Cheap Flights from Chicago (MDW) to St. Michael (SMK)

Popular airlines from Chicago Midway Airport (MDW) to St. Michael, AK (SMK)

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Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to St. Michael Airport (SMK) cost?
Snag a cheap one-way flight or cheap return flight from Midway Intl. Airport (MDW) to St. Michael Airport (SMK) 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 St. Michael Airport (SMK)?
Traveling in is a good way to save, as it's the cheapest month for flights between MDW and SMK. You'll often find the lowest fares during off-peak months.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to St. Michael Airport (SMK)?
To find the cheapest airline flying from MDW to SMK, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Midway Intl. Airport (MDW) to St. Michael Airport (SMK)?
Nonstop flights from Midway Intl. Airport (MDW) to St. Michael Airport (SMK) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel details and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MDW to SMK?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can vary depending on various factors, such as the airline and season.*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 St. Michael Airport (SMK)?
Opt for a flight from Midway Intl. Airport (MDW) to St. Michael Airport (SMK) that leaves before 3 PM to reduce the risk of cancellations and delays. Later departures have a 22% higher chance of being canceled, on average.**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 St. Michael Airport (SMK) last-minute?
Last-minute fares from MDW to SMK are usually more expensive. To lock in the lowest prices, start searching for flights as early as possible. That being said, if your travel plans are flexible, it's possible to score a cheap fare just before your departure.
Is it cheaper to book a MDW to SMK flight and hotel package?
You'll typically save money by booking a MDW to SMK flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. Once you've selected your ideal flights and accommodations, consider adding extras such as activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to St. Michael Airport (SMK)?
Generally, it's possible to reschedule or cancel your MDW to SMK 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 details on our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
St. Michael
Distance
3223 mi

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Chicago to St. Michael Flights

The cheapest times to fly from Chicago to St. Michael

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

 

The best time to book a flight from Chicago to St. Michael

Sunday is one of the best days to book for cheap flights from Chicago to St. Michael: 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 St. Michael

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 St. Michael 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 St. Michael 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 St. Michael 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 St. Michael Flights

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*Available to One Key members.