Flying from Southwest Florida International Airport (RSW) to Chicago: what you need to know
Take a direct flight from Southwest Florida International Airport to Chicago and you'll be in the air for around 3 hours.
The timezone in Chicago is UTC-6. The city is one hour behind Fort Myers, where Southwest Florida International Airport is located.
Southwest Florida International Airport (RSW) to Chicago O'Hare International Airport (ORD) is the busiest route. When booking your flight, you can pick from 57 services each week between RSW and ORD.
Leave enough time to make your RSW to Chicago flight. Generally, it's best to arrive two hours before international departures and an hour ahead for domestic flights.
Travelling during a peak time such as March? Major public holidays and other popular seasons can mean longer queues and delays at check-in and security. Be extra cautious and arrive up to four hours ahead of international flights and two hours before a domestic departure.
Start your trip at RSW and fly nonstop to Chicago O'Hare International Airport (ORD). That's where you can expect to touch down when searching for Southwest Florida International Airport to Chicago tickets.
Multiple airlines offer direct flights from Southwest Florida International Airport to Chicago. The most well-known include:
Located around 16 kilometres from central Fort Myers, RSW can be reached in about 30 minutes by car. The journey on public transport will take roughly 1 hour.
Searching for a hotel close to RSW? If you've booked an early flight from Southwest Florida International Airport to Chicago, these stays will get you from your pillow to the plane in no time:
Of all flights departing from Southwest Florida International Airport, 78% arrive on time at their destination.
You'll find RSW at 11000 Terminal Access Road.
How to find the cheapest flights from Southwest Florida International Airport (RSW) to Chicago
R 1,644 is the cheapest price we've seen for a one-way Southwest Florida International Airport to Chicago flight. A round-trip ticket right now is R 3,272. Depending on when you want to go and the availability, these fares may change.
To find cheap flights from RSW to Chicago, book ahead. Airlines typically offer the most competitive fares when tickets first go on sale.
If you're flexible with your trip dates, take advantage of the 'Whole month' tool. It'll find the cheapest price across every month when looking for your Southwest Florida International Airport to Chicago ticket.
Locking in a cheap flight from RSW to Chicago is a breeze with Price Alerts. All you need to do is create one of these automatic notifications and we'll let you know when a deal gets even better.
Choose your ideal arrival and departure times, airlines and number of stops with our filters. Then, sort the results for your flight from Southwest Florida International Airport to Chicago by 'Cheapest,' 'Best' or 'Fastest.'
Airports in Chicago
Chicago O'Hare International Airport (ORD)
Chicago O'Hare International Airport (ORD) to central Chicago takes around 30 minutes by car. The centre is roughly 27 kilometres away.
It takes around 45 minutes to get there using public transport.
The last thing you want is a lengthy journey to your hotel if you're arriving on a late flight from Southwest Florida International Airport to Chicago. Check in to one of these accommodation options near ORD instead:
For the best deal, reserve your ride from Chicago O'Hare International Airport about four weeks in advance of your flight from RSW to Chicago.
You'll find ORD at 10000 West O'Hare.
Chicago Midway International Airport (MDW)
Once your flight from Southwest Florida International Airport to Chicago has arrived, you can reach the city centre in around 25 minutes by car. Central Chicago is roughly 16 kilometres from Chicago Midway International Airport (MDW).
You can expect the trip to take roughly 30 minutes on public transport.
You'll find some great places to drop your things at near MDW. Tuck yourself in and get cosy after your RSW to Chicago flight at one of these well-located options:
Get exactly what you want. Reserving your ride from MDW four weeks in advance often means better prices and a greater selection of vehicles.
Chicago Midway International Airport is located at 5700 South Cicero.
Chicago Rockford International Airport (RFD)
Chicago Rockford International Airport (RFD) is about 145 kilometres from central Chicago. It takes about 1 hour 40 minutes to reach the city centre in a taxi or ride-share once you've stepped off your flight from Southwest Florida International Airport to Chicago.
Public transport will take you there in about 2 hours.
Reserve a hotel near RFD and get from baggage claim to your bed in a snap. Whether you have a late RSW to Chicago flight or just want a stress-free arrival, these accommodation options bring comfort closer to you:
If you prefer a particular make or model, booking early gives you a better shot at getting exactly what you want. Book your ride from RFD a couple of weeks ahead of your flight from Southwest Florida International Airport to Chicago.
Chicago Rockford International Airport can be found at 2 Airport Cir.
Best time to go to Chicago
It's time to figure out your travel dates for your flight from Southwest Florida International Airport to Chicago. July is the most popular month for a trip to Chicago. If you want a more relaxed atmosphere, go in January.
When booking your Southwest Florida International Airport to Chicago plane ticket, think about what kind of weather you prefer. July is the warmest month in Chicago, with temperatures ranging from 16ºC (61ºF) to 28ºC (82ºF).
For cooler conditions, look for a cheap ticket from RSW to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).
More about Chicago
Start your Chicago trip off on the right foot by choosing the ideal place to stay. As soon as you've booked your flight from Southwest Florida International Airport to Chicago, browse our selection of accommodation options including:
There are so many things to do and see in this city it can be difficult to know where to begin. Art Institute of Chicago, Millennium Park and Willis Tower are top attractions which should feature on any well-planned Chicago itinerary.
Explore more of the United States
Chicago has plenty going for it, but there are so many other corners of the United States you should also see. About 451 kilometres southeast of Chicago, a visit to Columbus will fill your itinerary to the brim. Check out popular attractions like Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.
Around 257 kilometres southeast of Chicago, Indianapolis is another favourite stop in the United States. Experience this destination's highlights firsthand at Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.












