Submit feedbackBaggage rules for flights departing Kahului Airport (OGG) depend on the airline and fare class you book. Most major carriers (Hawaiian Airlines, American, United, Delta) allow a carry-on plus a personal item free of charge, while checked bag fees typically apply on mainland connecting legs — expect the first checked bag fee on domestic U.S. connections. In January, winter travel and snowbird demand can make baggage fees and overhead bin space more competitive, so check your carrier's policy and pre-pay or reserve extra baggage when possible.
For domestic flights from Kahului Airport (OGG) connecting to Southwest Florida International Airport (RSW), arrive at least 90 minutes before departure for a single domestic segment, and 2 to 3 hours if checking bags or traveling during peak January travel days. January is high season for Hawaii visitors (whale season and winter escapes), so allow extra time for rental car returns, TSA lines, and traffic between West Maui or Kihei and OGG.
There are no regular nonstop flights between Kahului Airport (OGG) and Southwest Florida International Airport (RSW); expect at least one connection typically through West Coast hubs like Los Angeles (LAX) or Phoenix (PHX). Connecting options vary by airline — Hawaiian Airlines often partners with mainland carriers for one-stop itineraries while American, Delta, and United route through their hub networks. Plan for total travel time of roughly 11–14+ hours depending on layovers.
January in Kahului is part of Maui's wetter winter season, with daytime highs around mid-70s to low-80s°F (24–28°C) and occasional trade-wind showers. While heavy weather seldom cancels flights, brief rain and wind can delay departures — particularly if you have a tight connection on the mainland. Pack a light rain jacket and monitor flight alerts; check-in early to avoid oversold situations during whale-watching peak season.
Kahului Airport (OGG) offers rental car counters on-site, taxis, ride-hailing services (Uber/Lyft), shared shuttles, and limited public transit to central Maui. If you’re staying in West Maui (Lahaina, Kaanapali) or South Maui (Kihei, Wailea), allow 30–60 minutes for transfers depending on traffic and time of day. January can bring heavier demand from snowbird visitors and whale watchers, so reserve airport shuttles and rental cars in advance.
January often has a mix of higher demand for travel out of Maui due to whale season and winter escapes, but you can still find deals if you book 2–3 months in advance or target midweek departures. Watch for Martin Luther King Jr. holiday weekend (third Monday of January), when fares typically spike. Sign up for fare alerts and compare one-stop itineraries through LAX, PHX, or DEN to find competitive pricing.
Upon arrival at Southwest Florida International Airport (RSW) in January, expect mild winter weather (daytime highs typically in the 60s–70s°F / 16–24°C) and an increase in seasonal visitors (snowbirds), which can mean busier baggage claim and rental car counters. Most flights from Maui arrive after a connection, so allow time for customs if arriving from an international segment; for domestic connections you’ll proceed to baggage claim and rental car or shuttle services.
Ground transportation from Southwest Florida International Airport (RSW) includes rental cars, taxis, ride-shares, hotel shuttles, and regional buses. Naples and Fort Myers are the primary nearby destinations; Naples is roughly 30–45 minutes away and Fort Myers downtown about 20–30 minutes depending on traffic. In January, plan extra time on weekends and holidays due to higher snowbird traffic and local events.
Southwest Florida International Airport (RSW) offers dining options, shops, charging stations, and a few airline lounges or pay-per-use lounges depending on seasonal availability. In January, busiest travel days may limit seating and lounge access, so consider priority pass or airline lounge access if you have a long connection. Check current lounge and amenity availability before travel as seasonal vendors and hours can change.
January is prime whale-watching season in Maui, with many tour operators in Lahaina and Ka'anapali offering daily excursions — a major draw for visitors flying out of Kahului Airport (OGG). In Southwest Florida (RSW), January marks peak snowbird presence with cultural performances, farmers markets, art walks, and local concerts in Fort Myers and Naples. Be aware of special holiday weekends (Martin Luther King Jr. weekend) that can increase local event activity and hotel demand.
The best time to fly from Kahului Airport (OGG) to Southwest Florida International Airport (RSW) depends on your priorities. For lower fares, avoid the Martin Luther King Jr. holiday weekend and book midweek departures (Tuesday–Thursday). For more comfortable connections, choose flights that connect during daytime hours at major hubs to reduce the risk of overnight delays. If whale-watching in Maui is a priority, January is ideal but expect slightly higher airfare; balancing an earlier or later January trip can reduce costs while still enjoying marine life sightings.
There are currently no nonstop flights between Kahului Airport (OGG) and Southwest Florida International Airport (RSW). Traveling via a connecting flight is necessary, and choosing the right connection affects total journey time, layover comfort, and price. For January travel, prioritize connections at LAX or PHX for frequency and shorter overall travel times. If minimizing travel time is critical, pick shorter layovers with reliable carriers; if you prefer cheaper fares, choose longer connections or alternative hub pairings.
