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Cheap flights from Fort Myers to Chicago Midway Airport from $63

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Fort Myers to Chicago Midway Airport departing on 12/18. 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 Fort Myers to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Fort Myers to Chicago 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 Fort Myers to Chicago.

Cheap last minute flights

Planning a quick getaway from Fort Myers to Chicago? 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 Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Fort Myers to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
9:58 pm - 6:39 amRSW-MDW
9h 41m1 stop
9:59 pm - 8:20 amMDW-RSW
9h 21m1 stop
$142Frontier
Find Deal
mié., dic. 25 - lun., dic. 30
9:58 pm - 6:39 amRSW-MDW
9h 41m1 stop
7:34 am - 9:39 pmMDW-RSW
13h 05m1 stop
$147Frontier
Find Deal
mié., dic. 25 - jue., ene. 2
10:21 pm - 6:39 amRSW-MDW
9h 18m1 stop
9:59 pm - 8:20 amMDW-RSW
9h 21m1 stop
$148Frontier
Find Deal
sáb., dic. 21 - lun., dic. 30
5:40 pm - 7:40 pmRSW-MDW
3h 00mnonstop
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
$210Southwest
Find Deal
jue., ene. 9 - dom., ene. 12
12:55 pm - 6:14 pmRSW-MDW
6h 19m1 stop
12:44 pm - 9:12 pmMDW-RSW
7h 28m1 stop
$216Delta
Find Deal
vie., ene. 17 - lun., ene. 20
6:45 am - 8:45 amRSW-MDW
3h 00mnonstop
6:50 pm - 10:40 pmMDW-RSW
2h 50mnonstop
$219Southwest
Find Deal
jue., feb. 27 - lun., mar. 3
11:54 am - 5:01 pmRSW-MDW
6h 07m1 stop
12:44 pm - 9:09 pmMDW-RSW
7h 25m1 stop
$221Delta
Find Deal
sáb., dic. 7 - sáb., dic. 14
6:29 pm - 8:56 amRSW-MDW
15h 27m1 stop
9:30 am - 12:02 pmMDW-RSW
25h 32m2 stops
mar., nov. 26 - vie., nov. 29
6:29 pm - 8:56 amRSW-MDW
15h 27m1 stop
9:30 am - 12:02 pmMDW-RSW
25h 32m3 stops
mar., nov. 26 - vie., nov. 29
11:35 am - 10:20 amRSW-MDW
23h 45m2 stops
12:05 pm - 7:51 pmMDW-RSW
30h 46m2 stops
$695Porter Airlines
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lun., dic. 9 - mié., dic. 11
9:58 pm - 6:39 amRSW-MDW
9h 41m1 stop
$63Frontier
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mié., dic. 18
11:15 am - 1:20 pmRSW-MDW
3h 05mnonstop
$70Southwest
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sáb., ene. 11
9:58 pm - 6:39 amRSW-MDW
9h 41m1 stop
$74Frontier
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mié., dic. 25
7:00 am - 9:00 amRSW-MDW
3h 00mnonstop
$99Southwest
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dom., ene. 19
8:00 am - 1:08 pmRSW-MDW
6h 08m1 stop
$108Delta
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mié., ene. 8
6:36 pm - 8:41 amRSW-MDW
15h 05m1 stop
$112Avelo Airlines
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lun., ene. 6
11:54 am - 5:01 pmRSW-MDW
6h 07m1 stop
$113Delta
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vie., dic. 13
6:36 pm - 8:41 amRSW-MDW
15h 05m1 stop
$120Avelo Airlines
