Submit feedbackSubmit feedbackComplete travel information for your December journey
December travel from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) is popular with travelers seeking warm-weather escapes. Expect nonstop options primarily on American Airlines and United Airlines, with occasional low-cost or seasonal services. Average one-way fares booked in early November for December travel commonly range from $120–$300 depending on holiday week demand; midweek early-December departures are typically cheaper. For airport access, use the CTA Blue Line or pre-book airport parking; allow extra time for snow and security queues. Nearby destinations accessible from RSW include Fort Myers city center, Naples (about 45–60 minutes south), Sanibel Island (45–60 minutes), Cape Coral (30–40 minutes), Sarasota (90 minutes), and Tampa (90–120 minutes). Book cheap flights early, monitor winter weather advisories, and enroll in airline alerts to secure the best ORD to RSW December fares.
For December travel from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW), arrive at least 2 hours before domestic departures and 2.5–3 hours during peak holiday days (mid-December through New Year's). Winter weather can cause extra delays, and holiday security lines are often longer; allow extra time for parking, shuttle rides, or CTA Blue Line access. Consider TSA PreCheck or early check-in with your airline to speed up security and boarding.
Yes — several carriers operate direct seasonal and year-round flights between Chicago O'Hare International Airport (ORD) and Southwest Florida International Airport (RSW) in December, especially on American Airlines, United Airlines, and sometimes low-cost carriers. Availability rises in winter due to demand for Florida getaway travel, but frequencies can vary around holidays. Check airline schedules and book early to secure nonstop options.
Average nonstop flight time from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) is approximately 2 hours 45 minutes to 3 hours, depending on winds and routing. Remember to account for a one-hour time zone difference (ORD is Central Time, RSW is Eastern Time), so scheduled block time may appear shorter or longer on paper. For connecting itineraries, add typical layover time of 1–3 hours.
In December you can reach Chicago O'Hare International Airport (ORD) from downtown via the CTA Blue Line (fast and frequent), airport shuttles, taxis, rideshares, or private car services. Allow extra time for winter traffic or potential snow/ice-related slowdowns, and check CTA service alerts for holiday schedules. For convenience, consider booking parking in advance or using airport curbside pickup apps.
Baggage and pet policies are set by individual airlines flying between Chicago O'Hare International Airport (ORD) and Southwest Florida International Airport (RSW). In December, airlines may enforce stricter carry-on space rules on full flights and have higher checked-bag fees on basic economy fares. If traveling with pets, book in-cabin space early and check temperature restrictions for aircraft and RSW; airlines sometimes limit pet travel during extreme weather.
December at Chicago O'Hare International Airport (ORD) frequently brings snow, freezing rain, and gusty winds that can delay or cancel flights. Airlines often issue IRROPS (irregular operations) advisories during major storms; monitor forecasts and flight status closely before leaving for the airport. Buying refundable or flexible fares and signing up for airline text alerts can help manage schedule changes.
Arriving at Southwest Florida International Airport (RSW) in December offers pleasant winter weather and strong access to nearby beach destinations. Most travelers head to downtown Fort Myers (20–25 minutes), Naples (45–60 minutes), Sanibel and Captiva Islands (45–75 minutes, including causeway travel), and Cape Coral (30–40 minutes). Expect expanded rental car availability and seasonal shuttle services; however, holiday weekends will see higher demand and longer pickup wait times. Popular December activities include beach walks, boating, wildlife tours, and holiday light events. To save time, reserve rental cars in advance, compare rideshare and shuttle pricing, and use airport information desks for real-time transit options. Book your December flights and ground transport early to get the best rates for the Fort Myers region.
December in Southwest Florida International Airport (RSW) and Fort Myers is typically mild and dry, with daytime highs around the mid-70s°F (24°C) and cooler evenings near the mid-50s–60s°F (13–17°C). Rainfall is lower compared with summer months, making December ideal for beach outings, boat tours, and outdoor activities. Pack layers for cooler mornings and evenings, and bring sunscreen for sunny afternoons.
From Southwest Florida International Airport (RSW), rental cars, rideshares, taxis, and shuttle services are the primary ways to reach downtown Fort Myers (about 20–25 minutes). Naples is approximately 45–60 minutes south via I-75 or Tamiami Trail, while Sanibel Island requires a 45–60 minute drive plus the Sanibel Causeway. In December, traffic is generally lighter than peak winter holidays, but tourist events can increase local congestion on weekends.
Southwest Florida (RSW area) December highlights: Edison & Ford Winter Estates host seasonal tours and holiday lights; Fort Myers Holiday Boat Parades and downtown tree lightings are popular draws; Sanibel’s nature activities and shelling remain great in cooler, dryer weather. Naples features holiday dining events and upscale markets, while Cape Coral and Punta Gorda host local holiday festivals that increase regional tourism. Chicago (ORD area) December highlights: Christkindlmarket in the Loop, Magnificent Mile shopping and tree lightings bring travelers to Chicago before heading to Florida. These events increase flight demand on peak dates—book early if your December travel coincides with local festivals.
Early December (first two weeks) is often the best time to fly from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) for lower fares, smaller crowds, and mild weather. Avoid the heavy travel windows the week before Christmas and the days around New Year's Eve if possible; those dates feature higher fares and fuller flights. Midweek departures (Tuesday–Thursday) typically yield better prices and shorter lines at ORD and RSW. If you're flexible, book flights departing on a Tuesday morning and returning on a Thursday to maximize savings and minimize holiday congestion.
