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$249+ Cheap flights from Chicago (CHI) 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LIS
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Chicago to Portugal

Keep the following information in mind while searching for Chicago to Portugal flight deals. Data was last updated September 16, 2025.

Round-trip from

$410
(lol.travel)

One-way from

$249
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$747

Good round-trip deal

$510 or less

Good one-way deal

$263 or less
From Chicago (CHI) to Portugal
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One-way flight from Chicago (CHI) to Portugal
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Highest demand for flights based on searches. 16% potential increase in price ($150 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Portugal.
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Price to beat on a one-way flight from Chicago (CHI) to Portugal.
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Find flight deals from Chicago to Portugal

Cheapest flights from Chicago to Portugal
Explore the most affordable flight options available from Chicago to Portugal. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This lol.travel deal was found by Cheapflights users on 9/14. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2712:45 pmORD - OPO
2 stops15h 45mUnited Airlines
Wed 11/1212:35 pmOPO - ORD
1 stop13h 32mUnited Airlines
Deal found 9/14$410
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/2910:50 pmORD - OPO
1 stop19h 50mMultiple Airlines
Wed 11/57:20 pmOPO - ORD
1 stop27h 00mMultiple Airlines
Deal found 9/14$425
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 10/275:45 pmORD - OPO
1 stop17h 15mAmerican Airlines
Wed 11/128:20 amOPO - ORD
1 stop12h 10mAmerican Airlines
Deal found 9/15$446
This lol.travel deal was found by Cheapflights users on 9/14. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/299:10 pmORD - OPO
2 stops31h 20mUnited Airlines
Wed 11/512:35 pmOPO - ORD
2 stops17h 08mUnited Airlines
Deal found 9/14$450
This oojo deal was found by Cheapflights users on 9/14. 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.
Tue 11/256:50 pmORD - OPO
1 stop34h 25mSWISS
Tue 12/212:05 pmOPO - ORD
1 stop34h 15mSWISS
Deal found 9/14$453
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/165:31 pmORD - OPO
1 stop9h 59mUnited Airlines
Tue 11/256:00 amOPO - ORD
1 stop13h 10mUnited Airlines
Deal found 9/13$458
This KAYAK deal was found by Cheapflights users on 9/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/166:50 pmORD - OPO
1 stop34h 25mSWISS
Mon 11/2412:05 pmOPO - ORD
1 stop34h 15mSWISS
Deal found 9/13$459
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2512:45 pmORD - OPO
2 stops14h 45mUnited Airlines
Tue 12/26:00 amOPO - ORD
1 stop13h 10mUnited Airlines
Deal found 9/15$462
This oojo deal was found by Cheapflights users on 9/16. 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 10/319:15 pmORD - FAO
1 stop21h 35mTAP AIR PORTUGAL
Fri 11/76:05 amFAO - ORD
1 stop15h 10mTAP AIR PORTUGAL
Deal found 9/16$475
This Delta deal was found by Cheapflights users on 9/16. 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 11/261:14 pmMDW - OPO
2 stops15h 16mDelta
Tue 12/26:05 amOPO - MDW
2 stops17h 55mDelta
Deal found 9/16$479
This KLM deal was found by Cheapflights users on 9/14. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/271:48 pmMDW - OPO
2 stops15h 42mKLM
Wed 11/126:00 amOPO - MDW
2 stops18h 18mKLM
Deal found 9/14$484
This Scandinavian Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 11/147:20 pmORD - FAO
1 stop15h 00mScandinavian Airlines
Tue 11/2510:50 amFAO - ORD
1 stop35h 55mScandinavian Airlines
Deal found 9/16$499

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago 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 September 16, 2025.
Use the filters below to find and compare flights from Chicago to Portugal that are best for you.

