Cheap flights from Chicago Midway Airport to Fort Myers from $79
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Fort Myers departing on 8/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Southwest flights from Chicago Midway Airport to Fort Myers
Our best Southwest deals on Chicago Midway Airport to Fort Myers flight tickets
Frontier flights from Chicago Midway Airport to Fort Myers
Our best Frontier deals on Chicago Midway Airport to Fort Myers flight tickets
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How to get the cheapest flight ticket from Chicago Midway Airport to Fort Myers
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Fort Myers?
In general, September is the cheapest month to fly from Chicago Midway Airport to Fort Myers. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $236. If you are unable to visit Fort Myers during the month of September, then departing from Chicago Midway Airport during the month January is also very affordable. Most momondo users find prices during this month for around $277.
What is the cheapest day to depart on your flight to Fort Myers?
The cheapest day to depart from Chicago Midway Airport to Fort Myers is on a Tuesday when prices can be found for as low as $263. Flights from Chicago Midway Airport to Fort Myers on a Friday will generally be more expensive and average around $316. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Fort Myers?
The cheapest time of day to fly to Fort Myers is in the morning when flights can be purchased for as low as $288. Flights at noon are often more expensive with an average ticket price of $334.
What is the cheapest Chicago Midway to Fort Myers SW Florida Intl flight route?
Fly from Chicago Midway to Fort Myers SW Florida Intl for the best Chicago Midway - Fort Myers SW Florida Intl flight prices
How far in advance should I book a flight to Fort Myers?
You are more likely to see cheaper flights to Fort Myers from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Fort Myers for around $362 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Fort Myers from Chicago Midway Airport for as low as $249 on momondo.
What cabin class options are available on Chicago Midway to Fort Myers SW Florida Intl flights?
There are 1 cabin classes available to choose from on Chicago Midway to Fort Myers SW Florida Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago Midway to Fort Myers SW Florida Intl?
Southwest, Frontier, and Delta are the most popular carriers operating from Chicago Midway to Fort Myers SW Florida Intl
What airlines fly to Fort Myers?
Southwest, Allegiant Air and Delta are the top three most popular airlines that fly to Fort Myers from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 80% of people opting to fly with this airline when traveling to Fort Myers. Keep in mind that there are 5 different airlines that fly to Fort Myers on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago Midway Airport to Fort Myers on average per day?
2 flights are operational daily from Chicago Midway Airport to Fort Myers as of June 2025. The most popular departure time for this route is 8:00PM, with 35% of flights per day taking off in the evening.
How many flights depart from Chicago Midway Airport to Fort Myers on average per week?
As of June 2025, there are 15 flights per week flying from Chicago Midway Airport to Fort Myers. The most common day of the week flights depart is Mon, with 20% of flights taking off on this day.
When to book flights from Chicago Midway Airport to Fort Myers
Cheap Chicago Midway Airport to Fort Myers (MDW to RSW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Fort Myers
How far is Chicago Midway to Fort Myers SW Florida Intl by plane?
Fort Myers SW Florida Intl is 1097.4 mi away from Chicago Midway. Flights usually cover this in 2h 40m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago Midway Airport to Fort Myers SW Florida Intl Airport?
Prices for flights from Chicago Midway Airport to Fort Myers SW Florida Intl Airport refresh daily.
How many operators does momondo search for flights from Chicago Midway Airport to Fort Myers SW Florida Intl Airport?
As of June 2025, there are 4 operators available to choose from for flights from Chicago Midway Airport to Fort Myers SW Florida Intl Airport.
How old do you have to be to fly from Chicago Midway Airport to Fort Myers SW Florida Intl Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Fort Myers SW Florida Intl Airport.
What documentation or ID do you need to fly to Fort Myers SW Florida Intl Airport?
The travel and health documents you'll need for your trip to Fort Myers SW Florida Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Fort Myers SW Florida Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago Midway Airport to Fort Myers?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago Midway Airport to Fort Myers is Boeing 737-800 (23.51% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (13.65%), Boeing 737 MAX 8 (13.51%), and Boeing 737-900 (11.49%).
What is the most popular airline from Chicago Midway Airport to Fort Myers?
momondo data reveals that the most frequently booked airline on the route from Chicago Midway Airport to Fort Myers is Southwest, representing 86% of all bookings. The subsequent popular airlines are Delta at 7%, Spirit Airlines at 4%, and United Airlines at 3%.
Best airlines flying from Chicago Midway Airport to Fort Myers
Compare and see reviews for airlines that fly from Chicago Midway Airport to Fort Myers with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $95 | Free Cancellation | Rating 7.4 8,810 reviews | |||
| PriceFrom $114 | Free Cancellation | Rating 6.3 8,066 reviews | |||
| PriceFrom $216 | Free Cancellation | Rating 8.0 7,964 reviews | |||
| PriceFrom $234 | Free Cancellation | Rating 8.0 4,280 reviews |
Southwest Flights From Chicago Midway Airport to Fort Myers
Southwest operates around 15 flights from Chicago Midway Airport to Fort Myers every week. The average price of these flights found in the last 72 hours has been $386, but momondo users have found Southwest deals from Chicago Midway Airport to Fort Myers from as low as $234 round-trip. Southwest has been scored 8.0/10 in 4,280 reviews.
Traveling to a place near Fort Myers?
Book flights to Fort Myers if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Fort Myers?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Fort Myers. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Chicago to Fort Myers with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Fort Myers from Chicago with this policy.
How can momondo help me find flights from Chicago to Fort Myers?
momondo provides multiple filters to help you find the best flight to Fort Myers from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Chicago to Fort Myers right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Chicago to Fort Myers flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.