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Cheap flights from Chicago to Fort Myers from $36

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 to Fort Myers departing on 3/1. 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 to Fort Myers

Cheap round-trip flights

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

Cheap last minute flights

Planning a quick getaway from Chicago 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 to Fort Myers

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

All round-trip flight deals to Fort Myers

The cheapest plane tickets to Fort Myers found on KAYAK recently.
10:00 am - 2:01 pmORD-RSW
3h 01mnonstop
12:32 pm - 2:52 pmRSW-ORD
3h 20mnonstop
$58Frontier
Find Deal
Sat, Jan 25 - Thu, Jan 30
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
10:52 am - 12:57 pmRSW-ORD
3h 05mnonstop
Sun, Jan 12 - Wed, Jan 15
6:05 am - 10:04 amORD-RSW
2h 59mnonstop
10:52 am - 12:57 pmRSW-ORD
3h 05mnonstop
$86Spirit Airlines
Find Deal
Wed, Jan 8 - Tue, Jan 14
5:35 am - 9:29 amORD-RSW
2h 54mnonstop
7:30 am - 9:39 amRSW-ORD
3h 09mnonstop
$96Spirit Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
1:50 pm - 5:40 pmMDW-RSW
2h 50mnonstop
5:40 pm - 7:40 pmRSW-MDW
3h 00mnonstop
$170Southwest
Find Deal
Sun, Jan 26 - Thu, Jan 30
12:42 pm - 4:39 pmORD-RSW
2h 57mnonstop
1:54 pm - 5:56 pmRSW-ORD
5h 02m1 stop
$183American Airlines
Find Deal
Sat, Jan 25 - Thu, Jan 30
6:25 pm - 10:15 pmMDW-RSW
2h 50mnonstop
6:50 am - 8:50 amRSW-MDW
3h 00mnonstop
$184Southwest
Find Deal
Mon, Jan 27 - Sun, Feb 2
5:10 am - 10:56 amORD-RSW
4h 46m1 stop
5:29 pm - 7:45 pmRSW-ORD
3h 16mnonstop
$189American Airlines
Find Deal
Sun, Jan 19 - Thu, Jan 23
7:15 am - 11:21 amORD-RSW
3h 06mnonstop
1:55 pm - 6:55 pmRSW-ORD
6h 00m1 stop
$199United Airlines
Find Deal
Sun, Jan 12 - Tue, Jan 14
8:50 am - 4:07 pmORD-RSW
6h 17m1 stop
6:05 pm - 8:22 pmRSW-ORD
3h 17mnonstop
$207United Airlines
Find Deal
Fri, Jan 24 - Mon, Jan 27
3:15 pm - 7:16 pmORD-RSW
3h 01mnonstop
$36Frontier
Find Deal
Sat, Mar 1
5:35 am - 9:29 amORD-RSW
2h 54mnonstop
$43Spirit Airlines
Find Deal
Tue, Jan 14
7:20 pm - 11:10 pmMDW-RSW
2h 50mnonstop
$79Southwest
Find Deal
Sat, Feb 22
12:42 pm - 4:39 pmORD-RSW
2h 57mnonstop
$85American Airlines
Find Deal
Mon, Jan 27
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
$85Southwest
Find Deal
Sun, Jan 26
7:15 pm - 11:15 pmORD-RSW
3h 00mnonstop
$99American Airlines
Find Deal
Thu, Feb 27
8:50 am - 4:07 pmORD-RSW
6h 17m1 stop
$104United Airlines
Find Deal
Tue, Jan 21
8:50 am - 4:07 pmORD-RSW
6h 17m1 stop
$108United Airlines
Find Deal
Thu, Jan 23
6:00 am - 12:11 pmMDW-RSW
5h 11m1 stop
$108Delta
