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$349+ Cheap flights from Tokyo (TYO) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
TYO — MDW
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
1 adult, Economy
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Cheap flight deals from Tokyo to Midway

Cheapest flights from Tokyo to Midway
Explore the most affordable flight options available from Tokyo to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 26, 2025.

This WestJet deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:35 pmNRT - MDW
2 stops37h 44mWestJet
Thu 1/81:49 pmMDW - NRT
2 stops35h 41mWestJet
Deal found 12/24$1,436
This WestJet deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:35 pmNRT - MDW
2 stops37h 44mWestJet
Wed 1/77:16 pmMDW - NRT
2 stops54h 14mWestJet
Deal found 12/24$1,485
This WestJet deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:35 pmNRT - MDW
2 stops37h 44mWestJet
Sun 1/411:48 amMDW - NRT
2 stops37h 42mWestJet
Deal found 12/24$1,711
This WestJet deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:35 pmNRT - MDW
2 stops55h 31mWestJet
Wed 1/77:16 pmMDW - NRT
2 stops54h 14mWestJet
Deal found 12/24$1,744
This WestJet deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:35 pmNRT - MDW
2 stops55h 31mWestJet
Mon 1/57:16 pmMDW - NRT
2 stops54h 14mWestJet
Deal found 12/24$1,760
This WestJet deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:35 pmNRT - MDW
2 stops31h 31mWestJet
Wed 1/77:16 pmMDW - NRT
2 stops54h 14mWestJet
Deal found 12/24$1,777
This Delta deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/248:00 pmHND - MDW
2 stops27h 49mDelta
Wed 1/79:32 amMDW - HND
1 stop17h 13mDelta
Deal found 12/24$1,785
This WestJet deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:35 pmNRT - MDW
2 stops37h 44mWestJet
Thu 1/81:49 pmMDW - NRT
2 stops35h 41mWestJet
Deal found 12/24$1,789
This WestJet deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:35 pmNRT - MDW
2 stops37h 44mWestJet
Wed 1/77:16 pmMDW - NRT
2 stops54h 14mWestJet
Deal found 12/24$1,838
This Delta deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/268:00 pmHND - MDW
1 stop28h 05mDelta
Wed 1/711:21 amMDW - HND
1 stop36h 14mDelta
Deal found 12/24$1,977
This WestJet deal was found by Cheapflights users on 12/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:35 pmNRT - MDW
2 stops55h 31mWestJet
Tue 1/67:16 pmMDW - NRT
2 stops54h 14mWestJet
Deal found 12/24$2,019
This Delta deal was found by Cheapflights users on 12/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/284:25 pmHND - MDW
1 stop16h 01mDelta
Mon 1/57:16 pmMDW - HND
1 stop29h 04mDelta
Deal found 12/23$2,028

Find flight deals from Tokyo to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Tokyo (TYO) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

Gurufare
3 stars

Round-trip from

$747
(Delta)

One-way from

$349
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$1,791
Provider with most accurate pricing for Tokyo (TYO)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tokyo (TYO)-Chicago (CHI) flights.
Search Deals
From Tokyo (TYO) to Chicago Midway
Search Deals
One-way flight from Tokyo (TYO) to Chicago Midway
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tokyo to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 26, 2025.
Use the filters below to find and compare flights from Tokyo to Chicago Midway Airport that are best for you.

Fly from

Tokyo

Fly to

Midway

Route

Depart

Return

Price

TokyoChicago

HND - MDW

HNDMDW

Tokyo Haneda

Wed 1/21

5:35 pm-10:22 pm

2 stops19h 47m

Chicago Midway

Wed 1/28

6:00 am-2:35 pm

1 stop17h 35m

$747

TokyoChicago

HND - MDW

HNDMDW

Tokyo Haneda

Fri 1/23

5:20 pm-6:36 pm

1 stop16h 16m

Chicago Midway

Mon 2/2

6:00 am-2:35 pm

1 stop17h 35m

$749

TokyoChicago

HND - MDW

HNDMDW

Tokyo Haneda

Tue 1/27

4:25 pm-5:55 pm

1 stop16h 30m

Chicago Midway

Sat 1/31

10:46 am-5:45 pm

2 stops39h 59m

$749

TokyoChicago

HND - MDW

HNDMDW

Tokyo Haneda

Fri 1/23

5:20 pm-6:36 pm

1 stop16h 16m

Chicago Midway

Sun 2/1

9:33 am-5:45 pm

1 stop17h 12m

$756

TokyoChicago

NRT - MDW

NRTMDW

Tokyo Narita

Tue 1/27

9:15 am-1:09 pm

2 stops42h 54m

Chicago Midway

Sat 1/31

11:45 am-7:30 pm

2 stops40h 45m

$763

TokyoChicago

NRT - MDW

NRTMDW

Tokyo Narita

Tue 4/28

5:55 pm-5:50 am

2 stops25h 55m

Chicago Midway

Wed 5/6

6:50 pm-1:15 pm

2 stops28h 25m

$1,082

TokyoChicago

NRT - MDW

NRTMDW

Tokyo Narita

Thu 3/26

7:30 pm-5:30 am

2 stops24h 00m

Chicago Midway

Sun 4/5

8:15 pm-1:15 pm

2 stops27h 00m

$1,084

TokyoChicago

NRT - MDW

NRTMDW

Tokyo Narita

Wed 1/21

9:20 am-9:15 pm

2 stops26h 55m

Chicago Midway

Wed 1/28

2:10 pm-1:30 pm

2 stops32h 20m

$1,105

TokyoChicago

HND - MDW

HNDMDW

Tokyo Haneda

Mon 2/16

5:20 pm-6:40 pm

1 stop16h 20m

Chicago Midway

Mon 3/2

9:34 am-5:45 pm

1 stop17h 11m

$1,119

TokyoChicago

NRT - MDW

NRTMDW

Tokyo Narita

Mon 2/9

6:35 pm-9:53 am

2 stops30h 18m

Chicago Midway

Wed 2/18

10:49 am-4:30 pm

2 stops38h 41m

$1,140

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/23

Showing 1-10 of 35 results
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Best time to book a flight from Tokyo to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Tokyo with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Tokyo to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Tokyo to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Tokyo to Chicago Midway Airport?

    There are many flights that can get you from Tokyo to Chicago Midway Airport in 19h 47m. Fly via Delta to get the fastest option. The distance from Tokyo to Chicago Midway Airport is about 6302 mi.

  • Can I find deals for flights from Tokyo to Midway that include hotel bookings?

    Yes. In addition to deals on Tokyo to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tokyo to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tokyo to Midway.

  • Can I find deals for business class flights from Tokyo to Midway?

    Yes. Cheapflights offers flight deals from Tokyo to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Tokyo to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Haneda to O'Hare Intl flights
Narita to O'Hare Intl flights
Narita to Midway flights
Haneda to Midway flights

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