Cheap Flights from Mason City (MCW) to Chicago (MDW)

Popular airlines from Mason City, IA (MCW-Mason City Municipal) to Chicago Midway Airport (MDW)

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $252
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $252

Frequently asked questions

How much does a flight from Mason City Municipal Airport (MCW) to Midway Intl. Airport (MDW) cost?
Grab a cheap one-way flight or cheap return flight from Mason City Municipal Airport (MCW) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Mason City Municipal Airport (MCW) to Midway Intl. Airport (MDW)?
The cheapest month to fly from MCW to MDW is , when demand is low. Off-peak months are generally when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Mason City Municipal Airport (MCW) to Midway Intl. Airport (MDW)?
Expedia's filter tool lets you easily compare different airlines, departure 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 MCW to MDW flight.
How many flights per day from Mason City Municipal Airport (MCW) to Midway Intl. Airport (MDW)?
You'll have to hop on a flight with a layover when traveling from Mason City Municipal Airport (MCW) to Midway Intl. Airport (MDW). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to discover an option that works for you.
What day of the week has the most flights from MCW to MDW?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Mason City Municipal Airport (MCW) to Midway Intl. Airport (MDW)?
To land at Midway Intl. Airport (MDW) on time, opt for a flight that takes off from Mason City Municipal Airport (MCW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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.
What airports do you fly into for Chicago from Mason City Municipal Airport (MCW)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Mason City Municipal Airport (MCW). Compare the options and discover cheap fares on Expedia.
Is it cheaper to buy a plane ticket from Mason City Municipal Airport (MCW) to Midway Intl. Airport (MDW) last-minute?
Last-minute fares from MCW to MDW are generally more expensive. To lock in the cheapest rates, start looking for flights ahead of time. That being said, if you're flexible with your travel dates, it's possible to score a cheap fare right before you leave.
Is it cheaper to book a MCW to MDW flight and hotel package?
Securing a MCW to MDW flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Pick from our extensive range of accommodations and then add car rentals, flights and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Mason City Municipal Airport (MCW) to Midway Intl. Airport (MDW)?
In most cases, you can cancel or modify your MCW to MDW flight. However, there may be additional charges, especially if your booking was made over 24 hours ago. Check your itinerary for the airline's rules and fees on flight changes, or if you'd like further details, visit our Customer Service portal.

Travel information

Travel information

Origin airport
Mason City Municipal
Destination airport
Midway Intl.
Distance
300 mi

Book with confidence

Book with confidence

Mason City to Chicago Flights

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

 

The best time to book a flight from Mason City to Chicago

Sunday is one of the best days to book for cheap flights from Mason City 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 Mason City 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 Mason City 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 Mason City 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 Mason City 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.

 

Mason City to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.