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$239+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIS
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$494
(KLM)

One-way from

$239
(Delta)

Popular in

June

Cheapest in

February

Average price

$560
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 ($155 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This KLM deal was found by Cheapflights users on 1/7. 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.
Sun 2/81:26 pmMDW - LIS
2 stops15h 09mKLM
Tue 3/311:15 amLIS - MDW
2 stops17h 18mKLM
Deal found 1/7$494
This Delta deal was found by Cheapflights users on 1/6. 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 3/1712:47 pmMDW - LIS
2 stops16h 48mDelta
Wed 4/15:00 amLIS - MDW
2 stops19h 40mDelta
Deal found 1/6$501
This Delta deal was found by Cheapflights users on 1/5. 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 3/81:10 pmMDW - LIS
2 stops17h 10mDelta
Tue 3/175:00 amLIS - MDW
2 stops18h 40mDelta
Deal found 1/5$502
This Delta deal was found by Cheapflights users on 1/6. 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 2/259:50 amMDW - LIS
2 stops16h 50mDelta
Mon 3/25:00 amLIS - MDW
2 stops18h 37mDelta
Deal found 1/6$503
This Delta deal was found by Cheapflights users on 1/5. 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 4/2010:49 amMDW - LIS
2 stops15h 11mDelta
Mon 4/275:35 amLIS - MDW
2 stops17h 01mDelta
Deal found 1/5$509
This Air France deal was found by Cheapflights users on 1/7. 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.
Sat 2/710:53 amMDW - LIS
2 stops15h 07mMultiple Airlines
Tue 3/311:15 amLIS - MDW
2 stops17h 18mMultiple Airlines
Deal found 1/7$512
This Delta deal was found by Cheapflights users on 1/6. 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 2/51:26 pmMDW - LIS
2 stops19h 44mDelta
Thu 2/1210:00 amLIS - MDW
2 stops18h 31mDelta
Deal found 1/6$516
This Delta deal was found by Cheapflights users on 1/6. 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 2/226:17 pmMDW - LIS
2 stops14h 53mDelta
Sun 3/15:00 amLIS - MDW
2 stops18h 37mDelta
Deal found 1/6$517
This Delta deal was found by Cheapflights users on 1/7. 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 3/92:05 pmMDW - LIS
2 stops16h 15mDelta
Wed 4/85:00 amLIS - MDW
2 stops18h 54mDelta
Deal found 1/7$518
This Delta deal was found by Cheapflights users on 1/7. 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 3/301:10 pmMDW - LIS
2 stops15h 35mDelta
Tue 4/712:45 pmLIS - MDW
2 stops15h 46mDelta
Deal found 1/7$522
This Delta deal was found by Cheapflights users on 1/6. 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 3/206:34 pmMDW - LIS
2 stops15h 36mDelta
Tue 3/315:35 amLIS - MDW
2 stops22h 56mDelta
Deal found 1/6$523
This Air France deal was found by Cheapflights users on 1/7. 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 2/312:46 pmMDW - OPO
2 stops15h 44mMultiple Airlines
Tue 2/105:00 amOPO - MDW
2 stops18h 29mMultiple Airlines
Deal found 1/7$527

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 January 8, 2026.
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 3/17

12:47 pm-10:35 am

2 stops16h 48m

Lisbon Humberto Delgado

Wed 4/1

5:00 am-6:40 pm

2 stops19h 40m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Sun 3/8

1:10 pm-11:20 am

2 stops17h 10m

Lisbon Humberto Delgado

Tue 3/17

5:00 am-6:40 pm

2 stops18h 40m

$502

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Mon 3/9

12:47 pm-9:00 am

2 stops15h 13m

Lisbon Humberto Delgado

Wed 4/8

5:00 am-6:40 pm

2 stops19h 40m

$503

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Thu 2/5

1:26 pm-3:10 pm

2 stops19h 44m

Lisbon Humberto Delgado

Thu 2/12

10:00 am-10:31 pm

2 stops18h 31m

$516

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Fri 3/20

6:34 pm-3:10 pm

2 stops15h 36m

Lisbon Humberto Delgado

Wed 4/1

12:45 pm-8:53 am

2 stops26h 08m

$516

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Sun 2/22

6:17 pm-3:10 pm

2 stops14h 53m

Lisbon Humberto Delgado

Sun 3/1

5:00 am-5:37 pm

2 stops18h 37m

$517

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Mon 3/30

1:10 pm-10:45 am

2 stops15h 35m

Lisbon Humberto Delgado

Wed 4/8

12:45 pm-8:53 am

2 stops26h 08m

$522

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 3/31

1:10 pm-10:45 am

2 stops15h 35m

Lisbon Humberto Delgado

Wed 4/8

12:45 pm-8:53 am

2 stops26h 08m

$522

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Wed 2/4

12:46 pm-10:30 am

2 stops15h 44m

Porto

Wed 2/11

4:10 pm-5:45 pm

2 stops31h 35m

$527

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Tue 2/3

12:46 pm-10:30 am

2 stops15h 44m

Porto

Tue 2/10

5:00 am-5:29 pm

2 stops18h 29m

$527

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 45 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
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 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 $533, Delta can have you in Portugal from Chicago Midway Airport in 15h 44m. 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.

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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