Fort Myers, FL to Chicago, IL flights from $87

Flights starting at $87. Choose between Delta Air Lines, Frontier Airlines, or United Airlines to find the best price.

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Cheapest one-way trip

$87

Cheapest nonstop round-trip

$166

Cheapest round-trip

$122

Average round-trip

$238

Nonstop flights in December

$166 – $1547

Round trips

Fort Myers RSWChicago ORD

Spirit Airlines

$122
Fort Myers RSWChicago ORD

Spirit Airlines

$127

Updated:

1123 miles
Distance
Duration
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Travelers usually depart from Southwest Florida International, or Ft Myers when they travel from Fort Myers to Chicago. Book your trip to arrive at O Hare International, Chicago Midway International, Chicago, IL - Union Station, Chicago Rockford International, or Chicago Downtown Greyhound Station. The distance between Fort Myers and Chicago is 1808 km. The most popular airlines for this route are Delta Air Lines, Frontier Airlines, United Airlines, American Airlines, and Spirit Airlines. Fort Myers and Chicago have 401 direct flights per week.

Weekly direct flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Direct flights8774777
Fly direct with

American Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Spirit Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, and Saturdays.

United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Check-in for a flight from Fort Myers to Chicago

NameCarrier codeIATA CodePassport needed during bookingOnline check-in available
Delta Air LinesDALDLYesOpens 24 days before flight
Closes 1 hours before flight
Frontier AirlinesFFTF9NoOpens 24 days before flight
Closes 1 hours before flight
United AirlinesUALUAYesNo
American AirlinesAALAAYesNo
Spirit AirlinesNKSNKNoOpens 24 days before flight
Closes 1 hours before flight

Travel tips & how to get from Fort Myers to Chicago

There are 1 carriers operating bus and train services between Fort Myers and Chicago. The cheapest price of a one-way ticket from Fort Myers to Chicago is $87. Round trip fares cost between $149 at the lowest and $302 at most.

United States COVID-19 travel restrictions

Your trip summary

Most travelers from Fort Myers Metropolitan Area, FMY can enter Chicago, ORD.

Departure

Additional information
  • Masks are recommended in certain settings

Return

Travel restrictions
  • Travel is allowed
  • Proof of a negative pre-departure COVID-19 test result is not required
  • Quarantine is not required

Information is provided as guidance only and accurate at the time of publishing. Always check government websites and airline materials before booking and traveling.

Learn more about COVID-19 restrictions in United States in our dedicated Stories article.

Frequently asked questions

How long does it take to travel from Fort Myers to Chicago?
A one-way nonstop (direct) flight between Fort Myers and Chicago takes around 3.2 hours.
What is the flight distance between Fort Myers and Chicago?
The flight distance between Fort Myers and Chicago is 1808 km.
What airlines offer nonstop (direct) flights between Fort Myers and Chicago?
Several carriers operate flights between Fort Myers and Chicago. Airlines offering nonstop (direct) flights include American Airlines, Spirit Airlines, United Airlines.
What are the most popular routes to and from Fort Myers?
Travelers frequently search for route combinations, such as Fort Myers and Philadelphia, Denver, Cleveland, Minneapolis, Detroit, Cincinnati, Las Vegas, New York, Milwaukee, Boston, Los Angeles, Washington, D.C., Phoenix, Syracuse, Indianapolis, Providence, Grand Rapids, Nashville, St. Louis, Portland.
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and Phoenix, Las Vegas, Denver, Orlando, San Francisco, Los Angeles, Tampa, Miami, Salt Lake City, New York, Atlanta, London, Sacramento, Minneapolis, Mexico City, Paris, Austin, Washington, D.C., Fort Lauderdale, Rome.
What airports are near Chicago?
The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, Dane County Regional, General Wayne A. Downing Peoria International, Fort Wayne International, Central Illinois Regional, Quad City International, South Bend International, Muskegon County, Kalamazoo/Battle Creek International.
What buses and trains depart from Fort Myers?
A number of bus and train companies depart from Fort Myers, including Greyhound.
Is it possible to combine flights, buses, and trains in one itinerary when traveling between Fort Myers and Chicago?
Yes, it's possible to combine different modes of transport between Fort Myers and Chicago thanks to our Virtual Interlining technology. Making use of not only flights but also trains and buses between Fort Myers and Chicago can give rise to new adventures. Read more about how Virtual Interlining works on Kiwi.com Stories.
What is Virtual Interlining and how do I use it?
Virtual Interlining provides a revolutionary way of traveling. You can combine different modes of transport like flights, trains, and buses into one itinerary. And this often saves money. Thanks to the world's largest carrier database, the Kiwi.com search function enables anyone to mix and match different modes of transport easily.
Which airlines fly between Fort Myers and Chicago?
When's the best time to travel between Fort Myers and Chicago?
What flights operate between Fort Myers and Chicago?
How many airports are there near Chicago?
Is it possible to reach Fort Myers by bus or train?
What time do nonstop (direct) flights between Fort Myers and Chicago depart?
What time do nonstop (direct) flights between Fort Myers and Chicago arrive?
What time do flights between Fort Myers and Chicago depart?
What time do flights between Fort Myers and Chicago arrive?

Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.

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