Cheap flights from Chicago to Tokyo from $419

The cheapest month to fly to Tokyo from Chicago is in February. Flight prices, which tend to average around $1,090, are often lower during this time because this is during the off-season. If you’re not able to fly to Tokyo in February, then January is your next best option. Flight prices from Chicago to Tokyo during January average around $1,120.

The cheapest day to depart on your flight to Tokyo is on a Monday when prices can be found for as low as $1,127. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago to Tokyo on a Saturday will generally be more expensive and average around $1,434. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

In the afternoon is the cheapest time of day to fly from Chicago to Tokyo when you can find flight prices for as low as $1,129. Flying to Tokyo in the afternoon is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Tokyo is at noon when prices are around $1,388.

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

You are more likely to see cheaper flights to Tokyo from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Tokyo for around $1,444 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Tokyo from Chicago for as low as $1,251 on momondo.

There are 4 cabin classes available to choose from on Chicago to Tokyo 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 17% on your flight if you consider stops on a Chicago to Tokyo flight.

As of July 2026, prices for Chicago to Tokyo flights are approximately 34% cheaper when compared to flights at the same time last year.

United Airlines and Delta are the most popular carriers operating from Chicago to Tokyo

ANA, United Airlines and Japan Airlines are the top three most popular airlines that fly to Tokyo from Chicago according to our data. ANA is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Tokyo. Keep in mind that there are 7 different airlines that fly to Tokyo on a routine basis, so you have a few additional options to choose from.

Historically, on average around 27% of flights between Chicago and Tokyo have experienced a delay on any given week. The average delay length over the past 12 months has been 166 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.

Tuesday 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, United Airlines 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.

Hong Kong (HKG) was the most common stop: 34% of momondo users choosing 1-stop flights on this route connected there.

Flights via Minneapolis (MSP) offer the lowest average round-trip price of $302.

Flights connecting via Minneapolis (MSP) have the shortest average one-way travel time: 7h 08m.

Minneapolis (MSP) has the shortest average layover time for this route: 1h 10m.

15 flights are operational daily from Chicago to Tokyo as of July 2026. The most popular departure time for this route is 5:00PM, with 60% of flights per day taking off in the afternoon.

The number of flights available between Chicago and Tokyo is 105 per week as of July 2026. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.