Sep 6, 2022 · Delta. Delta Airlines provides non-stop service to Atlanta (ATL) and New York (LGA). Reservations: 1-800-221-1212. Book Your Next Flight to Key West with Delta Airlines. Photo credit: Cale Hartle via The Florida Keys & Key West Facebook Page. Fly to Key West on Delta Air Lines. Part of the Florida Keys, you’re a flight away from falling in love with its colorful architecture and island culture. Last minute flights from Sarasota to Key West. Mon 8/7 1:54 pm SRQ - EYW. 3 stops 26h 56m Multiple Airlines. Wed 8/9 7:45 am EYW - SRQ. 2 stops 25h 04m Multiple Airlines. Deal found 7/29 $604. Pick Dates. If you're seeking multiple options on one-way flights from Portland to Key West, be sure to check out these deals, which are updated often. Users needing a return flight from Portland to Key West should utilize the search form above. Sun 1/7 5:24 am PDX - EYW. 2 stops 25h 14m United Airlines. Deal found 8/22 $233. The cheapest flight from Richmond to Key West was found 28 days before departure, on average. Book at least 2 weeks before departure in order to get a below-average price. High season is considered to be April, May and June. The cheapest month to fly is September. Morning departure is around 8% cheaper than an evening flight, on average*.Airfares from $156 One Way, $400 Round Trip from Seattle to Key West. Prices starting at $400 for return flights and $156 for one-way flights to Key West were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Sat, Oct 28 - Fri, Nov 3. The two airlines most popular with KAYAK users for flights from Cincinnati to Key West are Delta and Allegiant Air. With an average price for the route of $587 and an overall rating of 7.9, Delta is the most popular choice. Allegiant Air is also a great choice for the route, with an average price of $266 and an overall rating of 7.2.Dec 17, 2014 · The cheapest flight from Fort Lauderdale to Key West was found 78 days before departure, on average. Book at least 3 weeks before departure in order to get a below-average price. High season is considered to be January, February and March. The cheapest month to fly is September. Morning departure is around 16% cheaper than an evening flight, on ... Flying is typically the fastest and most convenient way to get to Key West. Key West International Airport serves major airline carriers, like Delta, American Airlines, Continental, US Airways, and more with daily flights. You can catch a direct flight to Key West from Miami, Fort Lauderdale, and other major Florida airports, as well as from ... Some of the best available deals we've found on one-way flights from Richmond to Key West. Those needing a return flight from Richmond to Key West can use the search form above. Tue 9/5 4:44 pm RIC - EYW. 2 stops 42h 51m Multiple Airlines. Deal found 8/31 $232. Top tips for finding a cheap flight from SYR to Key West. The cheapest flight from Syracuse to Key West was found 89 days before departure, on average. Book at least 3 weeks before departure in order to get a below-average price. High season is considered to be November, December and January. The cheapest month to fly is September. The cheapest flight from Salt Lake City to Key West was found 61 days before departure, on average. Book at least 2 weeks before departure in order to get a below-average price. High season is considered to be May, June and July. The cheapest month to fly is April. Morning departure is around 67% more expensive than an evening flight, on average*.Mon, Feb 26 EYW – SFB with Allegiant Air. Direct. from $118. Key West.$133 per passenger.Departing Fri, May 10, returning Fri, May 10.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Orlando Sanford on Fri, May 10, arriving in Key West International.Inbound direct flight with Allegiant Air ...Cheap Flights from Fort Myers to Key West (RSW-EYW) Prices were available within the past 7 days and start at $198 for one-way flights and $335 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. Roundtrip prices range from $151 - $179, and one-ways to Key West start as low as $78. Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate. Airlines that fly to Key West (EYW)The longest flight to Key West EYW is departing from Boston (BOS). This non-stop flight takes around 3 hours and 27 minutes and covers a distance of 854 miles (1,374 km). Remove ads. List of all direct flights to Key West.The two airlines most popular with KAYAK users for flights from Manchester to Key West are American Airlines and United Airlines. With an average price for the route of $551 and an overall rating of 7.2, American Airlines is the most popular choice. Fly to Key West on Delta Air Lines. Part of the Florida Keys, you’re a flight away from falling in love with its colorful architecture and island culture.Cheap flights from Dallas to Key West in July, August 2023. Scroll through some of the best deals on flights from Dallas to Key West in 2023. Check back soon for alternative fares. Fri 8/25 1:25 am DFW - EYW. 1 stop 13h 15m Multiple Airlines. Wed 8/30 7:45 am EYW - DFW. 1 stop 11h 38m Multiple Airlines. Search cheap flights to Key West (EYW) today with Orbitz. Cheap flights start at just $73. As COVID-19 disrupts travel, a few airlines are offering WAIVING CHANGE FEE for new bookings The two airlines most popular with KAYAK users for flights from Baltimore to Key West are Delta and American Airlines. With an average price for the route of $538 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $539 and an overall rating of 7.2. One-way flights to Key West from St. Louis. Take a look at some of the best available options we've come across on one-way flights from St. Louis to Key West. Users needing a return flight from St. Louis to Key West should utilize the search form above. Wed 9/6 9:35 am STL - EYW. 2 stops 25h 00m Multiple Airlines. Deal found 8/15 $140. Pick Dates.The longest flight to Key West EYW is departing from Boston (BOS). This non-stop flight takes around 3 hours and 27 minutes and covers a distance of 854 miles (1,374 km). Remove ads. List of all direct flights to Key West.Cheap flights from Jacksonville to Key West (JAX - EYW) from $130 This is the cheapest one-way flight price, found on 9/13. Prices may vary by date and flight preferences.The cheapest flight from Buffalo to Key West was found 89 days before departure, on average. Book at least 3 weeks before departure in order to get a below-average price. High season is considered to be January, February and March. The cheapest month to fly is May. Morning departure is around 12% cheaper than an evening flight, on average*.The cheapest flight from Portland to Key West was found 25 days before departure, on average. Book at least 1 week before departure in order to get a below-average price. High season is considered to be March, April and May. The cheapest month to fly is August. Those needing a return flight from Myrtle Beach to Key West can use the search form above. Mon 10/16 3:00 am MYR - EYW. 1 stop 4h 21m American Airlines. Deal found 8/29 $268. Pick Dates. Mon 10/16 7:16 am MYR - EYW. 2 stops 7h 36m American Airlines. Deal found 8/29 $273. Pick Dates.The two airlines most popular with KAYAK users for flights from Columbus to Key West are Delta and American Airlines. With an average price for the route of $527 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $557 and an overall rating of 7.2.Find Ultra Low Cost Flights with Spirit Airlines 400+ Daily Routes to U.S.A., South America and the Carribean Save Big with our Bare Fare™ and $9 fare clubLast minute flights from Sarasota to Key West. Mon 8/7 1:54 pm SRQ - EYW. 3 stops 26h 56m Multiple Airlines. Wed 8/9 7:45 am EYW - SRQ. 2 stops 25h 04m Multiple Airlines. Deal found 7/29 $604. Pick Dates. movie eagle
Cheap United Airlines flights from North Carolina to Key West. Browse through some of the cheapest United Airlines flights traveling from North Carolina to Key West. Make sure to examine the flight information before completing your reservation. Sun 1/14 1:00 am RDU - EYW. 1 stop 6h 46m United Airlines. Sat 1/20 8:33 am EYW - RDU. Cheap Flights from Washington to Key West (DCA-EYW) Prices were available within the past 7 days and start at $117 for one-way flights and $207 for round trip, for the period specified. Prices and availability are subject to change. Find United Airlines cheap flights from Detroit to Key West. Enjoy a Detroit to Key West modern flight experience in premium cabins with Wi-Fi. Cheap Flights from Cincinnati to Key West (CVG-EYW) Prices were available within the past 7 days and start at $151 for one-way flights and $302 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. CHA - EYW Find cheap flights from Chattanooga to Key West from $547 This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 10/16. Cheap Flights from Fort Myers to Key West (RSW-EYW) Prices were available within the past 7 days and start at $198 for one-way flights and $335 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.Book