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Portugal

$275+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIS
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
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 August 17, 2025.

Round-trip from

$619
(Delta)

One-way from

$275
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$766
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. 17% potential increase in price ($152 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 August 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 August 17, 2025.

This Delta deal was found by Cheapflights users on 8/16. 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.
Tue 11/119:30 amMDW - LIS
2 stops16h 30mDelta
Tue 11/1811:15 amLIS - MDW
2 stops16h 29mDelta
Deal found 8/16$619
This Delta deal was found by Cheapflights users on 8/16. 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.
Mon 11/101:00 pmMDW - LIS
2 stops14h 00mDelta
Tue 11/185:30 amLIS - MDW
2 stops19h 06mDelta
Deal found 8/16$630
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/115:59 pmMDW - LIS
2 stops17h 31mDelta
Wed 11/1910:00 amLIS - MDW
2 stops17h 44mDelta
Deal found 8/17$638
This Delta deal was found by Cheapflights users on 8/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/410:40 amMDW - LIS
2 stops16h 20mDelta
Wed 11/125:00 amLIS - MDW
2 stops17h 23mDelta
Deal found 8/15$645
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/115:56 pmMDW - LIS
1 stop11h 44mMultiple Airlines
Sun 11/1610:40 amLIS - MDW
2 stops18h 45mMultiple Airlines
Deal found 8/16$667
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/135:56 pmMDW - LIS
1 stop11h 44mMultiple Airlines
Sun 11/1610:40 amLIS - MDW
2 stops18h 45mMultiple Airlines
Deal found 8/16$678
This Delta deal was found by Cheapflights users on 8/16. 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 10/291:48 pmMDW - LIS
2 stops15h 47mDelta
Fri 11/145:00 amLIS - MDW
2 stops19h 07mDelta
Deal found 8/16$685
This Delta deal was found by Cheapflights users on 8/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/146:23 pmMDW - LIS
2 stops14h 27mDelta
Sat 11/810:00 amLIS - MDW
2 stops18h 14mDelta
Deal found 8/15$688
This Delta deal was found by Cheapflights users on 8/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:23 pmMDW - LIS
2 stops17h 07mDelta
Tue 11/115:00 amLIS - MDW
2 stops19h 36mDelta
Deal found 8/15$709
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:23 pmMDW - LIS
2 stops17h 32mDelta
Wed 10/225:00 amLIS - MDW
2 stops18h 43mDelta
Deal found 8/17$719
This Delta deal was found by Cheapflights users on 8/14. 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.
Wed 12/31:00 pmMDW - OPO
2 stops15h 30mDelta
Sun 12/711:15 amOPO - MDW
2 stops37h 21mDelta
Deal found 8/14$726
This Air France 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/261:43 pmMDW - OPO
2 stops14h 57mMultiple Airlines
Fri 9/59:20 amOPO - MDW
2 stops18h 06mMultiple Airlines
Deal found 8/17$765

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 August 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

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 11/11

9:30 am-8:00 am

2 stops16h 30m

Lisbon Humberto Delgado

Tue 11/18

11:15 am-9:44 pm

2 stops16h 29m

$619

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Mon 2/9

6:00 am-8:00 am

2 stops20h 00m

Lisbon Humberto Delgado

Fri 2/20

5:30 am-6:34 pm

2 stops19h 04m

$630

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Mon 11/10

1:00 pm-9:00 am

2 stops14h 00m

Lisbon Humberto Delgado

Tue 11/18

5:30 am-6:36 pm

2 stops19h 06m

$630

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Mon 11/10

9:30 am-9:00 am

2 stops17h 30m

Lisbon Humberto Delgado

Fri 11/21

5:30 am-6:36 pm

2 stops19h 06m

$630

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Sun 2/8

1:00 pm-8:00 am

2 stops13h 00m

Lisbon Humberto Delgado

Wed 2/18

5:30 am-6:34 pm

2 stops19h 04m

$630

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 11/11

1:05 pm-11:20 am

2 stops16h 15m

Lisbon Humberto Delgado

Wed 11/19

10:00 am-9:44 pm

2 stops17h 44m

$638

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 11/4

10:40 am-9:00 am

2 stops16h 20m

Lisbon Humberto Delgado

Wed 11/12

5:00 am-4:23 pm

2 stops17h 23m

$645

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 11/12

2:00 pm-11:20 am

2 stops15h 20m

Lisbon Humberto Delgado

Thu 11/20

5:30 am-6:36 pm

2 stops19h 06m

$645

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 11/11

5:56 pm-11:40 am

1 stop11h 44m

Lisbon Humberto Delgado

Sun 11/16

10:40 am-11:25 pm

2 stops18h 45m

$667

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Thu 11/13

1:00 pm-10:30 am

2 stops15h 30m

Porto

Thu 11/20

6:35 am-6:36 pm

2 stops18h 01m

$727

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 50 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 August 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.

  • 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 $1,128). 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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