HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portimão

$527+ Cheap flights from Chicago (CHI) to Portimão, Portugal

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FAO
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Portimão 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 Chicago to Portimão

Keep the following information in mind while searching for Chicago to Portimão flight deals. Data was last updated August 14, 2025.

Round-trip from

$527
(Trip.com)

Popular in

March

Cheapest in

February

Average price

$966
From Chicago (CHI) to Portimão
Search Deals
High demand for flights, 13% potential price rise
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($65 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

Find flight deals from Chicago to Portimão

Cheapest flights from Chicago to Portimão
Explore the most affordable flight options available from Chicago to Portimão. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Trip.com deal was found by Cheapflights users on 8/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/67:15 pmORD - FAO
1 stop13h 05mScandinavian Airlines
Wed 10/159:40 amFAO - ORD
1 stop36h 30mScandinavian Airlines
Deal found 8/13$527
This SmartFares deal was found by Cheapflights users on 8/13. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/207:15 pmORD - FAO
1 stop13h 05mScandinavian Airlines
Sun 10/2610:30 amFAO - ORD
2 stops36h 25mScandinavian Airlines
Deal found 8/13$556
This oojo deal was found by Cheapflights users on 8/13. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/217:20 pmORD - FAO
2 stops16h 45mScandinavian Airlines
Sun 11/3010:30 amFAO - ORD
2 stops36h 15mScandinavian Airlines
Deal found 8/13$625
This Expedia deal was found by Cheapflights users on 8/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/23:45 pmORD - FAO
1 stop12h 45mAer Lingus
Thu 9/1111:45 amFAO - ORD
1 stop13h 15mAer Lingus
Deal found 8/13$634
This Scandinavian Airlines deal was found by Cheapflights users on 8/14. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/27:15 pmORD - FAO
2 stops32h 15mScandinavian Airlines
Sat 10/116:45 pmFAO - ORD
1 stop27h 25mScandinavian Airlines
Deal found 8/14$646
This oojo deal was found by Cheapflights users on 8/14. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:00 pmORD - FAO
1 stop10h 25mTAP AIR PORTUGAL
Thu 10/3011:15 amFAO - ORD
1 stop34h 00mTAP AIR PORTUGAL
Deal found 8/14$656
This oojo deal was found by Cheapflights users on 8/14. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:00 pmORD - FAO
1 stop10h 25mTAP AIR PORTUGAL
Sun 10/56:05 amFAO - ORD
1 stop16h 05mTAP AIR PORTUGAL
Deal found 8/14$667
This Orbitz deal was found by Cheapflights users on 8/13. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/174:45 pmORD - FAO
2 stops19h 15mBritish Airways
Mon 11/247:05 pmFAO - ORD
1 stop27h 55mBritish Airways
Deal found 8/13$676
This KLM deal was found by Cheapflights users on 8/13. 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 11/175:25 pmMDW - FAO
2 stops19h 30mKLM
Mon 11/247:15 pmFAO - MDW
2 stops27h 08mKLM
Deal found 8/13$847
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Fri 10/249:35 amMDW - FAO
1 stop20h 05mMultiple Airlines
Thu 10/306:05 amFAO - MDW
2 stops19h 26mMultiple Airlines
Deal found 8/14$1,096
This Air France deal was found by Cheapflights users on 8/13. 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 8/261:08 pmMDW - FAO
2 stops22h 32mAir France
Fri 8/296:40 pmFAO - MDW
2 stops32h 32mAir France
Deal found 8/13$1,702
This KLM deal was found by Cheapflights users on 8/12. 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.
Wed 8/206:17 pmMDW - FAO
2 stops19h 13mKLM
Mon 8/258:10 amFAO - MDW
2 stops19h 34mKLM
Deal found 8/12$2,017

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Portimão 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 August 14, 2025.
Use the filters below to find and compare flights from Chicago to Portimão that are best for you.

