Cheap Flights to Middlesboro from $38

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How Much Does it Cost To Fly To Middlesboro?

The cheapest prices found with in the last 7 days for return flights were $76 and $38 for one-way flights to Middlesboro for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
PHLAlcoaDecember 7 to December 14$76
MCOAlcoaJanuary 8 to January 11$80
PIEAlcoaNovember 14 to November 14$80
FLLAlcoaJanuary 28 to February 2$88
HOUAlcoaNovember 13 to November 20$159
DFWAlcoaDecember 1 to December 9$233
MSYAlcoaDecember 17 to December 18$278
MIAAlcoaNovember 25 to November 30$313
LAXAlcoaJanuary 4 to January 9$363
FCOAlcoaDecember 17 to December 31$878
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PIEAlcoaNovember 7 to November 14$102
FLLAlcoaNovember 8 to November 12$158
PHLAlcoaNovember 6 to November 13$243
MCOAlcoaNovember 6 to November 9$263
HOUAlcoaNovember 6 to November 9$294
DALAlcoaNovember 8 to November 11$559
MIAAlcoaNovember 6 to November 9$611
LAXAlcoaNovember 7 to November 14$628
MSYAlcoaNovember 6 to November 8$669
*Prices include taxes and fees

Middlesboro Flight Information

Traveling to
Middlesboro
Lowest Price
$76
Number of Airlines Serving
Airlines Serving
Allegiant Air
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Middlesboro Accommodation Deals

Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue Middlesboro KY
$80 nightly
The price is $88 total per night from Nov 9 to Nov 10
$88 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowEcono Lodge Middlesboro
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 Middlesboro

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
$95 nightly
The price is $105 total per night from Dec 1 to Dec 2
$105 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (952 reviews)
"The hotel has a nice yard which affords a nice view and has picnic tables and chairs to just hang out in."

Reviewed on Oct 30, 2026

Opens in a new windowSleep Inn & Suites Middlesboro
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St Middlesboro KY
$122 nightly
The price is $134 total per night from Dec 1 to Dec 2
$134 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowHoliday Inn Express Middlesboro by IHG
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue Middlesboro KY
$80 nightly
The price is $88 total per night from Nov 9 to Nov 10
$88 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowEcono Lodge Middlesboro
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 Middlesboro Flight and Hotel Packages

Middlesboro flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Mountain Meadows
Dancing Bear by Avantstay Cozy Cabin + Hot Tub + Decks Arcade + Mountain Views Near Park
Whispering Pines by Avantstay Wood Cabin + Private Hot Tub + Movie Room + Games Minutes From the Smokies
Don't see what you're looking for?
See all available trips from Fort Lauderdale to Middlesboro
View all trips

Middlesboro flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Gatlinburg Downtown by IHG
Margaritaville Island Hotel
Gatlinburg Town Square
Don't see what you're looking for?
See all available trips from Houston to Middlesboro
View all trips

Need a Car For After Your Flight?

Plane Tickets To Middlesboro

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 Middlesboro. Browse through our inventory to explore a wide range of cheap flights to Middlesboro 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 Middlesboro as you anxiously await to exit the plane and explore what Middlesboro has to offer. Considering all the amazing local food and culture in Middlesboro, 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 Middlesboro 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 Middlesboro 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 Middlesboro 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 Middlesboro today!

Explore More Ways to Travel with Travelocity

*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.