HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portugal

$314+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LIS
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Portugal with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 23, 2025.

This KLM deal was found by Cheapflights users on 12/21. 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 12/313:29 pmMDW - FAO
2 stops20h 46mKLM
Sun 1/116:50 pmFAO - MDW
2 stops27h 39mKLM
Deal found 12/21$1,263
This Delta deal was found by Cheapflights users on 12/22. 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 12/299:29 amMDW - OPO
2 stops19h 01mDelta
Tue 1/65:00 amOPO - MDW
2 stops19h 32mDelta
Deal found 12/22$2,130
This Delta deal was found by Cheapflights users on 12/21. 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 12/246:08 pmMDW - LIS
2 stops15h 02mDelta
Thu 1/15:30 amLIS - MDW
2 stops33h 19mDelta
Deal found 12/21$2,289
This Delta deal was found by Cheapflights users on 12/22. 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 12/299:29 amMDW - OPO
2 stops19h 01mDelta
Mon 1/56:30 amOPO - MDW
2 stops18h 02mDelta
Deal found 12/22$2,648
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Mon 12/296:15 amMDW - LIS
1 stop17h 20mMultiple Airlines
Sat 1/310:15 amLIS - MDW
1 stop17h 41mMultiple Airlines
Deal found 12/22$3,324
This Delta deal was found by Cheapflights users on 12/21. 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 12/216:08 pmMDW - LIS
2 stops17h 22mDelta
Fri 12/265:30 amLIS - MDW
2 stops17h 56mDelta
Deal found 12/21$4,591
This Delta deal was found by Cheapflights users on 12/22. 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 12/296:08 pmMDW - LIS
2 stops17h 22mDelta
Fri 1/95:30 amLIS - MDW
2 stops18h 07mDelta
Deal found 12/22$4,596
This Delta deal was found by Cheapflights users on 12/22. 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 - LIS
2 stops17h 10mDelta
Sun 12/285:00 amLIS - MDW
2 stops18h 26mDelta
Deal found 12/22$4,616
This Air France deal was found by Cheapflights users on 12/22. 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.
Mon 12/2212:45 pmMDW - OPO
2 stops15h 45mMultiple Airlines
Mon 12/296:30 amOPO - MDW
2 stops21h 52mMultiple Airlines
Deal found 12/22$4,682
This Delta deal was found by Cheapflights users on 12/21. 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 stops15h 02mDelta
Mon 1/55:30 amLIS - MDW
2 stops19h 02mDelta
Deal found 12/21$4,832
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/2411:00 amMDW - LIS
2 stops23h 55mMultiple Airlines
Wed 12/3111:00 amLIS - MDW
1 stop34h 20mMultiple Airlines
Deal found 12/22$5,562
This Delta deal was found by Cheapflights users on 12/21. 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 12/2112:45 pmMDW - LIS
2 stops16h 35mDelta
Wed 12/315:30 amLIS - MDW
2 stops17h 56mDelta
Deal found 12/21$5,616

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 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$500
(Delta)

One-way from

$314
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$886
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 23, 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

Wed 3/4

12:45 pm-11:20 am

2 stops16h 35m

Lisbon Humberto Delgado

Tue 3/10

5:00 am-6:40 pm

2 stops18h 40m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 2/17

6:17 pm-5:30 pm

2 stops17h 13m

Lisbon Humberto Delgado

Tue 2/24

4:50 pm-5:45 pm

2 stops30h 55m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 1/20

6:35 pm-3:10 pm

2 stops14h 35m

Lisbon Humberto Delgado

Tue 1/27

5:00 am-5:29 pm

2 stops18h 29m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Mon 2/16

10:53 am-11:20 am

2 stops18h 27m

Lisbon Humberto Delgado

Tue 2/24

4:50 pm-5:45 pm

2 stops30h 55m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 2/10

6:35 pm-3:10 pm

2 stops14h 35m

Lisbon Humberto Delgado

Fri 2/20

5:00 am-6:40 pm

2 stops19h 40m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Sun 1/18

1:28 pm-3:10 pm

2 stops19h 42m

Lisbon Humberto Delgado

Fri 2/6

5:00 am-5:29 pm

2 stops18h 29m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Sun 2/8

1:26 pm-3:10 pm

2 stops19h 44m

Lisbon Humberto Delgado

Fri 2/20

5:00 am-6:40 pm

2 stops19h 40m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Tue 2/10

12:46 pm-11:20 am

2 stops16h 34m

Lisbon Humberto Delgado

Tue 2/17

5:00 am-5:37 pm

2 stops18h 37m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 2/25

12:45 pm-11:20 am

2 stops16h 35m

Lisbon Humberto Delgado

Wed 3/4

5:00 am-6:40 pm

2 stops19h 40m

$501

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Mon 1/19

9:32 am-11:20 am

2 stops19h 48m

Lisbon Humberto Delgado

Wed 1/28

5:00 am-5:29 pm

2 stops18h 29m

$501

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 40 results
1
2
3
4

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 23, 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 $501, Delta can have you in Portugal from Chicago Midway Airport in 16h 35m. 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Portugal

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Charles de Gaulle flights
O'Hare Intl to Heathrow flights
O'Hare Intl to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Dublin flights
O'Hare Intl to Madrid flights
O'Hare Intl to Istanbul flights
O'Hare Intl to Athens flights
O'Hare Intl to Orly flights
O'Hare Intl to Barcelona-El Prat flights
O'Hare Intl to Gatwick flights
O'Hare Intl to Frankfurt flights
O'Hare Intl to London City flights
O'Hare Intl to Amsterdam flights
O'Hare Intl to Frederic Chopin flights
O'Hare Intl to Stansted flights
Midway to Charles de Gaulle flights
O'Hare Intl to Zurich flights
O'Hare Intl to Keflavik Intl flights
Midway to Heathrow flights
O'Hare Intl to Lisbon flights
O'Hare Intl to Malpensa flights
Midway to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Munich flights
O'Hare Intl to Copenhagen flights
O'Hare Intl to Krakow flights
O'Hare Intl to Bruxelles-National flights
O'Hare Intl to Luton flights
O'Hare Intl to Beauvais-Tille flights
O'Hare Intl to Sabiha Gokcen flights
O'Hare Intl to Linate flights
Midway to Dublin flights
O'Hare Intl to Edinburgh flights
Midway to Athens flights
O'Hare Intl to Vienna flights
Midway to Madrid flights
O'Hare Intl to Florence flights
Midway to Barcelona-El Prat flights
Midway to Keflavik Intl flights
O'Hare Intl to Prague flights
O'Hare Intl to Naples flights
Midway to Lisbon flights
Midway to Frederic Chopin flights
O'Hare Intl to Vicenza flights
O'Hare Intl to Oslo Gardermoen flights
O'Hare Intl to Belgrade flights
O'Hare Intl to Berlin flights
O'Hare Intl to Geneva flights
O'Hare Intl to Katowice flights
O'Hare Intl to Arlanda flights
Midway to Istanbul flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.