Cheap flights from Cumberland Gap

Many airlines offer flexible change policies

Earn BONUS+ rewardsOpens in a new window on top of your airline points

Enjoy exclusive promotions on the ebookers app!

Cumberland Gap Flight Information
Origin airport IATA code
TRI

Sourcing the best flights from Cumberland Gap on ebookers

If you’re seeking a flight from Cumberland Gap, you can swiftly and easily find exactly what you’re looking for using ebookers. Our easy-to-use tool will let you select the destination and ideal travel dates to immediately see which routes and airlines are available. Have a preferred airline in mind for the trip? You can filter your ebookers search to see if they have flights from TRI. For more bespoke options, you can also set your search for multiple destinations and flights that are refundable, so you can have the most relevant information in moments.

Getting the best deal on a cheap flight from TRI

There are a few golden rules for keeping costs low when booking flights from Cumberland Gap. The first thing to think about is being flexible on your travel dates. It can help to shift your departure by a day, or even a few hours, as prices can vary by significant amounts. Use ebookers to compare and contrast your options ahead of time, and you can make a savvy decision. Want more savings? If book the hotel at your chosen destination through ebookers while also arranging your flight from Cumberland Gap, you can get a discount of up to 15% off the total price. For help on which pad to pick, you can make use of our snappy hotel descriptions, which are accompanied by useful photos.

Getting things going at your destination

With ebookers, you don’t just have access to the latest, constantly updated information on flights from TRI. You can also get inspiration on the most interesting things to get up to when you’re there. Just check out our Things to Do tool and you’ll soon be drawing up an exciting itinerary. And if you’re keen to take in as much of the wider area as possible, you could also look into the best car hire deals and have your very own set of wheels waiting, so you can roam to your heart’s content.

Featured Hotels near Cumberland Gap

The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 out of 5
603 Pennlyn Avenue Cumberland Gap TN
The price is €129 per night from 15 Jan to 16 Jan
€129
15 Jan - 16 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at The Olde Mill Inn Bed & Breakfast. During your stay, you're just a quick walk from Cumberland Gap National Historical Park. You'll find features such as free WiFi in public areas and free self-parking.
9.6/10 Exceptional! (177 reviews)
Very clean room, fantastic pieces inside with lots of history and a magnificent breakfast!!

Reviewed on 21 Nov 2025

Opens in a new windowThe Olde Mill Inn Bed & Breakfast
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St Middlesboro KY
The price is €111 per night from 21 Dec to 22 Dec
€111
21 Dec - 22 Dec
includes taxes & fees
Our customers tell us that they enjoy the free breakfast at Holiday Inn Express Middlesboro by IHG. During your stay, you're just a quick walk from Middlesboro Mall. You'll find features such as free WiFi in public areas and free self-parking, plus an outdoor pool.
9.4/10 Exceptional! (691 reviews)
Very comfortable and clean.

Reviewed on 7 Nov 2025

Opens in a new windowHoliday Inn Express Middlesboro by IHG
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road Pineville KY
The price is €105 per night from 26 Dec to 27 Dec
€105
26 Dec - 27 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Pine Mountain State Resort Park. During your stay, you're just a quick walk from Kentucky Ridge State Forest. Enjoy features like free WiFi in public areas and free self-parking, plus an outdoor pool.
9/10 Wonderful! (669 reviews)
The check in and out was very easy. Staff was pleasant and helpful. The cottage was very clean and well kept. The outside lighting could have been better as we arrived in the dark and it was hard to see. Overall great stay.

Reviewed on 8 Dec 2025

Opens in a new windowPine Mountain State Resort Park
Save an average of 15% on thousands of hotels when you're signed in
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
The price is €88 per night from 4 Jan to 5 Jan
€88
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Sleep Inn & Suites Middlesboro. During your stay, you'll be within walking distance of Cumberland Gap National Historical Park. You'll find features such as free WiFi in public areas and free self-parking, plus a gym.
9/10 Wonderful! (813 reviews)
Great hotel! Clean, updated, courteous and friendly staff and an outstanding breakfast!

Reviewed on 5 Dec 2025

Opens in a new windowSleep Inn & Suites Middlesboro
Cumberland Gap Inn

Cumberland Gap Inn

2.5 out of 5
630 Brooklyn Street Cumberland Gap TN
The price is €95 per night from 16 Dec to 17 Dec
€95
16 Dec - 17 Dec
includes taxes & fees
Our customers tell us they enjoy Cumberland Gap Inn's walkable location. During your stay, you're just a quick walk from Cumberland Gap National Historical Park. Free WiFi in public areas and free self-parking are available.
8/10 Very Good! (583 reviews)
First floor room room perfect for us with our dog. Easy outside exit in back. Beside small creek. Very clean and comfortable bed. Will go back.

Reviewed on 24 Oct 2025

Opens in a new windowCumberland Gap Inn
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
The price is €72 per night from 5 Jan to 6 Jan
€72
5 Jan - 6 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Days Inn by Wyndham Jellico - Tennessee State Line. During your stay, you'll be within walking distance of Indian Mountain State Park. Features include free breakfast, free WiFi in public areas and free self-parking. Some of the pet-friendly amenities that this property offers include food and water bowls and pet-sitting services.
7.2/10 Good! (1,001 reviews)
The room was clean and comfortable, hot water not so hot snd the tv eas awful.

Reviewed on 11 Dec 2025

Opens in a new windowDays Inn by Wyndham Jellico - Tennessee State Line
Don't see what you're looking for?
See all available properties in Cumberland Gap
View all properties
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.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.