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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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LIS
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
1 adult, Economy
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Cheap 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 July 23, 2026.

This lol.travel deal was found by Cheapflights users on 7/23. 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.
Thu 8/67:45 pm
ORD
-
FAO
1 stop15h 35m
TAP AIR PORTUGAL
Thu 8/206:10 pm
FAO
-
ORD
1 stop27h 50m
TAP AIR PORTUGAL
Deal found 7/23$605
This Gotogate deal was found by Cheapflights users on 7/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:00 pm
ORD
-
OPO
1 stop17h 00m
TAP AIR PORTUGAL
Tue 8/2510:30 pm
OPO
-
ORD
1 stop22h 15m
TAP AIR PORTUGAL
Deal found 7/22$615
This oojo deal was found by Cheapflights users on 7/19. 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.
Thu 10/156:00 pm
ORD
-
FAO
1 stop10h 25m
TAP AIR PORTUGAL
Sun 10/256:05 am
FAO
-
ORD
1 stop15h 25m
TAP AIR PORTUGAL
Deal found 7/19$619
This oojo deal was found by Cheapflights users on 7/19. 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.
Sun 9/206:00 pm
ORD
-
OPO
1 stop15h 00m
TAP AIR PORTUGAL
Thu 10/17:00 am
OPO
-
ORD
1 stop11h 40m
TAP AIR PORTUGAL
Deal found 7/19$619
This oojo deal was found by Cheapflights users on 7/19. 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.
Wed 9/236:00 pm
ORD
-
OPO
1 stop15h 00m
TAP AIR PORTUGAL
Wed 10/75:05 am
OPO
-
ORD
1 stop16h 55m
TAP AIR PORTUGAL
Deal found 7/19$621
This oojo deal was found by Cheapflights users on 7/18. 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.
Wed 8/126:00 pm
ORD
-
OPO
1 stop17h 00m
TAP AIR PORTUGAL
Wed 8/199:00 am
OPO
-
ORD
1 stop33h 40m
TAP AIR PORTUGAL
Deal found 7/18$626
This Gotogate deal was found by Cheapflights users on 7/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 pm
ORD
-
OPO
1 stop23h 00m
TAP AIR PORTUGAL
Wed 10/1410:00 am
OPO
-
ORD
1 stop12h 00m
TAP AIR PORTUGAL
Deal found 7/19$631
This Trip.com deal was found by Cheapflights users on 7/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:00 pm
ORD
-
OPO
1 stop23h 30m
TAP AIR PORTUGAL
Wed 11/187:00 am
OPO
-
ORD
1 stop14h 30m
TAP AIR PORTUGAL
Deal found 7/22$636
This FlightHub deal was found by Cheapflights users on 7/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:00 pm
ORD
-
OPO
1 stop22h 55m
TAP AIR PORTUGAL
Sun 8/239:00 am
OPO
-
ORD
1 stop13h 00m
TAP AIR PORTUGAL
Deal found 7/18$638
This Booking.com deal was found by Cheapflights users on 7/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:00 pm
ORD
-
OPO
1 stop17h 00m
TAP AIR PORTUGAL
Wed 10/145:05 am
OPO
-
ORD
1 stop16h 55m
TAP AIR PORTUGAL
Deal found 7/22$640
This FlightHub deal was found by Cheapflights users on 7/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:00 pm
ORD
-
FAO
1 stop17h 20m
TAP AIR PORTUGAL
Sat 8/296:05 am
FAO
-
ORD
1 stop16h 00m
TAP AIR PORTUGAL
Deal found 7/23$642
This oojo deal was found by Cheapflights users on 7/19. 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.
Thu 8/277:45 pm
ORD
-
FNC
1 stop11h 30m
TAP AIR PORTUGAL
Thu 9/34:05 am
FNC
-
ORD
1 stop14h 35m
TAP AIR PORTUGAL
Deal found 7/19$649

Find flight deals from Chicago to Portugal

Keep the following information in mind while searching for Chicago to Portugal flight deals. Data was last updated July 23, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$605
(lol.travel)

One-way from

$249
(Ovago)

Popular in

June

Cheapest in

February

Average price

$996

Good round-trip deal

$690 or less

Good one-way deal

$491 or less
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 (CHI) to Portugal
Search Deals
One-way flight from Chicago (CHI) to Portugal
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($252 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Portugal.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Portugal.
Search Deals

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 July 23, 2026.
Use the filters below to find and compare flights from Chicago to Portugal that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPorto

