Cheap flights from Lisbon to Chicago from $358

The month of November is, on average, the cheapest month to fly to Chicago from Lisbon, 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 Lisbon 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 Lisbon 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 Lisbon 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 Lisbon Humberto Delgado - Chicago flight prices

There are 3 cabin classes available to choose from on Lisbon to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

As of June 2026, prices for Lisbon to Chicago flights are approximately 24% cheaper when compared to flights at the same time last year.

Historically, on average around 21% of flights between Lisbon and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 126 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.

Istanbul (IST) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

Flights via Istanbul (IST) offer the lowest average round-trip price of $567.

Flights connecting via Paris (CDG) have the shortest average one-way travel time: 15h 20m.

Paris (CDG) has the shortest average layover time for this route: 2h 43m.

1 flights are operational daily from Lisbon to Chicago as of June 2026. The most popular departure time for this route is 12:00PM, with 100% of flights per day taking off in the afternoon.

The number of flights available between Lisbon and Chicago is 8 per week as of June 2026. The most frequent departure day is Wed, with 25% of weekly flights leaving on this day.