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Cheap flights from Fort Myers to Chicago from $66

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 departing on 8/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Southwest Logo
5:40 pm - 7:30 pmRSW-MDW
2h 50mnonstop
Southwest Logo
7:00 pm - 10:45 pmMDW-RSW
2h 45mnonstop
$157Southwest
Find Deal
Thu, Aug 14 - Mon, Aug 18
Southwest Logo
12:10 pm - 2:05 pmRSW-MDW
2h 55mnonstop
Southwest Logo
8:30 pm - 12:10 amMDW-RSW
2h 40mnonstop
$158Southwest
Find Deal
Thu, Oct 9 - Sun, Oct 12
Southwest Logo
5:40 pm - 7:30 pmRSW-MDW
2h 50mnonstop
Southwest Logo
6:55 pm - 10:40 pmMDW-RSW
2h 45mnonstop
$159Southwest
Find Deal
Fri, Sep 19 - Sun, Sep 21
Southwest Logo
7:10 am - 11:50 amRSW-MDW
5h 40m1 stop
Southwest Logo
7:00 pm - 10:45 pmMDW-RSW
2h 45mnonstop
$167Southwest
Find Deal
Wed, Aug 6 - Thu, Aug 21
Frontier Logo
7:24 pm - 11:20 pmRSW-MDW
4h 56m1 stop
Frontier Logo
6:20 am - 6:29 pmMDW-RSW
11h 09m1 stop
$194Frontier
Find Deal
Thu, Sep 4 - Sun, Sep 7
Frontier Logo
7:15 pm - 11:17 pmRSW-MDW
5h 02m1 stop
Frontier Logo
6:20 am - 6:21 pmMDW-RSW
11h 01m1 stop
$215Frontier
Find Deal
Thu, Aug 14 - Sun, Aug 17
Delta Logo
5:35 am - 11:48 amRSW-MDW
7h 13m1 stop
Delta Logo
6:00 am - 2:16 pmMDW-RSW
7h 16m1 stop
$217Delta
Find Deal
Thu, Sep 25 - Mon, Sep 29
Frontier Logo
8:58 pm - 6:05 pmRSW-MDW
22h 07m2 stops
Frontier Logo
6:15 am - 6:24 pmMDW-RSW
11h 09m1 stop
$223Frontier
Find Deal
Thu, Aug 21 - Sun, Aug 24
Delta Logo
12:24 pm - 6:40 pmRSW-MDW
7h 16m1 stop
Delta Logo
5:05 pm - 12:45 amMDW-RSW
6h 40m1 stop
$233Delta
Find Deal
Wed, Jul 16 - Tue, Jul 29
Delta Logo
5:40 am - 9:45 amRSW-MDW
5h 05m1 stop
Delta Logo
9:25 am - 4:48 pmMDW-RSW
6h 23m1 stop
$243Delta
Find Deal
Tue, Jul 15 - Sat, Jul 19

Frontier flights from Fort Myers to Chicago Midway Airport

Our best Frontier deals on Fort Myers to Chicago Midway Airport flight tickets
Frontier
Sep 4
RSW7:24 pmFort Myers SW Florida Intl
4h 56m
1 stop
MDW11:20 pmChicago Midway
Sep 7
MDW6:20 amChicago Midway
11h 09m
1 stop
RSW6:29 pmFort Myers SW Florida Intl
Frontier
Aug 14
RSW7:15 pmFort Myers SW Florida Intl
5h 02m
1 stop
MDW11:17 pmChicago Midway
Aug 17
MDW6:20 amChicago Midway
11h 01m
1 stop
RSW6:21 pmFort Myers SW Florida Intl
Frontier
Aug 21
RSW8:58 pmFort Myers SW Florida Intl
22h 07m
2 stops
MDW6:05 pmChicago Midway
Aug 24
MDW6:15 amChicago Midway
11h 09m
1 stop
RSW6:24 pmFort Myers SW Florida Intl

Delta flights from Fort Myers to Chicago Midway Airport

Our best Delta deals on Fort Myers to Chicago Midway Airport flight tickets
Delta
Sep 25
RSW5:35 amFort Myers SW Florida Intl
7h 13m
1 stop
MDW11:48 amChicago Midway
Sep 29
MDW6:00 amChicago Midway
7h 16m
1 stop
RSW2:16 pmFort Myers SW Florida Intl
Delta
Jul 16
RSW12:24 pmFort Myers SW Florida Intl
7h 16m
1 stop
MDW6:40 pmChicago Midway
Jul 29
MDW5:05 pmChicago Midway
6h 40m
1 stop
RSW12:45 amFort Myers SW Florida Intl
Delta
Jul 15
RSW5:40 amFort Myers SW Florida Intl
5h 05m
1 stop
MDW9:45 amChicago Midway
Jul 19
MDW9:25 amChicago Midway
6h 23m
1 stop
RSW4:48 pmFort Myers SW Florida Intl

See travel insights to Chicago from

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 typical price of a round-trip flight between Fort Myers and Chicago Midway Airport?

What is the cheapest month to fly to Chicago Midway Airport?

The month of February is, on average, the cheapest month to fly to Chicago Midway Airport from Fort Myers, with most prices found around $334. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Fort Myers during the month August is also very affordable. Most momondo users find prices during this month for around $334.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Fort Myers. The lowest ticket price found for a Wednesday departure recently was $387. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Fort Myers because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $461.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Fort Myers in the morning is the least expensive time of day to depart. momondo users have found prices as low as $412 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $456. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Fort Myers SW Florida Intl to Chicago Midway flight route?

Fly from Fort Myers SW Florida Intl to Chicago Midway for the best Fort Myers SW Florida Intl - Chicago Midway flight prices

What cabin class options are available on Fort Myers SW Florida Intl to Chicago Midway flights?

There are 1 cabin classes available to choose from on Fort Myers SW Florida Intl to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

$66

Fastest flight time

2h 50m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Fort Myers in the past 72 hours is $66. The best round-trip flight deal from Fort Myers to Chicago Midway Airport found on momondo in the last 72 hours is $157.
The fastest flight from Fort Myers to Chicago Midway Airport takes 2h 50m
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 50m 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 $210Free CancellationRating
8.0
4,278 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
8.0
7,969 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 $210 round-trip. Over the 14 Southwest flights for this route in a normal week, average airfare is usually $393 round-trip - but some users have found much cheaper deals with momondo.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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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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