Flights from Chicago to Tokyo (MDW to HND)

Discover more affordable routes and cheaper dates from Chicago to Tokyo (MDW to HND) within a date range.

⭐ Search by country or region to discover more affordable routes, like Netherlands → Italy or Europe → South East Asia.

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  • US$533
    Frontier AirlinesFrontier AirlinesAlaska AirlinesJapan Airlines
    12:43pm - 5:20pm
    Thu Jan 9th 2025
    37h 37m
    Chicago (MDW) → Tokyo (HND)
    3 Stops

    Thu Jan 9th 2025 Frontier Airlines · F9 2329 Depart at 12:43pm from Chicago (MDW) Fly for 4h 24m Arrive at 3:07pm in Las Vegas (LAS)

    Layover in Las Vegas for 2h 41m

    Thu Jan 9th 2025 Frontier Airlines · F9 1465 Depart at 5:48pm from Las Vegas (LAS) Fly for 1h 18m Arrive at 7:06pm in San Diego (SAN)

    Layover in San Diego for 12h 54m

    Fri Jan 10th 2025 Alaska Airlines · AS 3430 Depart at 8:00am from San Diego (SAN) Fly for 1h 45m Arrive at 9:45am in San Francisco (SFO)

    Layover in San Francisco for 3h 10m

    Fri Jan 10th 2025 Japan Airlines · JL 1 Depart at 12:55pm from San Francisco (SFO) Fly for 11h 25m Arrive at 5:20pm in Tokyo (HND)

  • US$538
    Frontier AirlinesFrontier AirlinesJapan AirlinesJapan Airlines
    12:43pm - 5:20pm
    Thu Jan 9th 2025
    37h 37m
    Chicago (MDW) → Tokyo (HND)
    3 Stops

    Thu Jan 9th 2025 Frontier Airlines · F9 2329 Depart at 12:43pm from Chicago (MDW) Fly for 4h 24m Arrive at 3:07pm in Las Vegas (LAS)

    Layover in Las Vegas for 2h 41m

    Thu Jan 9th 2025 Frontier Airlines · F9 1465 Depart at 5:48pm from Las Vegas (LAS) Fly for 1h 18m Arrive at 7:06pm in San Diego (SAN)

    Layover in San Diego for 12h 54m

    Fri Jan 10th 2025 Japan Airlines · JL 5461 Depart at 8:00am from San Diego (SAN) Fly for 1h 45m Arrive at 9:45am in San Francisco (SFO)

    Layover in San Francisco for 3h 10m

    Fri Jan 10th 2025 Japan Airlines · JL 1 Depart at 12:55pm from San Francisco (SFO) Fly for 11h 25m Arrive at 5:20pm in Tokyo (HND)

  • US$539
    Frontier AirlinesFrontier AirlinesAlaska AirlinesJapan Airlines
    12:43pm - 5:20pm
    Thu Jan 9th 2025
    37h 37m
    Chicago (MDW) → Tokyo (HND)
    3 Stops

    Thu Jan 9th 2025 Frontier Airlines · F9 2329 Depart at 12:43pm from Chicago (MDW) Fly for 4h 24m Arrive at 3:07pm in Las Vegas (LAS)

    Layover in Las Vegas for 2h 41m

    Thu Jan 9th 2025 Frontier Airlines · F9 1465 Depart at 5:48pm from Las Vegas (LAS) Fly for 1h 18m Arrive at 7:06pm in San Diego (SAN)

    Layover in San Diego for 2h 49m

    Thu Jan 9th 2025 Alaska Airlines · AS 3329 Depart at 9:55pm from San Diego (SAN) Fly for 1h 43m Arrive at 11:38pm in San Francisco (SFO)

    Layover in San Francisco for 13h 17m

    Fri Jan 10th 2025 Japan Airlines · JL 1 Depart at 12:55pm from San Francisco (SFO) Fly for 11h 25m Arrive at 5:20pm in Tokyo (HND)

  • US$645
    Frontier AirlinesFrontier AirlinesAll Nippon AirwaysAll Nippon Airways
    7:00am - 5:30am
    Sun Jan 12th 2025
    31h 30m
    Chicago (MDW) → Tokyo (HND)
    3 Stops

    Sun Jan 12th 2025 Frontier Airlines · F9 1887 Depart at 7:00am from Chicago (MDW) Fly for 2h 53m Arrive at 9:53am in Dallas (DFW)

    Layover in Dallas for 3h 13m

    Sun Jan 12th 2025 Frontier Airlines · F9 1425 Depart at 1:06pm from Dallas (DFW) Fly for 3h 21m Arrive at 2:27pm in San Diego (SAN)

    Layover in San Diego for 6h 24m

    Sun Jan 12th 2025 All Nippon Airways · NH 7267 Depart at 8:51pm from San Diego (SAN) Fly for 1h 4m Arrive at 9:55pm in Los Angeles (LAX)

    Layover in Los Angeles for 2h 10m

    Mon Jan 13th 2025 All Nippon Airways · NH 105 Depart at 12:05am from Los Angeles (LAX) Fly for 12h 25m Arrive at 5:30am in Tokyo (HND)

  • US$651
    Frontier AirlinesFrontier AirlinesAll Nippon Airways
    7:15am - 5:30am
    Thu Jan 9th 2025
    31h 15m
    Chicago (MDW) → Tokyo (HND)
    2 Stops

