Cheap flights from Portugal to Chicago from $367

The month of November is, on average, the cheapest month to fly to Chicago from Portugal, with most prices found around $424. If you’re not able to fly to Chicago in November, then April is your next best option. Flight prices from Portugal to Chicago during April average around $467.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $884. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Portugal to Chicago for around $1,205.

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Portugal to Chicago during this time can be as low as $1,056. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,111.

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

There are 3 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 1% on your flight if you consider stops on a Portugal to Chicago flight.

Historically, on average around 21% 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 128 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 21% of their flights experiencing any sort of delay.

The number of flights available between Portugal and Chicago is 1 per day as of June 2026. The most frequent departure time is 12:00PM, with 100% of daily flights leaving in the afternoon.

8 flights are operational weekly from Portugal to Chicago as of June 2026. The most popular departure day for this route is Wed, with 25% of flights per week taking off on this day.