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Cheap flights from Chicago Midway Airport to Fort Myers from $53

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 2/22. 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 - 3:46 pmMDW-RSW
8h 06m1 stop
4:46 pm - 12:17 amRSW-MDW
8h 31m1 stop
$126Frontier
Find Deal
Sat, Feb 15 - Sat, Feb 22
6:40 am - 3:46 pmMDW-RSW
8h 06m1 stop
4:46 pm - 12:17 amRSW-MDW
8h 31m1 stop
$140Frontier
Find Deal
Sat, Feb 22 - Sat, Mar 1
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
11:15 am - 1:20 pmRSW-MDW
3h 05mnonstop
$164Southwest
Find Deal
Sun, Jan 12 - Sat, Jan 18
5:10 pm - 9:00 pmMDW-RSW
2h 50mnonstop
11:15 am - 1:20 pmRSW-MDW
3h 05mnonstop
$198Southwest
Find Deal
Sat, Jan 25 - Sat, Feb 1
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
7:00 am - 9:00 amRSW-MDW
3h 00mnonstop
$210Southwest
Find Deal
Sun, Jan 26 - Thu, Jan 30
6:00 am - 2:09 pmMDW-RSW
7h 09m1 stop
6:09 pm - 10:20 pmRSW-MDW
5h 11m1 stop
$216Delta
Find Deal
Wed, Jan 8 - Wed, Jan 15
1:05 pm - 4:55 pmMDW-RSW
2h 50mnonstop
7:00 am - 9:00 amRSW-MDW
3h 00mnonstop
$218Southwest
Find Deal
Fri, Jan 10 - Wed, Jan 15
1:30 pm - 9:44 pmMDW-RSW
7h 14m1 stop
6:40 am - 12:46 pmRSW-MDW
7h 06m1 stop
$236Delta
Find Deal
Tue, Dec 3 - Tue, Jan 7
6:31 pm - 10:55 amMDW-RSW
15h 24m1 stop
10:51 am - 5:51 pmRSW-MDW
8h 00m1 stop
Thu, Jan 2 - Sun, Jan 5
6:31 pm - 10:55 amMDW-RSW
15h 24m1 stop
10:51 am - 5:51 pmRSW-MDW
8h 00m1 stop
Sun, Dec 22 - Sun, Dec 29
6:40 am - 3:46 pmMDW-RSW
8h 06m1 stop
$53Frontier
Find Deal
Sat, Feb 22
6:40 am - 3:46 pmMDW-RSW
8h 06m1 stop
$73Frontier
Find Deal
Sat, Feb 15
5:10 pm - 9:00 pmMDW-RSW
2h 50mnonstop
$79Southwest
Find Deal
Sat, Jan 25
9:59 pm - 8:20 amMDW-RSW
9h 21m1 stop
$80Frontier
Find Deal
Mon, Dec 30
6:25 pm - 10:15 pmMDW-RSW
2h 50mnonstop
$85Southwest
Find Deal
Mon, Jan 13
9:38 am - 5:04 pmMDW-RSW
6h 26m1 stop
$108Delta
Find Deal
Sat, Dec 14
6:31 pm - 10:55 amMDW-RSW
15h 24m1 stop
Sun, Jan 5
4:58 pm - 12:34 amMDW-RSW
6h 36m1 stop
$128Delta
Find Deal
Fri, Dec 13
9:21 am - 5:44 pmMDW-RSW
7h 23m1 stop
$146Avelo Airlines
Find Deal
Tue, Nov 26
6:31 pm - 10:55 amMDW-RSW
15h 24m1 stop
Sun, Dec 22
7:25 am - 5:53 pmMDW-RSW
9h 28m1 stop
6:53 pm - 8:46 pmRSW-MDW
26h 53m1 stop
$296Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
9:37 pm - 5:53 pmMDW-RSW
19h 16m1 stop
8:42 pm - 7:32 pmRSW-MDW