ORD - OPO

ORDOPO

Chicago O'Hare Intl

Sun 11/15

11:15 am-9:30 am

2 stops16h 15m

Porto

Thu 11/19

6:00 am-1:10 pm

1 stop13h 10m

$763

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Wed 1/13

5:25 pm-5:30 pm

2 stops18h 05m

Lisbon Humberto Delgado

Sun 1/17

5:00 am-4:50 pm

2 stops17h 50m

$794

ChicagoPorto

ORD - OPO

ORDOPO

Chicago O'Hare Intl

Tue 10/13

9:00 am-7:00 am

2 stops16h 00m

Porto

Tue 11/3

6:00 am-1:10 pm

1 stop13h 10m

$796

ChicagoLisbon

ORD - LIS

ORDLIS

Chicago O'Hare Intl

Sun 11/22

6:10 pm-5:30 pm

2 stops17h 20m

Lisbon Humberto Delgado

Fri 11/27

11:15 am-10:04 pm

1 stop16h 49m

$798

ChicagoLisbon

MDW - LIS

MDWLIS

Chicago Midway

Sun 12/6

9:30 am-9:00 am

2 stops17h 30m

Lisbon Humberto Delgado

Tue 12/8

10:00 am-10:10 pm

2 stops18h 10m

$799

ChicagoPorto

ORD - OPO

ORDOPO

Chicago O'Hare Intl

Tue 10/13

5:24 pm-3:25 pm

2 stops16h 01m

Porto

Tue 11/3

5:00 am-8:30 pm

2 stops21h 30m

$808

ChicagoLisbon

ORD - LIS

ORDLIS

Chicago O'Hare Intl

Thu 10/8

8:10 pm-11:20 pm

1 stop21h 10m

Lisbon Humberto Delgado

Tue 10/13

5:05 pm-6:15 pm

1 stop31h 10m

$812

ChicagoPorto

ORD - OPO

ORDOPO

Chicago O'Hare Intl

Sun 11/1

11:30 am-10:35 am

2 stops17h 05m

Porto

Sun 11/8

5:00 am-2:25 pm

1 stop15h 25m

$820

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 1/13

7:00 pm-10:55 pm

1 stop21h 55m

Funchal Madeira

Thu 1/21

4:10 am-3:30 pm

1 stop17h 20m

$825

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 10/14

5:24 pm-9:40 am

2 stops34h 16m

Funchal Madeira

Sun 10/18

6:40 pm-2:30 pm

1 stop25h 50m

$825

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/20

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $571). Flying from Chicago to Portugal in June is currently the most expensive (average of $1,152). 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 July 23, 2026.

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

How often are flights from Chicago to Portugal delayed?

About 35% of weekly flights between Chicago and Portugal have experienced delays in the past year, with the average delay time being 130 minutes.

What is the most punctual flight time for Chicago to Portugal flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Friday tends to have the lowest number of delays on this route, whereas Tuesday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Portugal flights?

Over the last year, TAP AIR PORTUGAL have had the lowest number of delays on this route, with just 35% of flights being delayed.

How far ahead should I book a flight from Chicago to Portugal?

To ensure you get the cheapest price possible for a flight from Chicago to Portugal, you should look to book at least 14 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 July 23, 2026.
Read reviews from past customers who have flown United Airlines,Aer Lingus, andTAP AIR PORTUGAL 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
10,024 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
10,024 reviews
United Airlines
7.4
Good
10,024 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
Aer Lingus
7.3
Good
1,678 reviews
United Airlines
7.4
Good
10,024 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
TAP AIR PORTUGAL
7.2
Good
2,342 reviews
United Airlines
7.4
Good
10,024 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
Air Canada
7.1
Good
11,371 reviews
United Airlines
7.4
Good
10,024 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
British Airways
6.7
Okay
8,127 reviews
United Airlines
7.4
Good
10,024 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

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 $743, Air Canada can have you in Portugal from Chicago in 11h. There are 3996 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 $277. Delta flights start at $283 while deals on British Airways start at $374 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 - Porto.

  • What are the cheapest flights from Chicago to Portugal?

    On average you can expect to pay $1,835 for a flight from Chicago to Portugal. The cheapest flight overall is $387 while the most popular route, (Chicago O'Hare Intl - Lisbon Humberto Delgado) is currently priced at $619.

  • 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 $571). Flying from Chicago to Portugal in June is currently the most expensive (average of $1,152). 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 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 July 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest$334Average$583FlexibilityNo cancel feeOn-time72%
Scandinavian AirlinesCheapest$369Average$551FlexibilityNo cancel feeOn-time77%
IcelandairCheapest$373Average$470FlexibilityNo cancel feeOn-time76%
TAP AIR PORTUGALCheapest$451Average$851FlexibilityNo cancel feeOn-timeN/A
Air FranceCheapest$470Average$625FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$474Average$723FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$489Average$1,064FlexibilityNo cancel feeOn-time69%
SWISSCheapest$489Average$719FlexibilityNo cancel feeOn-time79%
KLMCheapest$492Average$639FlexibilityNo cancel feeOn-time75%
DeltaCheapest$494Average$726FlexibilityNo cancel feeOn-timeN/A

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