    Thu Jan 9th 2025 Frontier Airlines · F9 2209 Depart at 7:15am from Chicago (MDW) Fly for 2h 50m Arrive at 9:05am in Denver (DEN)

    Layover in Denver for 7h 0m

    Thu Jan 9th 2025 Frontier Airlines · F9 3155 Depart at 4:05pm from Denver (DEN) Fly for 2h 35m Arrive at 5:40pm in Los Angeles (LAX)

    Layover in Los Angeles for 6h 25m

    Fri Jan 10th 2025 All Nippon Airways · NH 105 Depart at 12:05am from Los Angeles (LAX) Fly for 12h 25m Arrive at 5:30am in Tokyo (HND)

  • US$680
    Frontier AirlinesAlaska AirlinesAll Nippon Airways
    12:43pm - 7:15pm
    Fri Jan 10th 2025
    39h 32m
    Chicago (MDW) → Tokyo (HND)
    2 Stops

    Fri Jan 10th 2025 Frontier Airlines · F9 2329 Depart at 12:43pm from Chicago (MDW) Fly for 4h 24m Arrive at 3:07pm in Las Vegas (LAS)

    Layover in Las Vegas for 18h 23m

    Sat Jan 11th 2025 Alaska Airlines · AS 735 Depart at 9:30am from Las Vegas (LAS) Fly for 2h 50m Arrive at 12:20pm in Seattle (SEA)

    Layover in Seattle for 3h 25m

    Sat Jan 11th 2025 All Nippon Airways · NH 117 Depart at 3:45pm from Seattle (SEA) Fly for 10h 30m Arrive at 7:15pm in Tokyo (HND)

  • US$729
    Frontier AirlinesFrontier AirlinesAll Nippon Airways
    7:15am - 5:30am
    Sun Jan 12th 2025
    31h 15m
    Chicago (MDW) → Tokyo (HND)
    2 Stops

    Sun Jan 12th 2025 Frontier Airlines · F9 2209 Depart at 7:15am from Chicago (MDW) Fly for 2h 50m Arrive at 9:05am in Denver (DEN)

    Layover in Denver for 7h 0m

    Sun Jan 12th 2025 Frontier Airlines · F9 3155 Depart at 4:05pm from Denver (DEN) Fly for 2h 35m Arrive at 5:40pm in Los Angeles (LAX)

    Layover in Los Angeles for 6h 25m

    Mon Jan 13th 2025 All Nippon Airways · NH 105 Depart at 12:05am from Los Angeles (LAX) Fly for 12h 25m Arrive at 5:30am in Tokyo (HND)

  • US$729
    Frontier AirlinesFrontier AirlinesAll Nippon AirwaysAll Nippon Airways
    7:15am - 5:30am
    Sun Jan 12th 2025
    31h 15m
    Chicago (MDW) → Tokyo (HND)
    3 Stops

    Sun Jan 12th 2025 Frontier Airlines · F9 2209 Depart at 7:15am from Chicago (MDW) Fly for 2h 50m Arrive at 9:05am in Denver (DEN)

    Layover in Denver for 7h 15m

    Sun Jan 12th 2025 Frontier Airlines · F9 2711 Depart at 4:20pm from Denver (DEN) Fly for 2h 36m Arrive at 5:56pm in San Diego (SAN)

    Layover in San Diego for 2h 55m

    Sun Jan 12th 2025 All Nippon Airways · NH 7267 Depart at 8:51pm from San Diego (SAN) Fly for 1h 4m Arrive at 9:55pm in Los Angeles (LAX)

    Layover in Los Angeles for 2h 10m

    Mon Jan 13th 2025 All Nippon Airways · NH 105 Depart at 12:05am from Los Angeles (LAX) Fly for 12h 25m Arrive at 5:30am in Tokyo (HND)

@sarahbb1
Sarah Belizaire
@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

@eyupitsjohn
John Ford
@eyupitsjohn

There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

@oamingsonaa
Roaming Sonaa
@roamingsonaa

For people wanting to maximize their trips, Flightlist is my newest travel hack for uncovering the coolest routes at irresistible prices. No stress, no annoying ads — just seamless flight booking with amazing functionality.

@andy_travels
Andy Travels
@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

@travelwitbender
Travel With Bender
@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

@travel.with.wes
Wesley Mergard
@travel.with.wes

One useful tool I've found for evaluating different departure and return dates is called FlightList.io. You can quickly scan different travel date ranges, carriers and one way flight options to easily determine the cheapest flight combinations for your trip.

Explore Flight Options

FlightList Blog

Flightlist Interviews 7 Travel Experts On Why They Book One Way Flights
Flightlist Interviews 7 Travel Experts On Why They Book One Way Flights
Why I built FlightList & solved my own problem
Why I Built FlightList & Solved My Own Problem

About FlightList

❝Founded by a remote worker and frequent flyer, who discovered that the best deals come from searching with flexible dates across entire countries or regions. Our streamlined platform strips away the clutter found on typical travel sites, offering a clean interface that focuses solely on finding cost-effective flights. Unlike traditional booking sites, FlightList allows users to search by date ranges and broad destinations, unveiling opportunities that rigid parameters often miss. Our filters let travelers tailor searches to their specific needs, whether they're digital nomads seeking their next adventure or budget-conscious explorers maximizing travel funds. We've made finding cheap flights into a quicker and easier experience, empowering users to discover just how far their budget can take them.❞

- Hans Desjarlais, Founder Hans Desjarlais Profile Picture