Major carriers that commonly serve the Maui-to-Florida market via connections are Hawaiian Airlines (partnering with mainland carriers), American Airlines (via PHX or DFW), Delta Air Lines (via SLC or ATL), and United Airlines (via SFO or DEN). Hawaiian Airlines offers a Hawaiian-flavored experience on the island leg and partners for mainland connections. American often has competitive one-stop fares via PHX or DFW, Delta can offer reliable connections and lounge access for elites, and United may provide options via SFO with good schedule coverage. For January travel, compare seat assignments, checked-bag fees, and loyalty program benefits — and always verify whether the itinerary is marketed as a single-ticket connection to protect you in case of delays.
For January travel from Kahului Airport (OGG) to Southwest Florida International Airport (RSW), prepare for varied conditions: Maui can be warm but showery, and Southwest Florida is mild and drier. Pack light layers, reef-safe sunscreen, and a small umbrella or rain shell. Expect high demand for rental cars and accommodations in Fort Myers and Naples — reserve these early. Allow generous connection times at LAX or PHX; consider travel insurance for multi-leg itineraries that cross seasonal weather boundaries. Finally, enroll in airline notifications and set airport parking or shuttle reservations in advance to avoid last-minute hassles.
There are no nonstop flights between Kahului Airport (OGG) and Southwest Florida International Airport (RSW). Typical itineraries are one-stop and include an initial transpacific/domestic leg to a West Coast hub (Los Angeles LAX, San Francisco SFO, or Phoenix PHX) followed by a cross-country segment to Fort Myers. Estimated total travel time ranges from about 11 to 14+ hours depending on connection times and routing. Standard schedule tips: choose a daytime LAX connection to minimize overnight hub waits, and allow at least 90–120 minutes for domestic-to-domestic connections when transferring from inter-island carriers to mainland segments in January.
Finding cheap flights from Kahului Airport (OGG) to Southwest Florida International Airport (RSW) in January requires flexibility and early planning. Primary strategies: search midweek departures (Tuesdays/Wednesdays), set fare alerts for one-stop routes via Los Angeles (LAX) or Phoenix (PHX), and compare airlines for bundled baggage and seat fees. Consider flying outbound on off-peak times and returning midweek; use flexible-date search tools to spot the cheapest round-trip windows. Signing up for airline newsletters and fare tracker tools increases your chance of finding flash sales — book quickly when prices drop as winter demand can cause rapid increases.
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Book your economy class flight from Kahului (OGG) to Fort Myers (RSW)and save money on your travel. Compare all flight options to find the best deal for your january trip.
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Book your economy class flight from Kahului (OGG) to Fort Myers (RSW)and save money on your travel. Compare all flight options to find the best deal for your january trip.
Starting from $254
Book your economy class flight from Kahului (OGG) to Fort Myers (RSW)and save money on your travel. Compare all flight options to find the best deal for your january trip.
Starting from $257
Book your economy class flight from Kahului (OGG) to Fort Myers (RSW)and save money on your travel. Compare all flight options to find the best deal for your january trip.
Starting from $284
Book your economy class flight from Kahului (OGG) to Fort Myers (RSW)and save money on your travel. Compare all flight options to find the best deal for your january trip.
Starting from $392
Book your economy class flight from Kahului (OGG) to Fort Myers (RSW)and save money on your travel. Compare all flight options to find the best deal for your january trip.
Planning a trip from Kahului (OGG) to Fort Myers (RSW) in january? SlickTrip helps you find the cheapest economy class flights with our comprehensive flight comparison tool. Whether you prefer direct flights for convenience or multi-stop flights for savings, we have options for every budget and schedule.
As of January, most U.S. domestic arrivals to Southwest Florida International Airport (RSW) follow federal and state health guidance, but requirements can change — check the CDC and state health department for the latest travel advisories. Local attractions and senior-living communities in Southwest Florida may have additional protocols during winter peak season, so verify entry rules in advance if traveling to vulnerable populations.
January brings relatively stable weather for Southwest Florida, reducing weather-related cancellations; however, winter storms in the continental U.S. or backlog from busy holiday travel windows can create knock-on delays. Mechanical or crew-connect delays are possible with cross-country itineraries originating from Hawaii. Always allow buffer time for onward travel to Naples, Sanibel, or Marco Island.
Southwest Florida sees a seasonal surge of visitors in January, so hotels in Fort Myers, Naples, and Sanibel often have elevated rates and require advance booking. Expect farmers markets, cultural performances, and winter recreation geared to snowbirds; the city calendars often include concerts and art shows throughout January. Book hotels and rental cars early and look for package deals that bundle flights and local stays.
