$1,942 Cheap Flights from Hakodate (HKD) to Chicago (MDW)

View $1,942 flight on Mon, Dec 22, 2025Opens in a new window

Popular airlines from Hakodate Airport (HKD) to Chicago Midway Airport (MDW)

Cheap Flights from Hakodate to Chicago (HKD-MDW)

Prices were available within the past 7 days and start at $1,942 for one-way flights and $2,060 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Japan Airlines
Mon, Dec 22 - Fri, Dec 26
HKD
Hakodate
MDW
Chicago
$2,060 Roundtrip, found 1 day ago
$2,060
Roundtrip
found 1 day ago
Select Japan Airlines flight, departing Mon, Dec 22 from Hakodate to Chicago, returning Fri, Dec 26, priced at $2,060 found 1 day ago
Japan Airlines
Mon, Dec 22 - Fri, Dec 26
HKD
Hakodate
MDW
Chicago
$2,353 Roundtrip, found 1 day ago
$2,353
Roundtrip
found 1 day ago
Select Japan Airlines flight, departing Mon, Dec 22 from Hakodate to Chicago, returning Fri, Dec 26, priced at $2,353 found 1 day ago
All Nippon Airways
Mon, Dec 22 - Fri, Dec 26
HKD
Hakodate
MDW
Chicago
$2,365 Roundtrip, found 1 day ago
$2,365
Roundtrip
found 1 day ago
Select All Nippon Airways flight, departing Mon, Dec 22 from Hakodate to Chicago, returning Fri, Dec 26, priced at $2,365 found 1 day ago
Japan Airlines
Mon, Dec 22 - Fri, Dec 26
HKD
Hakodate
MDW
Chicago
$2,400 Roundtrip, found 1 day ago
$2,400
Roundtrip
found 1 day ago
Select Japan Airlines flight, departing Mon, Dec 22 from Hakodate to Chicago, returning Fri, Dec 26, priced at $2,400 found 1 day ago
Japan Airlines
Mon, Dec 22 - Fri, Dec 26
HKD
Hakodate
MDW
Chicago
$2,709 Roundtrip, found 1 day ago
$2,709
Roundtrip
found 1 day ago
Select Japan Airlines flight, departing Mon, Dec 22 from Hakodate to Chicago, returning Fri, Dec 26, priced at $2,709 found 1 day ago
All Nippon Airways
Mon, Dec 22 - Fri, Dec 26
HKD
Hakodate
MDW
Chicago
$2,723 Roundtrip, found 1 day ago
$2,723
Roundtrip
found 1 day ago
Select All Nippon Airways flight, departing Mon, Dec 22 from Hakodate to Chicago, returning Fri, Dec 26, priced at $2,723 found 1 day ago
Flights from Hakodate (HKD) to Chicago (MDW)
Origin airport
Hakodate
Destination airport
Midway Intl.
Roundtrip price
$2,060
Distance
5917 mi

Hakodate to Chicago Flights

The cheapest times to fly from Hakodate 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 Hakodate to Chicago are during the month of December. You can find some of the cheapest flights from Hakodate to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Hakodate to Chicago

Sunday is one of the best days to book for cheap flights from Hakodate 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 Hakodate 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 Hakodate to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $1,942 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 Hakodate 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. Bundling together your Hakodate 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.

 

Frequently asked questions

How much does a flight from Hakodate Airport (HKD) to Midway Intl. Airport (MDW) cost?
Lock in a cheap one-way flight from $1,942 or cheap return flight from $2,060 from Hakodate Airport (HKD) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Hakodate Airport (HKD) to Midway Intl. Airport (MDW)?
The cheapest month to fly from HKD to MDW is December, when demand is low. Off-peak season is often when better flight deals are available between these airports.
What is the cheapest airline that flies from Hakodate Airport (HKD) to Midway Intl. Airport (MDW)?
Use the filters on Expedia to compare airlines and find the most affordable carrier that'll fly you from HKD to MDW. Then, sort your results by "Price (lowest to highest)" to pick up a great deal.
How many flights per day from Hakodate Airport (HKD) to Midway Intl. Airport (MDW)?
There aren't any daily direct flights from Hakodate Airport (HKD) to Midway Intl. Airport (MDW). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time at all.
What day of the week has the most flights from HKD to MDW?
Generally you'll find the greatest selection of flight options on a Friday. Tuesdays are often the quietest.* However, this can change based on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Hakodate Airport (HKD) to Midway Intl. Airport (MDW)?
To arrive at Midway Intl. Airport (MDW) without delays, opt for a flight that leaves Hakodate Airport (HKD) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Hakodate Airport (HKD) to Midway Intl. Airport (MDW) last-minute?
Last-minute bookings from HKD to MDW are usually more expensive. To lock in the best prices, start looking for flights as soon as possible. That being said, if you can play around with your travel dates, you may land a cheap fare right before your trip.
Is it cheaper to book a HKD to MDW flight and hotel package?
Securing a HKD to MDW flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Pick from our wide range of stays and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Hakodate Airport (HKD) to Midway Intl. Airport (MDW)?
In most instances, you can modify or cancel your HKD to MDW flight. However, there may be additional charges, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline's fees and rules on flight changes, or if you'd like further information, head to our Customer Service portal.

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*Available to One Key members.