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Cheap flights from Chicago Midway Airport to Fort Myers from $65

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 3/5. 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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Find the cheapest flights from Chicago Midway Airport to Fort Myers

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Fort Myers that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Fort Myers.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Fort Myers? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Fort Myers, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Fort Myers

Find recent round-trip train or bus tickets from Chicago Midway Airport to Fort Myers.

All round-trip flight deals to Fort Myers

The cheapest plane tickets to Fort Myers found on KAYAK recently.
6:40 am - 4:26 pmMDW-RSW
8h 46m1 stop
12:42 pm - 12:17 amRSW-MDW
12h 35m1 stop
$130Frontier
Find Deal
sáb, mar 1 - qui, mar 6
6:25 pm - 10:15 pmMDW-RSW
2h 50mnonstop
7:00 am - 9:00 amRSW-MDW
3h 00mnonstop
$197Southwest
Find Deal
dom, fev 9 - qua, fev 12
4:10 pm - 9:25 pmMDW-RSW
4h 15m1 stop
6:20 am - 8:20 amRSW-MDW
3h 00mnonstop
$207Southwest
Find Deal
ter, fev 4 - sáb, fev 8
8:15 pm - 12:05 amMDW-RSW
2h 50mnonstop
2:55 pm - 5:05 pmRSW-MDW
3h 10mnonstop
$209Southwest
Find Deal
dom, fev 16 - sex, fev 21
8:15 pm - 12:05 amMDW-RSW
2h 50mnonstop
7:50 pm - 11:15 pmRSW-MDW
4h 25m1 stop
$213Southwest
Find Deal
dom, fev 16 - sáb, fev 22
10:57 am - 5:05 pmMDW-RSW
5h 08m1 stop
5:40 am - 11:59 amRSW-MDW
7h 19m1 stop
$217Delta
Find Deal
ter, fev 25 - ter, mar 4
10:15 am - 8:10 pmMDW-RSW
8h 55m1 stop
6:20 am - 8:20 amRSW-MDW
3h 00mnonstop
$218Southwest
Find Deal
qua, fev 5 - sáb, fev 8
6:40 am - 4:26 pmMDW-RSW
8h 46m1 stop
12:42 pm - 12:19 amRSW-MDW
12h 37m1 stop
$234Frontier
Find Deal
sáb, mar 1 - dom, mar 9
12:44 pm - 6:48 pmMDW-RSW
5h 04m1 stop
5:40 am - 11:59 amRSW-MDW
7h 19m1 stop
$237Delta
Find Deal
qua, jan 29 - dom, fev 2
3:41 pm - 9:25 pmMDW-RSW
4h 44m1 stop
6:10 pm - 10:20 pmRSW-MDW
5h 10m1 stop
$248Delta
Find Deal
sáb, fev 22 - sex, fev 28
7:05 am - 11:47 amMDW-RSW
27h 42m1 stop
$65Frontier
Find Deal
qua, mar 5
6:40 am - 4:26 pmMDW-RSW
8h 46m1 stop
$75Frontier
Find Deal
sáb, mar 1
6:40 am - 11:47 amMDW-RSW
28h 07m1 stop
$82Frontier
Find Deal
qua, mar 26
8:15 pm - 12:05 amMDW-RSW
2h 50mnonstop
$85Southwest
Find Deal
dom, fev 16
7:20 pm - 11:10 pmMDW-RSW
2h 50mnonstop
$95Southwest
Find Deal
sáb, fev 22
8:15 pm - 12:05 amMDW-RSW
2h 50mnonstop
$99Southwest
Find Deal
seg, fev 17
3:41 pm - 9:10 pmMDW-RSW
4h 29m1 stop
$109Delta
Find Deal
sáb, fev 8
5:05 pm - 12:36 amMDW-RSW
6h 31m1 stop
$129Delta
Find Deal