Find Deal
lun., dic. 23
11:35 am - 10:20 amRSW-MDW
23h 45m3 stops
$229Porter Airlines
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sáb., dic. 14
11:35 am - 10:20 amRSW-MDW
23h 45m2 stops
$275Porter Airlines
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lun., dic. 30
9:53 pm - 7:45 amRSW-MDW
10h 52m1 stop
7:00 am - 5:53 pmMDW-RSW
9h 53m1 stop
$428Frontier
Find Deal
dom., nov. 17 - jue., nov. 21
9:15 pm - 11:10 pmRSW-MDW
2h 55mnonstop
6:55 am - 10:50 amMDW-RSW
2h 55mnonstop
$643Southwest
Find Deal
dom., nov. 17 - mié., nov. 20
5:30 am - 9:32 amRSW-MDW
5h 02m1 stop
6:00 am - 2:12 pmMDW-RSW
7h 12m1 stop
$651Delta
Find Deal
dom., nov. 17 - mié., nov. 20
7:35 am - 11:45 amRSW-MDW
5h 10m1 stop
6:55 am - 10:50 amMDW-RSW
2h 55mnonstop
$652Southwest
Find Deal
dom., nov. 17 - mié., nov. 20
1:55 pm - 9:30 pmRSW-MDW
8h 35m2 stops
8:20 am - 5:10 pmMDW-RSW
7h 50m1 stop
$676Southwest
Find Deal
dom., nov. 17 - mié., nov. 20
3:17 pm - 9:46 pmRSW-MDW
7h 29m1 stop
6:00 am - 2:12 pmMDW-RSW
7h 12m1 stop
$681Delta
Find Deal
mar., nov. 19 - jue., nov. 21
5:00 pm - 6:55 pmRSW-MDW
2h 55mnonstop
11:50 am - 3:35 pmMDW-RSW
2h 45mnonstop
$878Southwest
Find Deal
sáb., nov. 16 - dom., nov. 17
11:00 am - 2:15 pmRSW-MDW
4h 15m1 stop
6:50 pm - 10:35 pmMDW-RSW
2h 45mnonstop
$883Southwest
Find Deal
mar., nov. 19 - mié., nov. 20
5:00 pm - 6:55 pmRSW-MDW
2h 55mnonstop
8:15 am - 5:10 pmMDW-RSW
7h 55m1 stop
$887Southwest
Find Deal
sáb., nov. 16 - dom., nov. 17
5:30 am - 9:32 amRSW-MDW
5h 02m1 stop
1:30 pm - 9:44 pmMDW-RSW
7h 14m1 stop
$896Delta
Find Deal
vie., nov. 15 - lun., nov. 18
7:15 am - 9:10 amRSW-MDW
2h 55mnonstop
6:55 am - 10:50 amMDW-RSW
2h 55mnonstop
$258Southwest
Find Deal
jue., dic. 12 - lun., dic. 16
7:15 am - 9:10 amRSW-MDW
2h 55mnonstop
6:55 am - 10:50 amMDW-RSW
2h 55mnonstop
$298Southwest
Find Deal
jue., dic. 12 - mar., dic. 17
7:15 am - 9:10 amRSW-MDW
2h 55mnonstop
6:50 pm - 10:35 pmMDW-RSW
2h 45mnonstop
$360Southwest
Find Deal
mié., dic. 4 - mié., dic. 4
12:25 pm - 2:35 pmRSW-MDW
3h 10mnonstop
6:50 pm - 10:35 pmMDW-RSW
2h 45mnonstop
$368Southwest
Find Deal
jue., nov. 28 - vie., nov. 29
6:00 am - 8:00 amRSW-MDW
3h 00mnonstop
5:40 am - 9:30 amMDW-RSW
2h 50mnonstop
$373Southwest
Find Deal
dom., dic. 8 - jue., dic. 19
9:40 pm - 11:35 pmRSW-MDW
2h 55mnonstop
6:50 pm - 10:35 pmMDW-RSW
2h 45mnonstop
$408Southwest
Find Deal
mar., nov. 26 - mar., dic. 3
5:55 am - 7:55 amRSW-MDW
3h 00mnonstop
5:55 am - 9:45 amMDW-RSW
2h 50mnonstop
$418Southwest
Find Deal
jue., dic. 19 - sáb., ene. 4
7:05 am - 9:00 amRSW-MDW
2h 55mnonstop
6:50 pm - 10:35 pmMDW-RSW
2h 45mnonstop
$431Southwest
Find Deal
mié., nov. 27 - vie., nov. 29
9:15 pm - 11:10 pmRSW-MDW
2h 55mnonstop
6:50 pm - 10:35 pmMDW-RSW
2h 45mnonstop
$448Southwest
Find Deal
lun., nov. 25 - vie., nov. 29
12:25 pm - 2:35 pmRSW-MDW
3h 10mnonstop
8:35 pm - 12:20 amMDW-RSW
2h 45mnonstop
$451Southwest
Find Deal
jue., nov. 28 - dom., dic. 1