cheap flights to Key West (EYW) with United Airlines. Enjoy all the in-flight perks on your Key West flight, including speed Wi-Fi.Flights to Key West: Key West International airport is located directly on the island of Key West, as seen in this photo. The historic district, known as Old Town, is shown in the shaded area. Daily flights by a handful of major airlines bring in many passengers from all over the world. Airlines that currently fly to Key West with non-stop service:Dec 17, 2014 · The cheapest flight from Fort Lauderdale to Key West was found 78 days before departure, on average. Book at least 3 weeks before departure in order to get a below-average price. High season is considered to be January, February and March. The cheapest month to fly is September. Morning departure is around 16% cheaper than an evening flight, on ... Boston (BOS) to Key West (EYW) From. $124. one-way. Restrictions Apply. Viewing 1 of 1 deals.ymca jefferson city
Some of the best available deals we've found on one-way flights from Richmond to Key West. Those needing a return flight from Richmond to Key West can use the search form above. Tue 9/5 4:44 pm RIC - EYW. 2 stops 42h 51m Multiple Airlines. Deal found 8/31 $232. Cheap Flights from Charlotte to Key West (CLT-EYW) Prices were available within the past 7 days and start at $157 for one-way flights and $328 for round trip, for the period specified. Prices and availability are subject to change. American Airlines flights. Flights to United States. Saint Louis to Key West.Book cheap flights to Key West (EYW) with United Airlines. Enjoy all the in-flight perks on your Key West flight, including speed Wi-Fi. Find United Airlines cheap flights from Detroit to Key West. Enjoy a Detroit to Key West modern flight experience in premium cabins with Wi-Fi. The two airlines most popular with KAYAK users for flights from Baltimore to Key West are Delta and American Airlines. With an average price for the route of $538 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $539 and an overall rating of 7.2. The cheapest flight from Hartford to Key West was found 74 days before departure, on average. Book at least 4 weeks before departure in order to get a below-average price. High season is considered to be January, February and March. The cheapest month to fly is May. Morning departure is around 9% cheaper than an evening flight, on average*.Cheap Delta flights from Dulles Intl to Key West. Browse through some of the cheapest Delta flights traveling from Washington, D.C. to Key West. Ensure the flight price, dates, time, and airline match your criteria before you book. Wed 10/18 2:00 am IAD - EYW. 1 stop 4h 54m Delta. Wed 10/25 2:02 pm EYW - IAD. 1 stop 6h 08m Delta. Cheap Flights from Charlotte to Key West (CLT-EYW) Prices were available within the past 7 days and start at $157 for one-way flights and $328 for round trip, for the period specified. Prices and availability are subject to change. The two airlines most popular with KAYAK users for flights from Columbus to Key West are Delta and American Airlines. With an average price for the route of $527 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $557 and an overall rating of 7.2.fortnite dances
Take a look at some of the one-way flights we've detected from Norfolk to Key West. Users can also find round-trip Norfolk to Key West flights by using the search form above. Tue 9/26 2:15 am ORF - EYW. 1 stop 14h 35m Multiple Airlines. Deal found 8/21 $143.Cheap Delta flights from Los Angeles to Key West. Take a gander at the lowest prices we've found on Delta flights from Los Angeles to Key West. Make sure to examine the flight information before completing your reservation. Tue 9/12 8:59 pm LAX - EYW. 1 stop 9h 26m Delta. Wed 9/20 2:02 pm EYW - LAX. 1 stop 9h 30m Delta. The cheapest flight from Richmond to Key West was found 28 days before departure, on average. Book at least 2 weeks before departure in order to get a below-average price. High season is considered to be April, May and June. The cheapest month to fly is September. Morning departure is around 8% cheaper than an evening flight, on average*.Search for cheap flights from Southwest Florida Intl. (RSW) to Key West Intl. (EYW) starting at $198. We offer cheap direct, non-stop flights including one way and roundtrip tickets. The cheapest flight from Little Rock to Key West was found 37 days before departure, on average. Book at least 3 weeks before departure in order to get a below-average