$687 Cheap Flights from Sapporo (CTS) to Chicago (MDW)

View $687 flight on Tue, May 12, 2026Opens in a new window

Popular airlines from New Chitose Intl. Airport (CTS) to Chicago Midway Airport (MDW)

Cheap Flights from Sapporo to Chicago (CTS-MDW)

Prices were available within the past 7 days and start at $687 for one-way flights and $1,850 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All Nippon Airways
Tue, Apr 7 - Sun, Apr 19
CTS
Sapporo
MDW
Chicago
$1,850 Roundtrip, found 3 days ago
$1,850
Roundtrip
found 3 days ago
Select All Nippon Airways flight, departing Tue, Apr 7 from Sapporo to Chicago, returning Sun, Apr 19, priced at $1,850 found 3 days ago
All Nippon Airways
Wed, Nov 19 - Wed, Nov 26
CTS
Sapporo
MDW
Chicago
$2,035 Roundtrip, found 2 days ago
$2,035
Roundtrip
found 2 days ago
Select All Nippon Airways flight, departing Wed, Nov 19 from Sapporo to Chicago, returning Wed, Nov 26, priced at $2,035 found 2 days ago
All Nippon Airways
Tue, Apr 7 - Sun, Apr 19
CTS
Sapporo
MDW
Chicago
$2,181 Roundtrip, found 3 days ago
$2,181
Roundtrip
found 3 days ago
Select All Nippon Airways flight, departing Tue, Apr 7 from Sapporo to Chicago, returning Sun, Apr 19, priced at $2,181 found 3 days ago
All Nippon Airways
Wed, Nov 19 - Wed, Nov 26
CTS
Sapporo
MDW
Chicago
$2,366 Roundtrip, found 2 days ago
$2,366
Roundtrip
found 2 days ago
Select All Nippon Airways flight, departing Wed, Nov 19 from Sapporo to Chicago, returning Wed, Nov 26, priced at $2,366 found 2 days ago

Frequently asked questions

How much does a flight from New Chitose Airport (CTS) to Midway Intl. Airport (MDW) cost?
Get a cheap one-way flight from $687 or cheap return flight from $1,850 from New Chitose Airport (CTS) 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 New Chitose Airport (CTS) to Midway Intl. Airport (MDW)?
The cheapest month to fly from CTS to MDW is April, when demand is low. Off-peak months are typically when airlines offer better prices between these airports.
What is the cheapest airline that flies from New Chitose Airport (CTS) to Midway Intl. Airport (MDW)?
To find the cheapest airline flying from CTS to MDW, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from New Chitose Airport (CTS) to Midway Intl. Airport (MDW)?
There are no daily direct flights available from New Chitose Airport (CTS) to Midway Intl. Airport (MDW). But you can choose flights with layovers. Filter your search 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 CTS to MDW?
Typically you'll find the most flight options available on a Friday. Tuesdays are often the quietest.* But this can change depending on the time of year, carrier 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 New Chitose Airport (CTS) to Midway Intl. Airport (MDW)?
To avoid potential delays on the New Chitose Airport (CTS) to Midway Intl. Airport (MDW) route, fly before 3 PM. Later departures are 22% more likely to be canceled.**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 New Chitose Airport (CTS) to Midway Intl. Airport (MDW) last-minute?
Holding off until just before your departure to book a ticket from CTS to MDW often results in higher prices. While you might find some last-minute deals, they're not always guaranteed. Allow some flexibility in your schedule for the best chance of snagging a bargain.
Is it cheaper to book a CTS to MDW flight and hotel package?
Compared with arranging flights and hotels separately, booking a CTS to MDW flight and hotel package with Expedia could lead to significant savings. Better yet, having it all in one place takes the hassle out of planning your trip. Simply secure your flights and choose from our extensive range of stays, then tailor your trip with other add-ons like car rentals and activities.
Can I cancel or change the date of my flight from New Chitose Airport (CTS) to Midway Intl. Airport (MDW)?
Typically, you can modify or cancel your CTS to MDW flight. However, additional charges may apply, especially if you booked over 24 hours ago. Check your itinerary for the airline's fees and guidelines on flight changes, or if you want more details, head to our Customer Service portal.

Travel information

Origin airport
New Chitose
Destination airport
Midway Intl.
Roundtrip price
$1,849
Distance
5834 mi

Book with confidence

Sapporo to Chicago Flights

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

 

The best time to book a flight from Sapporo to Chicago

Sunday is one of the best days to book for cheap flights from Sapporo 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 Sapporo 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 Sapporo to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $687 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 Sapporo 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 Sapporo 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.

 

Sapporo to Chicago Flights

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*Available to One Key members.