$263 Find Cheap Flights from Chicago to Portugal - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Portugal departing on 9/19. 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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Cheap Flights from Chicago to Portugal

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Lisbon
Lisbon1 stop$721
Porto
Porto1 stop$625
Faro
Faro2 stops$715
Ponta Delgada
Ponta Delgada1 stop$769
Funchal
Funchal1 stop$735
Lajes
Lajes1 stop$871
Lisbon
Lisbon1 stop$721
Porto
Porto1 stop$625
Faro
Faro2 stops$715
Ponta Delgada
Ponta Delgada1 stop$769
Funchal
Funchal1 stop$735
Lajes
Lajes1 stop$871
Booking Insights

KAYAK's insights & trends for Chicago to Portugal flights

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

What is the cheapest Chicago O'Hare Intl Airport to Portugal flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Portugal from Chicago O'Hare Intl Airport found in the last 5 days was to Lisbon, at $550 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Lisbon (LIS), and the cheapest round-trip airline ticket found on this route in the last 5 days was $550.

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

The average price for all round-trip flights from Chicago O'Hare Intl Airport to Portugal depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Portugal is generally at night, when round-trip flights cost $642 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Portugal is generally in the evening, which is peak travel time and where the average cost of a ticket is $824.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Portugal?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $843 on average.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Portugal?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Portugal, 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 from Chicago O'Hare Intl Airport to Portugal is January, when tickets cost $581 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $1,112 and $1,086 respectively.

What’s the cheapest day of the week to fly from Chicago to Portugal?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Portugal clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Portugal, you should consider leaving on a Wednesday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Sundays.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Portugal?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Portugal, 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 on the flight from Chicago O'Hare Intl Airport to Portugal, you should book around 4 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low season

January

Cheapest flight

$263
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly and prices are also 27% lower on average.
Flight from Chicago to Funchal

FAQs - booking Portugal flights

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

    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 from Chicago to Portugal.

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

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

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

    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 from Chicago to Portugal 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 from Chicago to Portugal?

    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 from Chicago to Portugal up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many flights are there between Chicago O'Hare Intl Airport and Portugal per day?

    There is a maximum of 1 nonstop flight a day that takes off from Chicago O'Hare Intl Airport and lands in Portugal, with an average flight time of 8h 10m. The most common departure time is 4:00 pm and most flights take off in the afternoon. Each week, there are 5 flights.

Reviews of the top 5 airlines serving from Chicago to Portugal

 
Need help choosing which airline to fly with from Chicago to Portugal? 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.
7.4
United AirlinesOverall score based on 10106 reviews
7.1Entertainment
6.7Food
8.1Crew
7.7Boarding
7.3Comfort
Airline reviews

This flight has a history of leaving late, however, I was pleasantly surprised that it was not delayed this day. The flight went smooth, except I was in a window seat and the wall and my feet were freezing. I found it difficult to sleep due to being so cold, I also was using 2 provided UAL blankets and could not get my feet warm. This was annoying, but I still made it there on time and safe.

6.0 GoodHeather, Aug 2026
Read more United Airlines reviews

This flight has a history of leaving late, however, I was pleasantly surprised that it was not delayed this day. The flight went smooth, except I was in a window seat and the wall and my feet were freezing. I found it difficult to sleep due to being so cold, I also was using 2 provided UAL blankets and could not get my feet warm. This was annoying, but I still made it there on time and safe.

Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.

It was a good experience, unfortunately my checked baggages were come late and not arrived on time.

Very stressful to locate United Airline boarding area, delayed flight, changing boarding area again to another location with all tiredness 😩. But flying was fine.

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

We were forced to eat vegetarian food because non veg food ran out. The breakfast was mediocre.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The embarkation at Dublin was a kin to a Ryanair approach, in other words a circuitous and cheep access

OK overall. Flight was delayed Crew on flight was good

Late late late. Delayed and arrived an hour late for a 1 hour 45 minute connection. Every time. Poor record for this company. I try to fly any other carrier first.

I flew economy class. Seats were very good and the crew was excellent

Fast and sensible boarding was absolutely amazing. But extortionate wifi and seats that barely moved, making me unable to sleep, didn't do a lot of favors.

Excellent flight and crew. Boarding at Dublin Airport was a very difficult trying to find the right gate.

I appteciate the very courteous staff. The flight was good. Something that wasn't good was that my bag was only checked as far as Dublin and I had a connecting flight to Vienna. (That was a mistake the ORD desk made.) Fortunately the desk at DUB was able to re-tag without me having to re-check in (which initially it seemed I might have to do.)