Nonstop flights from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) are faster (about 2:45–3:00 hours) and generally more convenient during December holiday travel, reducing the risk of missed connections during winter weather. Connecting flights can be significantly cheaper, especially when booking last-minute or flying with low-cost carriers routing through hubs like Charlotte (CLT), Atlanta (ATL), or Detroit (DTW). However, connections increase total travel time and add vulnerability to delays from Chicago winter storms. Choose nonstop for reliability and comfort during peak holiday periods; choose connecting for potential savings outside peak days, but allow longer layovers to protect against delays.
American Airlines: Often offers several daily nonstop options between Chicago O'Hare International Airport (ORD) and Southwest Florida International Airport (RSW) in December, with a broad network for easy connections. Competitive fares and loyalty benefits for AAdvantage members; expect standard carry-on/checked-bag fees on basic economy. United Airlines: Provides reliable nonstop service and hub connections; good on-time performance outside of major Chicago storms. Delta Air Lines: May offer one-stop itineraries via Atlanta with solid customer service and SkyMiles benefits. JetBlue and Allegiant Air: Seasonal or low-cost choices that can yield lower base fares but have stricter change rules and additional fees for bags and seat selection. For December travel, weigh the value of nonstop convenience against the savings potential of low-cost carriers; registered travelers should compare final prices (including baggage and seat fees) when booking.
Packing and clothing: Bring light layers for Florida days (shorts, t-shirts) and a light jacket for cooler mornings/evenings—Chicago departures may require heavier coats at home. Airport timing and weather: Leave extra time for snow removal and de-icing at Chicago O'Hare International Airport (ORD) if storms are forecast; monitor airline alerts and the NWS for conditions. Security and fast-track: Use TSA PreCheck or CLEAR to speed lines at ORD; enroll before December travel if you travel frequently. Ground transport: Reserve rental cars and airport shuttles early—weekend holiday demand can cause shortages at Southwest Florida International Airport (RSW). Health and safety: Stay hydrated on flights and plan for sunscreen and insect repellent for coastal outdoor activities. CTA: Prepare for holiday travel—book your ORD to RSW December flight, reserve a rental car, and sign up for airline alerts for the best experience.
Average nonstop flight time from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) is roughly 2 hours 45 minutes to 3 hours. Keep in mind Chicago operates on Central Time (CT) and Southwest Florida on Eastern Time (ET), so you typically 'gain' one hour on arrival. In December, airlines schedule early morning departures (6:00–9:00 AM CT) and midafternoon/evening flights (1:00–7:00 PM CT) to serve both business and leisure travelers. Frequency increases around early December and the two weeks that include Christmas and New Year's Eve; expect fewer midweek options on holiday dates. For the most current schedules, check airline published timetables and set notifications for your preferred travel dates.
How to find cheap flights from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) in December: 1) Book early — for holiday weeks, secure fares 6–10 weeks in advance; for early-December travel, 3–6 weeks can be sufficient. 2) Aim for Tuesday–Thursday departures and returns to access lower midweek rates. 3) Use fare alerts on Google Flights, Skyscanner, or Hopper and set flexible date searches for nearby airports like Midway (Chicago Midway International Airport) and alternate Florida airports when practical. 4) Check both major carriers (American, United, Delta) and low-cost carriers for bundled vs. unbundled fares; sometimes a basic economy seat is cheaper but adds baggage fees. 5) Consider one-way combinations and loyalty program redemptions for better availability. CTA: Sign up for fare alerts to capture flash sales for ORD to RSW December flights and compare nonstop vs. connecting savings before booking.
Starting from $130
Book your economy class flight from Chicago (ORD) to Fort Myers (RSW)and save money on your travel. Compare all flight options to find the best deal for your december trip.
Starting from $165
Book your economy class flight from Chicago (ORD) to Fort Myers (RSW)and save money on your travel. Compare all flight options to find the best deal for your december trip.
Starting from $235
Book your economy class flight from Chicago (ORD) to Fort Myers (RSW)and save money on your travel. Compare all flight options to find the best deal for your december trip.
Starting from $364
Book your economy class flight from Chicago (ORD) to Fort Myers (RSW)and save money on your travel. Compare all flight options to find the best deal for your december trip.
Planning a trip from Chicago (ORD) to Fort Myers (RSW) in december? 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.
Southwest Florida International Airport (RSW) often increases ground transportation services and rental car inventory in December to match higher tourist demand, with added shuttles and expanded rideshare pickup zones. However, rental prices and availability can tighten near Christmas and New Year's. Booking rental cars and airport transfers in advance is recommended to lock in rates and secure vehicle type.
Southwest Florida International Airport (RSW) offers typical terminal amenities year-round, including dining, car rental counters, baggage services, and TSA checkpoints. During December, expect additional seasonal decorations, holiday retail pop-ups, and possibly extended hours for certain concessions. Ground transportation desks and visitor information counters are available to assist with connecting travel to Naples, Sanibel, and Cape Coral.
The busiest days to arrive at Southwest Florida International Airport (RSW) in December are typically the weekends around the winter holidays — especially the weeks of mid-December and the days immediately before Christmas and New Year's. Early-December weekdays and midweek travel generally see lower fares and reduced crowds. If possible, plan arrivals on Tuesday–Thursday for easier pickup and shorter rental car lines.
