$341 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 5/23. 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.
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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.

Recent round-trip flight deals from Portugal to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Portugal to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Scandinavian Airlines Logo
5:55 pm - 4:10 pmOPO-ORD
28h 15m1 stop
Scandinavian Airlines Logo
7:15 pm - 11:00 amORD-OPO
33h 45m1 stop
$662Scandinavian Airlines
Find Deal
Fri, Oct 10 - Mon, Oct 13
United Airlines Logo
12:55 pm - 11:56 amLIS-ORD
53h 01m2 stops
United Airlines Logo
4:00 pm - 8:20 amORD-LIS
10h 20m1 stop
$667United Airlines
Find Deal
Fri, Jun 6 - Sun, Jun 8
Delta Logo
5:00 am - 2:10 pmLIS-ORD
15h 10m1 stop
Delta Logo
2:00 pm - 2:50 pmORD-LIS
18h 50m2 stops
$676Delta
Find Deal
Mon, Jun 9 - Tue, Jun 24
Delta Logo
5:00 am - 2:10 pmLIS-ORD
15h 10m1 stop
Delta Logo
6:30 pm - 10:45 amORD-LIS
10h 15m1 stop
$679Delta
Find Deal
Thu, May 29 - Tue, Jun 3
KLM Logo
3:35 pm - 2:10 pmLIS-ORD
28h 35m1 stop
KLM Logo
2:15 pm - 10:45 amORD-LIS
14h 30m1 stop
$683KLM
Find Deal
Wed, May 28 - Tue, Jun 3
American Airlines Logo
11:05 am - 4:55 pmLIS-ORD
11h 50m1 stop
American Airlines Logo
7:00 am - 9:05 amORD-LIS
20h 05m1 stop
$692American Airlines
Find Deal
Mon, Jun 9 - Wed, Jul 9
American Airlines Logo
11:05 am - 4:55 pmLIS-ORD
11h 50m1 stop
American Airlines Logo
2:50 pm - 9:05 amORD-LIS
12h 15m2 stops
$696American Airlines
Find Deal
Wed, Jun 18 - Fri, Jul 18
KLM Logo
4:20 pm - 2:10 pmOPO-ORD
27h 50m1 stop
KLM Logo
4:20 pm - 7:35 pmORD-OPO
21h 15m1 stop
$696KLM
Find Deal
Thu, May 15 - Wed, May 28
TAP AIR PORTUGAL Logo
9:20 am - 12:35 pmLIS-ORD
9h 15mnonstop
TAP AIR PORTUGAL Logo
6:00 pm - 7:55 amORD-LIS
7h 55mnonstop
$966TAP AIR PORTUGAL
Find Deal
Thu, Oct 9 - Fri, Oct 17
TAP AIR PORTUGAL Logo
12:45 pm - 4:10 pmLIS-ORD
9h 25mnonstop
TAP AIR PORTUGAL Logo
6:15 pm - 8:15 amORD-LIS
8h 00mnonstop
$1,000TAP AIR PORTUGAL
Find Deal
Fri, Oct 10 - Sat, Oct 18
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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 $1,007 and $923 respectively. For one-way flights, the best month to travel is March with an average price of $635.

How far in advance should I book a flight to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

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 $137.


Good to know

Low seasonJuly
High seasonAugust
Cheapest flight$341
Best time to beat the crowds but there is an average 29% increase in price.
Most popular time to fly with an average 14% 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 $755. The cheapest price found on KAYAK in the last 2 weeks cost $576 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 Tuesday where round-trip tickets can be as cheap as $836. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $1,145 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 afternoon, which is peak travel time and where the average cost of a ticket is $1,005.

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

    Each week there are around 10,485 direct flights from within Portugal to Chicago. The most common day for departures is Sunday, 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 $628 or less one-way.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Top airlines flying 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.
7.2
American AirlinesOverall score based on 10000 reviews
7.2Comfort
7.5Boarding
6.9Entertainment
6.5Food
8.0Crew
Airline reviews

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.

2.0 MediocreAnonymous, Apr 2025SDF - ORD
Read more American Airlines reviews

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?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

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

Little leg room in business. I am tall and could use more.

Flight was packed. This was a very uncomfortable experience. Boarding process could be explained better. Despite recommending a window seat when travelling with a pet in the cabin, the seat in front of me had less space than the center and aisle seats. For Premium Economy, the seats were crammed with minimal legroom. I hate to think what Regular Economy was like. The cabin crew missed me at first when handing out meals. When my meal eventually came, there were no utensils.

TAP boarding gate agents singled out Group A line to gate check all carry on bags …. Supposedly because of lack on bin space. BUT ALL OTHERS WERE PERMITTED WITH CARRY ON BAGS. Additionally so many passengers entering the plane after us were permitted carry on bags. And when the plane was fully loaded, there was a number of open spaces in the overhead bins. I WILL SEARCH OTHER OPTIONS BEFORE FLYING 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.

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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