On this page, you can find and buy flight tickets from Fort Myers to Chicago. The distance between the cities is 1,771 km, and flight frequency reaches approximately 39 flights per week.
Flights are operated by airlines such as United Airlines, American Airlines, and Spirit Airlines. Before booking, we recommend checking out ways to get to the airport of departure and transport options from the airport of arrival, as well as using the price dynamic chart.
The table shows direct flights Fort Myers → Chicago on the selected date. The flight takes approximately 3 h 17 min. Regular flights are operated by American Airlines, Spirit Airlines, United Airlines and Alaska Airlines. Departures from Southwest Florida International Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.
For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.
Below is a calendar of the lowest flight ticket prices for Fort Myers — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 482 in ,, and the most expensive are around AED 585 in e. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.
Fort Myers → Chicago, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | AED 562 | medium | May | AED 591 | medium | Sep | AED 501 | low |
| Feb | AED 501 | low | Jun | AED 680 | high | Oct | AED 562 | medium |
| Mar | AED 680 | high | Jul | AED 680 | high | Nov | AED 591 | medium |
| Apr | AED 709 | high | Aug | AED 652 | medium | Dec | AED 709 | high |
Some values are estimated based on seasonality.
The most pleasant weather in Chicago occurs in July and August, when average highs reach 26.5°C. The coldest month is January, with temperatures dropping to -5°C, while peak rainfall occurs in May and October—factors to keep in mind when planning your trip.
In terms of budget, it is most cost-effective to fly in August, with ticket prices starting AED 485. Peak prices are recorded in October and February, where the minimum starting price is AED 585 and AED 583 respectively.
August is the optimal choice for travel: the weather remains warm, and airfares are at their lowest. You should approach October with caution due to the combination of high flight costs and a high number of rainy days.
There are 4 air carriers operating on the route between these cities, with United Airlines and American Airlines being the primary ones. Thanks to a high flight frequency of ~39 flights per week, passengers have access to both direct flights and convenient connection options. To view the detailed flight schedule for specific days of the week and choose the optimal departure time, please check the interactive list below.
Flights Fort Myers — Chicago depart from Southwest Florida International Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
The average flight time for a direct flight over a distance of 1,771 km is approximately 2 hours and 15 minutes, depending on weather conditions and the chosen airline.
Regular flights from Fort Myers to Chicago are operated by United Airlines, American Airlines, Alaska Airlines, and the budget carrier Spirit Airlines.
Airfare prices constantly change based on demand and seasonality. You can find the current minimum for your dates in the low-price calendar provided on this page.
The lowest fares are usually available when booking in advance or choosing mid-week flights. Use the price dynamic chart to identify the cheapest periods.
Most flights on this route arrive at O'Hare International Airport or Midway Airport, depending on your chosen flight and airline.
Where travelers fly most — pick a route and check prices
