$339 Find Cheap Flights from Portugal to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 4/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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Cheap Flights from Portugal to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portugal to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portugal to Chicago

Thu, Apr 16 - Sat, May 2
TAP AIR PORTUGAL Logo
10:30 pm - 4:00 pm
OPO
-
ORD
23h 30m
1 stop
TAP AIR PORTUGAL Logo
6:05 pm - 3:00 pm
ORD
-
OPO
14h 55m
1 stop
$611TAP AIR PORTUGAL
Thu, Apr 16 - Sat, May 2
TAP AIR PORTUGAL Logo
10:30 pm - 4:00 pm
OPO
-
ORD
23h 30m
1 stop
TAP AIR PORTUGAL Logo
6:05 pm - 3:00 pm
ORD
-
OPO
14h 55m
1 stop
$613TAP AIR PORTUGAL
Tue, Apr 14 - Tue, Apr 21
Aer Lingus Logo
10:15 pm - 2:00 pm
LIS
-
ORD
21h 45m
1 stop
Aer Lingus Logo
9:00 pm - 9:35 pm
ORD
-
LIS
18h 35m
1 stop
$661Aer Lingus
Fri, Apr 17 - Wed, Apr 22
Multiple Airlines Logo
8:40 pm - 4:05 pm
OPO
-
ORD
25h 25m
2 stops
Multiple Airlines Logo
6:00 pm - 11:50 pm
ORD
-
OPO
23h 50m
2 stops
$662Multiple Airlines
Wed, Apr 15 - Mon, Apr 20
Multiple Airlines Logo
7:25 am - 12:24 am
LIS
-
ORD
46h 59m
3 stops
Multiple Airlines Logo
7:25 pm - 11:00 pm
ORD
-
LIS
21h 35m
2 stops
$670Multiple Airlines
Wed, Apr 15 - Mon, Apr 20
Scandinavian Airlines Logo
7:15 am - 4:10 pm
LIS
-
ORD
14h 55m
1 stop
Scandinavian Airlines Logo
7:15 pm - 3:50 pm
ORD
-
LIS
14h 35m
1 stop
$673Scandinavian Airlines
Fri, Apr 17 - Fri, May 1
Scandinavian Airlines Logo
9:15 pm - 4:10 pm
LIS
-
ORD
24h 55m
1 stop
Scandinavian Airlines Logo
7:15 pm - 10:05 pm
ORD
-
LIS
20h 50m
1 stop
$674Scandinavian Airlines
Wed, Apr 15 - Mon, Apr 20
Aer Lingus Logo
10:15 pm - 2:00 pm
LIS
-
ORD
21h 45m
1 stop
Aer Lingus Logo
9:00 pm - 9:35 pm
ORD
-
LIS
18h 35m
1 stop
$691Aer Lingus
Thu, Apr 9 - Mon, Apr 13
Delta Logo
5:00 am - 5:54 pm
LIS
-
MDW
18h 54m
2 stops
Delta Logo
6:38 pm - 6:45 pm
MDW
-
LIS
18h 07m
2 stops
$832Delta
Fri, Apr 17 - Sat, May 2
Delta Logo
5:35 am - 5:58 pm
LIS
-
MDW
18h 23m
2 stops
Delta Logo
6:38 pm - 6:45 pm
MDW
-
LIS
18h 07m
2 stops
$839Delta
Booking Insights

KAYAK's insights & trends for flights to Chicago

Get data-powered insights and trends for flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest day to fly to Chicago?

The average price of all round-trip flights to Chicago clicked on KAYAK for each day over the last 12 months.

Based on KAYAK data, the cheapest day to fly to Chicago is Thursday where round-trip tickets can be as cheap as $884. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $1,205 on average.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Chicago is February, where tickets cost $587 on average for return flights. On the other hand, the most expensive months are January and August, where the average cost of tickets from Portugal is $1,152 and $1,009 respectively. For one-way flights, the best month to travel is February with an average price of $587.

What is the cheapest time of day to fly to Chicago?

The average price for all round-trip flights to Chicago depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Chicago is generally in the afternoon, when round-trip flights cost $886 on average. The most expensive time of day to fly to Chicago is generally in the morning, which is peak travel time and where the average cost of a ticket is $1,083.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport (RFD), with an average flight price of $161.

Good to know

Low seasonFebruary
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 22% increase in price.

