$236 Find Cheap Flights from Chicago to Portugal

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 12/8. 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 72 hours
Lisbon
Lisbon2 stops$490
Porto
Porto1 stop$413
Ponta Delgada
Ponta Delgada1 stop$531
Faro
Faro2 stops$448
Funchal
Funchal1 stop$463
Lisbon
Lisbon2 stops$490
Porto
Porto1 stop$413
Ponta Delgada
Ponta Delgada1 stop$531
Faro
Faro2 stops$448
Funchal
Funchal1 stop$463

Book Cheap Chicago to Portugal Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Portugal 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 Chicago to Portugal

Wed, Dec 3 - Sun, Dec 14
TAP AIR PORTUGAL Logo
7:10 pm - 3:05 pmORD-OPO
13h 55m1 stop
TAP AIR PORTUGAL Logo
8:55 am - 2:45 pmOPO-ORD
11h 50m1 stop
$413TAP AIR PORTUGAL
Find Deal
Wed, Dec 10 - Wed, Dec 17
Lufthansa Logo
9:50 pm - 11:40 pmORD-OPO
19h 50m1 stop
Lufthansa Logo
6:00 am - 8:05 pmOPO-ORD
20h 05m1 stop
$432Lufthansa
Find Deal
Tue, Nov 11 - Thu, Dec 4
United Airlines Logo
3:07 pm - 9:30 amORD-OPO
12h 23m1 stop
United Airlines Logo
6:00 am - 8:05 pmOPO-ORD
20h 05m1 stop
$469United Airlines
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Mon, Nov 10 - Wed, Dec 3
United Airlines Logo
5:31 pm - 9:30 amORD-OPO
9h 59m1 stop
United Airlines Logo
12:30 pm - 8:05 pmOPO-ORD
13h 35m1 stop
$474United Airlines
Find Deal
Thu, Jan 22 - Tue, Jan 27
Air Canada Logo
12:50 pm - 9:20 amORD-LIS
14h 30m1 stop
Air Canada Logo
5:00 am - 3:10 pmLIS-ORD
16h 10m2 stops
$509Air Canada
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Wed, Jan 14 - Sat, Jan 24
Air Canada Logo
12:50 pm - 12:05 pmORD-OPO
17h 15m2 stops
Air Canada Logo
6:00 am - 10:01 amOPO-ORD
34h 01m2 stops
$509Air Canada
Find Deal
Fri, Jan 9 - Mon, Jan 19
American Airlines Logo
8:45 pm - 8:00 pmORD-OPO
17h 15m2 stops
American Airlines Logo
4:40 pm - 2:30 pmOPO-ORD
27h 50m1 stop
$527American Airlines
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Thu, Dec 4 - Thu, Dec 11
American Airlines Logo
3:20 pm - 9:05 amORD-LIS
11h 45m2 stops
American Airlines Logo
8:55 am - 5:13 pmLIS-ORD
14h 18m2 stops
$535American Airlines
Find Deal
Tue, Oct 28 - Thu, Nov 6
British Airways Logo
10:45 pm - 11:10 amORD-FNC
31h 25m1 stop
British Airways Logo
12:00 pm - 1:50 pmFNC-ORD
31h 50m1 stop
$537British Airways
Find Deal
Tue, Oct 28 - Fri, Nov 7
British Airways Logo
10:45 pm - 11:10 amORD-FNC
31h 25m1 stop
British Airways Logo
12:10 pm - 1:50 pmFNC-ORD
31h 40m1 stop
$590British Airways
Find Deal
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 72 hours was to Lisbon, at $346 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 72 hours was $346.

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 1 stop layover the cheapest option at $729 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 $559 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $1,064 and $982 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 Saturdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Fridays.

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 3 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$257
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago to Faro

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.

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

    The cheapest time of day to fly to Portugal is generally at night, when round-trip flights cost $564 on average. Morning departures are around 2% 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 $806.

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 8999 reviews
6.6Food
8.1Crew
7.1Entertainment
7.3Comfort
7.7Boarding
Airline reviews

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

10.0 ExcellentDr. Joseph, Oct 2025ORD - STL
Read more United Airlines reviews

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The flight attendants were rude. Seemed like they didn’t want to be there. Except for one girl that was really nice. Seats are sooooo uncomfortable. They give you a piece of paper and a thin cushion for a pillow and blanket that does nothing. Airlines have gone way downhill, especially United international flights. Food was disguting. Definitely flying ANA next time.

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Subject: Formal Complaint: Discriminatory and Unprofessional Conduct – Request for Immediate Action & Compensation Dear [Airline Customer Relations Team], I am writing to file a formal complaint regarding my recent travel experience with [Airline], which was by far the worst I have ever encountered. What occurred was not only unprofessional, but in several instances discriminatory, unsafe, and unacceptable. On the first leg of my trip, I arrived only four minutes past check-in. Instead of making any attempt to resolve the matter, your representative flatly denied me boarding and made me wait while she attended to passengers who arrived after me. By the time a manager intervened, it was too late to board, costing me time, money, and unnecessary frustration. The second leg of my trip (Chicago–San Francisco) raised even more serious concerns. From the outset, it was apparent that the staff—particularly two attendants—prioritized Caucasian passengers while dismissing African American and minority passengers. • When a Caucasian passenger in the exit row refused to comply with federal safety requirements, I, as a first responder, immediately offered to switch seats and assume the responsibility. My offer was blatantly ignored, and instead, a Caucasian passenger seated further up was chosen. This was discriminatory and deeply insulting, especially as I was actively de-escalating the situation that could have delayed the flight further. • During a lengthy tarmac delay of over 90 minutes, passengers were given conflicting and unreasonable instructions that created unnecessary distress and tension. • Throughout the flight, a visibly intoxicated passenger directly in front of me was disruptive, rude to others, failed to comply with seatbelt and electronic device rules, and yet faced no enforcement from the crew. In stark contrast, I was singled out for repeated compliance checks even though I was following every rule. This unequal treatment was so obvious that multiple passengers around me spoke up in my defense. This pattern of behavior demonstrated a clear lack of professionalism, disregard for passenger safety, and discriminatory treatment. I expect far better from an airline of your stature. As a paying customer subjected to this unacceptable treatment, I am formally requesting: 1. A full investigation into the conduct of the staff on both flights. 2. A written apology acknowledging the discriminatory and unprofessional behavior I endured. 3. Appropriate compensation for the distress, inconvenience, and mishandling of my travel. If this matter is not addressed promptly and thoroughly, I will have no choice but to escalate my complaint further, including filing with the U.S. Department of Transportation and sharing my experience through other channels. I trust [Airline] will take this complaint seriously and provide a timely resolution.

