Title: Tokyo to Chicago cheap flights from $1,957 (HND to MDW) - Expedia.com ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # $1,957 Cheap Flights from Tokyo (HND) to Chicago (MDW) [View $1,957 flight on Fri, Oct 23, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:HND,to:MDW,departure:10/23/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1956.73&airProductToken=AQpuCjQIxJgBEgMxMjAYpxsgzHwo-JabAzCWnJsDOEJAAFgBaglNQUlOQ0xBU0NyCEJMWDcwR01aCjYIxJgBEgQ0NzE0GMx8IOywASjKnZsDMK6emwM4QkABWAFqCU1BSU5DTEFTQ3IIQkxYNzBHTVoSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ## Popular airlines from Haneda Airport (HND) to Chicago Midway Airport (MDW) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.com/Flights-Search?leg1=from:HND,to:MDW,departure:4/16/2026TANYT&leg2=from:MDW,to:HND,departure:4/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_KE.svg) Korean Air [](https://www.expedia.com/Flights-Search?leg1=from:HND,to:MDW,departure:4/16/2026TANYT&leg2=from:MDW,to:HND,departure:4/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"KE"}}]) ## Cheap Flights from Tokyo to Chicago (HND-MDW) Prices were available within the past 7 days and start at $1,957 for one-way flights and $1,359 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, May 19 - Tue, May 26 HND Tokyo MDW Chicago $1,359 Roundtrip found 3 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HND,to:MDW,departure:5/19/2026TANYT&leg2=from:MDW,to:HND,departure:5/26/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1358.73&airProductToken=AQpuCjQIxJgBEgMxMjAYpxsgzHwo2LCNAzCAto0DOEVAAFgBaglNQUlOQkFTSUNyCFhMWDAzQUJBCjYIxJgBEgQ0NzE0GMx8IOywASigt40DMIC4jQM4RUABWAFqCU1BSU5CQVNJQ3IIWExYMDNBQkEKcAo3CMSYARIENDY4NRjssAEg47QBKN6CjgMwp4OOAzhFQABYAWoJTUFJTkJBU0lDcghVTFgwM0FCQQo1CMSYARIDMjc1GOO0ASCnGyi9hI4DMNOKjgM4RUABWAFqCU1BSU5CQVNJQ3IIVUxYMDNBQkESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, May 20 - Thu, May 28 HND Tokyo MDW Chicago $1,381 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HND,to:MDW,departure:5/20/2026TANYT&leg2=from:MDW,to:HND,departure:5/28/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1380.73&airProductToken=AQpuCjQIxJgBEgMxMjAYpxsgzHwo-LuNAzCgwY0DOEVAAFgBaglNQUlOQkFTSUNyCFZOWDAzQUJBCjYIxJgBEgQ0NzE0GMx8IOywASjAwo0DMKDDjQM4RUABWAFqCU1BSU5CQVNJQ3IIVk5YMDNBQkEKcAo3CMSYARIENDY4NRjssAEg47QBKJ6ZjgMw55mOAzhFQABYAWoJTUFJTkJBU0lDcghVTFhHNUdCQQo1CMSYARIDMjc1GOO0ASCnGyj9mo4DMJOhjgM4RUABWAFqCU1BSU5CQVNJQ3IIVUxYRzVHQkESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Jul 14 - Sat, Jul 18 HND Tokyo MDW Chicago $1,388 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HND,to:MDW,departure:7/14/2026TANYT&leg2=from:MDW,to:HND,departure:7/18/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1387.30&airProductToken=AQpuCjQIxJgBEgMxMjAYpxsgzHwoyaaSAzD_q5IDOEVAAFgBaglNQUlOQkFTSUNyCFVMWEc1R0JaCjYIxJgBEgQ0NzE0GMx8IOywASi0rZIDMJaukgM4RUABWAFqCU1BSU5CQVNJQ3IIVUxYRzVHQloKbgo2CMSYARIENDcxMxjssAEgzHwou9uSAzCm3JIDOEVAAFgBaglNQUlOQkFTSUNyCFZOWDAzQUJBCjQIxJgBEgMxMjEYzHwgpxso7OKSAzDV6JIDOEVAAVgBaglNQUlOQkFTSUNyCFZOWDAzQUJBEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, May 19 - Thu, May 28 HND Tokyo MDW Chicago $1,400 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HND,to:MDW,departure:5/19/2026TANYT&leg2=from:MDW,to:HND,departure:5/28/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1399.73&airProductToken=AQpuCjQIxJgBEgMxMjAYpxsgzHwo2LCNAzCAto0DOEVAAFgBaglNQUlOQkFTSUNyCFZOWDAzQUJBCjYIxJgBEgQ0NzE0GMx8IOywASigt40DMIC4jQM4RUABWAFqCU1BSU5CQVNJQ3IIVk5YMDNBQkEKcAo3CMSYARIENDY4NRjssAEg47QBKJ6ZjgMw55mOAzhFQABYAWoJTUFJTkJBU0lDcghUTlgwM0FCQQo1CMSYARIDMjc1GOO0ASCnGyj9mo4DMJOhjgM4RUABWAFqCU1BSU5CQVNJQ3IIVE5YMDNBQkESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Jul 18 - Sat, Jul 25 HND Tokyo MDW Chicago $1,417 Roundtrip found 5 