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Portimão

$255+ Cheap flights from Chicago (CHI) to Portimão, 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FAO
Mar 31 — Apr 71
Tue 3/31
Tue 4/7
1 adult, Economy
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Cheap 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 March 1, 2026.

This oojo deal was found by Cheapflights users on 2/26. 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 4/176:00 pm
ORD
-
FAO
1 stop23h 50m
TAP AIR PORTUGAL
Thu 4/236:10 pm
FAO
-
ORD
1 stop27h 50m
TAP AIR PORTUGAL
Deal found 2/26$485
This oojo deal was found by Cheapflights users on 3/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:05 pm
ORD
-
FAO
1 stop17h 15m
TAP AIR PORTUGAL
Sun 4/266:05 am
FAO
-
ORD
1 stop15h 55m
TAP AIR PORTUGAL
Deal found 3/1$510
This KAYAK deal was found by Cheapflights users on 2/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:15 pm
ORD
-
FAO
2 stops32h 20m
Scandinavian Airlines
Tue 5/510:30 am
FAO
-
ORD
1 stop35h 40m
Scandinavian Airlines
Deal found 2/27$592
This American Airlines deal was found by Cheapflights users on 2/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:40 pm
ORD
-
FAO
1 stop16h 40m
American Airlines
Mon 3/167:05 pm
FAO
-
ORD
1 stop26h 20m
American Airlines
Deal found 2/26$596
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 4/149:00 pm
ORD
-
FAO
1 stop20h 30m
Multiple Airlines
Tue 4/218:00 am
FAO
-
ORD
1 stop17h 15m
Multiple Airlines
Deal found 2/28$602
This KLM deal was found by Cheapflights users on 2/28. 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.
Tue 4/144:20 pm
ORD
-
FAO
1 stop33h 20m
KLM
Tue 4/218:15 pm
FAO
-
ORD
2 stops26h 03m
KLM
Deal found 2/28$613
This KLM deal was found by Cheapflights users on 2/28. 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 3/255:25 pm
ORD
-
FAO
1 stop34h 00m
KLM
Tue 3/3110:00 am
FAO
-
ORD
1 stop34h 30m
KLM
Deal found 2/28$625
This American Airlines deal was found by Cheapflights users on 2/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/171:54 pm
ORD
-
FAO
2 stops16h 36m
American Airlines
Thu 4/231:20 pm
FAO
-
ORD
1 stop31h 35m
American Airlines
Deal found 2/26$630
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 5/223:20 pm
MDW
-
FAO
1 stop14h 20m
Multiple Airlines
Wed 5/271:25 pm
FAO
-
MDW
1 stop26h 15m
Multiple Airlines
Deal found 2/28$894
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 7/1610:25 am
MDW
-
FAO
2 stops22h 25m
Multiple Airlines
Mon 7/201:25 pm
FAO
-
MDW
1 stop26h 15m
Multiple Airlines
Deal found 2/26$1,408
This Kiwi.com deal was found by Cheapflights users on 2/26. 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.
Sat 3/2812:45 pm
MDW
-
FAO
2 stops18h 25m
Multiple Airlines
Sat 4/410:00 am
FAO
-
MDW
1 stop30h 15m
Multiple Airlines
Deal found 2/26$1,577
This KLM deal was found by Cheapflights users on 2/27. 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 6/85:59 pm
MDW
-
FAO
2 stops19h 26m
KLM
Mon 6/159:45 pm
FAO
-
MDW
2 stops24h 40m
KLM
Deal found 2/27$1,907

Find flight deals from Chicago to Portimão

Keep the following information in mind while searching for Chicago to Portimão flight deals. Data was last updated March 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$485
(oojo)

One-way from

$255
(Kiwi.com)

Popular in

July

Cheapest in

October

Average price

$1,008
Provider with most accurate pricing for Chicago (CHI)-Faro flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Faro flights.
Search Deals
From Chicago (CHI) to Portimão
Search Deals
One-way flight from Chicago (CHI) to Portimão
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($131 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 1, 2026.
Use the filters below to find and compare flights from Chicago to Portimão that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Tue 4/14

