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Algarve

$250+ Cheap flights from Chicago (CHI) to Algarve

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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FAO
Jan 21 — Jan 281
Wed 1/21
Wed 1/28
1 adult, Economy
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Cheap flight deals from Chicago to Algarve

Cheapest flights from Chicago to Algarve
Explore the most affordable flight options available from Chicago to Algarve. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2025.

This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:40 pmORD - FAO
1 stop15h 50mAer Lingus
Sun 1/1111:10 amFAO - ORD
1 stop14h 05mAer Lingus
Deal found 12/21$804
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:05 amORD - FAO
3 stops32h 40mMultiple Airlines
Sun 1/111:25 pmFAO - ORD
3 stops34h 27mMultiple Airlines
Deal found 12/21$950
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 Mytrip deal was found by Cheapflights users on 12/20. 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 12/203:50 pmORD - FAO
3 stops26h 00mMultiple Airlines
Sat 12/2710:15 amFAO - ORD
2 stops34h 30mMultiple Airlines
Deal found 12/20$1,586

Find flight deals from Chicago to Algarve

Keep the following information in mind while searching for Chicago to Algarve flight deals. Data was last updated December 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$481
(Mytrip)

One-way from

$250
(Trip.com)

Popular in

January

Cheapest in

February

Average price

$1,006
Provider with most accurate pricing for Chicago (CHI)-Faro flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Faro flights.
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From Chicago (CHI) to Algarve
Search Deals
One-way flight from Chicago (CHI) to Algarve
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($137 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($70 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Algarve 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 22, 2025.
Use the filters below to find and compare flights from Chicago to Algarve that are best for you.

Fly from

Chicago

Fly to

Algarve

Route

Depart

Return

Price

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Wed 2/4

7:20 pm-11:10 am

2 stops57h 50m

Faro

Wed 2/11

10:35 am-4:45 pm

2 stops36h 10m

$481

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Wed 2/4

7:10 pm-11:50 pm

1 stop22h 40m

Faro

Wed 2/11

6:05 am-3:00 pm

1 stop14h 55m

$484

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Wed 1/14

7:10 pm-11:50 pm

1 stop22h 40m

Faro

Thu 3/12

11:15 am-4:25 pm

1 stop34h 10m

$492

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Wed 1/14

6:25 pm-5:30 pm

2 stops17h 05m

Faro

Thu 3/12

7:40 pm-2:50 pm

1 stop24h 10m

$601

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Thu 3/12

11:40 am-12:50 pm

2 stops44h 10m

Faro

Thu 3/19

7:40 pm-7:53 pm

2 stops29h 13m

$629

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Wed 5/13

4:50 pm-7:30 pm

1 stop20h 40m

Faro

Mon 5/18

9:45 pm-4:36 pm

2 stops24h 51m

$637

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Tue 2/3

9:23 am-6:20 pm

2 stops26h 57m

Faro

Tue 2/10

10:30 am-3:00 pm

2 stops34h 30m

$672

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Wed 2/4

6:30 pm-10:25 am

3 stops33h 55m

Faro

Wed 2/11

6:35 am-5:20 pm

2 stops16h 45m

$690

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Tue 2/3

6:00 pm-1:20 pm

1 stop13h 20m

Faro

Tue 2/10

4:35 pm-1:25 pm

2 stops26h 50m

$714

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Mon 2/23

4:25 pm-6:55 pm

1 stop20h 30m

Faro

Mon 3/2

7:15 pm-5:53 pm

2 stops28h 38m

$715

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 25 results
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Best time to book a flight from Chicago to Algarve

Have a flexible travel schedule? Discover the best time to fly to Algarve 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 Algarve

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

Currently, December is the cheapest month in which you can book a flight from Chicago to Algarve (average of $411). Flying from Chicago to Algarve in July is currently the most expensive (average of $828). 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.

Reviews of airlines servicing Algarve

Get insights into the airlines that provide service to Algarve. 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 Algarve. Reviews last updated December 22, 2025.
See what other customers who have flown with Aer Lingus and TAP AIR PORTUGAL from Chicago to Algarve have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Aer Lingus
7.2
Good
1,408 reviews

Crew

8.0

Overall

7.2

Comfort

7.1

Entertainment

6.9

Boarding

7.4

Food

6.6

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
7.2
Good
1,408 reviews
Aer Lingus
7.2
Good
1,408 reviews

Crew

8.0

Overall

7.2

Comfort

7.1

Entertainment

6.9

Boarding

7.4

Food

6.6

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
7.2
Good
2,096 reviews
Aer Lingus
7.2
Good
1,408 reviews

Crew

8.0

Overall

7.2

Comfort

7.1

Entertainment

6.9

Boarding

7.4

Food

6.6

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 Algarve. 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 Algarve?

    Scandinavian Airlines, TAP AIR PORTUGAL, and American Airlines can get you from Chicago to Algarve in just under 17h 05m. Your travel time can differ by up to 40h 45m. There are 4114 mi between Chicago and Algarve. This flight may include one or multiple stops.

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

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

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

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

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

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

    Currently, December is the cheapest month in which you can book a flight from Chicago to Algarve (average of $411). Flying from Chicago to Algarve in July is currently the most expensive (average of $828). 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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Top 3 airlines flying from Chicago to Algarve

Discover the top 3 airlines that operate flights from Chicago to Algarve. 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 December 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$486Average$710FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$733Average$828FlexibilityNo cancel feeOn-time69%
Aer LingusCheapest$741Average$1,059FlexibilityNo cancel feeOn-timeN/A

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