Cheap Flights from Chicago (MDW) to Midway Atoll (MDY)

Popular airlines from Chicago Midway Airport (MDW) to Midway Atoll (MDY-Henderson Field)

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Midway Atoll (MDY-Henderson Field) cost?
Secure a cheap one-way flight or cheap return flight from Midway Intl. Airport (MDW) to Midway Atoll (MDY-Henderson Field) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Midway Atoll (MDY-Henderson Field)?
The cheapest month to fly from MDW to MDY is , when there's less demand. Off-peak months are generally when you'll find lower airfares between these airports.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Midway Atoll (MDY-Henderson Field)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll fly you from MDW to MDY. Then, sort your results by "Price (lowest to highest)" to pick up the best deal available.
How many flights per day from Midway Intl. Airport (MDW) to Midway Atoll (MDY-Henderson Field)?
There are no daily direct flights from Midway Intl. Airport (MDW) to Midway Atoll (MDY-Henderson Field). But you can book flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be on your way in no time at all.
What day of the week has the most flights from MDW to MDY?
Generally you'll find the most flight options available on a Friday. Tuesdays are often the quietest.* However, this can vary depending on the time of year, airline 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 Midway Intl. Airport (MDW) to Midway Atoll (MDY-Henderson Field)?
To avoid potential delays on the Midway Intl. Airport (MDW) to Midway Atoll (MDY-Henderson Field) route, aim to travel 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 Midway Intl. Airport (MDW) to Midway Atoll (MDY-Henderson Field) last-minute?
Booking your ticket from MDW to MDY right before your journey is typically more expensive. However, if there's some wiggle room with your itinerary, you could land a cheap last-minute fare.
Is it cheaper to book a MDW to MDY flight and hotel package?
You can save money by booking a MDW to MDY flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. Once you've chosen your ideal flights and accommodations, consider adding extras like car rentals, activities and tours.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Midway Atoll (MDY-Henderson Field)?
Usually, it's possible to reschedule or cancel your MDW to MDY flight. However, for bookings made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Henderson Field
Distance
4932 mi

Book with confidence

Book with confidence

Chicago to Midway Atoll Flights

The cheapest times to fly from Chicago to Midway Atoll

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 Chicago to Midway Atoll are during the month of . You can find some of the cheapest flights from Chicago to Midway Atoll with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Midway Atoll

Sunday is one of the best days to book for cheap flights from Chicago to Midway Atoll: 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 Chicago to Midway Atoll

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 Chicago to Midway Atoll in 2025. You can also book with separate airlines for your outbound and return journeys, from 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 Chicago to Midway Atoll 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 Chicago to Midway Atoll 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.

 

Chicago to Midway Atoll Flights
*Available to One Key members.