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Portugal

$309+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIS
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
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 July 1, 2025.

Round-trip from

$618
(Delta)

One-way from

$309
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$884
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 ($153 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 1, 2025.

This Delta deal was found by Cheapflights users on 6/30. 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 10/236:00 amMDW - LIS
2 stops20h 00mDelta
Thu 10/305:30 amLIS - MDW
2 stops18h 06mDelta
Deal found 6/30$618
This Delta deal was found by Cheapflights users on 7/1. 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.
Thu 10/301:00 pmMDW - OPO
2 stops16h 30mDelta
Sun 11/95:00 amOPO - MDW
2 stops19h 36mDelta
Deal found 7/1$672
This KLM deal was found by Cheapflights users on 6/29. 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 12/39:30 amMDW - OPO
2 stops23h 55mKLM
Sun 12/75:00 amOPO - MDW
2 stops19h 36mKLM
Deal found 6/29$674
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/109:15 amMDW - LIS
2 stops15h 15mMultiple Airlines
Thu 9/186:05 pmLIS - MDW
1 stop20h 14mMultiple Airlines
Deal found 7/1$803
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/109:15 amMDW - LIS
2 stops15h 15mPorter Airlines
Thu 9/188:15 amLIS - MDW
2 stops14h 09mPorter Airlines
Deal found 7/1$827
This Air France deal was found by Cheapflights users on 6/30. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1512:43 pmMDW - FAO
2 stops16h 57mAir France
Fri 8/226:40 pmFAO - MDW
2 stops26h 48mAir France
Deal found 6/30$861
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/259:40 amMDW - OPO
2 stops15h 20mMultiple Airlines
Wed 9/38:25 amOPO - MDW
2 stops13h 59mMultiple Airlines
Deal found 7/1$881
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/219:40 amMDW - PDL
1 stop16h 00mMultiple Airlines
Wed 8/275:30 pmPDL - MDW
2 stops43h 52mMultiple Airlines
Deal found 6/30$968
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:15 amMDW - FAO
1 stop14h 15mMultiple Airlines
Thu 11/131:25 pmFAO - MDW
2 stops26h 55mMultiple Airlines
Deal found 7/1$980
This KLM deal was found by Cheapflights users on 6/30. 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.
Fri 7/116:20 pmMDW - FAO
2 stops17h 55mKLM
Fri 7/188:05 amFAO - MDW
2 stops19h 37mKLM
Deal found 6/30$1,340
This Delta deal was found by Cheapflights users on 7/1. 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.
Thu 7/36:20 pmMDW - FAO
2 stops17h 20mDelta
Sun 7/136:40 pmFAO - MDW
2 stops30h 00mDelta
Deal found 7/1$1,487

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 July 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

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Thu 10/23

6:00 am-8:00 am

2 stops20h 00m

Lisbon Humberto Delgado

Thu 10/30

5:30 am-6:36 pm

2 stops18h 06m

$618

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Thu 10/30

1:00 pm-10:30 am

2 stops16h 30m

Porto

Sun 11/9

5:00 am-6:36 pm

2 stops19h 36m

$672

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Wed 12/3

9:30 am-3:25 pm

2 stops23h 55m

Porto

Sun 12/7

5:00 am-6:36 pm

2 stops19h 36m

$674

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 9/10

9:15 am-6:30 am

2 stops15h 15m

Lisbon Humberto Delgado

Thu 9/18

6:05 pm-8:19 am

1 stop20h 14m

$803

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 9/10

9:15 am-6:30 am

2 stops15h 15m

Lisbon Humberto Delgado

Thu 9/18

8:15 am-4:24 pm

2 stops14h 09m

$827

ChicagoFaro

MDW - FAO

MDWFAO

Chicago Midway

Fri 8/15

12:43 pm-11:40 am

2 stops16h 57m

Faro

Fri 8/22

6:40 pm-3:28 pm

2 stops26h 48m

$861

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Mon 8/25

9:40 am-7:00 am

2 stops15h 20m

Porto

Wed 9/3

8:25 am-4:24 pm

2 stops13h 59m

$881

ChicagoPonta Delgada

MDW - PDL

MDWPDL

Chicago Midway

Thu 8/21

9:40 am-6:40 am

1 stop16h 00m

Ponta Delgada Nordela

Wed 8/27

5:30 pm-8:22 am

2 stops43h 52m

$968

ChicagoFaro

MDW - FAO

MDWFAO

Chicago Midway

Fri 11/7

11:15 am-7:30 am

1 stop14h 15m

Faro

Thu 11/13

1:25 pm-10:20 am

2 stops26h 55m

$980

ChicagoFaro

MDW - FAO

MDWFAO

Chicago Midway

Fri 7/11

6:20 pm-6:15 pm

2 stops17h 55m

Faro

Fri 7/18

8:05 am-9:42 pm

2 stops19h 37m

$1,340

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 19 results
1
2

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 July 1, 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.

Reviews of airlines servicing Portugal

Get insights into the airlines that provide service to Portugal. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portugal. Reviews last updated July 1, 2025.
Read reviews from past customers who have flown Porter Airlines, Delta, and KLM from Chicago Midway Airport to Portugal. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
296 reviews

Comfort

8.1

Crew

8.7

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
296 reviews
Porter Airlines
8.0
Very good
296 reviews

Comfort

8.1

Crew

8.7

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Delta
8.0
Very good
7,973 reviews
Porter Airlines
8.0
Very good
296 reviews

Comfort

8.1

Crew

8.7

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
KLM
7.8
Good
1,366 reviews
Porter Airlines
8.0
Very good
296 reviews

Comfort

8.1

Crew

8.7

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Air France
7.5
Good
1,472 reviews
Porter Airlines
8.0
Very good
296 reviews

Comfort

8.1

Crew

8.7

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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 cheapest airlines to fly from Chicago Midway Airport to Portugal one-way?

    $416 is the cheapest one-way deal found within the past few days, from KLM. You may also be able to find cheap deals on Delta and Air France, with prices starting from $445 and $703, respectively.

  • 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 $1,130). 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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