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Cheap flights from Chicago O'Hare Intl Airport to Fort Myers 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 Chicago O'Hare Intl Airport to Fort Myers departing on 9/3. 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 O'Hare Intl Airport to Fort Myers

Cheap round-trip flights

Spirit Airlines Logo
5:23 pm - 9:16 pmORD-RSW
2h 53mnonstop
Spirit Airlines Logo
7:00 am - 9:13 amRSW-ORD
3h 13mnonstop
$89Spirit Airlines
Find Deal
Fri, Sep 19 - Sun, Sep 21
Spirit Airlines Logo
5:23 pm - 9:16 pmORD-RSW
2h 53mnonstop
Spirit Airlines Logo
7:00 am - 9:13 amRSW-ORD
3h 13mnonstop
$92Spirit Airlines
Find Deal
Sun, Sep 7 - Fri, Sep 12
Spirit Airlines Logo
5:23 pm - 9:16 pmORD-RSW
2h 53mnonstop
Spirit Airlines Logo
7:00 am - 9:13 amRSW-ORD
3h 13mnonstop
$93Spirit Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 5
Spirit Airlines Logo
7:00 am - 10:51 amORD-RSW
2h 51mnonstop
Spirit Airlines Logo
11:56 am - 2:06 pmRSW-ORD
3h 10mnonstop
$95Spirit Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
Spirit Airlines Logo
5:23 pm - 9:16 pmORD-RSW
2h 53mnonstop
Spirit Airlines Logo
7:00 am - 9:13 amRSW-ORD
3h 13mnonstop
$97Spirit Airlines
Find Deal
Sun, Sep 7 - Thu, Sep 11
Logo
5:05 am - 12:16 pmORD-RSW
6h 11m1 stop
Logo
6:22 am - 8:16 amRSW-ORD
2h 54mnonstop
$122
Find Deal
Thu, Oct 23 - Sun, Oct 26
Logo
5:05 am - 12:16 pmORD-RSW
6h 11m1 stop
Logo
6:22 am - 8:16 amRSW-ORD
2h 54mnonstop
$129
Find Deal
Thu, Oct 23 - Thu, Oct 30
American Airlines Logo
2:44 pm - 6:50 pmORD-RSW
3h 06mnonstop
American Airlines Logo
8:00 am - 10:09 amRSW-ORD
3h 09mnonstop
$157American Airlines
Find Deal
Sat, Sep 20 - Wed, Sep 24
Frontier Logo
5:05 am - 12:16 pmORD-RSW
6h 11m1 stop
Frontier Logo
12:27 pm - 8:48 pmRSW-ORD
9h 21m1 stop
$158Frontier
Find Deal
Thu, Oct 9 - Sat, Oct 18
Frontier Logo
6:10 am - 8:58 amORD-RSW
25h 48m1 stop
Frontier Logo
7:24 pm - 3:50 pmRSW-ORD
21h 26m1 stop
$159Frontier
Find Deal
Thu, Sep 11 - Sun, Sep 14

Spirit Airlines flights from Chicago O'Hare Intl Airport to Fort Myers

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to Fort Myers flight tickets
Spirit Airlines
Sep 19
ORD5:23 pmChicago O'Hare Intl
2h 53m
RSW9:16 pmFort Myers SW Florida Intl
Sep 21
RSW7:00 amFort Myers SW Florida Intl
3h 13m
ORD9:13 amChicago O'Hare Intl
$89
Find similar
Spirit Airlines
Sep 7
ORD5:23 pmChicago O'Hare Intl
2h 53m
RSW9:16 pmFort Myers SW Florida Intl
Sep 12
RSW7:00 amFort Myers SW Florida Intl
3h 13m
ORD9:13 amChicago O'Hare Intl
$92
Find similar
Spirit Airlines
Oct 2
ORD5:23 pmChicago O'Hare Intl
2h 53m
RSW9:16 pmFort Myers SW Florida Intl
Oct 5
RSW7:00 amFort Myers SW Florida Intl
3h 13m
ORD9:13 amChicago O'Hare Intl
$93
Find similar

Frontier flights from Chicago O'Hare Intl Airport to Fort Myers

Our best Frontier deals on Chicago O'Hare Intl Airport to Fort Myers flight tickets
Frontier
Oct 9
ORD5:05 amChicago O'Hare Intl
6h 11m
1 stop
RSW12:16 pmFort Myers SW Florida Intl
Oct 18
RSW12:27 pmFort Myers SW Florida Intl
9h 21m
1 stop
ORD8:48 pmChicago O'Hare Intl
$158
Find similar
Frontier
Sep 11
ORD6:10 amChicago O'Hare Intl
25h 48m
1 stop
RSW8:58 amFort Myers SW Florida Intl
Sep 14
RSW7:24 pmFort Myers SW Florida Intl
21h 26m
1 stop
ORD3:50 pmChicago O'Hare Intl
$159
Find similar
Frontier
Aug 28
ORD5:10 amChicago O'Hare Intl
12h 17m
1 stop
RSW6:27 pmFort Myers SW Florida Intl
Sep 4
RSW7:24 pmFort Myers SW Florida Intl
5h 46m
1 stop
ORD12:10 amChicago O'Hare Intl
$186
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Fort Myers that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 18, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Fort Myers that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Fri 9/19