It was excellent! The plane left Chicago early. Arrived in Dublin early. The crew was excellent! It was a great experience.

Horrible. Garbage airline. Due to the strike we got a replacement plane/crew. I didn't get my exit row seat I paid for. Food was horrible. Plane was hot and didn't have AC vents.

Are Longus was fine. I booked thru Kayak and was unable to get my business class seat early. Sat next to galley. Crew forgot to wake me for breakfast.

Excellent experience - from boarding through the super smooth flight The food was mediocre and the app could be better but overall great experience

This was one of the worst flights I have ever taken in my entire life. First of all, I traveled Economy, but the seats were TINY and cramped. Not just for me; everyone around me was complaining of the same thing and said they could not get comfortable. Then there was the issue of the heat. For whatever reason the heat on the plane must have been turned to FULL BLAST, because even at 30,000 feet, it was SWEALTERING. Everyone was drench in sweat. Then, they were SO STINGY with the amount of drink they would give you. If you asked for water, it was in a tiny, paper cup (think bathroom cup) and they only filled it 3/4s of the way as if the cost came right out of the pockets of the air stewards. Everything was a money grab, you could tell! You had to pay for the WiFi, which was garbage slow, and the onboard entertainment was limited and stale. If I EVER fly TAP again, it will not be Economy class. What a disaster!

They blocked me from checking in online and they charged me lots of money

Everything was good with Tap Air Portugal. It was Logan Airport that was a problem. The fuel system was down and delayed my 10:40 boarding. I wasn't able to board my flight until 2:00 am...after that my flights were great.

Not have my bag forced to be checked when I had a carry on included on my ticket. Staff was very rude to me for asking why they were doing this. I was told there was no more room for carry ons but there was plenty of space in the overhead compartments

The crew was excellent. What I did not enjoy was the food. I have taken many international flights and this was on the low end. Otherwise the trip was fine.

Seats were the most uncomfortable seats i ever experienced on a flight to Europe from Boston. It was a waist of money in buying premium seats for top dollars. I want my money back for what i paid extra for my seats. Awful conditions!

Boarding felt a little chaotic as everyone was waiting around the gate. Food was great, service was good.

Flight attendants in business class were rather indifferent While in second leg operated by Portugalia TAP subsidiary were outstanfy

The chicken was so dry it was impossible to eat. No substitute was offered. The port to charge my phone was broken and all I got was a shrug from the crew. The entertainment system was glitchy and subtitles didn’t load. Crew seemed fully uninterested and unfriendly.

Good flight, regional jet so old and seats could use an upgrade

Couldn't make the flight because connecting flight was canceled.

gate crew was courteous and helpful, flight attendant was nice and friendly once we got going. But we pushed off from the gate relatively on time, then sat there like 10 ft away, for an hour, with no announcement or explanation. Taxiing then took forever, and I get that there was runway congestion, but would be helpful to keep us posted on whats going on

The power outlets were not working for my row. Also felt like the seats have gotten smaller. I was in the window seat and felt like suffocated, as the two passengers next to me were tall and wide.

Terrible. The flight I booked had a convenient departure time. Quick layover. And an arrival timed that worked for the people who had to pick me up. Thanks to delays and rebooking I got none of those things

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The code sharing reservation with United was messed up requiring extra trip to airport to fix. Air Canada customer service 2.5 hours on hold and resolved nothing.

I'm 6'8" (2.03m) so more legroom would alwqys be appreciated, especially on long international flights. The food choices were underwhelming.

Didn’t make it on the flight. Delayed then had to be rebooked, which in turn had me waiting at the airport for another 8 hours before next flight

the check-in lady at ORD was extremely rude and unprofessional. very disappointed as it was supposed to be a celebration for my wife's birthday and it really put a damper on things. if i wanted to be treated like trash, i would have flown Economy! (as opposed to business class)

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

Very bad, flight was cancelled due to strike and staff was unable to rebook us

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

Abandoned me in hallway in a wheelchair… which I asked for because I sprained my back. After waiting in the hallway, I decided to walk the rest of the way since someone respecting me up.. My experience with the united was totally the opposite. Wheelchair access, propped swift and save me a lot of grief. Air Canada totally disorganized.

Terrible confusion btw air Canada and United. Wasn’t able to change ticket because I had purchased on kayak. Rethinking booking tickets on this site, and will try to avoid United and aircanada going forward.

Everything you need to know for your flight from Chicago to Portugal

Information on your arrival and departure airports