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

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

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Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Toledo Express Airport (TOL) cost?
Secure a cheap one-way flight or cheap return flight from Midway Intl. Airport (MDW) to Toledo Express Airport (TOL) 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 Toledo Express Airport (TOL)?
Flying in is a great way to save, as it's the cheapest month for flights between MDW and TOL. You'll often find the lowest fares during the off-season.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Toledo Express Airport (TOL)?
To find the cheapest airline that'll fly you from MDW to TOL, use Expedia's filter tool. Tailor your search based on what matters most to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
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.

Travel information

Origin airport
Midway Intl.
Destination airport
Toledo Express
Distance
203 mi

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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.

 

Chicago to Toledo Flights

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*Available to One Key members.