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HND,to:MDW,departure:7/18/2026TANYT&leg2=from:MDW,to:HND,departure:7/25/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1416.13&airProductToken=AQpuCjQIxJgBEgMxMjAYpxsgzHwoydOSAzD_2JIDOEVAAFgBaglNQUlOQkFTSUNyCFhOVzAzQUJBCjYIxJgBEgQ0NzE0GMx8IOywASib2pIDMPzakgM4RUABWAFqCU1BSU5CQVNJQ3IIWE5XMDNBQkEKcAo3CMSYARIENDY3NBjssAEg47QBKNylkwMwqKaTAzhFQABYAWoJTUFJTkJBU0lDcghWTlcwM0FCQQo1CMSYARIDMjc1GOO0ASCnGyi9p5MDMNOtkwM4RUABWAFqCU1BSU5CQVNJQ3IIVk5XMDNBQkESDAgBEAEYASoCREwyABgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Jul 3 - Mon, Jul 13 HND Tokyo MDW Chicago $1,430 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HND,to:MDW,departure:7/3/2026TANYT&leg2=from:MDW,to:HND,departure:7/13/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1429.73&airProductToken=AQpuCjQIxJgBEgMxMjAYpxsgzHwo-KqRAzCqsJEDOEVAAFgBaglNQUlOQkFTSUNyCFVMWEc1R0JaCjYIxJgBEgQ0NzE0GMx8IOywASjSsZEDMLaykQM4RUABWAFqCU1BSU5CQVNJQ3IIVUxYRzVHQloKcAo3CMSYARIENDY3NBjssAEg47QBKNyekgMwqJ-SAzhFQABYAWoJTUFJTkJBU0lDcghWTlgwM0FCQQo1CMSYARIDMjc1GOO0ASCnGyi9oJIDMNOmkgM4RUABWAFqCU1BSU5CQVNJQ3IIVk5YMDNBQkESDAgBEAEYASoCREwyABgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Jul 7 - Wed, Jul 15 HND Tokyo MDW Chicago $1,458 Roundtrip found 6 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HND,to:MDW,departure:7/7/2026TANYT&leg2=from:MDW,to:HND,departure:7/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1457.03&airProductToken=AQpuCjQIxJgBEgMxMjAYpxsgzHwo6deRAzCf3ZEDOEVAAFgBaglNQUlOQkFTSUNyCExMWEczR0JaCjYIxJgBEgQ0NzE0GMx8IOywASjU3pEDMLbfkQM4RUABWAFqCU1BSU5CQVNJQ3IITExYRzNHQloKcAo3CMSYARIENDY3NBjssAEg47QBKJy1kgMw6LWSAzhFQABYAWoJTUFJTkJBU0lDcghWTlgwM0FCQQo1CMSYARIDMjc1GOO0ASCnGyj9tpIDMJO9kgM4RUABWAFqCU1BSU5CQVNJQ3IIVk5YMDNBQkESDAgBEAEYASoCREwyABgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, May 19 - Tue, May 26 HND Tokyo MDW Chicago $1,472 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HND,to:MDW,departure:5/19/2026TANYT&leg2=from:MDW,to:HND,departure:5/26/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1471.73&airProductToken=AQpuCjQIxJgBEgMxMjAYpxsgzHwo2LCNAzCAto0DOEVAAFgBaglNQUlOQkFTSUNyCFZOWDAzQUJBCjYIxJgBEgQ0NzE0GMx8IOywASigt40DMIC4jQM4RUABWAFqCU1BSU5CQVNJQ3IIVk5YMDNBQkEKcAo3CMSYARIENDY4NRjssAEg47QBKN6CjgMwp4OOAzhFQABYAWoJTUFJTkJBU0lDcghMTFg3M0dCWgo1CMSYARIDMjc1GOO0ASCnGyi9hI4DMNOKjgM4RUABWAFqCU1BSU5CQVNJQ3IITExYNzNHQloSDAgBEAEYASoCREwyABgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Jul 3 - Mon, Jul 13 HND Tokyo MDW Chicago $1,492 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HND,to:MDW,departure:7/3/2026TANYT&leg2=from:MDW,to:HND,departure:7/13/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1491.73&airProductToken=AQpuCjQIxJgBEgMxMjAYpxsgzHwo-KqRAzCqsJEDOEVAAFgBaglNQUlOQkFTSUNyCExMWEczR0JaCjYIxJgBEgQ0NzE0GMx8IOywASjSsZEDMLaykQM4RUABWAFqCU1BSU5CQVNJQ3IITExYRzNHQloKcAo3CMSYARIENDY3NBjssAEg47QBKNyekgMwqJ-SAzhFQABYAWoJTUFJTkJBU0lDcghWTlgwM0FCQQo1CMSYARIDMjc1GOO0ASCnGyi9oJIDMNOmkgM4RUABWAFqCU1BSU5CQVNJQ3IIVk5YMDNBQkESDAgBEAEYASoCREwyABgBIgQIARABKAIoAygEMAE) ![Korean Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/ke.gif) Mon, Aug 17 - Mon, Aug 24 HND Tokyo MDW Chicago $7,307 Roundtrip found 4 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:HND,to:MDW,departure:8/17/2026TANYT&leg2=from:MDW,to:HND,departure:8/24/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:7306.33&airProductToken=AQqNAQouCMuKARIDNzUyGKcbIMhoKLyelQMw15-VAzhZQABYAWoGRVlGTEVYcgVZUlRLRQorCMuKARICMzUYyGgg4Fwov6KVAzD9qJUDOFlAAVgBagZFWUZMRVhyA1lSVAouCMuKARIEMzY0MhjgXCDssAEo8qqVAzDnq5UDOFlAAVgBagZFWUZMRVhyA1lSVAqcAQozCMuKARIEMzkwMxjssAEgzHwonPeVAzD795UDOE1AAFgBagZFWUZMRVhyCE1OWFJGRk1FCjIIy4oBEgQ1MDM0GMx8IMhoKJb5lQMw1P-VAzhNQAFYAWoGRVlGTEVYcghNTlhSRkZNRQoxCMuKARIDNzUxGMhoIKcbKJKBlgMwnoKWAzhNQAFYAWoGRVlGTEVYcghNTlhSRkZNRRIMCAEQARgBKgJLRTIAGAEiBAgBEAEoAigEKAYwAQ) ## Alternative airports near Chicago Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.com/Flights-Search?leg1=from:HND,to:ORD,departure:4/16/2026TANYT&leg2=from:ORD,to:HND,departure:4/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ORD O'Hare Intl. Cheapest 