price. High season is considered to be February, March and April. The cheapest month to fly is May.To aid your search, here are some of the cheapest American Airlines flights we've found from Charlotte to Key West. Ensure the flight price, dates, time, and airline match your criteria before you book. Mon 10/16 7:03 am CLT - EYW. Nonstop 2h 08m American Airlines. Fri 10/20 12:17 pm EYW - CLT. Find low fares to top destinations on the official Southwest Airlines website. Book flight reservations, rental cars, and hotels on southwest.com. Phoenix to Key West 2023 flight deals. The lowest fares we've come across on flights traveling from Phoenix to Key West in September and October 2023. Check back in a little while for more flight options. Wed 9/27 2:00 am PHX - EYW. 2 stops 25h 47m Multiple Airlines. The two airlines most popular with KAYAK users for flights from Cincinnati to Key West are Delta and Allegiant Air. With an average price for the route of $587 and an overall rating of 7.9, Delta is the most popular choice. Allegiant Air is also a great choice for the route, with an average price of $266 and an overall rating of 7.2. The two airlines most popular with KAYAK users for flights from Cincinnati to Key West are Delta and Allegiant Air. With an average price for the route of $587 and an overall rating of 7.9, Delta is the most popular choice. Allegiant Air is also a great choice for the route, with an average price of $266 and an overall rating of 7.2.The longest flight to Key West EYW is departing from Boston (BOS). This non-stop flight takes around 3 hours and 27 minutes and covers a distance of 854 miles (1,374 km). Remove ads. List of all direct flights to Key West.The two airlines most popular with KAYAK users for flights from Dayton to Key West are Delta and American Airlines. With an average price for the route of $693 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $542 and an overall rating of 7.2. Boston (BOS) to Key West (EYW) From. $124. one-way. Restrictions Apply. Viewing 1 of 1 deals.Roundtrip prices range from $151 - $179, and one-ways to Key West start as low as $78. Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate. Airlines that fly to Key West (EYW) fifa online
To aid your search, here are some of the cheapest American Airlines flights we've found from Charlotte to Key West. Ensure the flight price, dates, time, and airline match your criteria before you book. Mon 10/16 7:03 am CLT - EYW. Nonstop 2h 08m American Airlines. Fri 10/20 12:17 pm EYW - CLT. October. $487. November. $485. December. $462. Currently, the cheapest month for flights to Key West is January. The most expensive month for flights is March. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.The cheapest flight from Richmond to Key West was found 28 days before departure, on average. Book at least 2 weeks before departure in order to get a below-average price. High season is considered to be April, May and June. The cheapest month to fly is September. Morning departure is around 8% cheaper than an evening flight, on average*.If you're seeking multiple options on one-way flights from Portland to Key West, be sure to check out these deals, which are updated often. Users needing a return flight from Portland to Key West should utilize the search form above. Sun 1/7 5:24 am PDX - EYW. 2 stops 25h 14m United Airlines. Deal found 8/22 $233. Phoenix to Key West 2023 flight deals. The lowest fares we've come across on flights traveling from Phoenix to Key West in September and October 2023. Check back in a little while for more flight options. Wed 9/27 2:00 am PHX - EYW. 2 stops 25h 47m Multiple Airlines. American Airlines flights. Flights to United States. Saint Louis to Key West.Cheap Delta flights from Los Angeles to Key West. Take a gander at the lowest prices we've found on Delta flights from Los Angeles to Key West. Make sure to examine the flight information before completing your reservation. Tue 9/12 8:59 pm LAX - EYW. 1 stop 9h 26m Delta. Wed 9/20 2:02 pm EYW - LAX. 1 stop 9h 30m Delta.Key West Key West at a Glance. Take a trip to one of the United States' favorite vacation destinations with a private charter flight to Key West. The westernmost of the famous Florida Keys, Key West offers world-class beaches and oceanic adventures. Stay on the beach or go out in the water for dolphin encounters or to explore nearby islands. Those needing a return flight from Myrtle Beach to Key West can use the search form above. Mon 10/16 