Cheap Flight Deals to Prestonsburg KY from CA $347

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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 $442 and CA $347 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

WestJet, 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 $442 and CA $614. Prices vary, but for the best fares, travel in June 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 $442. 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 May 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 $86 per night from Apr 19 to Apr 20
CA $86
CA $96 total
Apr 19 - Apr 20
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 ...
7.4/10 Good! (403 reviews)
Woman checking me in was beyond nice and helpful. Close to places to grab food. Not far from Jenny Wiley State park and Breaks Interstate Park to hike.

Reviewed on Apr 13, 2026

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 $99 per night from Apr 20 to Apr 21
CA $99
CA $109 total
Apr 20 - Apr 21
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! (535 reviews)
All towels were largely stained.

Reviewed on Apr 16, 2026

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 $115 per night from Apr 23 to Apr 24
CA $115
CA $127 total
Apr 23 - Apr 24
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 (534 reviews)
Hotels should be required to report when they are under construction. Place was a mess and they didn't offer any sort of breakfast. a small coffee pot was set up but it was cold and had the same amount as the night before. Workers staying at the hotel were up talking all night. Will not stay there ...

Reviewed on Mar 30, 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 $99 per night from Apr 20 to Apr 21
CA $99
CA $109 total
Apr 20 - Apr 21
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! (535 reviews)
All towels were largely stained.

Reviewed on Apr 16, 2026

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 $115 per night from Apr 23 to Apr 24
CA $115
CA $127 total
Apr 23 - Apr 24
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 (534 reviews)
Hotels should be required to report when they are under construction. Place was a mess and they didn't offer any sort of breakfast. a small coffee pot was set up but it was cold and had the same amount as the night before. Workers staying at the hotel were up talking all night. Will not stay there ...

Reviewed on Mar 30, 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 $157 per night from May 10 to May 11
CA $157
CA $173 total
May 10 - May 11
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. ...
8.8/10 Excellent! (569 reviews)
Very helpful and very clean and they were super nice

Reviewed on Apr 7, 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 $99 per night from Apr 20 to Apr 21
CA $99
CA $109 total
Apr 20 - Apr 21
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! (535 reviews)
All towels were largely stained.

Reviewed on Apr 16, 2026

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 $157 per night from May 10 to May 11
CA $157
CA $173 total
May 10 - May 11
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. ...
8.8/10 Excellent! (569 reviews)
Very helpful and very clean and they were super nice

Reviewed on Apr 7, 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 $150 per night from May 10 to May 11
CA $150
CA $170 total
May 10 - May 11
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! (715 reviews)
Breakfast was great, staff was awesome. My only fault to the property was that we booked this hotel for the indoor pool access and it was closed unfortunately with littles you definitely want to be told this ahead of time. I woild have rebooked somewhere different had i known.

Reviewed on Apr 11, 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 $181 per night from May 17 to May 18
CA $181
CA $207 total
May 17 - May 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. ...
8.4/10 Very Good! (603 reviews)
Rooms, property, & all staff were excellent! We never ate the breakfast there bc we had other plans it overslept, but it smelt & looked great!

Reviewed on Apr 10, 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.

Best Prestonsburg Flight and Hotel Packages

Prestonsburg flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
21c Museum Hotel Lexington
Montgomery Inn BnB
The Manchester
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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.