sex, fev 7
6:20 pm - 6:00 pmMDW-RSW
22h 40m3 stops
dom, mar 2
6:26 pm - 6:00 pmMDW-RSW
22h 34m3 stops
dom, mar 9
3:10 pm - 7:00 pmMDW-RSW
2h 50mnonstop
2:00 pm - 4:05 pmRSW-MDW
3h 05mnonstop
$587Southwest
Find Deal
sáb, jan 11 - sáb, jan 18
11:25 am - 4:55 pmMDW-RSW
4h 30m1 stop
6:20 am - 8:20 amRSW-MDW
3h 00mnonstop
$593Southwest
Find Deal
sáb, jan 11 - sáb, jan 18
6:20 am - 3:50 pmMDW-RSW
8h 30m1 stop
2:00 pm - 4:05 pmRSW-MDW
3h 05mnonstop
$597Southwest
Find Deal
ter, jan 14 - sáb, jan 18
6:35 am - 4:00 pmMDW-RSW
8h 25m2 stops
6:20 am - 8:20 amRSW-MDW
3h 00mnonstop
$602Southwest
Find Deal
sáb, jan 11 - sáb, jan 18
1:50 pm - 5:40 pmMDW-RSW
2h 50mnonstop
8:50 pm - 10:45 pmRSW-MDW
2h 55mnonstop
$607Southwest
Find Deal
dom, jan 12 - qui, jan 16
1:50 pm - 5:40 pmMDW-RSW
2h 50mnonstop
11:05 am - 2:30 pmRSW-MDW
4h 25m1 stop
$613Southwest
Find Deal
dom, jan 12 - dom, jan 19
2:20 pm - 9:35 pmMDW-RSW
6h 15m1 stop
8:50 pm - 10:45 pmRSW-MDW
2h 55mnonstop
$617Southwest
Find Deal
dom, jan 12 - qui, jan 16
12:35 pm - 10:35 pmMDW-RSW
9h 00m1 stop
11:05 am - 2:30 pmRSW-MDW
4h 25m1 stop
$622Southwest
Find Deal
dom, jan 12 - dom, jan 19
10:57 am - 5:05 pmMDW-RSW
5h 08m1 stop
4:52 pm - 10:20 pmRSW-MDW
6h 28m1 stop
$647Delta
Find Deal
sex, jan 10 - sáb, jan 18
10:57 am - 6:48 pmMDW-RSW
6h 51m1 stop
5:40 am - 10:12 amRSW-MDW
5h 32m1 stop
$667Delta
Find Deal
sex, jan 10 - dom, jan 19
6:25 pm - 10:15 pmMDW-RSW
2h 50mnonstop
7:00 am - 9:00 amRSW-MDW
3h 00mnonstop
$197Southwest
Find Deal
dom, fev 9 - qua, fev 12
8:15 pm - 12:05 amMDW-RSW
2h 50mnonstop
2:55 pm - 5:05 pmRSW-MDW
3h 10mnonstop
$209Southwest
Find Deal
dom, fev 16 - sex, fev 21
7:20 pm - 11:10 pmMDW-RSW
2h 50mnonstop
6:45 am - 8:45 amRSW-MDW
3h 00mnonstop
$219Southwest
Find Deal
sáb, fev 22 - qui, fev 27
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
8:50 pm - 10:45 pmRSW-MDW
2h 55mnonstop
$224Southwest
Find Deal
dom, fev 2 - qui, fev 6
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
7:00 am - 9:00 amRSW-MDW
3h 00mnonstop
$237Southwest
Find Deal
dom, fev 2 - qua, fev 12
8:15 pm - 12:05 amMDW-RSW
2h 50mnonstop
6:50 am - 8:50 amRSW-MDW
3h 00mnonstop
$243Southwest
Find Deal
dom, fev 16 - qui, fev 20
7:20 pm - 11:10 pmMDW-RSW
2h 50mnonstop
6:45 am - 8:45 amRSW-MDW
3h 00mnonstop
$253Southwest
Find Deal
sáb, fev 22 - sex, fev 28
6:00 am - 10:00 amMDW-RSW
3h 00mnonstop
6:50 am - 8:50 amRSW-MDW
3h 00mnonstop
$257Southwest
Find Deal
seg, fev 17 - qui, fev 20
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
6:20 am - 8:20 amRSW-MDW
3h 00mnonstop
$259Southwest
Find Deal
dom, jan 26 - sáb, fev 1
3:20 pm - 7:10 pmMDW-RSW
2h 50mnonstop
6:45 am - 8:45 amRSW-MDW
3h 00mnonstop
$263Southwest
Find Deal
sex, fev 21 - qui, fev 27

