Best Flights starting from $290
from$290economy
Saint Thomas Cyril E King (STT)
Tue, May 12
Roundtrip
Orlando (Any)
Mon, May 18
from$330economy
Saint Thomas Cyril E King (STT)
Tue, May 12
Roundtrip
Orlando (Any)
Tue, May 19
from$330economy
Saint Thomas Cyril E King (STT)
Wed, May 13
Roundtrip
Orlando (Any)
Tue, May 19
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Other Destinations
Saint Thomas Cyril E King (STT) to Las Vegas (LAS) in May from $187
From $187
Saint Thomas Cyril E King (STT) to Orlando (MCO) in October from $134
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Saint Thomas Cyril E King (STT) to Charlotte (CLT) in October from $276
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Saint Thomas Cyril E King (STT) to Orlando (MCO) in November from $134
From $134
Saint Thomas Cyril E King (STT) to Charlotte (CLT) in November from $337
From $337
Saint Thomas Cyril E King (STT) to Los Angeles (LAX) in November from $472
From $472
Flights from Other Cities
Chicago (Any) to Orlando (Any) in May from $46
From $46
Atlanta (Any) to Orlando (Any) in May from $56
From $56
Cincinnati (Any) to Orlando (Any) in May from $56
From $56
Newark (EWR) to Orlando (Any) in May from $56
From $56
Washington, D.C. (Any) to Orlando (Any) in May from $56
From $56
Boston (BOS) to Orlando (Any) in May from $60
From $60
✈️ Flight Guide: Saint Thomas Cyril E King (STT) → Orlando (Any)
Complete travel information for your May journey
Travelers departing Cyril E. King Airport (STT) in May should expect warm tropical weather, slightly elevated demand around Memorial Day, and a mix of scheduled nonstop and connecting flights to Orlando Regional Airport (ORLB). Book early to lock in the best fares from St. Thomas to Orlando and watch for seasonal charters and low-cost carrier seat sales. For a smooth start, arrive 90 minutes before departure, pre-book transfers to Charlotte Amalie or Red Hook, and sign up for airline flight alerts. Ready to fly? Search for cheap STT to ORLB flights now and compare nonstop and one-stop options to find the best May itinerary.
Departing from Saint Thomas Cyril E King (STT) FAQs
Cyril E. King Airport (STT) offers airline check-in counters, TSA security screening, car rental desks, duty-free shops, restaurants, and free Wi‑Fi. In May many services operate on peak spring schedules—expect extended hours at rental counters and more frequent shuttle services to hotels in Charlotte Amalie and Red Hook. For an efficient departure, arrive 90 minutes before domestic flights and check airline alerts for seasonal schedule changes.
Direct or nonstop service between Cyril E. King Airport (STT) and Orlando Regional Airport (ORLB) may be available seasonally, particularly in high travel months like May. Frequency varies by carrier and year; low-cost and regional airlines sometimes offer nonstop charters. If a nonstop isn’t scheduled, typical one-stop routing is via San Juan (SJU) or Miami (MIA). Check carrier schedules and book early for the best nonstop fares.
From Cyril E. King Airport (STT) you can use taxis, shared shuttles, hotel transfers, or pre-booked private cars to reach Charlotte Amalie, Frenchtown, and Red Hook ferry terminals. In May expect slightly higher demand around long holiday weekends; pre-book transfers during Memorial Day weekend. Ferry connections to St. John and the British Virgin Islands remain frequent—plan extra transfer time if you have luggage and ferry reservations.
Baggage allowances and fees depend on the airline and fare class; major carriers typically include one carry-on and one personal item while checked baggage often incurs fees for basic fares. In May, airlines may enforce strict weight limits during peak travel days, so weigh luggage before the airport to avoid overweight surcharges. Always consult your airline’s baggage policy and consider purchasing bundling options to save on fees.
Security wait times at Cyril E. King Airport (STT) are typically moderate but can increase during holiday weekends and late May (Memorial Day). During May, plan for 20–45 minutes at peak times; arriving 90 minutes before departure is recommended for domestic routes to Orlando Regional Airport (ORLB). Use airline apps and STT airport alerts for real-time security and gate updates.
May in St. Thomas (Cyril E. King Airport (STT)) is warm and humid with average highs around 88°F (31°C) and increased chance of afternoon showers. While major disruptions are uncommon, brief thunderstorms can cause short delays; airlines often pad schedules in late spring. Pack light rain gear and monitor flight status for weather-related changes before traveling to ORLB in May.
Arriving at Orlando Regional Airport (ORLB) from Cyril E. King Airport (STT) in May means warm weather and lively tourist activity. ORLB is a convenient gateway to Orlando, Kissimmee, Lake Buena Vista (Disney), International Drive (Universal), Daytona Beach, and Kennedy Space Center. Book ground transfers early for Memorial Day weekend, compare rental car deals, and monitor afternoon thunderstorm windows when planning park visits. Search and book arrivals with flexible transfer options now to secure the best May itinerary.
Arriving at Orlando (Any) FAQs
Arrivals at Orlando Regional Airport (ORLB) typically enjoy quicker deplaning and efficient ground transportation options to Orlando, Kissimmee, and Lake Buena Vista. In May, expect dynamic arrival times due to seasonal scheduling and increased tourist traffic heading to theme parks—plan extra time for shuttle lines during holiday weekends. Verify baggage claim and ground transport details with your airline before landing.