3:00 am MYR - EYW. 1 stop 4h 21m American Airlines. Deal found 8/29 $268. Pick Dates. Mon 10/16 7:16 am MYR - EYW. 2 stops 7h 36m American Airlines. Deal found 8/29 $273. Pick Dates. Cheap JetBlue flights from Maryland to Key West. Some of the best deals we've found on JetBlue flights traveling from Maryland to Key West. Ensure the flight price, dates, time, and airline match your criteria before you book. Mon 1/8 2:30 am DCA - EYW. 1 stop 6h 11m JetBlue. Fri 1/12 9:45 am EYW - DCA. 1 stop 6h 00m JetBlue. The cheapest flight from Greenville to Key West was found 89 days before departure, on average. Book at least 4 weeks before departure in order to get a below-average price. High season is considered to be November, December and January. The cheapest month to fly is August. Morning departure is around 23% more expensive than an evening flight ... Cheap Flights from Washington to Key West (DCA-EYW) Prices were available within the past 7 days and start at $117 for one-way flights and $207 for round trip, for the period specified. Prices and availability are subject to change. Phoenix to Key West 2023 flight deals. The lowest fares we've come across on flights traveling from Phoenix to Key West in September and October 2023. Check back in a little while for more flight options. Wed 9/27 2:00 am PHX - EYW. 2 stops 25h 47m Multiple Airlines.movies with hitlerFlying is typically the fastest and most convenient way to get to Key West. Key West International Airport serves major airline carriers, like Delta, American Airlines, Continental, US Airways, and more with daily flights. You can catch a direct flight to Key West from Miami, Fort Lauderdale, and other major Florida airports, as well as from ... Cheap Flights from Fort Myers to Key West (RSW-EYW) Prices were available within the past 7 days and start at $198 for one-way flights and $335 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.With 3 different airlines operating flights between Dayton and Key West, there are, on average, 450 flights per month. This equates to about 105 flights per week, and 15 flights per day from DAY to EYW.Roundtrip prices range from $151 - $179, and one-ways to Key West start as low as $78. Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate. Airlines that fly to Key West (EYW) Cheap Flights from Charlotte to Key West (CLT-EYW) Prices were available within the past 7 days and start at $157 for one-way flights and $328 for round trip, for the period specified. Prices and availability are subject to change. The two airlines most popular with KAYAK users for flights from Pittsburgh to Key West are Delta and Allegiant Air. With an average price for the route of $507 and an overall rating of 7.9, Delta is the most popular choice. Allegiant Air is also a great choice for the route, with an average price of $251 and an overall rating of 7.2. Cheap flights from Jacksonville to Key West (JAX - EYW) from $130 This is the cheapest one-way flight price, found on 9/13. Prices may vary by date and flight preferences. Find Ultra Low Cost Flights with Spirit Airlines 400+ Daily Routes to U.S.A., South America and the Carribean Save Big with our Bare Fare™ and $9 fare club Key West Key West at a Glance. Take a trip to one of the United States' favorite vacation destinations with a private charter flight to Key West. The westernmost of the famous Florida Keys, Key West offers world-class beaches and oceanic adventures. Stay on the beach or go out in the water for dolphin encounters or to explore nearby islands.The two airlines most popular with KAYAK users for flights from Harrisburg to Key West are American Airlines and United Airlines. With an average price for the route of $546 and an overall rating of 7.2, American Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $538 and an ... Book cheap flights to Key West (EYW) with United Airlines. Enjoy all the in-flight perks on your Key West flight, including speed Wi-Fi. The two airlines most popular with KAYAK users for flights from New York to Key West are JetBlue and Delta. With an average price for the route of $620 and an overall rating of 8.1, JetBlue is the most popular choice. Delta is also a great choice for the route, with an average price of $375 and an overall rating of 7.9. Find cheap flights from Salisbury to Key West from. $526. Round-trip. 1 adult. Economy. 0 bags. Add hotel. Fri 9/15. Fri 9/22.The longest flight to Key West EYW is departing from Boston (BOS). This non-stop flight takes around 3 hours and 27 minutes and covers a distance of 854 miles (1,374 km). Remove ads. List of all direct flights to Key West.Cheap Flights from Charlotte to Key West (CLT-EYW) Prices were available within the past 7 days and start at $157 for one-way flights and $328 for round trip, for the period specified. Prices and availability are subject to change.the valley of light