Check in was quick and easy during early hours. Flight was on time, and customer services was a plus.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Boarding was so so after zone 3 was called all other zones went in

I liked a lot , the flight attendant so nice ,the seat very comfortable I enjoyed the flight , I will do it again with Air Canada,

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.

Conflicting information provided about baggage allowance. One screen said I had a carry on and another said I didnt.

Miserable staff as it was a late/delayed flight and crew wasn’t in the best spirits. Completely understood as neither was most of the passengers. Still unacceptable l.

Did not enjoy the meal provided. The aircraft was dirty. For instance, the screen seemed to have been cleaned with a dirty rag. Disgusting.

The business class seats were smaller and closer together than other airlines.

Boarding- Good Seat Comfort - OK Crew - Good Food - Mediocre On Time - Very Good

Didn't like much. Wheelchair assistance was almost nonexistent. No one at TAP check in process helpful. On the plane, stewards were not friendly and disorganized. Food was terrible for 8 hr flight. We were skipped at snack time and even though we tried to get attention using overhead call system no one even looked up at us to acknowledge. Being at the back of first section and by the lavatory we only were able to request when they came to pick up everyone else's garbage and they were nonchalant...no apology or even choice. The 1/2 half bread with slice of cheese was a waste. Deplaning was horrible but I'll blame lisbon airport for that. Plane left late at made good time still arrived about 15 behind schedule and for using remote deplaning and bus to terminal took another 20 min to gate. Those with connections were highly stressed. Took us 2 hrs from landing to get to ground transportation and exit airport. And that was with wheelchair assistance.

Bad boarding, threat to force bag check mid journey, lines, late, buses, more waiting awful end to end.

Check in was excellent thanks to the team at the check in counter. I was disappointed to see that one has to pay for coffee on the flight. This is the first time I have seen that after 60 years of flying.

Our steward Margarida who served us from Lisbon to Boston was absolutely fantastic! She deserves a raise. Conscientious and thorough as well as showing appropriate attention for every need.

An old airplane with very uncomfortable seats in the Comfort “class! Small, narrow, and hard seat. Entertainment options are inferior, old movies. Boarding started at the back of the airplane, as we entered the aircraft last instead of after business class, risking the possibility that the comfort section would not have room for carry-on in the overhead bin. The food was ok. White wine was terrible. Overall, the flight felt worse than cheap airliners, and the price was as high as premium carriers.

I will avoid TAP if I can, the ground experience was very poor with bad behaviour from the ground crew and it was only a bit better on the aircraft.

I had a business class ticket from EWR to Madrid with a layover at LIS for 11 hours. It was obvious that I needed to pick up my luggage in Lisbon for 11 hours and check it in again when boarding the second flight to Madrid. Before buying the ticket, I called TAP customer service. Customer service assured me that I could get my luggage in Lisbon. When I arrived at Newark airport, I immediately asked to check my luggage to Lisbon. However, the TAP employee refused me, saying that I should resolve this issue upon arrival in Lisbon. She checked my luggage to Madrid. I asked the TAP employee at the gate to help me when boarding the plane, I asked the flight attendants manager on board the plane to help me. All the employees refused to help me and said that I should resolve this issue in Lisbon. It took me 4 hours to resolve this issue in Lisbon. I arrived at 11am and they didn't give me my luggage until 3pm. As a result, I was so tired after a sleepless night on the plane and 4 hours on my feet at the airport and all my plans were ruined that I couldn't fly to Madrid. It was a terrible experiance,

Horrible leg room - coach seating with empty seat in middle on a 3 across seating. You buy business class for comfort which includes leg room. Absolutely no entertainment options either. Awful experience

The leg from Portland to Heathrow was great for a business class ticket. The BA leg from Heathrow to Lisbon was terrible. Basically coach seating with an empty seat between you and next passenger. Absolutely no leg room. Should not have been charged for business class and it was a 3 hour flight.

The flat beds. Other than that, the place was not clean.

Moved me away from my family and refused to fix it.

I have always been pleased with their service. Would not change a thing

Seating and food was the worst we have experienced in 35 years of traveling for both personal and busines .

Economy seats felt more cramped than other flights we have taken.7 hr, painful sitting hours 6 and 7. Web site difficult to deal with. Originally put in for 1 special meal due to type 2. Meal was awful. Tried to change selection to standard for return flight, on app and website, unable to complete that action.

I was sleeping during dinner service, no one bothered to offer meal later, I remained hungry….until I got a morning sandwich!

Need to offer Better food from LAX to London Service from London to Delhi very delayed after take off.

Connection at Hethrow was horrible..We couldn't get out of the plane for an hour as they were buying people to the airport and there were not enough busses. We had 2 and half hf between flights so it was very tight. After departing plane we had to go thru security again. People with less time in between connections missed their flights

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

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