$394 Find Cheap Flights from Portugal to Chicago - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Portugal to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portugal to Chicago

Sat, Nov 21 - Fri, Nov 27
Scandinavian Airlines Logo
5:15 pm - 4:45 pmFAO  Faro-ORD Chicago O'Hare Intl
29h 30m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 4:25 pmORD  Chicago O'Hare Intl-FAO Faro
15h 15m1 stop Kastrup Copenhagen
$546Scandinavian Airlines
Sat, Nov 21 - Fri, Nov 27
Scandinavian Airlines Logo
5:15 pm - 4:45 pmFAO  Faro-ORD Chicago O'Hare Intl
29h 30m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 6:05 pmORD  Chicago O'Hare Intl-FAO Faro
16h 55m2 stops Kastrup Copenhagen Stockholm Arlanda
$559Scandinavian Airlines
Sat, Nov 21 - Fri, Nov 27
Scandinavian Airlines Logo
5:15 pm - 4:45 pmFAO  Faro-ORD Chicago O'Hare Intl
29h 30m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 4:25 pmORD  Chicago O'Hare Intl-FAO Faro
15h 15m1 stop Kastrup Copenhagen
$559Scandinavian Airlines
Sat, Nov 21 - Fri, Nov 27
Scandinavian Airlines Logo
5:15 pm - 4:45 pmFAO  Faro-ORD Chicago O'Hare Intl
29h 30m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 4:25 pmORD  Chicago O'Hare Intl-FAO Faro
15h 15m1 stop Kastrup Copenhagen
$561Scandinavian Airlines
Sat, Nov 21 - Fri, Nov 27
Scandinavian Airlines Logo
5:15 pm - 4:45 pmFAO  Faro-ORD Chicago O'Hare Intl
29h 30m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 4:25 pmORD  Chicago O'Hare Intl-FAO Faro
15h 15m1 stop Kastrup Copenhagen
$563Scandinavian Airlines
Sat, Nov 21 - Fri, Nov 27
Scandinavian Airlines Logo
5:15 pm - 4:45 pmFAO  Faro-ORD Chicago O'Hare Intl
29h 30m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 6:05 pmORD  Chicago O'Hare Intl-FAO Faro
16h 55m2 stops Kastrup Copenhagen Stockholm Arlanda
$579Scandinavian Airlines
Sat, Nov 21 - Fri, Nov 27
Scandinavian Airlines Logo
5:15 pm - 4:45 pmFAO  Faro-ORD Chicago O'Hare Intl
29h 30m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 6:05 pmORD  Chicago O'Hare Intl-FAO Faro
16h 55m2 stops Kastrup Copenhagen Stockholm Arlanda
$581Scandinavian Airlines
Sun, Dec 6 - Thu, Dec 10
Scandinavian Airlines Logo
6:45 pm - 4:45 pmLIS  Lisbon Humberto Delgado-ORD Chicago O'Hare Intl
28h 00m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 3:55 pmORD  Chicago O'Hare Intl-LIS Lisbon Humberto Delgado
14h 45m1 stop Kastrup Copenhagen
$581Scandinavian Airlines
Fri, Nov 20 - Fri, Dec 4
TAP AIR PORTUGAL Logo
11:55 am - 3:30 pmLIS  Lisbon Humberto Delgado-ORD Chicago O'Hare Intl
9h 35mnonstop
TAP AIR PORTUGAL Logo
8:10 pm - 10:15 amORD  Chicago O'Hare Intl-LIS Lisbon Humberto Delgado
8h 05mnonstop
$852TAP AIR PORTUGAL
Wed, Nov 11 - Sun, Nov 15
TAP AIR PORTUGAL Logo
7:50 am - 3:30 pmFNC  Funchal Madeira-ORD Chicago O'Hare Intl
13h 40m1 stop Lisbon Humberto Delgado
TAP AIR PORTUGAL Logo
8:10 pm - 9:20 pmORD  Chicago O'Hare Intl-FNC Funchal Madeira
19h 10m1 stop Lisbon Humberto Delgado
$889TAP AIR PORTUGAL
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?

Based on KAYAK data, the cheapest day to fly to Chicago is Wednesday where round-trip tickets can be as cheap as $900. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $1,196 on average.

What is the cheapest month to fly to Chicago?

The cheapest month for flights to Chicago is February, where tickets cost $695 on average for return flights. On the other hand, the most expensive months are June and January, where the average cost of tickets from Portugal is $1,138 and $1,085 respectively. For one-way flights, the best month to travel is April with an average price of $612.

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

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

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 $900 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 (RFD), with an average flight price of $126.

Good to know

Low season

March

Cheapest flight

$394
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly and prices are also 11% lower on average.
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 $964. The cheapest price found on KAYAK in the last 2 weeks cost $587 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.

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

    Each week there are around 44,453 direct flights from within Portugal to Chicago. The most common day for departures is Sunday, with 17% 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 $639 or less one-way and $900 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 airline flying from Portugal to Chicago

 
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 2388 reviews
6.3Food
7.2Comfort
6.4Entertainment
7.0Boarding
7.8Crew
Airline reviews

They ran out of food and on the flight back to NY there was no wifi nor any socket to connect your plug to charge your phone. Also the crew was not friendly as they did not want to throw out my empty water bottle after she told me to hold on to it and then said no.

2.0 MediocreMarcolina, Oct 2026
Read more TAP AIR PORTUGAL reviews

They ran out of food and on the flight back to NY there was no wifi nor any socket to connect your plug to charge your phone. Also the crew was not friendly as they did not want to throw out my empty water bottle after she told me to hold on to it and then said no.

Boarding slow and chaotic. Food was terrible. Flight attendants were nice. Sears were comfortable.

I feel like the boarding process could be a little better. But the staff and everyone does a really great job.

Flight was good. Would be great if we had free WiFi

Flight was late, and not sure why. The business class lounge in Porto is not proprietary to TAP, and is really substandard, almost as bad as "The Lounge" in Boston. It was a D, which is better than the F experience in Bostonm where we left "The Lounge" for a better experience in the terminal. It had better food (an extremely low bar), ok beverages, and wasn't as crowded as the Boston one, but no restrooms. To use one, you had to leave and go downstairs. There's no down escalator, and the elevator might be able to crowd 4 people. Otherwise, you're carying your bags down the stairs. I hope the Lisbon club is better, but for TAP to provide this in the 2nd largest city in the home country is disappointing. They put out an announcement to proceed immediately to the gate, but there was no plane and few seats. from the lounge, 8 people with bags waited in line for the single tiny elevator. After almost an hour of standing, we finally boarded. TAP, at least on this plane, doesn't offer a welcome drink to business class passengers. Having said that, the crew was very friendly and accomodating. We landed about an hour late and then were told we were going to be on the runway for at least a half hour because no gate was available. So, bottom line, D- for pre boarding, A for flight attendents, B + for business class food, and Incomplete for post landing.

Special meal AVML was terrible Move selections were mediocre No Wi-Fi offered

Flight was delayed more than 1.5 hours. Essentially no communication with passengers regarding how long the delay would last or any updates as to the delay.

Clearer signage at Lisbon Airport and more communication about delays

Overall ok experience as couple feedback: for improvement: 1. The vegetarian food was less and ran out, so many of us didn’t get it. Not all the crew member were polite and could be more hospitable.

Better leg room than expected in economy. Nice crew. Adequate bathrooms. Seat cushions a little thin, but recline well and have adjustable headrests. Best value. Liked having nonstop from ORD to Lisbon.

Traveling to a place near Chicago?

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

More options for your flight to Chicago