✈️ Flight Guide: Watertown (ART) → Key West (EYW)

Key West highlights that affect departures from Key West International Airport (EYW) include the Key West Food & Wine Festival (typically late January), Fantasy Fest (October), and spring events drawing visitors from major cities. On the arrival side, events like New York Fashion Week, Comic-Con in San Diego, and major sports tournaments can increase demand and economy arrival prices. Plan around event dates where possible, book early, and use alternate airports to lower arrival and departure costs when major festivals are in town.

The best time to fly for lower fares from Key West International Airport (EYW) is during shoulder months (late April–May and September–October), while the busiest and most expensive months are December–April and July. For cheapest economy fares, book domestic flights 3–8 weeks ahead for off-peak travel and 8–12 weeks before peak holiday times. Flying midweek and avoiding major holiday weekends increases the likelihood of affordable economy pricing; use price alerts and check alternate airports to maximize savings.

Direct flights from Key West International Airport (EYW) are the fastest option but often cost more in economy than connecting itineraries. Connecting flights—especially those routing through large hubs like Miami or Atlanta—often deliver the cheapest economy fares by leveraging hub-to-hub pricing. When choosing between direct and connecting, factor in layover risk, total door-to-door travel time, and potential savings. If budget is the priority, choose well-timed connections with 60–90 minute minimum layovers for domestic flights.

American Airlines: strong hub connectivity (MIA, CLT), frequent schedules to major hubs, competitive economy pricing but baggage fees may apply depending on fare. JetBlue: offers comfortable economy seats and competitive pricing on select non-stop routes; baggage and seat selection vary by fare. Silver Airways: regional operator focusing on Florida routes and island services, often offering value for short-haul economy trips. For cheapest economy travel from Key West International Airport (EYW), compare total trip cost including baggage, seat fees, and change policies—sometimes a slightly higher base fare with free carry-on or better change flexibility is the better value.

Summer (June–August): pack light, expect high humidity, and monitor hurricane season advisories. Book refundable or flexible economy fares if traveling in peak hurricane months. Fall (September–November): September is ideal for finding cheap economy fares; keep an eye on weather and opt for midweek travel. Winter (December–February): book early for holiday demand and expect higher fares for departures from Key West International Airport (EYW). Spring (March–May): spring break increases demand and pricing—search alternate airports and off-peak dates. Always verify baggage rules for economy fares, and sign up for airline notifications to manage schedule changes.

Typical flight times from Key West International Airport (EYW) to common destinations: Miami (MIA) ~45 minutes non-stop; Fort Lauderdale (FLL) ~50 minutes; Orlando (MCO) ~1 hour 40 minutes; Atlanta (ATL) ~2 hours; New York City (JFK/LGA/EWR) ~3 hours 10 minutes; Chicago (ORD) ~3 hours 10 minutes. Many cheapest economy itineraries involve one connection through hubs like Miami, Atlanta, or Charlotte—account for connection windows of 60–90 minutes for domestic itineraries. For the most up-to-date schedule information, check airline timetables and the Key West International Airport arrivals/departures board.

To secure the cheapest flights from Key West International Airport (EYW) or the lowest-priced economy arrivals, use flexible-date searches, compare alternate nearby airports, and set fare alerts to capture sales. Consider one-stop itineraries through hub cities (Miami, Atlanta, Charlotte) for significant savings, and check budget carriers and seasonal charters. Use location-based modifiers like 'cheap flights from Key West to New York economy' to refine searches and sign up for airline newsletters and flash-sale alerts. Book midweek and aim for off-peak times to lower costs, and always verify baggage fees when comparing economy fares.