23 min [Flights from $1,814 ](https://www.expedia.com/Flights-Search?leg1=from:HND,to:ORD,departure:4/16/2026TANYT&leg2=from:ORD,to:HND,departure:4/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Frequently asked questions ### How much does a flight from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) cost? ### What is the cheapest month to fly from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)? ### Which airlines fly direct from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)? ### How do I find cheap flights from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)? ### What is the best time to fly from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)? ### What is the earliest flight from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)? ### How long does it take to fly from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)? ### Can you fly business or first class from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)? ### How do I earn miles on a Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) flight with Expedia? ### What airports do you fly into for Chicago from Haneda (HND)? ### Is it cheaper to buy a plane ticket from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) at the last minute? ### Is it cheaper to book a Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.) flight and hotel package? ### Can I cancel or change the date of my flight from Tokyo (HND-Haneda) to Chicago, IL (MDW-Midway Intl.)? ## Travel information | Origin airport | Haneda | | ------------------- | ------------ | | Destination airport | Midway Intl. | | Airlines serving | Delta | | Roundtrip price | $1,359 | | Distance | 6305 mi | ## Book with confidence # Tokyo to Chicago Flights The cheapest times to fly from Tokyo to Chicago On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Tokyo to Chicago are during the month of May. You can find some of the cheapest flights from Tokyo to Chicago with Expedia's search tool and vast selection of airlines. The best time to book a flight from Tokyo to Chicago Sunday is one of the best days to book for cheap flights from Tokyo to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance. How to find cheap round-trip tickets from Tokyo to Chicago Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Tokyo to Chicago in 2026\. You can also book with separate airlines for your outbound and return journeys, from $1,957 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference\*. This is available for a small fee, and is free to One Key Gold and Platinum tier members. Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Tokyo to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps. You could also save big by booking one of Expedia's [vacation packages](https://www.expedia.com/package-deals). Bundling together your Tokyo to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures. \*Terms apply. Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. The percentages you see are averages. \*Flight schedules are subject to change. \*Available to One Key members. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Chicago Hotels ](https://www.expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Hotels near Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near Midway Station ](https://www.expedia.com/Midway-Station-Hotels.d6211025.Travel-Guide-Hotels) - [Hotels near Garfield Ridge ](https://www.expedia.com/Garfield-Ridge-Chicago-Hotels.0-n6132357-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Garfield Ridge ](https://www.expedia.com/Garfield-Ridge-Chicago-Hotels-Cheap-Hotels.0-n6132357-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels near Pulaski Station ](https://www.expedia.com/Pulaski-Station-Hotels.d6211019.Travel-Guide-Hotels) - [Hotels near West Lawn ](https://www.expedia.com/West-Lawn-Chicago-Hotels.0-n6132413-0.Travel-Guide-Filter-Hotels) - 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