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Latest Flight Deals from Chicago to Fort Myers

Book one-way or return flights from Chicago to Fort Myers from as little as NZD 32. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip
      • ORD06:32
        2h 54m
        Direct
        RSW10:26
        Wed, May 8|Chicago - Fort Myers|Spirit Airlines
        NZD 32NZD 93
        65% OFF
        65% OFF
        NZD 93NZD 32
      • ORD06:32
        2h 54m
        Direct
        RSW10:26
        Sat, May 11|Chicago - Fort Myers|Spirit Airlines
        NZD 32NZD 93
        65% OFF
        65% OFF
        NZD 93NZD 32
      • ORD06:32
        2h 54m
        Direct
        RSW10:26
        Wed, May 29|Chicago - Fort Myers|Spirit Airlines
        NZD 32NZD 93
        65% OFF
        65% OFF
        NZD 93NZD 32
      • ORD06:32
        2h 54m
        Direct
        RSW10:26
        Tue, May 28|Chicago - Fort Myers|Spirit Airlines
        NZD 51
        NZD 51
      • ORD06:32
        2h 54m
        Direct
        RSW10:26
        Wed, May 22|Chicago - Fort Myers|Spirit Airlines
        NZD 51
        NZD 51
      • ORD06:32
        2h 54m
        Direct
        RSW10:26
        Thu, May 30|Chicago - Fort Myers|Spirit Airlines
        NZD 51
        NZD 51
      • ORD06:32
        2h 54m
        Direct
        RSW10:26
        Sun, May 26|Chicago - Fort Myers|Spirit Airlines
        NZD 52
        NZD 52
      • ORD06:32
        2h 54m
        Direct
        RSW10:26
        Tue, May 21|Chicago - Fort Myers|Spirit Airlines
        NZD 54
        NZD 54
      • ORD08:19
        2h 58m
        Direct
        RSW12:17
        Wed, May 1|Chicago - Fort Myers|Spirit Airlines
        NZD 55
        NZD 55
      • MDW06:05
        10h 18m
        1 stop
        RSW17:23
        Wed, Jun 12|Chicago - Fort Myers|Frontier Airlines
        NZD 66
        NZD 66
      • CHI13:00
        3h 5m
        Direct
        FMY14:00
        Tue, May 7|Chicago - Fort Myers|Spirit Airlines
        Find More Flights
        Find More Flights

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

Searching for the best last minute flight from Chicago to Fort Myers? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to Fort Myers. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Chicago to Fort Myers

View airlines operating flights from Chicago to Fort Myers. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Spirit Airlines
From NZD 32
Frontier Airlines
From NZD 66
Sun Country Airlines
From NZD 130
Delta Air Lines
From NZD 159
Southwest Airlines
From NZD 256
American Airlines
From NZD 357
Jetblue Airways
From NZD 377
United Airlines
From NZD 421
Alaska Airlines
From NZD 470
ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Fort Myers

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Fort Myers.

  • Cheapest
    Spirit Airlines
    ORD
    06:32
    2h 54m
    Direct
    RSW
    10:26
    O'Hare International Airport - Southwest Florida International Airport
    Wed, May 8Spirit Airlines
    NZD 32
  • Frontier Airlines
    MDW
    06:05
    10h 18m
    1 transfer
    RSW
    17:23
    Midway International Airport - Southwest Florida International Airport
    Wed, Jun 12Frontier Airlines
    NZD 66
  • Frontier Airlines
    MDW
    06:05
    10h 18m
    1 transfer
    RSW
    17:23
    Midway International Airport - Southwest Florida International Airport
    Wed, Jun 12Frontier Airlines
    NZD 66
    Find More Flights

How do I find the cheapest flights?

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

    Airlines adjust prices for flights from Chicago to Fort Myers 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 Chicago (CHI) to Fort Myers (FMY) cost?

    According to Trip.com's data, the lowest price is around NZD 538.

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

    It takes around 3 hours 19 minutes to fly from Chicago (CHI) to Fort Myers (FMY).

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

    • The distance from Southwest Florida International Airport to downtown is about 16km. It takes about 30 minutes by taxi.

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

    Airlines with flights from Chicago (CHI) to Fort Myers (FMY): United Airlines, Emirates, Spirit Airlines, American Airlines, Southwest Airlines, Air Canada and Swiss Airlines.

How to find a cheap flight from Chicago to Fort Myers

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 Chicago to Fort Myers. 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 Information from Chicago to Fort Myers

Cheapest nonstop flight price

NZD 32

Cheapest round-trip ticket price

NZD 105

Off-season for travel

May

Peak season for travel

October

Flight distance

1,780.05km

Average flight time

3 hours 19 minutes

Popular airline

American Airlines

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