Find Deal
Tue, Feb 4
7:05 am - 2:09 pmORD-RSW
6h 04m1 stop
$128Delta
Find Deal
Tue, Jan 7
6:05 am - 10:04 amORD-RSW
2h 59mnonstop
9:32 pm - 11:57 pmRSW-ORD
3h 25mnonstop
Tue, Dec 24 - Tue, Dec 31
6:05 am - 10:04 amORD-RSW
2h 59mnonstop
10:45 pm - 12:47 amRSW-ORD
3h 02mnonstop
$191Spirit Airlines
Find Deal
Tue, Dec 24 - Mon, Dec 30
6:45 am - 10:40 amORD-RSW
2h 55mnonstop
10:21 pm - 12:46 amRSW-ORD
3h 25mnonstop
$252Frontier
Find Deal
Sat, Dec 28 - Sun, Jan 12
4:30 pm - 8:29 pmORD-RSW
2h 59mnonstop
11:40 am - 2:04 pmRSW-ORD
3h 24mnonstop
$279Frontier
Find Deal
Tue, Dec 24 - Sat, Dec 28
10:00 am - 7:12 pmORD-RSW
8h 12m1 stop
9:10 pm - 5:38 pmRSW-ORD
21h 28m1 stop
$478Sun Country Air
Find Deal
Tue, Dec 24 - Mon, Dec 30
8:03 pm - 9:52 amORD-RSW
12h 49m1 stop
11:57 am - 5:38 pmRSW-ORD
6h 41m1 stop
$481Sun Country Air
Find Deal
Sat, Dec 28 - Tue, Dec 31
6:55 am - 10:50 amMDW-RSW
2h 55mnonstop
7:15 am - 9:10 amRSW-MDW
2h 55mnonstop
$623Southwest
Find Deal
Wed, Dec 25 - Tue, Dec 31
10:00 am - 4:25 pmMDW-RSW
5h 25m1 stop
7:15 am - 9:10 amRSW-MDW
2h 55mnonstop
$632Southwest
Find Deal
Wed, Dec 25 - Tue, Dec 31
6:00 am - 11:26 amMDW-RSW
4h 26m1 stop
5:45 am - 9:23 amRSW-MDW
4h 38m1 stop
$681Delta
Find Deal
Tue, Dec 24 - Wed, Jan 1
6:25 pm - 12:22 amMDW-RSW
4h 57m1 stop
5:45 am - 9:23 amRSW-MDW
4h 38m1 stop
$762Delta
Find Deal
Thu, Dec 26 - Wed, Jan 1
10:00 am - 2:01 pmORD-RSW
3h 01mnonstop
12:32 pm - 2:52 pmRSW-ORD
3h 20mnonstop
$58Frontier
Find Deal
Sat, Jan 25 - Thu, Jan 30
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
10:52 am - 12:57 pmRSW-ORD
3h 05mnonstop
Sun, Jan 12 - Wed, Jan 15
10:22 am - 2:23 pmORD-RSW
3h 01mnonstop
6:00 am - 8:20 amRSW-ORD
3h 20mnonstop
$73Frontier
Find Deal
Mon, Mar 3 - Thu, Mar 6
5:37 pm - 9:38 pmORD-RSW
3h 01mnonstop
12:32 pm - 2:52 pmRSW-ORD
3h 20mnonstop
$77Frontier
Find Deal
Sun, Feb 2 - Thu, Feb 6
7:35 am - 11:36 amORD-RSW
3h 01mnonstop
12:32 pm - 2:52 pmRSW-ORD
3h 20mnonstop
$78Frontier
Find Deal
Thu, Jan 23 - Thu, Jan 30
6:05 am - 10:04 amORD-RSW
2h 59mnonstop
10:52 am - 12:57 pmRSW-ORD
3h 05mnonstop
$86Spirit Airlines
Find Deal
Wed, Jan 8 - Tue, Jan 14
5:35 am - 9:29 amORD-RSW
2h 54mnonstop
7:30 am - 9:39 amRSW-ORD
3h 09mnonstop
$96Spirit Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
1:50 pm - 5:40 pmMDW-RSW
2h 50mnonstop
5:40 pm - 7:40 pmRSW-MDW
3h 00mnonstop
$170Southwest
Find Deal
Sun, Jan 26 - Thu, Jan 30
5:10 pm - 9:00 pmMDW-RSW
2h 50mnonstop
6:20 am - 8:20 amRSW-MDW
3h 00mnonstop
$218Southwest
Find Deal
Sat, Feb 1 - Sat, Feb 8
2:00 pm - 6:05 pmORD-RSW
3h 05mnonstop
2:53 pm - 5:10 pmRSW-ORD
3h 17mnonstop
$243United Airlines
Find Deal
Sat, Jan 25 - Fri, Jan 31

