$344 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 1/29. 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
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Everything you should know

Cheapest round-trip
$439
Overall average: $1,137
Scandinavian Airlines
Fri 1/30Sun 2/15
LIS - ORD • 1 stop
Cheapest non-stop
$800
TAP AIR PORTUGAL
Fri 1/30Sun 2/15
LIS - ORD • Non-stop
When to travel
February
Cheapest • 24% 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

Fri, Jan 30 - Sun, Feb 15
Scandinavian Airlines Logo
4:40 pm - 4:45 pm
LIS
-
ORD
30h 05m1 stop
Scandinavian Airlines Logo
7:10 pm - 4:05 pm
ORD
-
LIS
14h 55m1 stop
$439Scandinavian Airlines
Fri, Jan 30 - Sun, Feb 15
Scandinavian Airlines Logo
4:40 pm - 4:45 pm
LIS
-
ORD
30h 05m1 stop
Scandinavian Airlines Logo
7:10 pm - 4:05 pm
ORD
-
LIS
14h 55m1 stop
$445Scandinavian Airlines
Thu, Jan 15 - Wed, Jan 28
TAP AIR PORTUGAL Logo
6:00 pm - 3:25 pm
OPO
-
ORD
27h 25m1 stop
TAP AIR PORTUGAL Logo
7:10 pm - 6:00 pm
ORD
-
OPO
16h 50m1 stop
$577TAP AIR PORTUGAL
Thu, Jan 15 - Wed, Jan 28
TAP AIR PORTUGAL Logo
8:00 pm - 3:25 pm
OPO
-
ORD
25h 25m1 stop
TAP AIR PORTUGAL Logo
7:10 pm - 6:00 pm
ORD
-
OPO
16h 50m1 stop
$581TAP AIR PORTUGAL
Thu, Jan 15 - Wed, Jan 28
Multiple Airlines Logo
1:00 pm - 4:45 pm
OPO
-
ORD
33h 45m2 stops
Multiple Airlines Logo
7:20 pm - 9:15 pm
ORD
-
OPO
19h 55m2 stops
$609Multiple Airlines
Thu, Jan 15 - Wed, Jan 28
Multiple Airlines Logo
1:00 pm - 4:45 pm
OPO
-
ORD
33h 45m2 stops
Multiple Airlines Logo
7:20 pm - 9:15 pm
ORD
-
OPO
19h 55m2 stops
$623Multiple Airlines
Thu, Jan 15 - Wed, Jan 21
KLM Logo
7:05 pm - 2:20 pm
FAO
-
ORD
25h 15m1 stop
KLM Logo
2:25 pm - 6:15 pm
ORD
-
FAO
21h 50m2 stops
$777KLM
Thu, Jan 15 - Wed, Jan 21
KLM Logo
7:05 pm - 5:26 pm
FAO
-
ORD
28h 21m2 stops
KLM Logo
2:25 pm - 6:15 pm
ORD
-
FAO
21h 50m2 stops
$783KLM
Fri, Jan 30 - Sun, Feb 15
Delta Logo
5:00 am - 5:55 pm
LIS
-
MDW
18h 55m2 stops
Delta Logo
1:28 pm - 3:10 pm
MDW
-
LIS
19h 42m2 stops
$786Delta
Thu, Jan 15 - Sat, Jan 31
Delta Logo
5:00 am - 5:34 pm
LIS
-
MDW
18h 34m2 stops
Delta Logo
1:26 pm - 10:35 am
MDW
-
LIS
15h 09m2 stops
$792Delta
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 $613 on average for one-way flights. On the other hand, the most expensive months are January and July, where the average cost of tickets from Portugal is $1,104 and $966 respectively. For return trips, the best month to travel is February with an average price of $613.

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 $542 one-way - $529 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, with an average flight price of $174.

Good to know

Low seasonMarch
Cheapest flight$344
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 19% 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 $743. The cheapest price found on KAYAK in the last 2 weeks cost $529 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 tickets can be as cheap as $796. On the other hand, the most expensive day to fly is Friday, where prices are $1,047 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 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 $1,095.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $542 or less one-way and $529 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the 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 11049 reviews
7.5Boarding
6.5Food
7.2Comfort
6.9Entertainment
8.0Crew
Airline reviews

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

2.0 MediocreJohn, Dec 2025
GSO - ORD
Read more American Airlines reviews

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.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

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.

The layover was only one hour and a huge line for passport control. If I didn’t cut the line and argue was every single official, I would’ve spent the night in this one. Obviously.TAP AIR people. do not take into account.this problem with their flight scheduling, which is extremely frustrating. Poor food choices, on the pasta was offered, they ran out of chicken right away. All the sodas and water poured in a tiny 70 mL cups, which is not enough to keep hydrated on the long flight. I had to ask for 34 cups at a time. Flight attendant seemed to be tired and overworked.

Very borderline, low budget airline without low budget prices There are no counts of soda, everything is dispensed enlarged bottles and poured into tiny cups about 70 mL so in order to keep hydrated you have to take 3-4 cups at a time. Also, there was only one food item offered, pasta, they ran out of chicken right away. Snack was very poor. It was called tuna sandwich, which is truly borderline. The flight attend attendance seemed to be overworked and tired.

I am not very tall, and had a difficult time getting my carry-on placed in the overhead bin while passengers were behind me waiting to get to their seats. After struggling with the luggage, I turned it around, and left it, knowing it was not properly placed, but believing there was adequate room for it in the bin. When the flight attendant came through the cabin, she asked whose bag it was, and scolded me for not positioning it correctly. She turned it around and moved on. I thought that her approach was totally unprofessional, calling out a passenger in that manner.

TAP‘s flight attendants seem to be among the least ambitious of all the international flight crews we’ve flown with. . When we left US and went to Portugal, and when we returned from Portugal, flight attendants were not very visible. Then did not offer frequent water breaks and when we had to go back to request water, I was almost an imposition. Meal quality was just average. The dinners were fine. Breakfast wraps were presented soggy.

There was no warning that they have added passport control after check in, the line was enormous and after 46 mins wait we missed our flight. Were forced to leave the airport and purchase new tickets at full price to board a later flight. TAP were unsympathetic and unhelpful.

Boarding we were jammed into a hot crowded bus waiting too long while another bus went in front of us. Appreciated blanket and pillow, movie available helped time pass, the food was not appealing so I had my own snacks, the flight is long, but nothing they can do about that. Staff adequate, flight good.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

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.