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Middlesboro

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Cheap Flights to Middlesboro

Fall in love at first flight with your vacation to Middlesboro by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Middlesboro on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Middlesboro, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Middlesboro

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middlesboro with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the TYS airport.

What is the cheapest month to fly to Middlesboro?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Middlesboro are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middlesboro?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Middlesboro.

What airport is best to fly into Middlesboro?

When you’re planning your trip to Middlesboro, convenience is the name of the game. Luckily, Middlesboro McGhee Tyson Airport is nearby so you can deplane and get going on checking off everything on your Middlesboro must-do list.

How much are flights to Middlesboro?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middlesboro on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Middlesboro?

The trick to saving a stack of cash on your flight to Middlesboro? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as  right now, why wait?

Middlesboro Flight Information
Destination airport
Middlesboro
Destination airport IATA code
TYS

Last Minute Hotel Deals in Middlesboro

Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
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 ...
9/10 Wonderful! (772 reviews)
"Staff were terrific. We rode motorcycles and it was pouring rain. They gave us each garbage bags to cover our bags. The elevator was down and I know they were getting some complaints but they were still very helpful and pleasant."

Reviewed on Sep 4, 2025

Sleep Inn & Suites
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St, Middlesboro, KY
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 ...
9.4/10 Exceptional! (676 reviews)
"Very clean and loved that Dove products were supplied"

Reviewed on Aug 31, 2025

Holiday Inn Express Middlesboro by IHG
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
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. ...
7.2/10 Good! (430 reviews)
"Great"

Reviewed on Sep 12, 2025

Econo Lodge Middlesboro
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road, Pineville, KY
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (613 reviews)
What a great place to visit.
"This is the nicest Kentucky state resort we have stayed at and we have been to several. All rooms are clean with a wonderful view from the balcony. Friendly staff and good food. Many things to do in the park and nearby. Highly recommend."

Reviewed on Sep 11, 2025

Pine Mountain State Resort Park
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 out of 5
56 West Highway 92, Williamsburg, KY
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,002 reviews)
"Great clean place, easy access and safe."

Reviewed on Sep 17, 2025

Holiday Inn Express Williamsburg by IHG
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street, Jellico, TN
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (994 reviews)
"The area, nice scenery"

Reviewed on Sep 15, 2025

Days Inn by Wyndham Jellico - Tennessee State Line
The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and conference space. Our guests praise the breakfast in our reviews. Popular attractions ...
9.6/10 Exceptional! (170 reviews)
"We loved the historic aspects of the mill and its decor. Our room The Cabin was on the street on the ground floor and was so quiet. The breakfast was outstanding with foods made from house recipes. We wish they sold a cookbook!"

Reviewed on Aug 27, 2025

The Olde Mill Inn Bed & Breakfast
Quality Inn

Quality Inn

2.5 out of 5
2608 South Highway 421, Harlan, KY
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (319 reviews)
Good place to stay
"Wonderful hotel. Friendly staff, well-maintained facilities, clean & comfy room. Nice hot breakfast."

Reviewed on Sep 7, 2025

Quality Inn
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.