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    Chicago is served by 3 major airports. Chicago Midway Airport (9 miles) is the closest to the center of Chicago. Chicago O'Hare Airport is 16 miles from the center and Chicago Greater Rockford is 79 miles away from the center.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $794. The cheapest price found on KAYAK in the last 2 weeks cost $553 and departed from Lisbon Humberto Delgado Airport.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $680 or less one-way.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top 3 airlines serving from Portugal to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Portugal to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
KLMOverall score based on 1471 reviews
7.1Entertainment
8.4Crew
7.8Boarding
7.6Comfort
7.3Food
Airline reviews

Crew is not the cheerful type. very slow meal service (this is their style as have flown this many times)

6.0 GoodGlenn, Feb 2026
AMS - JFK
Read more KLM reviews

Crew is not the cheerful type. very slow meal service (this is their style as have flown this many times)

Flight was on time, staff are friendly and helpful onboard.

At the airport, terrible, I do not want to even remember it. It was too humiliating for a business class passenger.

Flight was ok but lack of communication cost me to literally beg to be put on another flight as connecting flight had departed

They forgot to serve food and the crew was very unfriendly. Never experienced such a bad KLM flight. Usually fly from Toronto. New York was different.

Couldn’t get boarding pass in SLC even with help from a redcoat, so had to find a desk in AMS to get boarding pass. Technical problems so not sure why. Very inconvenient. The KLM app is not as user friendly as most apps. Also had to wait almost an hour on the tarmac for a fuel truck, which caused us to miss a connecting bus in LUX.

Over 1 Hr delay. No APU so no AC on ground. Plane was hot during boarding and then they closed the doors over 20 minutes before engine start so interior of plane was steamy hot and stuffy. Could have been helped by opening doors until ready to depart.

First of all we couldn’t check in online, then we learn at the airport we were on stand by for KLM’s mistake of overbooking. The seats were not comfy at all. Our luggage got lost.

Short flight so it was okay. Nice crew, all very pleasant and professional. We were near the back in row 27 so just as we got our drinks, we started our descent so had to drink very quickly!

KLM remains a quality flag carrier airline which maintains its standards whilst all their competitors are lowering theirs.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

I understand that there is a catering issue - water should be the minimum stock. During the flight, not once that the attendants came through with water. The conversations in the kitchen were very loud and they were swearing. I do not expect any white glove service, at the minimum, we should be cordial. It was almost an inconveniece that we were on the flight. And it made us feel if you even dare question us, we'll make you deplane.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

The crew was great. There was a big guy sitting next to me who was hanging over my side of the armrest the entire time. Maybe some information about "Be considerate of your neighbors, this is tight space, be kind". The breakfast sandwich was not appealing at all.

Kayak let me choose these flights on TAP but then after 2 months, cancelled my flights because they didn't think 90 minutes was enough time for the connection. I notice that neither flight was actually cancelled. Just my reservation. Why let me go through all of that effort to find the right flights for us, only to cancel it from underneath us 2 months later leaving us scrambling to find an alternative?

It was a good experience overall. We were however delayed by over 3 hours due to a security issue with one of the passengers inadvertently leaving a power bank in a luggage she was using as carrying on but then had to be moved int check in due to spacing issues. The airline staff had requested that she checked her bags in, but should have reminded her about removing all hazardous material like her power bank. When she eventually remembered as we were on the plane, we had to turn back and go through security all over again. Hence delaying our takeoff. The incident could have been prevented if staff reminded these passengers to remove their power banks.

this flight was awful from pre-boarding to on the plane. There needs to be more coordination between TAP and My Way. We were in first class and I am handicapped. BY the time we got on the plane there was no place for our baggage and the crew did not handle the situation well. They gave us an argument and said that we'd have to have it checked. Then, after I complained they moved some people's bags to put our small carry ons several seats back of our seats which were in Row 4.

Bad. They gave me a voucher for food to use at the airport but didn’t have time since I had to catch the other plane. No refunds and lack of communication

Negative. Food was awful, seat broken, flight was late, baggage lost and damaged

The ground staff did not load my bag onto the plane and despite me watching from the bus that my bag is not being loaded and taken back on the cart to the terminal, I pointed out to the staff and ge laughed upon checking my tag and knowing they made a mistake. Instead of calling the cart back and loading it he said we can’t fo anything and you should file a report upon landing at RAK. I told them my stay there is short and i needed my bag as it had everything I needed but no avail. Even the pilot was informed, staff of the plane was aware but all in don’t care mode. Upon arriving at Marrakech RAK, i filed a report and being told it might come in next flight tomorrow and we don’t provide delivery service, you must come and pick it up. If it doesn’t arrive on time then it will be sent to your home in the US. Unbelievable stress and inconvenience that could have been easily prevented by the ground staff.

The cabin crew were curt, not with me, but observed with other passengers. They were unduly rude and it was unprovoked and when they realized they were wrong, they made no attempt to apologize for their own confusion.

I was disappointed of the crew, not friendly and attentive. Delay one way for fuel leakage and the plane is so hot. Not that great all around but I’m glad I experienced it so now know better.

Flew Business class and did not like anything, flight attendants were rude and not helpful. Food was of poor quality and I did not eat meals.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
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Saint John

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.