23h 50m1 stop
$318Frontier
Find Deal
Mon, Nov 25 - Thu, Dec 19
9:09 pm - 7:33 pmMDW-RSW
21h 24m2 stops
7:41 pm - 8:41 amRSW-MDW
14h 00m1 stop
Fri, Nov 22 - Mon, Nov 25
5:10 am - 8:33 pmMDW-RSW
14h 23m1 stop
10:51 am - 6:01 pmRSW-MDW
8h 10m1 stop
Sat, Nov 23 - Sun, Nov 24
7:50 pm - 11:35 pmMDW-RSW
2h 45mnonstop
5:55 am - 7:55 amRSW-MDW
3h 00mnonstop
$613Southwest
Find Deal
Fri, Nov 22 - Thu, Dec 19
5:00 pm - 11:55 pmMDW-RSW
5h 55m1 stop
5:55 am - 7:55 amRSW-MDW
3h 00mnonstop
$622Southwest
Find Deal
Fri, Nov 22 - Thu, Dec 19
3:19 pm - 8:42 pmMDW-RSW
4h 23m1 stop
5:30 am - 9:32 amRSW-MDW
5h 02m1 stop
$896Delta
Find Deal
Fri, Nov 22 - Tue, Nov 26
10:41 am - 6:30 pmMDW-RSW
6h 49m1 stop
8:15 am - 6:32 pmRSW-MDW
11h 17m2 stops
$1,075Delta
Find Deal
Tue, Nov 26 - Fri, Nov 29
2:17 pm - 12:02 pmMDW-RSW
20h 45m2 stops
9:05 pm - 6:32 pmRSW-MDW
22h 27m2 stops
$1,454WestJet
Find Deal
Tue, Nov 26 - Sun, Dec 1
9:30 am - 12:02 pmMDW-RSW
25h 32m3 stops
1:15 pm - 6:32 pmRSW-MDW
30h 17m3 stops
$1,462WestJet
Find Deal
Fri, Nov 22 - Mon, Dec 2
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
11:15 am - 1:20 pmRSW-MDW
3h 05mnonstop
$164Southwest
Find Deal
Sun, Jan 12 - Sat, Jan 18
5:10 pm - 9:00 pmMDW-RSW
2h 50mnonstop
11:15 am - 1:20 pmRSW-MDW
3h 05mnonstop
$198Southwest
Find Deal
Sat, Jan 25 - Sat, Feb 1
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
7:00 am - 9:00 amRSW-MDW
3h 00mnonstop
$210Southwest
Find Deal
Sun, Jan 26 - Thu, Jan 30
1:05 pm - 4:55 pmMDW-RSW
2h 50mnonstop
7:00 am - 9:00 amRSW-MDW
3h 00mnonstop
$218Southwest
Find Deal
Fri, Jan 10 - Wed, Jan 15
5:10 pm - 9:00 pmMDW-RSW
2h 50mnonstop
8:50 pm - 10:45 pmRSW-MDW
2h 55mnonstop
$224Southwest
Find Deal
Sat, Jan 11 - Thu, Jan 16
1:05 pm - 4:55 pmMDW-RSW
2h 50mnonstop
7:00 am - 9:00 amRSW-MDW
3h 00mnonstop
$238Southwest
Find Deal
Fri, Jan 10 - Mon, Jan 13
6:25 pm - 10:15 pmMDW-RSW
2h 50mnonstop
6:45 am - 8:45 amRSW-MDW
3h 00mnonstop
$244Southwest
Find Deal
Tue, Jan 28 - Fri, Feb 28
8:15 pm - 12:05 amMDW-RSW
2h 50mnonstop
7:00 am - 9:00 amRSW-MDW
3h 00mnonstop
$258Southwest
Find Deal
Thu, Feb 27 - Wed, Mar 5
6:25 pm - 10:15 pmMDW-RSW
2h 50mnonstop
6:20 am - 8:20 amRSW-MDW
3h 00mnonstop
$275Southwest
Find Deal
Wed, Jan 22 - Sat, Jan 25
1:05 pm - 4:55 pmMDW-RSW
2h 50mnonstop
8:50 pm - 10:45 pmRSW-MDW
2h 55mnonstop
$278Southwest
Find Deal
Fri, Jan 10 - Sun, Jan 12

