Cheap flights from Chicago to Rome from $399

The cheapest month to fly to Rome from Chicago is in November. Flight prices, which tend to average around $535, are often lower during this time because this is during the off-season. If you aren’t able to travel to Rome during the month of November, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $584.

The cheapest day to depart on your flight to Rome is on a Monday when prices can be found for as low as $891. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Rome on Thursday is $1,015.

Fly from Chicago O'Hare Intl to Rome Fiumicino for the best Chicago - Rome flight prices

You are more likely to see cheaper flights to Rome from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Rome for around $781 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Rome from Chicago for as low as $748 on momondo.

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

No. A direct flight is the cheapest option for a flight between Chicago to Rome.

Air Serbia, British Airways, and United Airlines are the most popular carriers operating from Chicago to Rome

United Airlines, ITA Airways and American Airlines are the top three most popular airlines that fly to Rome from Chicago according to our data. United Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Rome. Keep in mind that there are 17 different airlines that fly to Rome on a routine basis, so you have a few additional options to choose from.

Historically, on average around 30% of flights between Chicago and Rome have experienced a delay on any given week. The average delay length over the past 12 months has been 163 minutes.

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

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

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 29% of their flights experiencing any sort of delay.

Reykjavik (KEF) was the most common stop: 30% of momondo users choosing 1-stop flights on this route connected there.

Flights via Lisbon (LIS) offer the lowest average round-trip price of $436.

Flights connecting via Paris (CDG) have the shortest average one-way travel time: 11h 18m.

Minneapolis (MSP) has the shortest average layover time for this route: 1h 03m.

The number of flights available between Chicago and Rome is 11 per day as of April 2026. The most frequent departure time is 3:00PM, with 100% of daily flights leaving in the afternoon.

77 flights are operational weekly from Chicago to Rome as of April 2026. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.