Cheap flights from Chicago to Middle East from $363

The cheapest month to fly to Middle East from Chicago is in February. Flight prices, which tend to average around $868, are often lower during this time because this is during the off-season. The month of March is another great option to travel to Middle East, with average flight prices from Chicago averaging around $936.

According to our data, Tuesday is the cheapest day to fly to Middle East from Chicago. The lowest ticket price found for a Tuesday departure recently was $1,083. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Middle East for around $1,201.

Fly from Chicago O'Hare Intl to Amman Queen Alia Intl for the best Chicago - Middle East flight prices

You are more likely to see cheaper flights to Middle East from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Middle East for around $946 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Middle East from Chicago for as low as $690 on momondo.

There are 4 cabin classes available to choose from on Chicago to Middle East 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 58% on your flight if you consider stops on a Chicago to Middle East flight.

Air Canada, Royal Jordanian, and Delta are the most popular carriers operating from Chicago to Middle East

Royal Jordanian, Turkish Airlines and Etihad Airways are the top three most popular airlines that fly to Middle East from Chicago according to our data. Royal Jordanian is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Middle East. Keep in mind that there are 26 different airlines that fly to Middle East on a routine basis, so you have a few additional options to choose from.

Historically, on average around 32% of flights between Chicago and Middle East have experienced a delay on any given week. The average delay length over the past 12 months has been 145 minutes.

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

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

According to our data, Emirates have had the least number of delays on this route over the last 12 months; with about 20% of their flights experiencing any sort of delay.

The number of flights available between Chicago and Middle East is 4 per day as of November 2026. The most frequent departure time is 6:00PM, with 92% of daily flights leaving in the evening.

The number of flights available between Chicago and Middle East is 30 per week as of November 2026. The most frequent departure day is Mon, with 20% of weekly flights leaving on this day.