Cheap flights from Portugal to Chicago from $370

The month of February is, on average, the cheapest month to fly to Chicago from Portugal, with most prices found around $695. If you’re not able to fly to Chicago in February, then June is your next best option. Flight prices from Portugal to Chicago during June average around $744.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $983. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Portugal to Chicago for around $1,111.

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Portugal to Chicago during this time can be as low as $933. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $1,045.

Fly from Lisbon Humberto Delgado to Chicago O'Hare Intl for the best Portugal - Chicago flight prices

There are 2 cabin classes available to choose from on Portugal to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 15% on your flight if you consider stops on a Portugal to Chicago flight.

Historically, on average around 24% of flights between Portugal and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 131 minutes.

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

According to our data, TAP AIR PORTUGAL have had the least number of delays on this route over the last 12 months; with about 24% of their flights experiencing any sort of delay.

5 flights are operational weekly from Portugal to Chicago as of August 2026. The most popular departure day for this route is Wed, with 40% of flights per week taking off on this day.

Average flight duration from Portugal to Chicago depends on which airport you fly into and out of. Flying from Lisbon to Chicago O'Hare Intl Airport is 9h 20m on average, while flying from Porto to Chicago O'Hare Intl Airport is 12h 28m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.