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$286+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIS
Dec 1 — Dec 81
Mon 12/1
Mon 12/8
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 November 1, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$492
(Air France)

One-way from

$286
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$647
Provider with most accurate pricing for Chicago (CHI)-Lisbon Humberto Delgado flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Lisbon Humberto Delgado flights.
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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 ($154 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 November 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 November 1, 2025.

This Air France deal was found by Cheapflights users on 10/29. 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.
Wed 11/121:47 pmMDW - OPO
2 stops14h 43mMultiple Airlines
Tue 11/186:05 amOPO - MDW
2 stops18h 03mMultiple Airlines
Deal found 10/29$492
This Delta deal was found by Cheapflights users on 10/30. 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 12/212:50 pmMDW - LIS
2 stops16h 30mDelta
Tue 12/911:25 amLIS - MDW
2 stops18h 22mDelta
Deal found 10/30$500
This KLM deal was found by Cheapflights users on 10/30. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/31:05 pmMDW - LIS
2 stops12h 55mKLM
Tue 12/95:00 amLIS - MDW
2 stops17h 34mKLM
Deal found 10/30$501
This Delta deal was found by Cheapflights users on 10/31. 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 11/1210:47 amMDW - LIS
2 stops17h 48mDelta
Thu 11/2711:25 amLIS - MDW
2 stops18h 15mDelta
Deal found 10/31$506
This Delta deal was found by Cheapflights users on 10/30. 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 11/275:34 pmMDW - LIS
2 stops17h 56mDelta
Thu 12/45:00 amLIS - MDW
2 stops19h 00mDelta
Deal found 10/30$525
This Delta deal was found by Cheapflights users on 10/30. 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 11/141:15 pmMDW - LIS
2 stops16h 05mDelta
Fri 11/215:00 amLIS - MDW
2 stops19h 14mDelta
Deal found 10/30$550
This Delta deal was found by Cheapflights users on 10/30. 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 12/309:29 amMDW - LIS
2 stops19h 06mDelta
Tue 1/135:00 amLIS - MDW
2 stops18h 34mDelta
Deal found 10/30$556
This KLM deal was found by Cheapflights users on 10/30. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/410:49 amMDW - LIS
2 stops15h 11mKLM
Tue 12/95:00 amLIS - MDW
2 stops17h 34mKLM
Deal found 10/30$576
This Delta deal was found by Cheapflights users on 11/1. 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 11/51:08 pmMDW - LIS
2 stops15h 27mDelta
Wed 11/125:00 amLIS - MDW
2 stops19h 08mDelta
Deal found 11/1$581
This KLM deal was found by Cheapflights users on 10/29. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:34 amMDW - FAO
2 stops26h 41mKLM
Sun 12/76:50 pmFAO - MDW
2 stops34h 57mKLM
Deal found 10/29$597
This KLM deal was found by Cheapflights users on 10/29. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/41:14 pmMDW - OPO
2 stops15h 16mKLM
Fri 12/126:30 amOPO - MDW
2 stops23h 17mKLM
Deal found 10/29$598
This Delta deal was found by Cheapflights users on 10/31. 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 10/316:35 pmMDW - LIS
2 stops15h 35mDelta
Wed 11/125:00 amLIS - MDW
2 stops19h 08mDelta
Deal found 10/31$625

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 November 1, 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

Wed 11/12

1:47 pm-10:30 am

2 stops14h 43m

Porto

Wed 11/19

11:15 am-11:40 pm

2 stops18h 25m

$492

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Wed 11/12

1:47 pm-10:30 am

2 stops14h 43m

Porto

Tue 11/18

6:05 am-6:08 pm

2 stops18h 03m

$492

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Mon 12/1

1:15 pm-11:20 am

2 stops16h 05m

Lisbon Humberto Delgado

Wed 1/28

5:00 am-5:55 pm

2 stops18h 55m

$500

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Sun 3/1

5:59 pm-5:30 pm

2 stops17h 31m

Lisbon Humberto Delgado

Wed 3/18

5:00 am-6:34 pm

2 stops18h 34m

$500

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 3/3

5:59 pm-3:10 pm

2 stops15h 11m

Lisbon Humberto Delgado

Wed 3/11

5:00 am-9:46 pm

2 stops21h 46m

$500

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 12/2

1:14 pm-11:20 am

2 stops16h 06m

Lisbon Humberto Delgado

Thu 1/29

5:00 am-5:55 pm

2 stops18h 55m

$500

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 12/3

1:05 pm-8:00 am

2 stops12h 55m

Lisbon Humberto Delgado

Tue 12/9

5:00 am-4:34 pm

2 stops17h 34m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 12/3

10:49 am-10:35 am

2 stops17h 46m

Lisbon Humberto Delgado

Wed 12/10

11:25 am-11:47 pm

2 stops18h 22m

$506

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 12/3

10:49 am-10:35 am

2 stops17h 46m

Lisbon Humberto Delgado

Fri 1/30

5:00 am-6:36 pm

2 stops19h 36m

$506

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 11/12

10:47 am-10:35 am

2 stops17h 48m

Lisbon Humberto Delgado

Thu 11/27

11:25 am-11:40 pm

2 stops18h 15m

$506

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 42 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 November 1, 2025.

When flying from Chicago Midway Airport to Portugal, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 38% versus a flight in the evening.

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 $500, Delta can have you in Portugal from Chicago Midway Airport in 16h 05m. The distance from Chicago Midway Airport to Portugal is about 3994 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.

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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