Book Cheap Flight Tickets from Fort Myers (FMY) to Chicago (CHI)
Your search to find cheap deals for Fort Myers to Chicago flights ends here.

Whether you're planning a fun-filled vacation, an excursion, or a business trip, a trip to Chicago provides a chance to make magical memories, witness the bold architecture, explore the attractions, and sample local delicacies. The only thing that may trouble you is finding affordable plane tickets that won't take a toll on your pocket.

And that is why Crystal Travel is here to help you find flight tickets that suit your budget and offer you a hassle-free journey. It doesn’t matter, if you want to book a one-way flight or travel in a business class, we have gathered some of the cheapest airfares. What are you still holding out for? Pack your baggage for a hassle-free journey by booking your cheap flights from Fort Myers to Chicago.

About Fort Myers

Located in southwestern Florida, Fort Myers is an ideal tropical destination. The city boasts many pristine powdery beaches, resorts, restaurants, and family-friendly attractions for its visitors. There are plenty of opportunities for outdoor activities such as surfing, snorkeling, and more. Besides its scenic beaches, visitors can also find several historical sites, wildlife preserves, and art galleries. Times Square, Six Mile Cypress Slough Preserve, Lakes Regional Park, and Edison Ford Winter Estates are some of the must-visit places in Fort Myers

About Chicago

Sitting on the southwestern shore of Lake Michigan in Illinois, Chicago is a thriving hub of commerce, trade, culture, and commerce; and home to several Fortune 500 companies. The “Windy City” is one of the leading hubs in the USA in education and sports, with professional sports teams in each of the major professional leagues. Some popular tourist attractions include Millennium Park, Chicago Symphony Orchestra, and Tribune Tower.

Cheap Flights from Fort Myers to Chicago

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FAQs on Fort Myers to Chicago Flights
1. Which airlines fly non-stop from Fort Myers to Chicago?

The following airlines offer non-stop flights to Chicago from Fort Myers.

  • American Airlines
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
2. I’m booking a non-stop flight to Chicago from Fort Myers, Florida. Which airport do I choose?

All the flights in Fort Myers take off from Southwest Florida International Airport (RSW), the only commercial airport in the city. The airport serves the Southwest Florida region.

You can choose between the two airports in Chicago to book your non-stop flight depending on travel time, the departure time, and the airfare offered. The airports are:

  • Chicago Midway International Airport (MDW), is located about 12 miles southwest of the Loop business district in Chicago.
  • O’Hare International Airport (ORD), is located about 17 miles northwest of the Loop business district.
3. What is the flight duration between Fort Myers and Chicago?
A non-stop flight departing from Fort Myers takes around 3 hours to land at an airport in Chicago. The quickest non-stop flight, operated by Southwest Airlines from Southwest Florida International Airport, takes around 2 hours and 50 minutes to reach Chicago Midway International Airport (MDW).
4. Which airline from Fort Myers has the least delayed flights to Chicago?
As per the data available till May 2022, Southwest Airlines has the least delayed flights between Fort Myers and Chicago, followed by Spirit and American Airlines.
5. Which is the cheapest day of the week to fly to Chicago from Fort Myers, Florida?
Wednesday is the cheapest day to fly to Chicago from Fort Myers, Florida. Generally, flights are pricier on Fridays and Sundays. However, this doesn’t mean that you cannot find affordable flights. Be flexible with your plans and explore our flight deals to secure cheap flight tickets.
6. Do I need to pay any fees or charges for canceling my flight from RSW to ORD/MDW?
Most airlines do charge a processing fee for changes or cancellations of flights. But, many airlines have waived their change and cancellation fees since the pandemic, whether you incur a cancellation fee depends on the airline and travel class. For more information, contact our customer support team or check the cancellation policies on the airline's website.
7. Do airlines offer sleeping areas to passengers traveling from Fort Myers?
Airlines have specific lounges for passengers at Southwest Florida International Airport, they can relax and enjoy complimentary meals here. However, there are no designated sleeping areas at the airport or lounges. There are recliner chairs and pre-installed seats in the concourse area where passengers can relax.
8. Am I allowed to carry food and eatables on my flight to Chicago?
You may carry food and eatables in your carry-on or checked baggage as long as it is solid and well packed according to the TSA policy. However, you cannot carry liquid, semi-liquid, and gel items on flights.
9. What is the baggage allowance on a flight from Fort Myers to CHI?

The baggage allowance on a flight between RSW and ORD/MDW may vary with the airlines and the airfare. As per the standard for domestic flights in the USA, you can check in one piece of baggage and carry one in the cabin. 

  • The dimensions (length + width + height) of the checked baggage must not exceed 62 inches (158 cm), and the weight must be less than 50 pounds (23 kg). 
  • The carry-on weight must be less than 18 lbs (8 kg), and the bag’s dimensions must be compatible to fit in the overhead cabin or beneath the seat.
10. I lost my baggage during my flight from Fort Myers to CHI. How can I recover it?
Contact the airlines immediately if your baggage is lost during your flight to Chicago. Airlines are responsible for any lost, damaged, or delayed baggage. You can request them to deliver the bag to your address or provide accommodation till your bag is recovered. Check the airline and government policies for more information, or contact our travel experts.
11. What are the latest offers available with Crystal Travel on flights to Chicago?
Crystal Travel has sourced many deals from several airlines to offer you an affordable flight journey. Our dynamic search engine fetches the best offers available with just a few clicks. Also, stay up-to-date with our latest offers by signing up for our newsletter and stalking us on Facebook, Instagram, and Twitter, we post many deals there. Alternatively, you can call our travel experts with your booking information, and they will find the best deals for your trip.
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