50m

Porto

Wed 11/12

11:15 am-11:32 pm

2 stops18h 17m

$492

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 10/28

1:08 pm-11:20 am

2 stops17h 12m

Lisbon Humberto Delgado

Mon 11/10

5:30 am-6:08 pm

2 stops18h 38m

$536

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Thu 10/30

9:35 am-3:10 pm

2 stops24h 35m

Lisbon Humberto Delgado

Tue 11/11

5:00 am-8:52 am

2 stops33h 52m

$538

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 11/4

10:40 am-5:30 pm

2 stops24h 50m

Lisbon Humberto Delgado

Sun 11/9

11:25 am-11:32 pm

2 stops18h 07m

$538

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Wed 12/3

9:34 am-10:30 am

2 stops18h 56m

Porto

Sun 12/7

6:30 am-6:00 pm

2 stops41h 30m

$542

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Wed 11/5

10:40 am-10:30 am

2 stops17h 50m

Porto

Sun 11/16

5:00 am-6:08 pm

2 stops19h 08m

$542

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Fri 10/31

9:35 am-10:35 am

2 stops20h 00m

Lisbon Humberto Delgado

Wed 11/5

5:30 am-9:45 am

2 stops34h 15m

$549

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 49 results
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Best time to book a flight from Midway to Portugal

Have a flexible travel schedule? Discover the best time to fly to Portugal 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 Portugal

What is the cheapest time of day to fly from MDW to PT?

Find hourly flight availability from Midway to Portugal. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Portugal as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Midway to Portugal. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Portugal?

    For as low as $479, Delta can have you in Portugal from Chicago Midway Airport in 16h 22m. The distance from Chicago Midway Airport to Portugal is about 3931 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Chicago Midway Airport to Portugal?

    The most popular flight routes from Chicago Midway Airport to Portugal are Chicago Midway - Lisbon Humberto Delgado, Chicago Midway - Porto and Chicago Midway - Faro.

  • Can I find deals for flights from Midway to Portugal that include hotel bookings?

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

  • How can I find direct flights from Midway to Portugal?

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

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

    Yes. Cheapflights offers flight deals from Midway to Portugal 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 Portugal?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Portugal (average of $612). Flying from Chicago Midway Airport to Portugal in June is currently the most expensive (average of $1,126). 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

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Alternative routes for Midway to Portugal

See prices for flight routes from nearby airports that may be better suited for you.
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