
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $838 (Kiwi.com) |
One-way from | $384 (Trip.com) |
Popular in | March |
Cheapest in | February |
Average price | $1,510 |
Good round-trip deal | $1,486 or less |
Good one-way deal | $880 or less |
Fly from
Fly to
Route
Depart
Return
TokyoChicago
NRT - MDW
NRTMDW
Tokyo Narita
Mon 10/19
5:55 pm-6:05 am
2 stops26h 10m
Chicago Midway
Thu 10/29
6:15 pm-4:35 pm
2 stops32h 20m
TokyoChicago
NRT - MDW
NRTMDW
Tokyo Narita
Wed 9/2
5:55 pm-5:50 am
2 stops25h 55m
Chicago Midway
Sun 9/6
8:30 pm-1:15 pm
2 stops26h 45m
TokyoChicago
NRT - MDW
NRTMDW
Tokyo Narita
Fri 6/19
9:35 am-12:35 am
2 stops29h 00m
Chicago Midway
Fri 6/26
6:00 pm-1:15 pm
2 stops29h 15m
TokyoChicago
NRT - MDW
NRTMDW
Tokyo Narita
Thu 6/25
5:55 pm-5:55 am
2 stops26h 00m
Chicago Midway
Wed 7/8
3:05 pm-1:15 pm
2 stops32h 10m
TokyoChicago
HND - ORD
HNDORD
Tokyo Haneda
Mon 9/28
4:20 pm-1:55 pm
1 stop35h 35m
Chicago O'Hare Intl
Wed 10/14
4:15 pm-9:35 pm
1 stop39h 20m
TokyoChicago
NRT - MDW
NRTMDW
Tokyo Narita
Mon 9/28
8:00 pm-5:55 am
2 stops23h 55m
Chicago Midway
Wed 10/14
3:35 pm-1:15 pm
2 stops31h 40m
TokyoChicago
NRT - ORD
NRTORD
Tokyo Narita
Tue 10/27
8:20 pm-8:35 pm
1 stop38h 15m
Chicago O'Hare Intl
Sat 1/9
6:15 pm-7:20 pm
2 stops34h 05m
TokyoChicago
NRT - ORD
NRTORD
Tokyo Narita
Thu 6/25
2:30 pm-6:20 am
2 stops29h 50m
Chicago O'Hare Intl
Sun 10/18
7:16 pm-4:35 pm
2 stops31h 19m
TokyoChicago
NRT - MDW
NRTMDW
Tokyo Narita
Tue 6/16
5:55 pm-5:55 am
2 stops26h 00m
Chicago Midway
Wed 6/24
3:50 pm-1:15 pm
2 stops31h 25m
TokyoChicago
NRT - ORD
NRTORD
Tokyo Narita
Mon 10/19
2:25 pm-12:58 am
2 stops24h 33m
Chicago O'Hare Intl
Thu 10/29
7:16 pm-12:00 pm
2 stops26h 44m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
Currently, September is the cheapest month in which you can book a flight from Tokyo to Chicago (average of $525). Flying from Tokyo to Chicago in April is currently the most expensive (average of $1,071). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from Tokyo to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
The most flights from TYO to CHI are scheduled on a Monday (15 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (15 on average).
About 14% of weekly flights between Tokyo and Chicago have experienced delays in the past year, with the average delay time being 147 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, ANA have had the lowest number of delays on this route, with just 11% of flights being delayed.
Food
Overall
Comfort
Entertainment
Boarding
Crew
Reviews
Evan,Feb 2026
NRT - ORD
Food
Overall
Comfort
Entertainment
Boarding
Crew
Reviews
Evan,Feb 2026
NRT - ORD
Food
Overall
Comfort
Entertainment
Boarding
Crew
Reviews
Evan,Feb 2026
NRT - ORD
Food
Overall
Comfort
Entertainment
Boarding
Crew
Reviews
Evan,Feb 2026
NRT - ORD
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$1,139 | Average$1,816 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$1,172 | Average$1,767 | FlexibilityNo cancel fee | On-time79% |