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$245+ 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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIS
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
1 adult, Economy
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Cheap 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 February 13, 2026.

This Delta deal was found by Cheapflights users on 2/11. 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 4/1312:53 pm
MDW
-
LIS
2 stops16h 22m
Delta
Tue 4/215:00 am
LIS
-
MDW
2 stops19h 36m
Delta
Deal found 2/11$502
This Delta deal was found by Cheapflights users on 2/10. 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 2/249:34 am
MDW
-
LIS
2 stops17h 26m
Delta
Tue 3/175:00 am
LIS
-
MDW
2 stops17h 22m
Delta
Deal found 2/10$503
This Delta deal was found by Cheapflights users on 2/12. 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 4/147:16 pm
MDW
-
LIS
2 stops17h 29m
Delta
Wed 4/225:00 am
LIS
-
MDW
2 stops18h 58m
Delta
Deal found 2/12$507
This Delta deal was found by Cheapflights users on 2/10. 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 2/1710:49 am
MDW
-
LIS
2 stops17h 46m
Delta
Tue 3/315:00 am
LIS
-
MDW
2 stops19h 40m
Delta
Deal found 2/10$509
This Delta deal was found by Cheapflights users on 2/10. 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 2/169:34 am
MDW
-
LIS
2 stops19h 01m
Delta
Tue 2/245:30 am
LIS
-
MDW
2 stops18h 07m
Delta
Deal found 2/10$514
This Delta deal was found by Cheapflights users on 2/12. 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 4/1312:53 pm
MDW
-
LIS
2 stops16h 22m
Delta
Mon 4/275:00 am
LIS
-
MDW
2 stops18h 58m
Delta
Deal found 2/12$527
This Delta deal was found by Cheapflights users on 2/10. 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 3/91:10 pm
MDW
-
LIS
2 stops14h 50m
Delta
Wed 4/85:00 am
LIS
-
MDW
2 stops19h 40m
Delta
Deal found 2/10$542
This Delta deal was found by Cheapflights users on 2/11. 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 2/256:20 pm
MDW
-
LIS
2 stops17h 10m
Delta
Mon 3/25:00 am
LIS
-
MDW
2 stops18h 45m
Delta
Deal found 2/11$553
This KLM deal was found by Cheapflights users on 2/12. 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.
Mon 3/21:49 pm
MDW
-
FAO
2 stops23h 06m
KLM
Mon 3/97:15 pm
FAO
-
MDW
2 stops27h 07m
KLM
Deal found 2/12$599
This Delta deal was found by Cheapflights users on 2/10. 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 3/239:35 am
MDW
-
OPO
2 stops19h 55m
Delta
Thu 4/95:00 am
OPO
-
MDW
2 stops18h 54m
Delta
Deal found 2/10$668
This Delta deal was found by Cheapflights users on 2/12. 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 4/66:34 pm
MDW
-
OPO
2 stops14h 51m
Delta
Tue 4/215:00 am
OPO
-
MDW
2 stops19h 36m
Delta
Deal found 2/12$669
This Delta deal was found by Cheapflights users on 2/10. 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 3/246:07 pm
MDW
-
OPO
2 stops16h 18m
Delta
Wed 4/85:00 am
OPO
-
MDW
2 stops19h 40m
Delta
Deal found 2/10$674

Find flight deals from Midway to Portugal

Keep the following information in mind while searching for Midway to Portugal flight deals. Data was last updated February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$502
(Delta)

One-way from

$245
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$523
Provider with most accurate pricing for Chicago (CHI)-Lisbon Humberto Delgado flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Lisbon Humberto Delgado flights.
Search Deals
From Chicago Midway to Portugal
Search Deals
One-way flight from Chicago Midway to Portugal
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($161 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 13, 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 4/14

6:00 am-8:00 am

2 stops20h 00m

Lisbon Humberto Delgado

Wed 4/22

5:00 am-6:36 pm

2 stops19h 36m

$502

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Mon 2/23

1:49 pm-11:20 am

2 stops15h 31m

Lisbon Humberto Delgado

Wed 3/11

5:00 am-5:54 pm

2 stops17h 54m

$503

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 2/25

6:20 pm-5:30 pm

2 stops17h 10m

Lisbon Humberto Delgado

Wed 3/4

5:00 am-6:40 pm

2 stops19h 40m

$503

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 3/3

6:20 pm-3:10 pm

2 stops14h 50m

Lisbon Humberto Delgado

Wed 3/11

5:00 am-5:22 pm

2 stops17h 22m

$503

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 3/17

12:47 pm-10:35 am

2 stops16h 48m

Lisbon Humberto Delgado

Tue 3/31

5:00 am-6:40 pm

2 stops19h 40m

$509

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Mon 4/13

12:53 pm-11:15 am

2 stops16h 22m

Lisbon Humberto Delgado

Mon 4/27

5:00 am-5:58 pm

2 stops18h 58m

$527

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Mon 3/9

1:10 pm-9:00 am

2 stops14h 50m

Lisbon Humberto Delgado

Wed 4/8

5:00 am-6:40 pm

2 stops19h 40m

$542

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Sun 4/26

6:00 am-8:00 am

2 stops20h 00m

Lisbon Humberto Delgado

Tue 5/5

5:35 am-6:36 pm

2 stops19h 01m

$559

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Thu 2/26

9:34 am-10:35 am

2 stops19h 01m

Lisbon Humberto Delgado

Thu 3/19

5:30 am-5:54 pm

2 stops17h 24m

$564

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 3/31

6:34 pm-2:55 pm

2 stops14h 21m

Lisbon Humberto Delgado

Wed 4/8

5:00 am-6:40 pm

2 stops19h 40m

$581

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 53 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 $502, Delta can have you in Portugal from Chicago Midway Airport in 20h. The distance from Chicago Midway Airport to Portugal is about 3994 mi.

  • 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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