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Flights from Fort Myers to Chicago
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Cheap flight deals from Fort Myers to Chicago Starting at PHP 2,701

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        RSW12:32
        3h 20m
        Nonstop
        ORD14:52
        Thu, Feb 6|Fort Myers - Chicago|Frontier Airlines
        PHP 2,701PHP 4,912
        45% OFF
        45% OFF
        PHP 4,912PHP 2,701

        Choose Frontier Airlines flights from Fort Myers to Chicago. The one-way direct flight with Frontier Airlines departs from Southwest Florida International Airport on Thu, Feb 6, arriving at O'Hare International Airport. One-way Prices start from PHP 2,701 including taxes and charges.

      • RSW22:21
        3h 25m
        Nonstop
        ORD00:46
        Sun, Jan 12|Fort Myers - Chicago|Frontier Airlines
        PHP 2,709PHP 4,912
        45% OFF
        45% OFF
        PHP 4,912PHP 2,709

        Choose Frontier Airlines flights from Fort Myers to Chicago. The one-way direct flight with Frontier Airlines departs from Southwest Florida International Airport on Sun, Jan 12, arriving at O'Hare International Airport. One-way Prices start from PHP 2,709 including taxes and charges.

      • RSW22:28
        3h 20m
        Nonstop
        ORD00:48
        Sun, Feb 9|Fort Myers - Chicago|Frontier Airlines
        PHP 2,709PHP 4,912
        45% OFF
        45% OFF
        PHP 4,912PHP 2,709

        Choose Frontier Airlines flights from Fort Myers to Chicago. The one-way direct flight with Frontier Airlines departs from Southwest Florida International Airport on Sun, Feb 9, arriving at O'Hare International Airport. One-way Prices start from PHP 2,709 including taxes and charges.

      • RSW12:32
        3h 20m
        Nonstop
        ORD14:52
        Thu, Jan 16|Fort Myers - Chicago|Frontier Airlines
        PHP 2,749
        PHP 2,749

        Choose Frontier Airlines flights from Fort Myers to Chicago. The one-way direct flight with Frontier Airlines departs from Southwest Florida International Airport on Thu, Jan 16, arriving at O'Hare International Airport. One-way Prices start from PHP 2,749 including taxes and charges.

      • RSW22:28
        3h 20m
        Nonstop
        ORD00:48
        Sun, Feb 2|Fort Myers - Chicago|Frontier Airlines
        PHP 2,814
        PHP 2,814

        Choose Frontier Airlines flights from Fort Myers to Chicago. The one-way direct flight with Frontier Airlines departs from Southwest Florida International Airport on Sun, Feb 2, arriving at O'Hare International Airport. One-way Prices start from PHP 2,814 including taxes and charges.

      • RSW20:16
        3h 20m
        Nonstop
        ORD22:36
        Sat, Feb 15|Fort Myers - Chicago|Frontier Airlines
        PHP 3,066
        PHP 3,066

        Choose Frontier Airlines flights from Fort Myers to Chicago. The one-way direct flight with Frontier Airlines departs from Southwest Florida International Airport on Sat, Feb 15, arriving at O'Hare International Airport. One-way Prices start from PHP 3,066 including taxes and charges.

      • RSW22:28
        3h 20m
        Nonstop
        ORD00:48
        Sun, Jan 26|Fort Myers - Chicago|Frontier Airlines
        PHP 3,122
        PHP 3,122

        Choose Frontier Airlines flights from Fort Myers to Chicago. The one-way direct flight with Frontier Airlines departs from Southwest Florida International Airport on Sun, Jan 26, arriving at O'Hare International Airport. One-way Prices start from PHP 3,122 including taxes and charges.

      • RSW21:32
        3h 25m
        Nonstop
        ORD23:57
        Tue, Dec 24|Fort Myers - Chicago|Frontier Airlines
        PHP 3,204
        PHP 3,204

        Choose Frontier Airlines flights from Fort Myers to Chicago. The one-way direct flight with Frontier Airlines departs from Southwest Florida International Airport on Tue, Dec 24, arriving at O'Hare International Airport. One-way Prices start from PHP 3,204 including taxes and charges.

      • RSW09:57
        3h 15m
        Nonstop
        ORD12:12
        Thu, Dec 19|Fort Myers - Chicago|Frontier Airlines
        PHP 3,341
        PHP 3,341

        Choose Frontier Airlines flights from Fort Myers to Chicago. The one-way direct flight with Frontier Airlines departs from Southwest Florida International Airport on Thu, Dec 19, arriving at O'Hare International Airport. One-way Prices start from PHP 3,341 including taxes and charges.

      • RSW15:53
        3h 20m
        Nonstop
        ORD18:13
        Fri, Feb 21|Fort Myers - Chicago|Frontier Airlines
        PHP 3,374
        PHP 3,374

        Choose Frontier Airlines flights from Fort Myers to Chicago. The one-way direct flight with Frontier Airlines departs from Southwest Florida International Airport on Fri, Feb 21, arriving at O'Hare International Airport. One-way Prices start from PHP 3,374 including taxes and charges.

      • FMY13:00
        3h 5m
        Nonstop
        CHI14:00
        Wed, Dec 4|Fort Myers - Chicago|Frontier Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Fort Myers to Chicago?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find cheap airlines flights from Fort Myers to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines
From PHP 2,701
American Airlines
From PHP 4,461
Jetblue Airways
From PHP 5,539
Delta Air Lines
From PHP 5,831
Spirit Airlines
From PHP 6,294
United Airlines
From PHP 6,310
Sun Country Airlines
From PHP 8,191
Avelo Airlines
From PHP 11,233
Alaska Airlines
From PHP 12,620
Southwest Airlines
From PHP 29,075

Find more flights and airlines

Alternative Cheap Routes from Fort Myers to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Fort Myers to Chicago.

  • Cheapest
    Frontier Airlines
    RSW
    12:32
    3h 20m
    Nonstop
    ORD
    14:52
    Southwest Florida International Airport - O'Hare International Airport
    Thu, Feb 6Frontier Airlines
    PHP 2,701
  • Frontier Airlines
    RSW
    22:21
    9h 18m
    1 transfer
    MDW
    06:39
    Southwest Florida International Airport - Midway International Airport
    Sat, Dec 28Frontier Airlines
    PHP 4,282
  • Frontier Airlines
    RSW
    22:21
    9h 18m
    1 transfer
    MDW
    06:39
    Southwest Florida International Airport - Midway International Airport
    Sat, Dec 28Frontier Airlines
    PHP 4,282
    Find More Flights

Frequently Asked Questions

  • When are flight tickets from Fort Myers (FMY) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Fort Myers to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Fort Myers (FMY) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around PHP 20,389.

  • How long does it take to fly from Fort Myers (FMY) to Chicago (CHI) and what is the distance?

    It takes around 3 hours 24 minutes to fly from Fort Myers (FMY) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Fort Myers (FMY) to Chicago (CHI)?

    Airlines with flights from Fort Myers (FMY) to Chicago (CHI): Emirates, United Airlines, Southwest Airlines, Alaska Airlines, Spirit Airlines, American Airlines, Air New Zealand and Qatar Airways.

How to find a cheap flight from Fort Myers to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Fort Myers to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Fort Myers to Chicago

Cheapest nonstop flight pricePHP 2,700
Cheapest round-trip ticket pricePHP 4,557
Off-season for travelNovember
Peak season for travelAugust
Flight distance1,780.05 km
Average flight time3 hours 24 minutes
Popular airlineAmerican Airlines

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