5:23 pm-9:16 pm

Nonstop2h 53m

Fort Myers SW Florida Intl

Sun 9/21

7:00 am-9:13 am

Nonstop3h 13m

$89

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sun 9/7

5:23 pm-9:16 pm

Nonstop2h 53m

Fort Myers SW Florida Intl

Fri 9/12

7:00 am-9:13 am

Nonstop3h 13m

$92

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 10/2

5:23 pm-9:16 pm

Nonstop2h 53m

Fort Myers SW Florida Intl

Sun 10/5

7:00 am-9:13 am

Nonstop3h 13m

$93

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Fri 11/14

7:00 am-10:51 am

Nonstop2h 51m

Fort Myers SW Florida Intl

Mon 11/17

11:56 am-2:06 pm

Nonstop3h 10m

$95

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sun 9/7

5:23 pm-9:16 pm

Nonstop2h 53m

Fort Myers SW Florida Intl

Thu 9/11

7:00 am-9:13 am

Nonstop3h 13m

$97

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 10/23

5:05 am-12:16 pm

1 stop6h 11m

Fort Myers SW Florida Intl

Sun 10/26

6:22 am-8:16 am

Nonstop2h 54m

$122

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 10/23

5:05 am-12:16 pm

1 stop6h 11m

Fort Myers SW Florida Intl

Thu 10/30

6:22 am-8:16 am

Nonstop2h 54m

$129

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sat 9/20

2:44 pm-6:50 pm

Nonstop3h 06m

Fort Myers SW Florida Intl

Wed 9/24

8:00 am-10:09 am

Nonstop3h 09m

$157

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 10/9

5:05 am-12:16 pm

1 stop6h 11m

Fort Myers SW Florida Intl

Sat 10/18

12:27 pm-8:48 pm

1 stop9h 21m

$158

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 9/11

6:10 am-8:58 am

1 stop25h 48m

Fort Myers SW Florida Intl

Sun 9/14

7:24 pm-3:50 pm

1 stop21h 26m

$159

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Fort Myers from

How to get the cheapest flight ticket from Chicago O'Hare Intl 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 O'Hare Intl Airport to Fort Myers. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $178. If you are unable to visit Fort Myers during the month of August, then departing from Chicago O'Hare Intl Airport during the month January is also very affordable. Most momondo users find prices during this month for around $219.

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

The cheapest day to depart from Chicago O'Hare Intl Airport to Fort Myers is on a Wednesday when prices can be found for as low as $263. Flights from Chicago O'Hare Intl Airport to Fort Myers on a Friday will generally be more expensive and average around $309. 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 afternoon when flights can be purchased for as low as $280. Flights at noon are often more expensive with an average ticket price of $327.

What is the cheapest Chicago O'Hare Intl to Fort Myers SW Florida Intl flight route?

Fly from Chicago O'Hare Intl to Fort Myers SW Florida Intl for the best Chicago O'Hare Intl - 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 O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Fort Myers for around $267 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Fort Myers from Chicago O'Hare Intl Airport for as low as $230 on momondo.

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

There are 4 cabin classes available to choose from on Chicago O'Hare Intl 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 O'Hare Intl Airport to Fort Myers flight prices changed over time?

As of August 2025, prices for Chicago O'Hare Intl Airport to Fort Myers flights are approximately 48% more expensive when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Fort Myers

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl 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 O'Hare Intl Airport to Fort Myers (ORD to RSW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Fort Myers

Best Price Found

$66

Fastest flight time

2h 49m

Direct flights

Every day

Airports in Fort Myers

1 airport
The best one-way flight to Fort Myers from Chicago O'Hare Intl Airport in the past 72 hours is $66. The best round-trip flight deal from Chicago O'Hare Intl Airport to Fort Myers found on momondo in the last 72 hours is $89.
The fastest flight from Chicago O'Hare Intl Airport to Fort Myers takes 2h 49m
Direct flights go from Chicago O'Hare Intl Airport to Fort Myers every day.
There is 1 airport near Fort Myers: Fort Myers SW Florida Intl (RSW)
Search flight deals

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

    There are 1112.7 mi between Chicago O'Hare Intl and Fort Myers SW Florida Intl. By plane, this route typically takes 2h 49m.

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

    Prices for flights from Chicago O'Hare Intl Airport to Fort Myers SW Florida Intl Airport refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl 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 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 O'Hare Intl Airport to Fort Myers?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Fort Myers?

Best airlines flying from Chicago O'Hare Intl Airport to Fort Myers

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Fort Myers with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $54Free CancellationRating
5.8
3,212 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $82Free CancellationRating
6.3
8,038 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $164Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $177Free CancellationRating
7.4
8,925 reviews
Search United Airlines flights
SouthwestPriceFrom $194Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
8.0
7,981 reviews
Search Delta flights

  • United Airlines Flights From Chicago O'Hare Intl Airport to Fort Myers

    United Airlines is one of the most popular airlines flying from Chicago O'Hare Intl Airport to Fort Myers, operating 9 flights/week on average for this route. A good United Airlines flight deal for Chicago O'Hare Intl Airport to Fort Myers starts from $177 round-trip, up to an average price of $365. Our users have rated United Airlines at 7.4/10.

  • American Airlines Flights From Chicago O'Hare Intl Airport to Fort Myers

    Another popular option for Chicago O'Hare Intl Airport to Fort Myers flights is American Airlines (7.2/10, 10,000 ratings). American Airlines flies from Chicago O'Hare Intl Airport to Fort Myers around 12 times per week, with deals starting from $164 round-trip and rising to an average price of around $301.

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
Captiva
Estero
North Fort Myers
Boca Grande
Lehigh Acres

Why use momondo?

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

Finding the right flight to Fort Myers from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Fort Myers quick and easy, saving you time and money.

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

All flight searches from Chicago to Fort Myers on momondo can be filtered to show those which offer flexible booking policies.

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?

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.

An easier way to manage your Fort Myers trip

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