Cheap flights from Tokyo to Chicago from $389

The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Tokyo averaging around $748.

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Tuesday when prices can be found for as low as $1,382. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Tokyo because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,777.

Flying to Chicago O'Hare Intl Airport from Tokyo in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $1,479 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $1,797. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You could potentially save up to 50% on your flight if you consider stops on a Tokyo to Chicago O'Hare Intl Airport flight.

Historically, on average around 14% of flights between Tokyo and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 147 minutes.

Generally, flights departing in the morning 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, ANA have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

Montreal (YUL) was the most common stop: 86% of momondo users choosing 1-stop flights on this route connected there.

Flights via Taipei City (TPE) offer the lowest average round-trip price of $979.

Flights connecting via Montreal (YUL) have the shortest average one-way travel time: 16h 27m.

Montreal (YUL) has the shortest average layover time for this route: 1h 24m.

As of May 2026, there are 14 flights per day flying from Tokyo to Chicago O'Hare Intl Airport. The most common time of day flights depart is 5:00PM, with 57% of flights taking off in the afternoon.

As of May 2026, 101 flights take off from Tokyo and land in Chicago O'Hare Intl Airport each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.