$274 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 9/16. 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

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

Wed, Nov 26 - Sun, Nov 30
Scandinavian Airlines Logo
4:55 pm - 4:45 pmLIS-ORD
29h 50m1 stop
Scandinavian Airlines Logo
7:20 pm - 4:05 pmORD-LIS
14h 45m1 stop
$394Scandinavian Airlines
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Thu, Oct 2 - Thu, Oct 16
TAP AIR PORTUGAL Logo
9:20 am - 12:35 pmLIS-ORD
9h 15mnonstop
TAP AIR PORTUGAL Logo
6:00 pm - 8:00 amORD-LIS
8h 00mnonstop
$493TAP AIR PORTUGAL
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Thu, Oct 2 - Thu, Nov 13
 Logo
7:30 pm - 2:10 pmLIS-ORD
24h 40m1 stop
 Logo
5:20 pm - 5:30 pmORD-LIS
18h 10m1 stop
Tue, Oct 7 - Mon, Oct 20
 Logo
5:00 am - 2:10 pmLIS-ORD
15h 10m1 stop
 Logo
5:10 pm - 11:15 amORD-LIS
12h 05m1 stop
Sat, Nov 15 - Wed, Dec 3
Delta Logo
5:00 am - 2:30 pmLIS-ORD
15h 30m1 stop
Delta Logo
1:30 pm - 8:00 amORD-LIS
12h 30m1 stop
$517Delta
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Thu, Oct 2 - Thu, Oct 16
KLM Logo
11:40 am - 2:10 pmLIS-ORD
32h 30m1 stop
KLM Logo
4:20 pm - 10:55 amORD-LIS
12h 35m1 stop
$519KLM
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Tue, Oct 7 - Mon, Oct 20
Delta Logo
5:00 am - 6:36 pmLIS-MDW
19h 36m2 stops
Delta Logo
5:59 pm - 5:50 pmMDW-LIS
17h 51m2 stops
$519Delta
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Fri, Oct 10 - Sat, Oct 18
KLM Logo
7:30 pm - 2:10 pmLIS-ORD
24h 40m1 stop
KLM Logo
4:20 pm - 10:50 pmORD-LIS
24h 30m1 stop
$577KLM
Find Deal
Tue, Oct 7 - Mon, Oct 20
American Airlines Logo
12:30 pm - 6:15 pmLIS-ORD
11h 45m1 stop
American Airlines Logo
5:45 pm - 12:45 pmORD-LIS
13h 00m1 stop
$665American Airlines
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Wed, Sep 24 - Sat, Oct 11
American Airlines Logo
11:05 am - 7:36 pmLIS-ORD
14h 31m2 stops
American Airlines Logo
10:35 pm - 11:10 pmORD-LIS
18h 35m1 stop
$681American Airlines
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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 $634 on average for return flights. On the other hand, the most expensive months are July and December, where the average cost of tickets from Portugal is $1,055 and $923 respectively. For one-way flights, the best month to travel is February with an average price of $634.

What is a good deal for flights to Chicago?

If you’re looking for cheap airfare to Chicago, 25% of our users found tickets to Chicago for the following prices or less: From Lisbon $757 round-trip.

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 $119.


Good to know

Low seasonMarch
High seasonApril
Cheapest flight$274
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 6% lower on average.
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 $778. The cheapest price found on KAYAK in the last 2 weeks cost $562 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 Sunday where round-trip tickets can be as cheap as $784. On the other hand, the most expensive day to fly is Wednesday, where round-trip prices are $1,056 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 at night, when round-trip flights cost $622 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 $1,145.

  • How many direct flights to Chicago are there each week?

    Each week there are around 11,562 direct flights from within Portugal to Chicago. The most common day for departures is Friday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $666 or less one-way and $757 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

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 1358 reviews
7.8Boarding
7.7Comfort
7.1Entertainment
7.2Food
8.4Crew
Airline reviews

Klm start boarding while somw air issue in the plan

8.0 ExcellentA, Jun 2025AMS - YYZ
Read more KLM reviews

Klm start boarding while somw air issue in the plan

I appreciate that KLM was proactive in informing me of the 2 hour delay which enabled me to replan my travel. It was a bit stressful not knowing whether my connection from Montreal to Ottawa was happening. But the ground and air crew did a good job at comforting and assuring me.

Cabin crew professional, polite and friendly, boarding was seemless, but come on KLM surely you can do better than a pack of cheesy biscuits as an inflight snack

Cabin crew were excellent, very proffesional, polite and friendly, in flight snack was underwhelming, a packet of cheese biscuits, im sure KLM could run to a sandwich!

Legroom not all it could be, especially when the seat in front is reclined. Otherwise it was good, food and beverage were nice.

This portion of the flight was through Indigo. A local carrier. So all economy seating. No real service some refreshments for purchase standard economy stuff.

You should not have to pay for WiFi in business class

Transfer at Amsterdam airport is very convenient and the airport is easy to navigate. Boarding was also quick and easy. Cabin crew were excellent and the meals were good, although lacking in options.

Overall very positive. Boarding was quick and organized. Cabin was clean and seats were reasonably comfortable. Cabin crew was excellent and the meals provided were also of good quality

This fight left ahead of time which meant it arrived early which was great. Staff were very professional, but as with all these Short hop Flights the food was a disappointing snack There was no entertainment on this flight, but I did not expect any

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Terrible flight attendant attitude. Average 3-star hotel employee has better hospitality skills. Business class seats are literally a joke. TAP executives should ride business class in other airlines to develop some rudimentary sense of what business class is.

Very pleasant flight, crew was very nice. The flight was really smooth, big plane. The seats are kind of close together, so comfort was just OK. The boarding process on the way back to New York was a little chaotic. It took a long time.There were no announcements, no loudspeaker just one staff yelling out of instructions and a lot of people crowding in before their term to board. So that could really be improved a lot.

The crew was very nice. The food was good. The entertainment on the way back to Miami wasn’t as good as the flight over. I wanted to watch Wicked but on the way over from Miami to Lisbon but the screen didn’t work. On the way from Lisbon to Miami Wicked wasn’t an option. Liked the option to check out overhead carry on with our checked luggage Overall the flights were very good. I would fly TaP again

Boarding went fast. Lisbon's gates are too small for the flights they serve.

Great pilot, textbook landing in madeira. Everything else, from booking to checkin, plane quality, seat amenities, crew engagement, and overall experience were significantly below standard. I WOULD NOT FLY TAP IF THERE IS ANY OTHER OPTION.

Worst: long walk to baggage claim Best: left on time

Got in on time. Food was the worst ever. Comfort was terrible. Check in was incredibly bad.

The flight schedules are better than some airlines. Their website is terrible, it doesn’t store any information so every time you fly you have to re-enter the data. The flight was late taking off but we still got to our destination on time.

Flight delayed by >1 hour. Long boarding involving riding a shuttle to the plane.

When I tried to enter my identity details, your app told me information was missing but did not highlight the missing data. This was frustrating. Also, there was an unexplained delay of about 2 hours in taking off. This was also frustrating. Otherwise the experience was good.

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.

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