Title: CA $166 Cheap Flights from Middlesboro - Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) # CA $166 Cheap Flights from Middlesboro [View CA $166 flight on Sat, Apr 18, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:TYS,to:MCO,departure:18/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:165.10&airProductToken=AQppCjMIwYIBEgQzMDczGJOWASDimgEostiKAzD42IoDOEJAAFgBagVCQVNJQ3IIT1dBWlpOQlYKMgjBggESBDIzMjgY4poBIMxwKOjaigMwy9uKAzhCQAFYAWoFQkFTSUNyCE9XQVpaTkJWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Hotels in Middlesboro](https://expedia.ca/Middlesboro-Hotels.d8853.Travel-Guide-Hotels)[Middlesboro Car Rentals](https://expedia.ca/Car-Rentals-In-Middlesboro.d8853.Car-Rental-Guide)[Middlesboro Vacation Packages](https://expedia.ca/Middlesboro.d8853.Destination-Travel-Guides) ## Popular airlines from Middlesboro - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![British Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_BA.svg) British Airways - ![Lufthansa](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LH.svg) Lufthansa - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Cheapest flights from Middlesboro These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Dec 9 - Tue, Dec 16 TYS Knoxville MIA Miami CA $250 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TYS,to:MIA,departure:09/12/2025TANYT&leg2=from:MIA,to:TYS,departure:16/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:249.50&airProductToken=AQpFCiEIxJgBEgQxNzAxGJOWASDgXCjoo_8CMKyk_wI4RUAAWAEKIAjEmAESBDE1ODgY4FwgjAIom6X_AjCPpv8COEVAAVgBCkUKIAjEmAESBDEyNDkYjAIg4FwowvL_AjC-8_8COEVAAFgBCiEIxJgBEgQ1MjAzGOBcIJOWASiF9P8CMMH0_wI4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Nov 13 - Thu, Nov 20 TYS Knoxville MCO Orlando CA $332 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TYS,to:MCO,departure:13/11/2025TANYT&leg2=from:MCO,to:TYS,departure:20/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:331.20&airProductToken=AQpnCjIIwYIBEgQzNzIxGJOWASCMAijv__wCMPOA_QI4QkAAWAFqBUJBU0lDcghPV0FaWk5CVgoxCMGCARIEMzIzNRiMAiDMcCjGgv0CMIuD_QI4QkABWAFqBUJBU0lDcghPV0FaWk5CVgppCjIIwYIBEgQyMTI2GMxwIOKaASjmzv0CMNTP_QI4QkAAWAFqBUJBU0lDcghPV0FaWk5CVgozCMGCARIENjA2MRjimgEgk5YBKJLR_QIw49H9AjhCQAFYAWoFQkFTSUNyCE9XQVpaTkJWEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Nov 13 - Thu, Nov 20 TYS Knoxville MCO Orlando CA $333 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TYS,to:MCO,departure:13/11/2025TANYT&leg2=from:MCO,to:TYS,departure:20/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:332.62&airProductToken=AQpvCjYIxJgBEgQzMDQyGJOWASDgXCijgf0CMPGB_QI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQlEKNQjEmAESBDE3MjIY4FwgzHAo6oL9AjDEg_0COEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Dec 11 - Tue, Dec 16 TYS Knoxville MIA Miami CA $346 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TYS,to:MIA,departure:11/12/2025TANYT&leg2=from:MIA,to:TYS,departure:16/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:345.20&airProductToken=AQpFCiEIxJgBEgQzMDQyGJOWASDgXCibvP8CMOm8_wI4RUAAWAEKIAjEmAESBDEyMzQY4FwgjAIoy73_AjC6vv8COEVAAVgBCkUKIAjEmAESBDEyNDkYjAIg4FwowvL_AjC-8_8COEVAAFgBCiEIxJgBEgQ1MjAzGOBcIJOWASiF9P8CMMH0_wI4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Nov 5 - Tue, Nov 18 TYS Knoxville EWR New York CA $357 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TYS,to:EWR,departure:05/11/2025TANYT&leg2=from:EWR,to:TYS,departure:18/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:357.00&airProductToken=AQpGCiEIxJgBEgQzMDE1GJOWASDgXCjEoPwCMIah_AI4RUAAWAEKIQjEmAESBDIzMjUY4FwgxI0BKK6h_AIwrKL8AjhFQAFYAQpGCiEIxJgBEgQyMzIyGMSNASDgXCi2t_0CMNG4_QI4RUAAWAEKIQjEmAESBDUyMDMY4Fwgk5YBKIW5_QIwwrn9AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Oct 