Cheap Flights from Akron (CAK) to Chicago (MDW)

Popular airlines from Akron-Canton Airport (CAK) to Chicago Midway Airport (MDW)

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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 $279
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $279

Frequently asked questions

How much does a flight from Akron-Canton Airport (CAK) to Midway Intl. Airport (MDW) cost?
Secure a cheap one-way flight or cheap return flight from Akron-Canton Airport (CAK) 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 Akron-Canton Airport (CAK) to Midway Intl. Airport (MDW)?
is the cheapest month to fly from CAK to MDW. Timing your trip outside of the busy season is often the key to scoring lower fares.
Which airlines fly direct from Akron-Canton Airport (CAK) to Midway Intl. Airport (MDW)?
You can't take a direct flight from Akron, OH (CAK-Akron-Canton) to Midway Intl. Airport (MDW). However, you can easily reach Chicago without any layovers by departing from Hopkins Intl. Airport (CLE).
What is the cheapest airline that flies from Akron-Canton Airport (CAK) to Midway Intl. Airport (MDW)?
To find the cheapest airline flying from CAK to MDW, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Akron-Canton Airport (CAK) to Midway Intl. Airport (MDW)?
Nonstop flights from Akron-Canton Airport (CAK) to Midway Intl. Airport (MDW) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filters. Enter your dates and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from CAK to MDW?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary based on various factors, including the carrier 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 Akron-Canton Airport (CAK) to Midway Intl. Airport (MDW)?
To avoid potential delays on the Akron-Canton Airport (CAK) to Midway Intl. Airport (MDW) route, travel before 3 PM. Later departures 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.
What airports do you fly into for Chicago from Akron-Canton Airport (CAK)?
If you've booked a direct flight from Akron-Canton Airport (CAK) to Chicago, O'Hare Intl. Airport (ORD) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Akron-Canton Airport (CAK) to Midway Intl. Airport (MDW) last-minute?
Holding off until right before your break to book your flight from CAK to MDW often results in higher prices. While you may come across some last-minute deals, they aren't always guaranteed. Be flexible with your travel plans to maximize your chances of snagging a bargain.
Is it cheaper to book a CAK to MDW flight and hotel package?
You'll typically save money by securing a CAK to MDW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one convenient place. After choosing your preferred flights and accommodations, consider other add-ons like car rentals, activities and tours.
Can I cancel or change the date of my flight from Akron-Canton Airport (CAK) to Midway Intl. Airport (MDW)?
If you booked your CAK to MDW flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you'd like more information.

Travel information

Travel information

Origin airport
Akron-Canton
Destination airport
Midway Intl.
Distance
332 mi

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Akron to Chicago Flights

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

 

The best time to book a flight from Akron to Chicago

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

 

Akron to Chicago Flights

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