$293 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 3/4. 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
Travelers love KAYAK
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Everything you should know

Cheapest round-trip
$441
Overall average: $900
Lufthansa
Sat 2/21Mon 3/2
LIS - ORD • 2 stops
Cheapest non-stop
$455
TAP AIR PORTUGAL
Fri 3/20Sat 4/4
LIS - ORD • Non-stop
When to travel
February
Cheapest • 25% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

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

Sat, Feb 21 - Mon, Mar 2
Lufthansa Logo
5:00 am - 6:40 pm
LIS
-
ORD
19h 40m
2 stops
Lufthansa Logo
6:00 pm - 1:20 pm
ORD
-
LIS
13h 20m
1 stop
$441Lufthansa
Fri, Feb 20 - Fri, Feb 27
TAP AIR PORTUGAL Logo
6:05 am - 3:25 pm
FAO
-
ORD
15h 20m
1 stop
TAP AIR PORTUGAL Logo
8:15 pm - 11:50 pm
ORD
-
FAO
21h 35m
1 stop
$441TAP AIR PORTUGAL
Fri, Feb 20 - Fri, Feb 27
TAP AIR PORTUGAL Logo
6:05 am - 3:25 pm
FAO
-
ORD
15h 20m
1 stop
TAP AIR PORTUGAL Logo
8:15 pm - 11:50 pm
ORD
-
FAO
21h 35m
1 stop
$444TAP AIR PORTUGAL
Thu, Feb 12 - Wed, Feb 25
United Airlines Logo
6:00 am - 1:25 pm
OPO
-
ORD
13h 25m
1 stop
United Airlines Logo
2:30 pm - 9:30 am
ORD
-
OPO
13h 00m
1 stop
$458United Airlines
Sun, Mar 8 - Sat, Mar 14
Multiple Airlines Logo
12:15 pm - 9:05 pm
LIS
-
ORD
13h 50m
1 stop
Multiple Airlines Logo
5:55 pm - 12:50 pm
ORD
-
LIS
13h 55m
1 stop
$458Multiple Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
6:00 am - 3:20 pm
OPO
-
ORD
15h 20m
1 stop
United Airlines Logo
4:05 pm - 3:25 pm
ORD
-
OPO
17h 20m
1 stop
$459United Airlines
Sat, Feb 21 - Mon, Mar 2
Multiple Airlines Logo
5:00 am - 1:25 pm
LIS
-
ORD
14h 25m
1 stop
Multiple Airlines Logo
6:50 pm - 2:35 pm
ORD
-
LIS
13h 45m
1 stop
$459Multiple Airlines
Mon, Mar 2 - Sun, Mar 8
British Airways Logo
7:05 pm - 3:25 pm
FAO
-
ORD
26h 20m
1 stop
British Airways Logo
7:40 pm - 5:20 pm
ORD
-
FAO
16h 40m
1 stop
$479British Airways
Mon, Mar 2 - Sun, Mar 8
British Airways Logo
7:05 pm - 6:00 pm
FAO
-
ORD
28h 55m
2 stops
British Airways Logo
7:40 pm - 5:20 pm
ORD
-
FAO
16h 40m
1 stop
$484British Airways
Tue, Apr 21 - Tue, May 12
American Airlines Logo
8:20 am - 2:15 pm
OPO
-
ORD
11h 55m
1 stop
American Airlines Logo
11:21 am - 7:40 am
ORD
-
OPO
14h 19m
2 stops
$501American Airlines
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 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 $596 on average for one-way flights. On the other hand, the most expensive months are January and August, where the average cost of tickets from Portugal is $1,018 and $971 respectively. For return trips, the best month to travel is February with an average price of $596.

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, with an average flight price of $138.

Good to know

Low seasonMarch
Cheapest flight$293
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Lisbon to Chicago

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 $691. The cheapest price found on KAYAK in the last 2 weeks cost $531 and departed from Lisbon Humberto Delgado Airport.

  • What is the cheapest day to fly to Chicago?

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

  • 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.

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

    The cheapest time of day to fly to Chicago is generally in the afternoon, when flights cost $932 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.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $599 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.
7.7
KLMOverall score based on 1443 reviews
7.1Entertainment
7.6Comfort
7.3Food
7.8Boarding
8.4Crew
Airline reviews

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

8.0 ExcellentShereen, Dec 2025
AMS - YUL
Read more KLM reviews

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.

Ad experience - been flying many years with them but they are losing out to other carriers with their service and bagage / seating policy. My 2 12-yo kids were not placed with the parent. Absurdity.

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.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

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.

Wonderful just hope the had more direct flights to Boston

Boarding process was fast and efficient. Short flight but on time and well organized. I would certainly fly TAP again.

Very long line at the gate, moved slowly. I had expected that boarding a flagship A330neo would be with a jetway directly at the gate, and not a long bus ride to the airplane.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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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.