Cheap Flights from Chicago (MDW) to Pikeville (PVL)

Popular airlines from Chicago Midway Airport (MDW) to Pikeville, KY (PVL-Pike County - Hatcher Field)

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Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Pikeville, KY (PVL-Pike County - Hatcher Field) cost?
Get a cheap one-way flight or cheap return flight from Midway Intl. Airport (MDW) to Pikeville, KY (PVL-Pike County - Hatcher Field) 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 Pikeville, KY (PVL-Pike County - Hatcher Field)?
The cheapest month to fly from MDW to PVL is , when demand is low. Off-peak season is typically when you'll find lower airfares between these airports.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Pikeville, KY (PVL-Pike County - Hatcher Field)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll take you from MDW to PVL. Then, sort your results by "Price (lowest to highest)" to snag a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Pikeville, KY (PVL-Pike County - Hatcher Field)?
There aren't any daily direct flights available from Midway Intl. Airport (MDW) to Pikeville, KY (PVL-Pike County - Hatcher Field). But you can book flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be on your way in no time.
What day of the week has the most flights from MDW to PVL?
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 peak travel times or public holidays.*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 Pikeville, KY (PVL-Pike County - Hatcher Field)?
To reach Pikeville, KY (PVL-Pike County - Hatcher Field) on time, choose a flight that leaves Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**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 Midway Intl. Airport (MDW) to Pikeville, KY (PVL-Pike County - Hatcher Field) last-minute?
Booking your ticket from MDW to PVL right before your trip is usually more expensive. But if there's some wiggle room with your schedule, you could bag a cheap last-minute fare.
Is it cheaper to book a MDW to PVL flight and hotel package?
You'll typically save money by securing a MDW to PVL flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one convenient place. After selecting your ideal flights and accommodations, consider adding extras including activities, car rentals and tours.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Pikeville, KY (PVL-Pike County - Hatcher Field)?
If you reserved your MDW to PVL flight in the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the type of fare you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for further details.

Travel information

Origin airport
Midway Intl.
Destination airport
Pike County - Hatcher Field
Distance
401 mi

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Chicago to Pikeville Flights

The cheapest times to fly from Chicago to Pikeville

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

 

The best time to book a flight from Chicago to Pikeville

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

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 Pikeville 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 Pikeville 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 Pikeville 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 Pikeville Flights

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*Available to One Key members.