Cheap Flights from León (LEN) to Chicago (MDW)

Popular airlines from León (LEN) to Chicago Midway Airport (MDW)

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Frequently asked questions

How much does a flight from Leon Airport (LEN) to Midway Intl. Airport (MDW) cost?
Snag a cheap one-way flight or cheap return flight from Leon Airport (LEN) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Leon Airport (LEN) to Midway Intl. Airport (MDW)?
The cheapest month to fly from LEN to MDW is , when there's less demand. Off-peak months are often when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Leon Airport (LEN) to Midway Intl. Airport (MDW)?
To find the cheapest airline that'll fly you from LEN to MDW, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Leon Airport (LEN) to Midway Intl. Airport (MDW)?
You'll need to book a flight with a layover when traveling from Leon Airport (LEN) to Midway Intl. Airport (MDW). There are no daily direct flights on this route. However, just filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from LEN to MDW?
You'll typically find Tuesday the quietest day for flights, while Fridays are often 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 Leon Airport (LEN) to Midway Intl. Airport (MDW)?
Choose a flight from Leon Airport (LEN) to Midway Intl. Airport (MDW) that takes off before 3 PM to reduce the likelihood of delays. Departures after this hour have a 22% higher chance of being canceled, on average.**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 Leon Airport (LEN) to Midway Intl. Airport (MDW) last-minute?
Booking your flight from LEN to MDW shortly before your getaway is typically more expensive. But if there's some wiggle room with your departure dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a LEN to MDW flight and hotel package?
Booking a LEN to MDW flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our wide range of stays 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 Leon Airport (LEN) to Midway Intl. Airport (MDW)?
It's generally possible to reschedule or cancel your LEN to MDW flight. However, for bookings made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Travel information

Origin airport
León
Destination airport
Midway Intl.
Distance
4023 mi

Book with confidence

Book with confidence

León to Chicago Flights

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

 

The best time to book a flight from León to Chicago

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

 

León to Chicago Flights

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*Available to One Key members.