Cheap Flights from St. Cloud (STC) to Chicago (MDW)

Popular airlines from St. Cloud, MN (STC-St. Cloud Regional) to Chicago Midway Airport (MDW)

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Frequently asked questions

How much does a flight from St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW) cost?
Lock in a cheap one-way flight or cheap return flight from St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW) 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 St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW)?
Planning your getaway for can help you save, as it's the cheapest month for flights between STC and MDW. You'll often find the lowest fares during off-peak months.
Which airlines fly direct from St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW)?
You can't catch a nonstop flight from St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW). However, you can easily travel to Chicago without any layovers by taking off from Minneapolis - St. Paul Intl. Airport (MSP).
What is the cheapest airline that flies from St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW)?
Expedia's filter tool lets you easily compare airlines, flight times and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest STC to MDW flight.
How many flights per day from St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW)?
Direct flights from St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from STC to MDW?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can vary depending on various factors, including 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 St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW)?
To avoid potential delays on the St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW) route, travel before 3 PM. Departures after this hour have a 22% higher chance of cancellation.**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 St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW) last-minute?
Holding off until right before your break to book a flight from STC to MDW generally means paying more. While you may find some last-minute discounts, they're not always guaranteed. Be flexible with your travel plans to maximize your chances of getting a bargain.
Is it cheaper to book a STC to MDW flight and hotel package?
Compared with arranging hotels and flights separately, booking a STC to MDW flight and hotel package with Expedia could result in significant savings. Better still, having it all in one place will take the hassle out of travel planning. Simply pick your flights and select from our extensive range of stays, then customize your trip with extras like activities and car rentals.
Can I cancel or change the date of my flight from St. Cloud, MN (STC-St. Cloud Regional) to Midway Intl. Airport (MDW)?
Typically, you're able to cancel or reschedule your STC to MDW flight. However, there may be additional charges, especially if you booked over 24 hours ago. Check your itinerary for the airline's fees and guidelines on flight changes, or if you need more information, go to our Customer Service portal.

Travel information

Travel information

Origin airport
St. Cloud Regional
Destination airport
Midway Intl.
Distance
408 mi

Book with confidence

Book with confidence

St. Cloud to Chicago Flights

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

 

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

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

 

St. Cloud to Chicago Flights

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