Cheap flights from Chicago to Fort Myers

Chicago FSS
CHI
Page Field
FMY

Flight deals from Chicago to Fort Myers

Below you can see the best deals on flights Chicago — Fort Myers for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 26 September, from $118.

Top 10 cheap flights from Chicago to Fort Myers

DL
DL
$ 144

Chicago — Fort Myers

10:48—16:45
23 Sep 2026
4 h 57 m
1 stop
DL
DL
$ 144

Chicago — Fort Myers

08:05—16:45
23 Sep 2026
7 h 40 m
1 stop
DL
DL
$ 144

Chicago — Fort Myers

06:40—12:06
15 Sep 2026
4 h 26 m
1 stop
DL
DL
$ 144

Chicago — Fort Myers

10:48—16:45
15 Sep 2026
4 h 57 m
1 stop
DL
DL
$ 144

Chicago — Fort Myers

06:05—12:06
15 Sep 2026
5 h 1 m
1 stop
DL
DL
$ 144

Chicago — Fort Myers

08:05—14:21
15 Sep 2026
5 h 16 m
1 stop
DL
DL
$ 144

Chicago — Fort Myers

17:11—00:35
15 Sep 2026
6 h 24 m
1 stop
DL
DL
$ 144

Chicago — Fort Myers

15:40—21:34
19 Sep 2026
4 h 54 m
1 stop
DL
DL
$ 144

Chicago — Fort Myers

16:30—00:35
19 Sep 2026
7 h 5 m
1 stop
DL
DL
$ 144

Chicago — Fort Myers

06:40—14:21
24 Sep 2026
6 h 41 m
1 stop

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Chicago — Fort Myers flight

Looking for cheap flights from Chicago to Fort Myers? Compare fares from different airlines, check the flight schedule and travel time — and book your Chicago — Fort Myers ticket online at the best price.

The route has direct flights — around 100 flights per week, flights are operated by Spirit Airlines, United Airlines, American Airlines, Alaska Airlines, a nonstop flight takes about 2 h 53 min, the distance between the cities is around 1,771 km.

Planning your trip? You may find our Fort Myers travel guide, how to get from the airport into town and Fort Myers weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $102Min. price
OctoberCheapest
AugustPeak season
YesDirect flights
1,771 kmDistance
2 h 53 minTravel time
4Airlines
100 / wkFlights

Flight schedule from Chicago to Fort Myers

The table shows direct flights from Chicago to Fort Myers on the selected date. The flight takes approximately 2 h 53 min. Regular flights are operated by Spirit Airlines, United Airlines, American Airlines and Alaska Airlines. Departures from O'Hare International Airport, Chicago Midway International Airport and Midway International Airport airports, arrivals at Southwest Florida 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.

Today
Any time
Last update: 25 Aug 2026

Flight ticket prices by day: Chicago — Fort Myers

Below is a calendar of the lowest flight ticket prices for Chicago — Fort Myers by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $102 in October, and the most expensive are around $217 in August. 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.

 
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Prices by month

Average one-way fares from Chicago to Fort Myers by month. Tickets are usually cheapest in September (around $160) and priciest in December (about $251) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$182mediumMay$194mediumSep$160low
Feb$217highJun$199mediumOct$172low
Mar$240highJul$205mediumNov$228high
Apr$228highAug$166lowDec$251high

Some values are estimated based on seasonality.

When to fly

Weather in Fort Myers: it is warmest in July (up to 31 °C on average) and coolest in January (around 22 °C). The driest month is February.

Tickets are usually cheapest in October and most expensive in August. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Fort Myers

Dry and wet days · Fort Myers

Wind speed and direction · Fort Myers

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How to get the best deal on a Chicago — Fort Myers ticket

  • Book ahead: fares for Chicago — Fort Myers are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • Chicago is served by more than one airport — compare fares and travel time to each before you book.
  • The cheapest month to fly to Fort Myers is usually October — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Chicago — Fort Myers route are operated by 4 airlines; Spirit Airlines runs the most flights (around 40% of all flights). Compare carriers, flight shares and schedules below.

  • Spirit AirlinesNK
    13x/week
    WebsiteFleet: 20544.1M pax/year
    • Direct flight ORD → RSW13x/week
    40.0%Open →
  • United AirlinesUA
    9x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight ORD → RSW9x/week
      Duration
      3h 6m
      Days
      MTWTFSS
    28.0%Open →
  • American AirlinesAA
    9x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ORD → RSW9x/week
      Duration
      2h 52m
      Days
      MTWTFSS
    26.0%Open →
  • Alaska AirlinesAS
    2x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight ORD → RSW2x/week
      Duration
      2h 53m
      Days
      MTWTFSS
    6.0%Open →

Cities and airports on the Chicago — Fort Myers route

Flights Chicago — Fort Myers depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and arrive at Southwest Florida International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Fort Myers

FMY
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Chicago — Fort Myers flight

How long is the flight from Chicago to Fort Myers?

A nonstop Chicago — Fort Myers flight takes about 2 h 53 min — the distance between the cities is around 1,771 km.

How far is it from Chicago to Fort Myers?

The distance from Chicago to Fort Myers is about 1,771 km, which a nonstop flight covers in around 2 h 53 min.

Are there direct flights from Chicago to Fort Myers?

Yes, there are nonstop flights Chicago — Fort Myers — around 100 flights per week.

Which airlines fly from Chicago to Fort Myers?

Airlines operating Chicago — Fort Myers include Spirit Airlines, United Airlines, American Airlines, Alaska Airlines. See the full list with schedules in the "Airlines" section on this page.

Which airports do Chicago — Fort Myers flights use?

Flights from Chicago depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport, and arrive at Southwest Florida International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Chicago to Fort Myers?

The price of a Chicago — Fort Myers ticket depends on your travel date, season and demand: it is usually cheapest to fly in October, and most expensive in August. Tickets typically cost between $102 and $217. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Chicago — Fort Myers?

Flights Chicago — Fort Myers are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is October. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Chicago to Fort Myers?

To catch a low fare Chicago — Fort Myers, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually October.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Chicago

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New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityPhoenixMiamiLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochester

Where else you can fly from Fort Myers

See all
New York CityAtlantaDetroitBostonMinneapolisDallasCharlottePhiladelphiaClevelandTorontoHoustonWashington, D.C.CincinnatiLos AngelesRaleighDenverIndianapolisPhoenixSan FranciscoSeattleNew HavenRonkonkomaProvidenceMilwaukeeLas VegasWorcesterManchesterMontrealOrlandoHartfordBuffaloPittsburghSalt Lake CityNorfolkGrand RapidsLouisvilleTampaColumbusFrankfurt am MainNorth Charleston

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