Cheap Flight Deals to Prestonsburg KY from CA $275

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How to find cheap flights to Prestonsburg?

The cheapest prices found with in the last 7 days for return flights were CA $460 and CA $275 for one-way flights to Prestonsburg for the period specified. Prices and availability are subject to change. Additional terms apply

Your guide to flights to Prestonsburg, KY

United, Delta fly to Prestonsburg, so use Travelocity to search, find, and compare some truly tempting deals from the 3 airlines—that way you can be sure you’ve found the best deal for you. A flight to Prestonsburg KY currently costs between CA $460 and CA $554. Prices vary, but for the best fares, travel in January when prices are at their lowest.  

Top tips for finding cheap flights to Prestonsburg  

The cheapest flight for a round trip to Prestonsburg is currently CA $460. When you search for flights to Prestonsburg, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Prestonsburg for nearby days.  The cheapest month to travel to Prestonsburg is September from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Prestonsburg 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Prestonsburg with Travelocity 

We have top deals on plane tickets even for last minute flights to Prestonsburg, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Prestonsburg for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Prestonsburg

Daniel Boone Motor Inn

Daniel Boone Motor Inn

2.5 out of 5
150 Weddington Branch Road Pikeville KY
The price is CA $87 per night from Feb 14 to Feb 15
CA $87
CA $97 total
Feb 14 - Feb 15
includes taxes & fees
Stay at this motel in Pikeville. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Crest Ridge and Coal Run City Park are located ...
7.2/10 Good! (385 reviews)
I didn’t actually get to stay but wouldn’t let me cancel

Reviewed on Dec 5, 2025

Opens in a new windowDaniel Boone Motor Inn
Days Inn by Wyndham Paintsville

Days Inn by Wyndham Paintsville

2 out of 5
512 S Mayo Trail Paintsville KY
The price is CA $84 per night from Feb 14 to Feb 15
CA $84
CA $92 total
Feb 14 - Feb 15
includes taxes & fees
Book a stay at this business-friendly motel in Paintsville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (514 reviews)
Had the greatest and most compassionate staff.

Reviewed on Dec 8, 2025

Opens in a new windowDays Inn by Wyndham Paintsville
Super 8 by Wyndham Prestonsburg

Super 8 by Wyndham Prestonsburg

2 out of 5
80 Shoppers Path Prestonsburg KY
The price is CA $81 per night from Feb 6 to Feb 7
CA $81
CA $90 total
Feb 6 - Feb 7
includes taxes & fees
Book a stay at this business-friendly hotel in Prestonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.4/10 (519 reviews)
Clean room, friendly staff, and a quick, easy check-in. Exactly what you want from a great stay.

Reviewed on Jan 4, 2026

Opens in a new windowSuper 8 by Wyndham Prestonsburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Prestonsburg

Days Inn by Wyndham Paintsville

Days Inn by Wyndham Paintsville

2 out of 5
512 S Mayo Trail Paintsville KY
The price is CA $84 per night from Feb 14 to Feb 15
CA $84
CA $92 total
Feb 14 - Feb 15
includes taxes & fees
Book a stay at this business-friendly motel in Paintsville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (514 reviews)
Had the greatest and most compassionate staff.

Reviewed on Dec 8, 2025

Opens in a new windowDays Inn by Wyndham Paintsville
Super 8 by Wyndham Prestonsburg

Super 8 by Wyndham Prestonsburg

2 out of 5
80 Shoppers Path Prestonsburg KY
The price is CA $81 per night from Feb 6 to Feb 7
CA $81
CA $90 total
Feb 6 - Feb 7
includes taxes & fees
Book a stay at this business-friendly hotel in Prestonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.4/10 (519 reviews)
Clean room, friendly staff, and a quick, easy check-in. Exactly what you want from a great stay.

Reviewed on Jan 4, 2026

Opens in a new windowSuper 8 by Wyndham Prestonsburg
Ramada Hotel & Conference Center by Wyndham Paintsville

Ramada Hotel & Conference Center by Wyndham Paintsville

2.5 out of 5
624 James Trimble Blvd Paintsville KY
The price is CA $158 per night from Feb 14 to Feb 15
CA $158
CA $174 total
Feb 14 - Feb 15
includes taxes & fees
Book a stay at this business-friendly hotel in Paintsville. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (552 reviews)
Everything was great. The only exception being that we could never swim in the pool. Every time we wanted to use it, there were unattended children there. We should have probably reported it at that time. Otherwise the place of was great.

Reviewed on Jan 2, 2026

Opens in a new windowRamada Hotel & Conference Center by Wyndham Paintsville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Prestonsburg

Days Inn by Wyndham Paintsville

Days Inn by Wyndham Paintsville

2 out of 5
512 S Mayo Trail Paintsville KY
The price is CA $84 per night from Feb 14 to Feb 15
CA $84
CA $92 total
Feb 14 - Feb 15
includes taxes & fees
Book a stay at this business-friendly motel in Paintsville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (514 reviews)
Had the greatest and most compassionate staff.

Reviewed on Dec 8, 2025

Opens in a new windowDays Inn by Wyndham Paintsville
Ramada Hotel & Conference Center by Wyndham Paintsville

Ramada Hotel & Conference Center by Wyndham Paintsville

2.5 out of 5
624 James Trimble Blvd Paintsville KY
The price is CA $158 per night from Feb 14 to Feb 15
CA $158
CA $174 total
Feb 14 - Feb 15
includes taxes & fees
Book a stay at this business-friendly hotel in Paintsville. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (552 reviews)
Everything was great. The only exception being that we could never swim in the pool. Every time we wanted to use it, there were unattended children there. We should have probably reported it at that time. Otherwise the place of was great.

Reviewed on Jan 2, 2026

Opens in a new windowRamada Hotel & Conference Center by Wyndham Paintsville
Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 out of 5
51 Hal Rogers Dr Prestonsburg KY
The price is CA $152 per night from Feb 12 to Feb 13
CA $152
CA $173 total
Feb 12 - Feb 13
includes taxes & fees
Book a stay at this business-friendly hotel in Prestonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (698 reviews)
Excellent as usual!

Reviewed on Jan 3, 2026

Opens in a new windowComfort Suites Prestonsburg West
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Express Hotel & Suites Pikeville by IHG

Holiday Inn Express Hotel & Suites Pikeville by IHG

2.5 out of 5
476 S. Mayo Trail Pikeville KY
The price is CA $156 per night from Jan 17 to Jan 18
CA $156
CA $178 total
Jan 17 - Jan 18
includes taxes & fees
Book a stay at this business-friendly hotel in Pikeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (588 reviews)
great room size, great breakfast, clean room

Reviewed on Jan 9, 2026

Opens in a new windowHoliday Inn Express Hotel & Suites Pikeville by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a car after flight to Prestonsburg?

Plane Tickets To Prestonsburg

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Prestonsburg. Browse through our inventory to explore a wide range of cheap flights to Prestonsburg to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Prestonsburg as you anxiously await to exit the plane and explore what Prestonsburg has to offer. Considering all the amazing local food and culture in Prestonsburg, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Prestonsburg to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Prestonsburg without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Prestonsburg with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Prestonsburg today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.