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Portugal

$282+ 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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIS
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
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 December 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:44 amMDW - LIS
2 stops25h 31mMultiple Airlines
Sun 12/288:35 amLIS - MDW
1 stop31h 30mMultiple Airlines
Deal found 12/14$1,272
This KLM deal was found by Cheapflights users on 12/16. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:50 amMDW - LIS
2 stops16h 10mMultiple Airlines
Tue 1/65:30 amLIS - MDW
2 stops22h 37mMultiple Airlines
Deal found 12/16$1,571
This Delta deal was found by Cheapflights users on 12/15. 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 12/161:50 pmMDW - LIS
2 stops15h 30mDelta
Tue 12/235:00 amLIS - MDW
2 stops18h 26mDelta
Deal found 12/15$1,735
This Mytrip deal was found by Cheapflights users on 12/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2211:00 amMDW - LIS
3 stops18h 50mMultiple Airlines
Fri 12/265:20 pmLIS - MDW
2 stops22h 45mMultiple Airlines
Deal found 12/14$1,852
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:32 pmMDW - LIS
1 stop15h 03mMultiple Airlines
Sun 12/285:15 pmLIS - MDW
2 stops22h 50mMultiple Airlines
Deal found 12/15$1,860
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/167:44 amMDW - LIS
1 stop21h 56mMultiple Airlines
Sat 12/209:25 amLIS - MDW
2 stops54h 40mMultiple Airlines
Deal found 12/14$2,010
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/257:44 amMDW - OPO
2 stops25h 31mMultiple Airlines
Sat 1/38:50 amOPO - MDW
1 stop31h 20mMultiple Airlines
Deal found 12/16$2,037
This Mytrip deal was found by Cheapflights users on 12/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2011:00 amMDW - LIS
2 stops15h 55mMultiple Airlines
Thu 12/2510:55 amLIS - MDW
2 stops34h 25mMultiple Airlines
Deal found 12/16$2,056
This Mytrip deal was found by Cheapflights users on 12/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2111:00 amMDW - LIS
2 stops14h 45mMultiple Airlines
Mon 12/299:25 amLIS - MDW
2 stops35h 55mMultiple Airlines
Deal found 12/16$2,104
This Delta deal was found by Cheapflights users on 12/15. 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.
Thu 12/256:08 pmMDW - LIS
2 stops17h 22mDelta
Wed 1/75:00 amLIS - MDW
2 stops17h 29mDelta
Deal found 12/15$2,132
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/193:10 pmMDW - PDL
2 stops34h 45mMultiple Airlines
Sun 12/214:50 pmPDL - MDW
1 stop22h 15mMultiple Airlines
Deal found 12/15$2,207
This Delta deal was found by Cheapflights users on 12/16. 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 12/239:50 amMDW - OPO
2 stops18h 40mDelta
Tue 12/306:05 amOPO - MDW
2 stops22h 17mDelta
Deal found 12/16$2,396

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 December 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$493
(Delta)

One-way from

$282
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$879
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 ($152 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 December 2025
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 December 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

Mon 2/9

1:51 pm-10:30 am

2 stops14h 39m

Porto

Wed 2/25

5:00 am-5:45 pm

2 stops18h 45m

$485

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Tue 3/3

1:28 pm-10:30 am

2 stops15h 02m

Porto

Mon 3/16

11:15 am-5:55 pm

2 stops35h 40m

$492

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Wed 2/4

12:48 pm-10:30 am

2 stops15h 42m

Porto

Wed 2/11

4:10 pm-5:45 pm

2 stops31h 35m

$493

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Tue 1/13

1:28 pm-10:30 am

2 stops15h 02m

Porto

Tue 1/20

5:00 am-10:22 pm

2 stops23h 22m

$493

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 3/4

10:53 am-8:40 am

2 stops15h 47m

Lisbon Humberto Delgado

Tue 3/10

5:00 am-6:40 pm

2 stops18h 40m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 1/13

6:14 pm-3:10 pm

2 stops14h 56m

Lisbon Humberto Delgado

Tue 1/20

5:00 am-5:29 pm

2 stops18h 29m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 3/3

1:28 pm-9:00 am

2 stops13h 32m

Lisbon Humberto Delgado

Wed 3/11

5:00 am-6:40 pm

2 stops18h 40m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 1/14

1:28 pm-2:35 pm

2 stops19h 07m

Lisbon Humberto Delgado

Tue 1/27

5:00 am-5:55 pm

2 stops18h 55m

$507

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 1/14

1:28 pm-2:35 pm

2 stops19h 07m

Lisbon Humberto Delgado

Wed 1/21

5:00 am-5:29 pm

2 stops18h 29m

$507

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Fri 1/30

1:49 pm-11:20 am

2 stops15h 31m

Lisbon Humberto Delgado

Fri 2/6

5:00 am-5:29 pm

2 stops18h 29m

$526

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 46 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 December 17, 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 26% versus a flight in the morning.

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 $492, Delta can have you in Portugal from Chicago Midway Airport in 15h 02m. 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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