Cheap Flights from Chicago (MDW) to Toledo (TOL)

Popular airlines from Chicago Midway Airport (MDW) to Toledo Express Airport (TOL)

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Flights from Chicago (MDW) to Toledo (TOL)
Origin airport
Midway Intl.
Destination airport
Toledo Express
Distance
203 mi

Chicago to Toledo Flights

The cheapest times to fly from Chicago to Toledo

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

 

The best time to book a flight from Chicago to Toledo

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

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 Toledo 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 Toledo 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 Toledo 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.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Toledo Express Airport (TOL) cost?
Discover the latest flight deals from MDW to TOL by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from MDW to TOL?
The cheapest flights from MDW to TOL are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from MDW to TOL?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from MDW to TOL. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Toledo Express Airport (TOL)?
There are no daily direct flights from Midway Intl. Airport (MDW) to Toledo Express Airport (TOL). But you can opt for flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from MDW to TOL?
Usually you'll find the greatest selection of flight options on a Friday. Tuesdays are often the quietest.* But this can vary depending on the season, 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 Toledo Express Airport (TOL)?
To reach Toledo Express Airport (TOL) on time, choose a flight that leaves Midway Intl. Airport (MDW) before 3 PM. The chance 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 Toledo from Midway Intl. Airport (MDW)?
Detroit Metropolitan Wayne County Airport (DTW) is the only airport in Toledo with direct flights from Midway Intl. Airport (MDW). Check out the available options and discover affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Toledo Express Airport (TOL) last-minute?
Waiting until just before your trip to book a flight from MDW to TOL often results in higher prices. Although you may find some last-minute discounts, they aren't always guaranteed. Be flexible with your itinerary to maximize your chances of getting a bargain.
Is it cheaper to book a MDW to TOL flight and hotel package?
Securing a MDW to TOL flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Select from our wide range of accommodations and then add flights, car rentals and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Toledo Express Airport (TOL)?
In most cases, you can cancel or reschedule your MDW to TOL flight. However, additional charges may apply, especially if you made your booking more than 24 hours ago. Check your itinerary for the airline's fees and rules on flight changes, or if you'd like more information, go to our Customer Service portal.

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