Fly from

Chicago

Fly to

Portimão

Route

Depart

Return

Price

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Mon 10/6

7:15 pm-2:20 pm

1 stop13h 05m

Faro

Wed 10/15

9:40 am-4:10 pm

1 stop36h 30m

$527

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Mon 10/20

7:15 pm-2:20 pm

1 stop13h 05m

Faro

Sun 10/26

10:30 am-5:55 pm

2 stops36h 25m

$556

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Fri 11/21

7:20 pm-6:05 pm

2 stops16h 45m

Faro

Sun 11/30

10:30 am-4:45 pm

2 stops36h 15m

$625

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Tue 9/2

3:45 pm-10:30 am

1 stop12h 45m

Faro

Thu 9/11

11:45 am-7:00 pm

1 stop13h 15m

$634

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Mon 11/17

4:45 pm-6:00 pm

2 stops19h 15m

Faro

Mon 11/24

7:05 pm-5:00 pm

1 stop27h 55m

$676

ChicagoFaro

MDW - FAO

MDWFAO

Chicago Midway

Fri 10/24

9:35 am-11:40 am

1 stop20h 05m

Faro

Thu 10/30

6:05 am-8:31 pm

2 stops19h 26m

$1,096

ChicagoFaro

MDW - FAO

MDWFAO

Chicago Midway

Tue 8/26

1:08 pm-5:40 pm

2 stops22h 32m

Faro

Fri 8/29

6:40 pm-9:12 pm

2 stops32h 32m

$1,702

ChicagoFaro

MDW - FAO

MDWFAO

Chicago Midway

Wed 8/20

6:17 pm-7:30 pm

2 stops19h 13m

Faro

Mon 8/25

8:10 am-9:44 pm

2 stops19h 34m

$2,017

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Best time to book a flight from Chicago to Portimão

Have a flexible travel schedule? Discover the best time to fly to Portimão from Chicago 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 to Portimão

What is the cheapest month to book a flight from Chicago to Portimão?

Currently, November is the cheapest month in which you can book a flight from Chicago to Portimão (average of $628). Flying from Chicago to Portimão in June is currently the most expensive (average of $1,329). 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.

What is the cheapest time of day to fly from CHI to P0T?

Find hourly flight availability from Chicago to Portimão. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Chicago to Portimão, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Portimão

Get insights into the airlines that provide service to Portimão. 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 Portimão. Reviews last updated August 14, 2025.
Read reviews from past customers who have flown Aer Lingus, TAP AIR PORTUGAL, and British Airways from Chicago to Portimão. 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.
Aer Lingus
7.1
Good
1,214 reviews

Boarding

7.3

Overall

7.1

Entertainment

6.9

Comfort

7.1

Crew

8.0

Food

6.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - DUB

Most airlines board by group even though passengers are seated at the back. At Seatac, passengers were seated starting at the back. Otherwise, flight was good.
Aer Lingus
7.1
Good
1,214 reviews
Aer Lingus
7.1
Good
1,214 reviews

Boarding

7.3

Overall

7.1

Entertainment

6.9

Comfort

7.1

Crew

8.0

Food

6.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - DUB

Most airlines board by group even though passengers are seated at the back. At Seatac, passengers were seated starting at the back. Otherwise, flight was good.
TAP AIR PORTUGAL
7.1
Good
1,947 reviews
Aer Lingus
7.1
Good
1,214 reviews

Boarding

7.3

Overall

7.1

Entertainment

6.9

Comfort

7.1

Crew

8.0

Food

6.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - DUB

Most airlines board by group even though passengers are seated at the back. At Seatac, passengers were seated starting at the back. Otherwise, flight was good.
British Airways
6.7
Okay
7,266 reviews
Aer Lingus
7.1
Good
1,214 reviews

Boarding

7.3

Overall

7.1

Entertainment

6.9

Comfort

7.1

Crew

8.0

Food

6.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - DUB

Most airlines board by group even though passengers are seated at the back. At Seatac, passengers were seated starting at the back. Otherwise, flight was good.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Portimão. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Chicago to Portimão that include hotel bookings?

    Yes. In addition to deals on Chicago to Portimão flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Portimão?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Portimão.

  • Can I find deals for business class flights from Chicago to Portimão?

    Yes. Cheapflights offers flight deals from Chicago to Portimão 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 to Portimão?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Portimão (average of $628). Flying from Chicago to Portimão in June is currently the most expensive (average of $1,329). 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

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.

Top 3 airlines flying from Chicago to Portimão

Discover the top 3 airlines that operate flights from Chicago to Portimão. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$486Average$736FlexibilityNo cancel feeOn-timeN/A
Aer LingusCheapest$543Average$1,187FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$757Average$828FlexibilityNo cancel feeOn-time69%

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.