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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 2/16. 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 from Chicago to Fort Myers

The cheapest plane tickets from Chicago to Fort Myers found on KAYAK recently.
10:22 am - 2:23 pmORD-RSW
3h 01mnonstop
4:28 pm - 6:47 pmRSW-ORD
3h 19mnonstop
lun., mar. 3 - mar., mar. 11
8:19 pm - 12:20 amORD-RSW
3h 01mnonstop
4:28 pm - 6:47 pmRSW-ORD
3h 19mnonstop
dom., mar. 9 - mar., mar. 11
5:45 am - 9:35 amORD-RSW
2h 50mnonstop
11:58 am - 2:09 pmRSW-ORD
3h 11mnonstop
$74Spirit Airlines
Find Deal
mar., feb. 18 - vie., feb. 21
6:15 pm - 10:16 pmORD-RSW
3h 01mnonstop
11:58 am - 2:09 pmRSW-ORD
3h 11mnonstop
$75Spirit Airlines
Find Deal
dom., feb. 9 - sáb., feb. 15
5:37 pm - 9:38 pmORD-RSW
3h 01mnonstop
8:16 pm - 10:36 pmRSW-ORD
3h 20mnonstop
$76Frontier
Find Deal
dom., feb. 9 - sáb., feb. 15
10:22 am - 2:23 pmORD-RSW
3h 01mnonstop
6:00 am - 8:20 amRSW-ORD
3h 20mnonstop
$77Frontier
Find Deal
lun., mar. 3 - jue., mar. 6
8:45 am - 4:06 pmORD-RSW
6h 21m1 stop
9:15 am - 11:34 amRSW-ORD
3h 19mnonstop
$198United Airlines
Find Deal
lun., feb. 24 - mar., mar. 18
2:55 pm - 9:50 pmORD-RSW
5h 55m1 stop
6:05 am - 8:17 amRSW-ORD
3h 12mnonstop
$199American Airlines
Find Deal
sáb., feb. 15 - vie., feb. 21
8:45 am - 4:06 pmORD-RSW
6h 21m1 stop
11:01 am - 4:56 pmRSW-ORD
6h 55m1 stop
$203United Airlines
Find Deal
sáb., feb. 22 - vie., feb. 28
2:55 pm - 9:50 pmORD-RSW
5h 55m1 stop
6:05 am - 8:17 amRSW-ORD
3h 12mnonstop
$208American Airlines
Find Deal
sáb., feb. 15 - sáb., feb. 22
5:45 am - 9:35 amORD-RSW
2h 50mnonstop
$36Spirit Airlines
Find Deal
dom., feb. 16
6:15 pm - 10:16 pmORD-RSW
3h 01mnonstop
$37Spirit Airlines
Find Deal
dom., feb. 9
7:59 pm - 11:59 pmORD-RSW
3h 00mnonstop
$39Frontier
Find Deal
mar., abr. 8
8:54 pm - 12:54 amORD-RSW
3h 00mnonstop
$44Frontier
Find Deal
dom., abr. 6
8:15 pm - 12:05 amMDW-RSW
2h 50mnonstop
$90Southwest
Find Deal
dom., feb. 23
3:50 pm - 7:52 pmORD-RSW
3h 02mnonstop
$99United Airlines
Find Deal
mar., mar. 18
6:20 pm - 10:05 pmMDW-RSW
2h 45mnonstop
$99Southwest
Find Deal
mar., abr. 8
2:55 pm - 9:50 pmORD-RSW
5h 55m1 stop
$110American Airlines
Find Deal
sáb., feb. 15
2:33 pm - 6:35 pmORD-RSW
3h 02mnonstop
$119United Airlines
Find Deal
lun., mar. 17
7:02 pm - 11:02 pmORD-RSW
3h 00mnonstop
$144American Airlines
Find Deal
vie., mar. 14
5:35 am - 9:29 amORD-RSW
2h 54mnonstop
7:30 am - 9:39 amRSW-ORD