Frontier flights from Chicago Midway Airport to Fort Myers

Our best Frontier deals on Chicago Midway Airport to Fort Myers flight tickets
Frontier
Feb 15
MDW6:40 amChicago Midway
8h 06m
1 stop
RSW3:46 pmFort Myers SW Florida Intl
Feb 22
RSW4:46 pmFort Myers SW Florida Intl
8h 31m
1 stop
MDW12:17 amChicago Midway
Frontier
Feb 22
MDW6:40 amChicago Midway
8h 06m
1 stop
RSW3:46 pmFort Myers SW Florida Intl
Mar 1
RSW4:46 pmFort Myers SW Florida Intl
8h 31m
1 stop
MDW12:17 amChicago Midway
Frontier
Dec 30
MDW9:59 pmChicago Midway
9h 21m
1 stop
RSW8:20 amFort Myers SW Florida Intl
Jan 4
RSW10:21 pmFort Myers SW Florida Intl
9h 18m
1 stop
MDW6:39 amChicago Midway

Southwest flights from Chicago Midway Airport to Fort Myers

Our best Southwest deals on Chicago Midway Airport to Fort Myers flight tickets
Southwest
Jan 12
MDW7:00 pmChicago Midway
2h 50m
RSW10:50 pmFort Myers SW Florida Intl
Jan 18
RSW11:15 amFort Myers SW Florida Intl
3h 05m
MDW1:20 pmChicago Midway
Southwest
Jan 25
MDW5:10 pmChicago Midway
2h 50m
RSW9:00 pmFort Myers SW Florida Intl
Feb 1
RSW11:15 amFort Myers SW Florida Intl
3h 05m
MDW1:20 pmChicago Midway
Southwest
Jan 26
MDW7:00 pmChicago Midway
2h 50m
RSW10:50 pmFort Myers SW Florida Intl
Jan 30
RSW7:00 amFort Myers SW Florida Intl
3h 00m
MDW9:00 amChicago 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, August 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 $229. If you are unable to visit Fort Myers during the month of August, then departing from Chicago Midway Airport during the month May is also very affordable. Most momondo users find prices during this month for around $235.

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 $249. Flights from Chicago Midway Airport to Fort Myers on a Thursday will generally be more expensive and average around $322. 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 $282. Flights at noon are often more expensive with an average ticket price of $378.

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 27 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 $293. 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 $185 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.

Can stopping save me money on Chicago Midway Airport to Fort Myers flights?

You could potentially save up to 32% on your flight if you consider stops on a Chicago Midway Airport to Fort Myers flight.

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

As of November 2024, prices for Chicago Midway Airport to Fort Myers flights are approximately 489% more expensive 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

$53

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 $53. The best round-trip flight deal from Chicago Midway Airport to Fort Myers found on momondo in the last 72 hours is $126.
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
9,172 reviews
Search United Airlines flights
Spirit AirlinesPriceFrom $127Free CancellationRating
6.3
8,169 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $230Free CancellationRating
8.1
5,005 reviews
Search Southwest flights
DeltaPriceFrom $247Free CancellationRating
8.0
8,755 reviews
Search Delta flights
  • Southwest Flights From Chicago Midway Airport to Fort Myers

    Southwest operates around 14 flights from Chicago Midway Airport to Fort Myers every week. The average price of these flights found in the last 72 hours has been $468, but momondo users have found Southwest deals from Chicago Midway Airport to Fort Myers from as low as $230 round-trip. Southwest has been scored 8.1/10 in 5,005 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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