4:20 pm-7:40 am

1 stop33h 20m

Faro

Tue 4/21

8:15 pm-4:18 pm

2 stops26h 03m

$613

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Mon 4/27

5:00 pm-2:45 pm

1 stop15h 45m

Faro

Tue 5/5

3:40 pm-1:50 pm

1 stop28h 10m

$630

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Sun 3/8

4:21 pm-5:20 pm

2 stops19h 59m

Faro

Mon 3/16

7:05 pm-4:25 pm

1 stop26h 20m

$631

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Fri 4/10

7:15 pm-9:35 am

2 stops32h 20m

Faro

Fri 4/17

7:35 pm-4:10 pm

2 stops26h 35m

$647

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Fri 4/10

5:40 pm-9:05 pm

2 stops21h 25m

Faro

Wed 4/22

5:40 pm-2:15 pm

1 stop26h 35m

$658

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Fri 4/17

1:54 pm-12:30 pm

2 stops16h 36m

Faro

Thu 4/23

1:20 pm-12:20 pm

1 stop29h 00m

$661

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Fri 4/10

7:14 pm-9:05 pm

2 stops19h 51m

Faro

Fri 4/17

7:30 pm-2:15 pm

1 stop24h 45m

$688

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Sun 4/5

7:00 pm-9:10 am

2 stops32h 10m

Faro

Sat 4/11

9:55 pm-2:15 pm

1 stop22h 20m

$692

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Fri 4/3

4:20 pm-8:30 am

1 stop34h 10m

Faro

Sun 4/12

9:20 am-2:30 pm

1 stop35h 10m

$715

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Wed 3/25

5:25 pm-8:25 am

1 stop34h 00m

Faro

Tue 3/31

10:00 am-11:54 pm

2 stops19h 54m

$716

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 25 resultsSorted by cheapest first
1
2
3

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

How much does it cost to fly round-trip from Chicago to Portimão?

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 March 1, 2026.
Read reviews from past customers who have flown Aer Lingus and TAP AIR PORTUGAL 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
7.2
Good
1,464 reviews

Crew

8.1

Comfort

7.1

Overall

7.2

Boarding

7.4

Entertainment

7.0

Food

6.6

Reviews

1 / 20
6.0
Good

GMarie,Feb 2026

BER - DUB

The crew was great and boarding was smooth. However, with a 10+ hour delay, it was almost impossible to find someone to speak with about missed connections. They ended up putting me on a flight that did not work, but there was no one to speak to with only 6 hours between landing and taking off again on the new itinerary. In airport support could definitely use some work.
Aer Lingus
7.2
Good
1,464 reviews
Aer Lingus
7.2
Good
1,464 reviews

Crew

8.1

Comfort

7.1

Overall

7.2

Boarding

7.4

Entertainment

7.0

Food

6.6

Reviews

1 / 20
6.0
Good

GMarie,Feb 2026

BER - DUB

The crew was great and boarding was smooth. However, with a 10+ hour delay, it was almost impossible to find someone to speak with about missed connections. They ended up putting me on a flight that did not work, but there was no one to speak to with only 6 hours between landing and taking off again on the new itinerary. In airport support could definitely use some work.
TAP AIR PORTUGAL
7.1
Good
2,155 reviews
Aer Lingus
7.2
Good
1,464 reviews

Crew

8.1

Comfort

7.1

Overall

7.2

Boarding

7.4

Entertainment

7.0

Food

6.6

Reviews

1 / 20
6.0
Good

GMarie,Feb 2026

BER - DUB

The crew was great and boarding was smooth. However, with a 10+ hour delay, it was almost impossible to find someone to speak with about missed connections. They ended up putting me on a flight that did not work, but there was no one to speak to with only 6 hours between landing and taking off again on the new itinerary. In airport support could definitely use some work.

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.

  • How long is the flight from Chicago to Portimão?

    KLM, British Airways, and American Airlines can get you from Chicago to Portimão in just under 15h 45m. Your travel time can differ by up to 17h 35m. Chicago and Portimão are separated by a distance of 4114 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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.

See more FAQs

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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 March 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$486Average$690FlexibilityNo cancel feeOn-timeN/A
Aer LingusCheapest$543Average$961FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$733Average$828FlexibilityNo cancel feeOn-time69%

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