3h 09mnonstop
$87Spirit Airlines
Find Deal
mar., ene. 28 - jue., ene. 30
6:15 pm - 10:16 pmORD-RSW
3h 01mnonstop
7:30 am - 9:39 amRSW-ORD
3h 09mnonstop
$102Spirit Airlines
Find Deal
dom., ene. 26 - jue., ene. 30
5:35 am - 9:29 amORD-RSW
2h 54mnonstop
10:52 am - 12:57 pmRSW-ORD
3h 05mnonstop
$104Spirit Airlines
Find Deal
dom., ene. 26 - jue., ene. 30
5:37 pm - 9:38 pmORD-RSW
3h 01mnonstop
10:28 pm - 12:48 amRSW-ORD
3h 20mnonstop
$151Frontier
Find Deal
dom., ene. 26 - dom., feb. 2
5:35 am - 9:29 amORD-RSW
2h 54mnonstop
12:32 pm - 2:52 pmRSW-ORD
3h 20mnonstop
sáb., ene. 25 - jue., ene. 30
5:35 am - 9:29 amORD-RSW
2h 54mnonstop
2:57 pm - 5:17 pmRSW-ORD
3h 20mnonstop
mar., ene. 28 - sáb., feb. 1
11:30 am - 3:20 pmMDW-RSW
2h 50mnonstop
6:50 am - 8:50 amRSW-MDW
3h 00mnonstop
$612Southwest
Find Deal
sáb., ene. 25 - dom., feb. 2
11:25 am - 4:55 pmMDW-RSW
4h 30m1 stop
6:50 am - 8:50 amRSW-MDW
3h 00mnonstop
$618Southwest
Find Deal
sáb., ene. 25 - dom., feb. 2
1:26 pm - 11:32 pmMDW-RSW
9h 06m1 stop
6:50 am - 11:59 amRSW-MDW
6h 09m1 stop
$672Delta
Find Deal
mar., ene. 28 - dom., feb. 2
9:34 am - 3:58 pmMDW-RSW
5h 24m1 stop
12:49 pm - 6:14 pmRSW-MDW
6h 25m1 stop
$907Delta
Find Deal
sáb., ene. 25 - mié., ene. 29
8:19 pm - 12:20 amORD-RSW
3h 01mnonstop
4:28 pm - 6:47 pmRSW-ORD
3h 19mnonstop
dom., mar. 9 - mar., mar. 11
10:22 am - 2:23 pmORD-RSW
3h 01mnonstop
4:28 pm - 6:47 pmRSW-ORD
3h 19mnonstop
lun., mar. 3 - mar., mar. 11
10:22 am - 2:23 pmORD-RSW
3h 01mnonstop
6:00 am - 8:20 amRSW-ORD
3h 20mnonstop
$73Frontier
Find Deal
lun., mar. 3 - jue., mar. 6
8:19 pm - 12:20 amORD-RSW
3h 01mnonstop
5:45 am - 7:57 amRSW-ORD
3h 12mnonstop
dom., mar. 9 - mié., mar. 19
10:22 am - 2:23 pmORD-RSW
3h 01mnonstop
3:53 pm - 6:13 pmRSW-ORD
3h 20mnonstop
$76Frontier
Find Deal
lun., feb. 17 - vie., feb. 21
5:45 am - 9:35 amORD-RSW
2h 50mnonstop
6:00 am - 8:20 amRSW-ORD
3h 20mnonstop
mar., mar. 4 - mar., mar. 11
5:35 am - 9:29 amORD-RSW
2h 54mnonstop
11:58 am - 2:09 pmRSW-ORD
3h 11mnonstop
$80Spirit Airlines
Find Deal
dom., feb. 9 - sáb., feb. 15
5:45 am - 9:35 amORD-RSW
2h 50mnonstop
11:58 am - 2:09 pmRSW-ORD
3h 11mnonstop
$84Spirit Airlines
Find Deal
mar., feb. 18 - vie., feb. 21
9:05 pm - 12:50 amMDW-RSW
2h 45mnonstop
6:15 am - 8:15 amRSW-MDW
3h 00mnonstop
$217Southwest
Find Deal
jue., mar. 6 - mar., mar. 11
6:30 pm - 10:15 pmMDW-RSW
2h 45mnonstop
5:10 am - 7:10 amRSW-MDW
3h 00mnonstop
$237Southwest
Find Deal
lun., may. 5 - lun., may. 12