Frontier flights from Chicago to Fort Myers

Our best Frontier deals on Chicago to Fort Myers flight tickets
Frontier
Jan 25
ORD10:00 amChicago O'Hare Intl
3h 01m
RSW2:01 pmFort Myers SW Florida Intl
Jan 30
RSW12:32 pmFort Myers SW Florida Intl
3h 20m
ORD2:52 pmChicago O'Hare Intl
Frontier
Mar 3
ORD10:22 amChicago O'Hare Intl
3h 01m
RSW2:23 pmFort Myers SW Florida Intl
Mar 6
RSW6:00 amFort Myers SW Florida Intl
3h 20m
ORD8:20 amChicago O'Hare Intl
Frontier
Feb 2
ORD5:37 pmChicago O'Hare Intl
3h 01m
RSW9:38 pmFort Myers SW Florida Intl
Feb 6
RSW12:32 pmFort Myers SW Florida Intl
3h 20m
ORD2:52 pmChicago O'Hare Intl

Spirit Airlines flights from Chicago to Fort Myers

Our best Spirit Airlines deals on Chicago to Fort Myers flight tickets
Spirit Airlines
Jan 8
ORD6:05 amChicago O'Hare Intl
2h 59m
RSW10:04 amFort Myers SW Florida Intl
Jan 14
RSW10:52 amFort Myers SW Florida Intl
3h 05m
ORD12:57 pmChicago O'Hare Intl
Spirit Airlines
Jan 23
ORD5:35 amChicago O'Hare Intl
2h 54m
RSW9:29 amFort Myers SW Florida Intl
Jan 27
RSW7:30 amFort Myers SW Florida Intl
3h 09m
ORD9:39 amChicago O'Hare Intl
Spirit Airlines
Jan 7
ORD6:05 amChicago O'Hare Intl
2h 59m
RSW10:04 amFort Myers SW Florida Intl
Jan 14
RSW10:52 amFort Myers SW Florida Intl
3h 05m
ORD12:57 pmChicago O'Hare Intl

See travel insights to Fort Myers from

How to get the cheapest flight ticket from Chicago 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 typical price of a round-trip flight between Chicago and Fort Myers?

What is the cheapest month to fly to Fort Myers?

In general, May is the cheapest month to fly from Chicago to Fort Myers. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $228. If you are unable to visit Fort Myers during the month of May, then departing from Chicago during the month August is also very affordable. Most momondo users find prices during this month for around $229.

What is the cheapest day to depart on your flight to Fort Myers?

The cheapest day to depart from Chicago to Fort Myers is on a Tuesday when prices can be found for as low as $247. Flights from Chicago 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 to Fort Myers SW Florida Intl flight route?

Fly from Chicago O'Hare Intl to Fort Myers SW Florida Intl for the best Chicago - 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 to Fort Myers 46 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 $283. 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 $181 in the past 72 hours.

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

There are 4 cabin classes available to choose from on Chicago 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 to Fort Myers flights?

You could potentially save up to 155% on your flight if you consider stops on a Chicago to Fort Myers flight.

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

As of December 2024, prices for Chicago to Fort Myers flights are approximately 19% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Fort Myers

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

Cheap Chicago to Fort Myers (CHI to RSW) flight deals and tips

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

Best Price Found

$36

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 in the past 72 hours is $36. The best round-trip flight deal from Chicago to Fort Myers found on momondo in the last 72 hours is $58.
The fastest flight from Chicago to Fort Myers takes 2h 45m
Direct flights go from Chicago to Fort Myers every day.
There is 1 airport near Fort Myers: Fort Myers SW Florida Intl (RSW)

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

    There are 1101.2 mi between Chicago and Fort Myers SW Florida Intl. 2h 45m is a normal flight duration for this route.

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

    Prices for flights from Chicago to Fort Myers SW Florida Intl Airport are refreshed on a daily basis.

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

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

  • What documentation or ID do you need to fly to Fort Myers SW Florida Intl Airport?

    The required travel and health documents for your Fort Myers SW Florida Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Fort Myers SW Florida Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

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


Best airlines flying from Chicago to Fort Myers

Compare and see reviews for airlines that fly from Chicago to Fort Myers with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $49Free CancellationRating
6.1
3,469 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $67Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $95Free CancellationRating
7.4
9,022 reviews
Search United Airlines flights
Sun Country AirPriceFrom $120Free CancellationRating
7.0
392 reviews
Search Sun Country Air flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $216Free CancellationRating
8.0
8,588 reviews
Search Delta flights
SouthwestPriceFrom $235Free CancellationRating
8.1
4,780 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Fort Myers

    Southwest operates around 19 flights from Chicago to Fort Myers every week. The average price of these flights found in the last 72 hours has been $447, but momondo users have found Southwest deals from Chicago to Fort Myers from as low as $235 round-trip. Southwest has been scored 8.1/10 in 4,780 reviews.

  • United Airlines Flights From Chicago to Fort Myers

    The best United Airlines deal for Chicago to Fort Myers flight tickets found on momondo in the last 72 hours was $95, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $360 round-trip. United Airlines operates 34 flights out of Chicago into Fort Myers in an average week, so prices vary by time and availability. 9,022 United Airlines reviews by users on momondo have scored the airline at 7.4/10.


Why use momondo?

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

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 Fort Myers from Chicago.

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 offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Fort Myers.

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

If you are not ready to book a flight from Chicago to Fort Myers now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Fort Myers and let you know when they change.


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