31 - Tue, Nov 4 TYS Knoxville MCO Orlando CA $373 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TYS,to:MCO,departure:31/10/2025TANYT&leg2=from:MCO,to:TYS,departure:04/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:372.10&airProductToken=AQpFCiEIxJgBEgQzMDE1GJOWASDgXCjo5_sCMKro-wI4RUAAWAEKIAjEmAESBDEyMTMY4FwgzHAoien7AjDj6fsCOEVAAVgBCkUKIAjEmAESBDExOTIYzHAg4Fwow5X8AjCilvwCOEVAAFgBCiEIxJgBEgQzMTM2GOBcIJOWASjFlvwCMPyW_AI4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Nov 13 - Thu, Nov 20 TYS Knoxville MCO Orlando CA $374 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TYS,to:MCO,departure:13/11/2025TANYT&leg2=from:MCO,to:TYS,departure:20/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:373.20&airProductToken=AQppCjMIwYIBEgQ1MTgyGJOWASDimgEo8vr8AjDP-_wCOEJAAFgBagVCQVNJQ3IIUVVBWlpOQlgKMgjBggESBDIwNTgY4poBIMxwKIf8_AIw8vz8AjhCQAFYAWoFQkFTSUNyCFFVQVpaTkJYCmkKMgjBggESBDE2NDcYzHAg4poBKLXJ_QIwo8r9AjhCQABYAWoFQkFTSUNyCE9XQVpaTkJWCjMIwYIBEgQ1Mjc1GOKaASCTlgEo6cr9AjC3y_0COEJAAVgBagVCQVNJQ3IIT1dBWlpOQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Nov 13 - Thu, Nov 20 TYS Knoxville MCO Orlando CA $383 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TYS,to:MCO,departure:13/11/2025TANYT&leg2=from:MCO,to:TYS,departure:20/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:382.48&airProductToken=AQpvCjYIxJgBEgQzMDQyGJOWASDgXCijgf0CMPGB_QI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQlEKNQjEmAESBDE3MjIY4FwgzHAo6oL9AjDEg_0COEVAAVgBaglNQUlOQkFTSUNyCFZBV05BMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Oct 22 - Sun, Nov 2 TYS Knoxville MCO Orlando CA $387 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TYS,to:MCO,departure:22/10/2025TANYT&leg2=from:MCO,to:TYS,departure:02/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:386.10&airProductToken=AQpFCiEIxJgBEgQzMDE1GJOWASDgXCjIgvsCMIqD-wI4RUAAWAEKIAjEmAESBDIyMDQY4FwgzHAorYP7AjCHhPsCOEVAAVgBCkUKIAjEmAESBDExOTIYzHAg4Fwog__7AjDi__sCOEVAAFgBCiEIxJgBEgQzMTM2GOBcIJOWASiFgPwCMLyA_AI4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Fri, Oct 31 - Fri, Nov 7 TYS Knoxville MCO Orlando CA $470 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TYS,to:MCO,departure:31/10/2025TANYT&leg2=from:MCO,to:TYS,departure:07/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:469.90&airProductToken=AQpFCiEI1YIBEgQ1OTIxGJOWASCuHCia6vsCMJXr-wI4S0AAWAEKIAjVggESBDE4MTEYrhwgzHAo1Ov7AjCA7fsCOEtAAVgBCkUKIAjVggESBDI0MjYYzHAgrhwo8rr8AjCsvPwCOEtAAFgBCiEI1YIBEgQ0NTc3GK4cIJOWASicvvwCMIu__AI4S0ABWAESCggBEAEYASoCVUEYASIECAEQASgEMAE) ### How to find cheap flights from Middlesboro #### How much is a flight from Middlesboro? Flights from Middlesboro are available at a range of prices. Attractive deals include one-way fares from CA $166 and roundtrip fares from CA $250. You'll often find the best deals in December. With Expedia, explore offers from multiple airlines and plan your journey effortlessly, ensuring you secure the perfect flight at a competitive price. #### How can I find cheap flights from Middlesboro? Discovering affordable flights from Middlesboro has never been easier, thanks to Expedia. We present a simple solution for comparing fares to a multitude of destinations, with one-way deals from CA $166 and roundtrip offers from CA $250. After choosing an enticing deal, enhance your search with our filters and sort by 'Price (Lowest)' to find the most economical and suitable options. Begin your journey with us today and relish the simplicity of securing cost-effective flights. #### How can I get the best deal on flights from Middlesboro? For the best deal on flights from Middlesboro, flexibility is key. Utilize our 'Show flexible dates' feature on Expedia to compare prices for different dates, and