From Orlando Regional Airport (ORLB) you’ll find rental cars, shared shuttles, private transfers, and regional bus services to downtown Orlando, Kissimmee, and international drive areas. In May, services run frequently but demand spikes during holiday weekends—book a transfer if traveling to Walt Disney World, Universal Orlando, or Kennedy Space Center. Rideshare services are usually available but check airport rules for designated pickup zones.
Travelers flying from Cyril E. King Airport (STT) to Orlando Regional Airport (ORLB) are arriving from a U.S. territory, so standard domestic entry procedures apply—no passport is required for U.S. citizens. In May, confirm ID requirements and any airline-specific health protocols before travel. Non-U.S. nationals should verify entry rules with U.S. Customs and Border Protection and their airline.
Orlando Regional Airport (ORLB) processes baggage quickly for most carriers, but during May’s busier weekends, lines can be longer and carousels busier. If your luggage is missing, report it immediately at the airline’s baggage desk; most carriers have online tracking and local handling offices at ORLB. Keep receipts, tags, and booking references handy to speed resolution.
From Orlando Regional Airport (ORLB) you can reach top destinations such as Orlando city center, Walt Disney World/ Lake Buena Vista, Universal Orlando/International Drive, Kissimmee, Daytona Beach, and Kennedy Space Center. In May, many visitors use ORLB as a lower-cost entry point for central Florida attractions—book transfers to theme parks in advance for Memorial Day weekends.
May brings warm, humid weather to Orlando with occasional afternoon thunderstorms, but it is still outside the Atlantic hurricane season, which starts in June. Expect higher tourism around school break and Memorial Day, resulting in busier rental car counters and shuttles. Check event calendars for conventions or sports events that can impact local hotel availability and ground transport.
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May Events & Festivals for STT to ORLB Travelers — St. Thomas and Orlando Highlights
May offers attractive event-driven travel opportunities for both origin and destination. In St. Thomas, visitors may enjoy local seafood festivals, boat regattas, and cultural events that sometimes occur in late spring—check Visit USVI for exact dates. Orlando hosts the tail-end of Epcot International Flower & Garden Festival, numerous concerts, and Memorial Day weekend events at theme parks and beaches. If attending specific festivals, book flights and park reservations early for the best availability in May.
Best Time to Fly STT to ORLB — Why May Can Be a Smart Choice
May is often an excellent month to fly from Cyril E. King Airport (STT) to Orlando Regional Airport (ORLB): weather is warm and largely stable, and airfare can be cheaper than peak summer months. Tourist crowds are moderate before schools let out, though Memorial Day weekend will increase demand. For the best combination of price and favorable weather, target mid-May departures and book 30–60 days in advance to optimize savings and seat selection.
Direct vs. Connecting Flights from STT to ORLB — May Considerations
Choosing a nonstop flight from Cyril E. King Airport (STT) to Orlando Regional Airport (ORLB) in May maximizes convenience and minimizes travel time, typically shaving 1–4 hours off a one-stop itinerary. Connecting flights often cost less and offer more schedule flexibility, with common hubs including San Juan (SJU) and Miami (MIA). For May travel, weigh the savings against the risk of missed connections during busy holiday periods; if you have tight schedules or ground transfers, prefer nonstop when available.
Airline Comparison for STT to ORLB — May Carriers, Fares, and Service
Major carriers serving routes connecting St. Thomas (Cyril E. King Airport (STT)) to Orlando Regional Airport (ORLB) usually include a mix of legacy and low-cost airlines. American Airlines often provides wide network connectivity (via MIA) and more generous loyalty benefits, JetBlue may offer better legroom and competitive nonstop seasonal service, while Spirit presents budget fares with a la carte fees. For May travel, compare total landed costs—base fare plus bags and seat selection—then book with the carrier offering the best balance of price and convenience for your itinerary.
Seasonal Travel Tips for May — STT Departures & ORLB Arrivals
Pack light breathable clothing, reef-safe sunscreen, a light rain jacket, and insect repellent for May travel from Cyril E. King Airport (STT) to Orlando Regional Airport (ORLB). Expect hot, humid conditions in both locations and occasional afternoon showers in Orlando; plan morning park visits and flexible afternoon plans. For Memorial Day weekend travel, reserve rental cars and airport transfers early, double-check baggage allowances, and enable mobile boarding passes and flight alerts. Book refundable or changeable fares if your plans may shift due to events or weather.
Flight Time and Schedules: Cyril E. King Airport (STT) to Orlando Regional Airport (ORLB)
Nonstop flights between Cyril E. King Airport (STT) and Orlando Regional Airport (ORLB) typically take about 2 hours 45 minutes to 3 hours 15 minutes. One-stop itineraries with connections in San Juan (SJU) or Miami (MIA) commonly range from 4 to 7 hours total, depending on layover length. In May, airlines may increase frequencies on popular weekend and holiday routes—check daily timetables and sign up for flight status alerts to manage changes near Memorial Day and other busy travel dates.
How to Find Cheap Flights from Cyril E. King Airport (STT) to Orlando Regional Airport (ORLB) in May
To find cheap flights from Cyril E. King Airport (STT) to Orlando Regional Airport (ORLB) in May, start by setting fare alerts across multiple OTAs and airline sites and compare low-cost carriers and regional routes. Travel midweek (Tuesday–Thursday) for lower fares and avoid peak Memorial Day weekend unless you book well in advance. Consider one-stop routes via San Juan (SJU) or Miami (MIA) if nonstop fares are high. Use flexible-date search tools, clear cookies, and sign up for airline newsletters to catch flash sales—book when you see a reasonable fare because May prices can climb quickly as demand spikes.