Cheap flights from Japan to Chicago from $418

The month of January is, on average, the cheapest month to fly to Chicago from Japan, with most prices found around $1,172. If you’re not able to fly to Chicago in January, then December is your next best option. Flight prices from Japan to Chicago during December average around $1,280.

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $1,167. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Japan to Chicago for around $1,844.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Japan to Chicago during this time can be as low as $1,459. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $1,818.

Fly from Tokyo Haneda to Chicago O'Hare Intl for the best Japan - Chicago flight prices

There are 4 cabin classes available to choose from on Japan 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 40% on your flight if you consider stops on a Japan to Chicago flight.

Historically, on average around 13% of flights between Japan and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 155 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights in the early afternoon 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, ANA have had the least number of delays on this route over the last 12 months; with about 12% of their flights experiencing any sort of delay.

As of October 2026, there are 14 flights per day flying from Japan to Chicago. The most common time of day flights depart is 5:00PM, with 53% of flights taking off in the afternoon.

The number of flights available between Japan and Chicago is 101 per week as of October 2026. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.