you may find deals when such offers are present. Remember, direct flights from Middlesboro could come with a higher price tag, and different airlines' baggage policies might affect the total cost. Stay tuned with our latest offers to make the most of your travel budget. #### What is the best airline to fly with from Middlesboro? With Expedia, finding the best airline for your journey from Middlesboro is a breeze. We offer options from 20 different airlines, including American Airlines, Delta, United, Alaska Airlines. Whether you prioritize price, comfort, or loyalty programs, we have a fit for your travel needs. #### What is the best month to fly from Middlesboro? The best month to fly from Middlesboro is typically December, as it often offers great deals. If you're looking to save on your journey, start your search with Expedia. We provide options to filter for the lowest possible prices, including those from one-way from CA $166 and roundtrip from CA $250 fares. However, remember that airfare can fluctuate based on the time of year and ticket availability. #### When is the best time to book/buy flights from Middlesboro? Secure the best savings with Expedia. Data suggests that booking flights from Middlesboro three weeks in advance can save you up to 20%. Also, consider flying in December for the best rates. Stay updated with us for the latest data and savings advice. #### Are there any last-minute flights from Middlesboro? With Expedia, finding last-minute flights from Middlesboro has never been easier. We offer you a chance to explore the best deals from 20 airlines. Even if you're planning to travel immediately, you can access a variety of options, including one-way from CA $166 and roundtrip from CA $250 fares. Start exploring now and seize the top offers available over the next two weeks. Rest assured, you can find a perfect flight even at the last minute. #### Why book with Expedia? Choose Expedia for unbeatable prices, exceptional value, and substantial savings. We offer a wide selection of routes from Middlesboro, with flight options from 20 airlines, including one-way deals from CA $166. Customize your journey to suit your needs and achieve even more savings by bundling your flight with a hotel or car hire. Start planning your trip with us today and earn rewards points with every booking. #### Can I change/cancel my flight? Absolutely, at Expedia, you can change or cancel your flight. However, fees and refund policies depend on your flight agreement, as each airline has distinct rules for exchanges and refunds. For detailed information, check your itinerary or visit our customer service portal. To maximize flexibility, opt for flights with no change fees using our 'Flexible change policies' filter. ## Travel information ## Flights from Middlesboro: Essential Travel Information | Cheapest flight from Middlesboro | CA $250 (roundtrip) | | --- | --- | | Best airlines to fly from Middlesboro | American Airlines, Delta, United, Alaska Airlines | | Cheapest month to fly from Middlesboro | December | | Middlesboro IATA code | TYS | | Middlesboro Country/State | Kentucky | | Airline ticket deals from Middlesboro | CA $250 - CA $761 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Artemus Hotels](https://www.expedia.ca/Artemus-Hotels.d3000347263.Travel-Guide-Hotels) - [Cheap Hotels in Barbourville](https://www.expedia.ca/Barbourville-Hotels-Cheap-Hotels.0-0-d6267-tCheapHotels.Travel-Guide-Filter-Hotels) - [Barbourville Hotels](https://www.expedia.ca/Barbourville-Hotels.d6267.Travel-Guide-Hotels) - [Motels in Barbourville](https://www.expedia.ca/Barbourville-Motels.d6267-aaMotels.Travel-Guide-Accommodation) - 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