Spirit Airlines flights from Chicago to Fort Myers

Our best Spirit Airlines deals on Chicago to Fort Myers flight tickets
Spirit Airlines
Feb 18
ORD5:45 amChicago O'Hare Intl
2h 50m
RSW9:35 amFort Myers SW Florida Intl
Feb 21
RSW11:58 amFort Myers SW Florida Intl
3h 11m
ORD2:09 pmChicago O'Hare Intl
Spirit Airlines
Feb 9
ORD6:15 pmChicago O'Hare Intl
3h 01m
RSW10:16 pmFort Myers SW Florida Intl
Feb 15
RSW11:58 amFort Myers SW Florida Intl
3h 11m
ORD2:09 pmChicago O'Hare Intl
Spirit Airlines
Feb 9
ORD5:35 amChicago O'Hare Intl
2h 54m
RSW9:29 amFort Myers SW Florida Intl
Feb 15
RSW11:58 amFort Myers SW Florida Intl
3h 11m
ORD2:09 pmChicago O'Hare Intl

Frontier flights from Chicago to Fort Myers

Our best Frontier deals on Chicago to Fort Myers flight tickets
Frontier
Feb 9
ORD5:37 pmChicago O'Hare Intl
3h 01m
RSW9:38 pmFort Myers SW Florida Intl
Feb 15
RSW8:16 pmFort Myers SW Florida Intl
3h 20m
ORD10:36 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
Mar 3
ORD10:22 amChicago O'Hare Intl
3h 01m
RSW2:23 pmFort Myers SW Florida Intl
Mar 13
RSW6:00 amFort Myers SW Florida Intl
3h 20m
ORD8:20 amChicago 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 $226. 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?

You are more likely to see cheaper flights to Fort Myers from Chicago when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Fort Myers for around $280 when searching 4 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Fort Myers from Chicago for as low as $221 on momondo.

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.

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

As of January 2025, prices for Chicago to Fort Myers flights are approximately 43% more expensive 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 $67.
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)

  • Is flying the cheapest way to get from Chicago to Fort Myers?

    Planning to book a flight from Chicago to Fort Myers can be a safe bet when looking for a low-cost deal to your destination. Currently, a train and a bus are priced higher than the cost of a flight. You can search prices for a train from Chicago starting at $455 to Fort Myers or a bus from Chicago to Fort Myers starting at $650 if that is your preferred method of transportation.

  • 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.

  • What is the carbon footprint of flying from Chicago to Fort Myers SW Florida Intl?

    Flying from Chicago to Fort Myers SW Florida Intl has a carbon footprint of about 854lb. Flight search results on momondo can be sorted by their carbon footprint. The carbon footprint of this journey by train would be 241lb - a 72% reduction. The footprint of a bus to Fort Myers SW Florida Intl from Chicago is about 152lb (83% less than flying).

  • 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 $57Free CancellationRating
6.0
3,440 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $74Free CancellationRating
6.3
8,108 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $95Free CancellationRating
7.4
8,971 reviews
Search United Airlines flights
Sun Country AirPriceFrom $134Free CancellationRating
7.0
386 reviews
Search Sun Country Air flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $216Free CancellationRating
8.0
8,508 reviews
Search Delta flights
SouthwestPriceFrom $235Free CancellationRating
8.1
4,647 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Fort Myers

    Southwest operates around 23 flights from Chicago to Fort Myers every week. The average price of these flights found in the last 72 hours has been $426, 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 4,647 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 $361 round-trip. United Airlines operates 25 flights out of Chicago into Fort Myers in an average week, so prices vary by time and availability. 8,971 United Airlines reviews by users on momondo have scored the airline at 7.4/10.


Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Sanibel
Fort Myers Beach
Cape Coral
North Fort Myers
Estero
Captiva
Lehigh Acres
Boca Grande

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.


Choose the best way to get from Chicago to Fort Myers

Buses

49h 50m
$325 one-way$650 round-trip
Nonstop · from $650

Distance to downtown

US31464734.5 mi
153lb CO2

82% less than flights

Find Buses

Chicago to Fort Myers Buses

Trains

46h 06m
$261 one-way$455 round-trip
Nonstop · from $455

Distance to downtown

9OL1.1 mi
PK60.8 mi
242lb CO2

72% less than flights

Find Trains

Chicago to Fort Myers Trains

Flights

2h 45m
$36 one-way$67 round-trip
Nonstop · from $67

Distance to downtown

RSW10.0 mi

An easier way to manage your Fort Myers trip

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