$375 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 5/18. 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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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, May 15 - Sun, May 17
British Airways Logo
7:20 am - 6:15 pm
LIS
-
ORD
16h 55m
1 stop
British Airways Logo
7:05 pm - 5:45 pm
ORD
-
LIS
16h 40m
1 stop
$535British Airways
Tue, May 12 - Sun, May 17
British Airways Logo
7:10 am - 6:15 pm
LIS
-
ORD
17h 05m
1 stop
British Airways Logo
7:05 pm - 5:45 pm
ORD
-
LIS
16h 40m
1 stop
$536British Airways
Thu, May 14 - Mon, May 18
British Airways Logo
7:20 am - 3:55 pm
LIS
-
ORD
14h 35m
1 stop
British Airways Logo
7:05 pm - 5:55 pm
ORD
-
LIS
16h 50m
1 stop
$547British Airways
Thu, May 14 - Wed, May 27
Scandinavian Airlines Logo
10:30 am - 4:10 pm
OPO
-
ORD
35h 40m
1 stop
Scandinavian Airlines Logo
6:31 pm - 5:05 pm
ORD
-
OPO
40h 34m
2 stops
$740Scandinavian Airlines
Wed, Jun 10 - Wed, Jun 17
Multiple Airlines Logo
6:45 pm - 7:25 pm
OPO
-
ORD
30h 40m
2 stops
Multiple Airlines Logo
9:55 am - 3:40 pm
ORD
-
OPO
23h 45m
2 stops
$807Multiple Airlines
Thu, Jun 4 - Sun, Jun 14
Multiple Airlines Logo
8:15 am - 9:35 am
LIS
-
MDW
31h 20m
2 stops
Multiple Airlines Logo
10:15 am - 6:30 am
MDW
-
LIS
14h 15m
2 stops
$810Multiple Airlines
Sun, Jun 21 - Mon, Jul 6
Turkish Airlines Logo
10:45 am - 9:40 am
OPO
-
ORD
28h 55m
1 stop
Turkish Airlines Logo
8:10 pm - 9:45 am
ORD
-
OPO
31h 35m
1 stop
$854Turkish Airlines
Sun, Jun 21 - Mon, Jul 6
Turkish Airlines Logo
4:40 pm - 9:40 am
OPO
-
ORD
23h 00m
1 stop
Turkish Airlines Logo
8:10 pm - 9:45 am
ORD
-
OPO
31h 35m
1 stop
$859Turkish Airlines
Mon, Jun 15 - Sat, Sep 12
KLM Logo
9:45 pm - 4:26 pm
FAO
-
ORD
24h 41m
2 stops
KLM Logo
4:20 pm - 6:05 pm
ORD
-
FAO
19h 45m
1 stop
$928KLM
Mon, Jun 15 - Sat, Sep 12
KLM Logo
9:45 pm - 4:26 pm
FAO
-
ORD
24h 41m
2 stops
KLM Logo
5:45 pm - 6:05 pm
ORD
-
FAO
18h 20m
2 stops
$932KLM
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 day to fly to Chicago?

The average price of all round-trip flights to Chicago clicked on KAYAK for each day over the last 12 months.

Based on KAYAK data, the cheapest day to fly to Chicago is Thursday where round-trip tickets can be as cheap as $748. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $1,205 on average.

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 $587 on average for return flights. On the other hand, the most expensive months are January and August, where the average cost of tickets from Portugal is $1,152 and $1,112 respectively. For one-way flights, the best month to travel is January with an average price of $590.

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

The average price for all round-trip flights to Chicago depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Chicago is generally in the afternoon, when round-trip flights cost $886 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 $1,056.

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 $152.

Good to know

Low seasonMarch
Cheapest flight$375
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Porto 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 $767. The cheapest price found on KAYAK in the last 2 weeks cost $586 and departed from Lisbon Humberto Delgado Airport.

  • 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.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $670 or less one-way.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top airline 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
TAP AIR PORTUGALOverall score based on 2225 reviews
7.1Comfort
7.8Crew
7.0Boarding
6.3Entertainment
6.2Food
Airline reviews

Didn't make announcements during boarding, flight attendant seemed annoyed when I asked for water. Too many hours between flights. Confusing check in at the Lisbon airport.

4.0 OkayLeslie, Apr 2026
LIS - EWR
Read more TAP AIR PORTUGAL reviews

Didn't make announcements during boarding, flight attendant seemed annoyed when I asked for water. Too many hours between flights. Confusing check in at the Lisbon airport.

Chaotic boarding with no announcements. Carry on luggage needs to be checked. Bare minimum zero frill flights. Not a whole lot of anything positive to be said .

It poured rain, our luggage was sitting out in it uncovered on the transport cart while our plane was delayed! Nice business class plane for short flight to Lisbon, but more delay & rain in Lisbon, with terrible Business class seat with no entertainment & cold food on longer flight to London…ALL LUGGAGE AND CLOTHES INSIDE THEM WERE SOAKED THROUGH!!! Could only try with hair dryer to get some drying before quick turn round to train trip.

Delayed at the beginning and the end and almost missed our connection

Menzies group staff not very sympathetic good at breaking up families during the boarding process

They left our luggage uncovered on tarmac in pouring rain during an hour delay of departure! At our final destination, we found ALL OF OUR CLOTHES/SHOES soaked all the way through!! Our 1st connection plane was a great business class accommodation but only 50 minutes long. Our 2nd connection from Lisbon (another delay with luggage uncovered on tarmac) had only the extra legroom and mediocre food in business class - no entertainment and no extra comfort seating. Will not use TAP Air Portugal again!

The crew was great. There was a big guy sitting next to me who was hanging over my side of the armrest the entire time. Maybe some information about "Be considerate of your neighbors, this is tight space, be kind". The breakfast sandwich was not appealing at all.

Kayak let me choose these flights on TAP but then after 2 months, cancelled my flights because they didn't think 90 minutes was enough time for the connection. I notice that neither flight was actually cancelled. Just my reservation. Why let me go through all of that effort to find the right flights for us, only to cancel it from underneath us 2 months later leaving us scrambling to find an alternative?

It was a good experience overall. We were however delayed by over 3 hours due to a security issue with one of the passengers inadvertently leaving a power bank in a luggage she was using as carrying on but then had to be moved int check in due to spacing issues. The airline staff had requested that she checked her bags in, but should have reminded her about removing all hazardous material like her power bank. When she eventually remembered as we were on the plane, we had to turn back and go through security all over again. Hence delaying our takeoff. The incident could have been prevented if staff reminded these passengers to remove their power banks.

this flight was awful from pre-boarding to on the plane. There needs to be more coordination between TAP and My Way. We were in first class and I am handicapped. BY the time we got on the plane there was no place for our baggage and the crew did not handle the situation well. They gave us an argument and said that we'd have to have it checked. Then, after I complained they moved some people's bags to put our small carry ons several seats back of our seats which were in Row 4.

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.