Southwest flights from Chicago Midway Airport to Fort Myers

Our best Southwest deals on Chicago Midway Airport to Fort Myers flight tickets
Southwest
Feb 9
MDW6:25 pmChicago Midway
2h 50m
RSW10:15 pmFort Myers SW Florida Intl
Feb 12
RSW7:00 amFort Myers SW Florida Intl
3h 00m
MDW9:00 amChicago Midway
Southwest
Feb 4
MDW4:10 pmChicago Midway
4h 15m
1 stop
RSW9:25 pmFort Myers SW Florida Intl
Feb 8
RSW6:20 amFort Myers SW Florida Intl
3h 00m
MDW8:20 amChicago Midway
Southwest
Feb 16
MDW8:15 pmChicago Midway
2h 50m
RSW12:05 amFort Myers SW Florida Intl
Feb 21
RSW2:55 pmFort Myers SW Florida Intl
3h 10m
MDW5:05 pmChicago Midway

Delta flights from Chicago Midway Airport to Fort Myers

Our best Delta deals on Chicago Midway Airport to Fort Myers flight tickets
Delta
Feb 25
MDW10:57 amChicago Midway
5h 08m
1 stop
RSW5:05 pmFort Myers SW Florida Intl
Mar 4
RSW5:40 amFort Myers SW Florida Intl
7h 19m
1 stop
MDW11:59 amChicago Midway
Delta
Jan 29
MDW12:44 pmChicago Midway
5h 04m
1 stop
RSW6:48 pmFort Myers SW Florida Intl
Feb 2
RSW5:40 amFort Myers SW Florida Intl
7h 19m
1 stop
MDW11:59 amChicago Midway
Delta
Feb 22
MDW3:41 pmChicago Midway
4h 44m
1 stop
RSW9:25 pmFort Myers SW Florida Intl
Feb 28
RSW6:10 pmFort Myers SW Florida Intl
5h 10m
1 stop
MDW10:20 pmChicago Midway

See travel insights to Fort Myers from

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 $240. 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 $263.

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 $247. Flights from Chicago Midway Airport to Fort Myers on a Thursday will generally be more expensive and average around $319. 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 evening when flights can be purchased for as low as $280. Flights at noon are often more expensive with an average ticket price of $386.

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?

We recommend purchasing flights from Chicago Midway Airport to Fort Myers 30 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Fort Myers for $368. Keep in mind that you might be able to find cheaper flights to Fort Myers at any time. In fact, our users found flights for as low as $171 in the past 72 hours.

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.

How have Chicago Midway Airport to Fort Myers flight prices changed over time?

As of January 2025, prices for Chicago Midway Airport to Fort Myers flights are approximately 10% cheaper when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to Fort Myers

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Fort Myers according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Best Price Found

$65

Fastest flight time

2h 45m

Direct flights

Every day

Airports in Fort Myers

1 airport
The best one-way flight to Fort Myers from Chicago Midway Airport in the past 72 hours is $65. The best round-trip flight deal from Chicago Midway Airport to Fort Myers found on momondo in the last 72 hours is $130.
The fastest flight from Chicago Midway Airport to Fort Myers takes 2h 45m
Direct flights go from Chicago Midway Airport to Fort Myers every day.
There is 1 airport near Fort Myers: Fort Myers SW Florida Intl (RSW)

  • 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 45m, 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?

  • 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?

  • What is the most popular airline from Chicago Midway Airport to Fort Myers?


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
United AirlinesPriceFrom $95Free CancellationRating
7.4
8,942 reviews
Search United Airlines flights
Spirit AirlinesPriceFrom $123Free CancellationRating
6.3
8,075 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $235Free CancellationRating
8.1
4,650 reviews
Search Southwest flights
DeltaPriceFrom $236Free CancellationRating
8.0
8,501 reviews
Search Delta flights
  • 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 $429, but momondo users have found Southwest deals from Chicago Midway Airport to Fort Myers from as low as $235 round-trip. Southwest has been scored 8.1/10 in 4,650 reviews.


Why 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.


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