Cheap Flight Tickets from Chicago (ORD) to Fort Myers (RSW), Starting at $276

Good to Know: Cheapest and Fastest ORD - RSW Flights

Useful information for finding best airline tickets from Chicago O'Hare International to Southwest Florida International on your next trip.

Cheapest Round Trip Flight

$316

AA American Airlines • 1 stop • 42h 39m

Aug 12 – Aug 19

The cheapest round trip flight from Chicago to Fort Myers (ORD-RSW-ORD) is currently $316

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Cheapest Direct Flight

$299

AA American Airlines • nonstop • 35h 55m

Aug 12

The cheapest nonstop flight from Chicago to Fort Myers (ORD-RSW) is currently $299

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Fastest Flight

5h 6m

The fastest nonstop flight from Chicago to Fort Myers (ORD-RSW) takes 5h 6m

Top Airlines Flying from Chicago to Fort Myers

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Delta Airline, DL

Delta Airlines

Alaska Airlines -AS

Alaska Airlines

Latest Flight Deals from Chicago (ORD) to Fort Myers (RSW)

Compare and book low fare round-trip air tickets from Chicago to Fort Myers. Ideal for travelers with confirmed return itineraries.

Aug 12 - Aug 19, Economy
AA
Chicago → Fort Myers
42h 39m
6:00 AM - 1:59 PM • 1 stop
AA
Chicago → Fort Myers
13h 51m
4:39 PM - 7:10 PM • nonstop
$316
American Airlines
Aug 12 - Aug 19, Economy
F9
Chicago → Fort Myers
59h 6m
9:57 PM - 10:43 AM • 2 stops
B6
Chicago → Fort Myers
20h 31m
6:04 AM - 5:35 PM • 1 stop
$653
Frontier Airlines
Aug 12 - Aug 19, Economy
B6
Chicago → Fort Myers
22h 30m
6:30 PM - 9:20 AM • 2 stops
B6
Chicago → Fort Myers
20h 31m
6:04 AM - 5:35 PM • 1 stop
$733
JetBlue Airways
Aug 12 - Aug 19, Economy
F9
Chicago → Fort Myers
59h 3m
9:57 PM - 10:40 AM • 2 stops
MX
Chicago → Fort Myers
28h 28m
7:00 AM - 11:08 PM • 2 stops
$838
Frontier Airlines
Aug 12 - Aug 19, Economy
F9
Chicago → Fort Myers
59h 3m
9:57 PM - 10:40 AM • 2 stops
B6
Chicago → Fort Myers
20h 31m
6:04 AM - 5:35 PM • 1 stop
$841
Frontier Airlines
Aug 12 - Aug 19, Economy
B6
Chicago → Fort Myers
20h 51m
8:20 PM - 10:11 AM • 1 stop
B6
Chicago → Fort Myers
44h 9m
6:04 AM - 7:53 AM • 2 stops
$961
JetBlue Airways

Fly from Chicago to Fort Myers with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Fort Myers? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Fort Myers Flights

What are the airports in Chicago?
MDW,ORD
What’s the most popular airline flying from ORD to RSW?
The most popular airline flying from Chicago to Fort Myers are
Can I fly from ORD to RSW non-stop?
Yes, you can fly ORD to RSW non-stop on
Which airlines fly nonstop between Chicago and Fort Myers?
The non-stop flights between Chicago and Fort Myers are .
What’s the earliest departure time from ORD to RSW Airport?
The earliest flight leaves ORD at 5:30 am and lands in RSW - Southwest Florida International
What are the airports in Fort Myers?
RSW
Can I make changes to my Chicago to Fort Myers flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from ORD to RSW?
Read the fare rules of the Chicago to Fort Myers air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Fort Myers?
operate flights between Chicago and Fort Myers
How long does a flight from Chicago to Fort Myers take?
It takes approximately 3 hour to fly non-stop from ORD to RSW, which is 1120.28 miles by air.
Which airlines provide the cheapest flights from Chicago (ORD) to Fort Myers (RSW) ?
In the past couple of days, the cheapest tickets to RSW from ORD were found on B6 : USD 733
Do I need a passport to fly between ORD and RSW?
No
What’s the latest departure time from ORD to RSW ?
The last flight leaves ORD at 9:57 pm

Essential Information for Booking Flights from Chicago (ORD) - AI Insights

What's the cheapest airline from ord to rsw?
You can find affordable flights from Chicago O'Hare International Airport (ord) to Southwest Florida International Airport (rsw) on airlines such as American Airlines, which offers low fares. For a one-way trip with 6 passengers in First class, booking at least 44 days in advance is recommended for the best budget-friendly options.
What's the popular airline to fly from ord to rsw?
Delta Airlines offers First Class service from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW), featuring suites and fine dining. For a one-way trip, booking in advance is recommended, ideally 44 days prior to travel. Low fares are available on Delta Airlines for this route.
What's the cheapest day of the week to fly from ord to rsw?
The cheapest day to fly from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) is Sunday. Flying on Sundays can result in lower airfares, making it a budget-friendly option for your one-way trip. Consider booking your flight well in advance, as 44 days prior to departure can help secure the best prices.
What's the cheapest month to fly from ord to rsw?
The cheapest month to fly from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) is November. You can expect low fares during this time, making it a budget-friendly option for your one-way trip.
Which airline/airlines fly from ord to rsw?
The airlines that fly from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) include Delta Airlines, United Airlines, Avelo Airlines, American Airlines, Viva Aerobus, Southwest Airlines, and Frontier Airlines.
What is the best time to book an airfare from Milwaukee to Southwest Florida International for the cheapest option?
The best time to book an airfare from Milwaukee to Southwest Florida International is in November, with the cheapest flights available on Sundays.
How many advance booking days do I need to book my one-way flight from Chicago O'Hare International to Southwest Florida International for a luxury cabin experience?
You should book your one-way flight from Chicago O'Hare International to Southwest Florida International at least 44 advance booking days in advance for a luxury cabin experience.
Can I find affordable flights from Chicago O'Hare International to Southwest Florida International on airlines other than American Airlines?
Yes, you can find affordable flights from Chicago O'Hare International to Southwest Florida International on airlines such as Delta Airlines, United Airlines, and Avelo Airlines.
What is the average airfare cost per person for a one-way trip from Milwaukee to Southwest Florida International in July?
The average airfare cost per person for a one-way trip from Milwaukee to Southwest Florida International in July is not available as it varies depending on the airline and availability.
How can I use a travel agency like Busco or Busuar to book my flight from Chicago O'Hare International to Southwest Florida International?
You can use a travel agency like Busco or Busuar to book your flight from Chicago O'Hare International to Southwest Florida International by visiting their website and following the booking process.
Can I find flights with airplant amenities on airlines that offer flights from airport to rsw?
Yes, you can find flights with airplant amenities on airlines such as American Airlines, which offers flights from Chicago O'Hare International to Southwest Florida International.

Chicago (ORD) to Fort Myers (RSW): Airport Information

Origin Airport Chicago O'Hare International , Chicago, US
Destination Airport Southwest Florida International , Fort Myers, US
Distance 1120 miles

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