American Airlines flights. Flights to United States. Saint Louis to Key West. Search for cheap flights from Southwest Florida Intl. (RSW) to Key West Intl. (EYW) starting at $198. We offer cheap direct, non-stop flights including one way and roundtrip tickets. The cheapest flight from Greenville to Key West was found 89 days before departure, on average. Book at least 4 weeks before departure in order to get a below-average price. High season is considered to be November, December and January. The cheapest month to fly is August. Morning departure is around 23% more expensive than an evening flight ... Find Ultra Low Cost Flights with Spirit Airlines 400+ Daily Routes to U.S.A., South America and the Carribean Save Big with our Bare Fare™ and $9 fare clubCheap JetBlue flights from Maryland to Key West. Some of the best deals we've found on JetBlue flights traveling from Maryland to Key West. Ensure the flight price, dates, time, and airline match your criteria before you book. Mon 1/8 2:30 am DCA - EYW. 1 stop 6h 11m JetBlue. Fri 1/12 9:45 am EYW - DCA. 1 stop 6h 00m JetBlue. Find low-fare American Airlines flights to Key West. Enjoy our travel experience and great prices. Book the lowest fares on Key West flights today!Roundtrip prices range from $151 - $179, and one-ways to Key West start as low as $78. Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate. Airlines that fly to Key West (EYW)Search Key West flights on KAYAK. Find cheap tickets to Key West from anywhere in United States. KAYAK searches hundreds of travel sites to help you find cheap airfare and book the flight that suits you best. With KAYAK you can also compare prices of plane tickets for last minute flights to Key West from anywhere in United States.Boston (BOS) to Key West (EYW) From. $124. one-way. Restrictions Apply. Viewing 1 of 1 deals. The two airlines most popular with KAYAK users for flights from Harrisburg to Key West are American Airlines and United Airlines. With an average price for the route of $546 and an overall rating of 7.2, American Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $538 and an ... Sep 15, 2023 · American Airlines flights. Flights to United States. Norfolk to Key West. fondo negro
Cheap United Airlines flights from Wichita to Key West. Take a look at some of the lowest-priced United Airlines flights heading from Wichita to Key West. Deals update often to give you more flight options matching your criteria. Thu 2/1 1:30 am ICT - EYW. 1 stop 8h 28m United Airlines. Tue 2/6 10:52 am EYW - ICT. 1 stop 19h 58m United Airlines.The cheapest flight from Richmond to Key West was found 28 days before departure, on average. Book at least 2 weeks before departure in order to get a below-average price. High season is considered to be April, May and June. The cheapest month to fly is September. Morning departure is around 8% cheaper than an evening flight, on average*.The cheapest flight from Salt Lake City to Key West was found 61 days before departure, on average. Book at least 2 weeks before departure in order to get a below-average price. High season is considered to be May, June and July. The cheapest month to fly is April. Morning departure is around 67% more expensive than an evening flight, on average*.Distance and aircraft type by airline for flights from St. Petersburg-Clearwater International Airport to Key West International Airport. Origin PIE St. Petersburg-Clearwater International Airport. Destination EYW Key West International Airport. Distance 239.23 miles.The cheapest flight from Myrtle Beach to Key West was found 60 days before departure, on average. Book at least 3 weeks before departure in order to get a below-average price. High season is considered to be February, March and April. The cheapest month to fly is January. Morning departure is around 24% more expensive than an evening flight, on ... The cheapest flight from Portland to Key West was found 25 days before departure, on average. Book at least 1 week before departure in order to get a below-average price. High season is considered to be March, April and May. The cheapest month to fly is August.