Fly from

Chicago

Fly to

Portugal

Route

Depart

Return

Price

ChicagoPorto

ORD - OPO

ORDOPO

Chicago O'Hare Intl

Mon 10/27

3:07 pm-9:30 am

1 stop13h 23m

Porto

Wed 11/12

12:35 pm-11:43 pm

2 stops17h 08m

$436

ChicagoPorto

ORD - OPO

ORDOPO

Chicago O'Hare Intl

Wed 11/26

4:20 pm-9:30 am

1 stop11h 10m

Porto

Tue 12/2

6:00 am-1:10 pm

1 stop13h 10m

$450

ChicagoPorto

ORD - OPO

ORDOPO

Chicago O'Hare Intl

Mon 11/17

4:20 pm-9:30 am

1 stop11h 10m

Porto

Thu 11/27

6:00 am-8:05 pm

1 stop20h 05m

$458

ChicagoPorto

ORD - OPO

ORDOPO

Chicago O'Hare Intl

Mon 11/17

3:07 pm-9:30 am

1 stop12h 23m

Porto

Tue 11/25

6:00 am-1:10 pm

1 stop13h 10m

$458

ChicagoPorto

ORD - OPO

ORDOPO

Chicago O'Hare Intl

Sun 11/16

5:31 pm-9:30 am

1 stop9h 59m

Porto

Thu 11/27

6:00 am-1:10 pm

1 stop13h 10m

$458

ChicagoPorto

ORD - OPO

ORDOPO

Chicago O'Hare Intl

Sun 11/16

5:31 pm-9:30 am

1 stop9h 59m

Porto

Wed 11/26

6:00 am-8:05 pm

1 stop20h 05m

$458

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Mon 10/27

1:08 pm-10:30 am

2 stops16h 22m

Porto

Wed 11/12

11:15 am-11:32 pm

2 stops18h 17m

$479

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Wed 11/26

10:47 am-10:30 am

2 stops17h 43m

Porto

Tue 12/2

6:05 am-6:00 pm

2 stops17h 55m

$479

ChicagoPorto

MDW - OPO

MDWOPO

Chicago Midway

Mon 10/27

1:48 pm-10:30 am

2 stops15h 42m

Porto

Wed 11/12

6:00 am-6:18 pm

2 stops18h 18m

$484

ChicagoFaro

ORD - FAO

ORDFAO

Chicago O'Hare Intl

Fri 11/14

7:20 pm-4:20 pm

1 stop15h 00m

Faro

Sat 11/22

5:10 pm-4:45 pm

1 stop29h 35m

$499

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Portugal

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Portugal (average of $612). Flying from Chicago to Portugal in June is currently the most expensive (average of $1,127). 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 PT?

Find hourly flight availability from Chicago 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 September 16, 2025.

It’s typically best to fly out from Chicago to Portugal at noon. Doing so could potentially save you 31% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Chicago to Portugal?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Portugal. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Portugal flight should consider departing on Wednesday evenings when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 September 16, 2025.
Read reviews from past customers who have flown United Airlines, American Airlines, and Air Canada from Chicago 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.
United Airlines
7.4
Good
8,924 reviews

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,924 reviews
United Airlines
7.4
Good
8,924 reviews

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,924 reviews

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Air Canada
7.1
Good
10,000 reviews
United Airlines
7.4
Good
8,924 reviews

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
TAP AIR PORTUGAL
7.1
Good
1,975 reviews
United Airlines
7.4
Good
8,924 reviews

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
British Airways
6.7
Okay
7,363 reviews
United Airlines
7.4
Good
8,924 reviews

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Chicago 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 to Portugal?

    For as low as $436, United Airlines can have you in Portugal from Chicago in 13h 23m. There are 3931 mi between Chicago and Portugal. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago to Portugal one-way?

    To fly one-way, consider booking your trip with TAP AIR PORTUGAL, which is currently one of the cheapest options available, starting at $264. Scandinavian Airlines flights start at $285 while deals on Delta start at $434 one-way.

  • What are the most popular routes from Chicago to Portugal?

    The most popular route from Chicago to Portugal is Chicago O'Hare Intl - Lisbon Humberto Delgado. You may also consider Chicago Midway - Lisbon Humberto Delgado or Chicago O'Hare Intl - Funchal Madeira.

  • What are the cheapest flights from Chicago to Portugal?

    On average you can expect to pay $1,374 for a flight from Chicago to Portugal. The cheapest flight overall is $180 while the most popular route, (Chicago O'Hare Intl - Lisbon Humberto Delgado) is currently priced at $370.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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 to Portugal?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Portugal (average of $612). Flying from Chicago to Portugal in June is currently the most expensive (average of $1,127). 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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Alternative routes for Chicago to Portugal

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from Chicago to Portugal

Discover the top 10 airlines that operate flights from Chicago to Portugal. 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$369Average$478FlexibilityNo cancel feeOn-time77%
IcelandairCheapest$444Average$564FlexibilityNo cancel feeOn-time76%
TAP AIR PORTUGALCheapest$453Average$824FlexibilityNo cancel feeOn-timeN/A
IberiaCheapest$472Average$748FlexibilityNo cancel feeOn-time77%
Aer LingusCheapest$484Average$888FlexibilityNo cancel feeOn-timeN/A
Virgin AtlanticCheapest$490Average$702FlexibilityNo cancel feeOn-time72%
British AirwaysCheapest$504Average$819FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$510Average$727FlexibilityNo cancel feeOn-time71%
SWISSCheapest$517Average$748FlexibilityNo cancel feeOn-time79%
KLMCheapest$525Average$657FlexibilityNo cancel feeOn-time75%

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