Frontier flights from Fort Myers to Chicago Midway Airport

Our best Frontier deals on Fort Myers to Chicago Midway Airport flight tickets
Frontier
Dec 25
RSW9:58 pmFort Myers SW Florida Intl
9h 41m
1 stop
MDW6:39 amChicago Midway
Dec 30
MDW9:59 pmChicago Midway
9h 21m
1 stop
RSW8:20 amFort Myers SW Florida Intl
Frontier
Dec 25
RSW9:58 pmFort Myers SW Florida Intl
9h 41m
1 stop
MDW6:39 amChicago Midway
Jan 2
MDW7:34 amChicago Midway
13h 05m
1 stop
RSW9:39 pmFort Myers SW Florida Intl
Frontier
Dec 21
RSW10:21 pmFort Myers SW Florida Intl
9h 18m
1 stop
MDW6:39 amChicago Midway
Dec 30
MDW9:59 pmChicago Midway
9h 21m
1 stop
RSW8:20 amFort Myers SW Florida Intl

Southwest flights from Fort Myers to Chicago Midway Airport

Our best Southwest deals on Fort Myers to Chicago Midway Airport flight tickets
Southwest
Jan 9
RSW5:40 pmFort Myers SW Florida Intl
3h 00m
MDW7:40 pmChicago Midway
Jan 12
MDW7:00 pmChicago Midway
2h 50m
RSW10:50 pmFort Myers SW Florida Intl
Southwest
Feb 27
RSW6:45 amFort Myers SW Florida Intl
3h 00m
MDW8:45 amChicago Midway
Mar 3
MDW6:50 pmChicago Midway
2h 50m
RSW10:40 pmFort Myers SW Florida Intl
Southwest
Feb 27
RSW7:10 amFort Myers SW Florida Intl
6h 15m
1 stop
MDW12:25 pmChicago Midway
Mar 3
MDW6:50 pmChicago Midway
2h 50m
RSW10:40 pmFort Myers SW Florida Intl

How to get the cheapest flight ticket from Fort Myers to Chicago Midway Airport

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 from Fort Myers to Chicago Midway Airport?

January. The cheapest time of year to fly to Chicago Midway Airport from Fort Myers is January. Most expensive is December

What is the cheapest day to depart Fort Myers for Chicago Midway Airport?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Monday

When is the cheapest time to fly from Fort Myers to Chicago Midway Airport?

In the morning. Fort Myers to Chicago Midway Airport flights are approximately 14% more expensive in the evening than in the morning

What is the cheapest airline that flies to Chicago Midway Airport from Fort Myers?

Southwest. Southwest and Delta are the most popular carriers operating from Fort Myers to Chicago Midway Airport

How many flights depart from Fort Myers to Chicago Midway Airport on average per day?

As of November 2024, 2 flights take off from Fort Myers and land in Chicago Midway Airport each day. The most common flight departure time for this route is 6:00AM, with 39% of daily flights taking off at noon.

How many flights depart from Fort Myers to Chicago Midway Airport on average per week?

As of November 2024, 20 flights take off from Fort Myers and land in Chicago Midway Airport each week. The most common flight departure day for this route is Tuesday, with 20% of weekly flights taking off on this day.

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

You could potentially save up to 20% on your flight if you consider stops on a Fort Myers to Chicago Midway Airport flight.

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


When to book flights from Fort Myers to Chicago Midway Airport

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

Cheap Fort Myers to Chicago Midway Airport (RSW to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Fort Myers to Chicago Midway Airport

Best Price Found

$63

Fastest flight time

2h 55m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Fort Myers in the past 72 hours is $63. The best round-trip flight deal from Fort Myers to Chicago Midway Airport found on momondo in the last 72 hours is $142.
The fastest flight from Fort Myers to Chicago Midway Airport takes 2h 55m
Direct flights go from Fort Myers to Chicago Midway Airport every day.

  • How far is Fort Myers SW Florida Intl to Chicago Midway by plane?

    A flight from Fort Myers SW Florida Intl to Chicago Midway will travel around 1097.4 mi. Typically, this will take 2h 55m by plane in normal conditions.

  • When did momondo last update prices for flights from Fort Myers SW Florida Intl Airport to Chicago Midway Airport?

    Prices for flights from Fort Myers SW Florida Intl Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Fort Myers SW Florida Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Fort Myers SW Florida Intl Airport to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Fort Myers SW Florida Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

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


Best airlines flying from Fort Myers to Chicago Midway Airport

Compare and see reviews for airlines that fly from Fort Myers to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $208Free CancellationRating
8.1
5,045 reviews
Search Southwest flights
DeltaPriceFrom $256Free CancellationRating
8.0
8,788 reviews
Search Delta flights
  • Southwest Flights From Fort Myers to Chicago Midway Airport

    Southwest flight deals from Fort Myers to Chicago Midway Airport start from $208 round-trip. Over the 20 Southwest flights for this route in a normal week, average airfare is usually $405 round-trip - but some users have found much cheaper deals with momondo.


Why use momondo?

Why should I use momondo to find a flight deal from Fort Myers to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Fort Myers.

Can I find flights from Fort Myers to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Fort Myers to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Fort Myers to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Fort Myers. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Fort Myers to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Fort Myers to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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