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Cheap flights from Chicago to Fort Myers from $43

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 12/10. 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.
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
10:28 pm - 12:48 amRSW-ORD
3h 20mnonstop
$76Frontier
Find Deal
Sun, Jan 12 - Sun, Jan 19
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
10:28 pm - 12:48 amRSW-ORD
3h 20mnonstop
$77Frontier
Find Deal
Sun, Jan 12 - Sun, Jan 19
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
2:57 pm - 5:17 pmRSW-ORD
3h 20mnonstop
$91Frontier
Find Deal
Sun, Jan 12 - Sat, Jan 18
8:20 am - 12:23 pmORD-RSW
3h 03mnonstop
9:10 pm - 11:11 pmRSW-ORD
3h 01mnonstop
$101Spirit Airlines
Find Deal
Tue, Dec 10 - Fri, Dec 13
8:57 am - 12:52 pmORD-RSW
2h 55mnonstop
9:10 pm - 11:11 pmRSW-ORD
3h 01mnonstop
$114Spirit Airlines
Find Deal
Tue, Dec 3 - Tue, Dec 10
6:25 pm - 10:15 pmMDW-RSW
2h 50mnonstop
6:10 pm - 8:10 pmRSW-MDW
3h 00mnonstop
$158Southwest
Find Deal
Tue, Feb 4 - Sat, Feb 15
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
11:15 am - 1:20 pmRSW-MDW
3h 05mnonstop
$164Southwest
Find Deal
Sun, Jan 12 - Sat, Jan 18
7:15 am - 11:21 amORD-RSW
3h 06mnonstop
6:20 pm - 11:29 pmRSW-ORD
6h 09m1 stop
$187United Airlines
Find Deal
Tue, Feb 11 - Thu, Feb 27
2:00 pm - 6:05 pmORD-RSW
3h 05mnonstop
6:20 pm - 11:29 pmRSW-ORD
6h 09m1 stop
$207United Airlines
Find Deal
Sat, Feb 8 - Thu, Feb 27
10:28 am - 6:49 pmORD-RSW
7h 21m1 stop
5:28 pm - 7:45 pmRSW-ORD
3h 17mnonstop
$253American Airlines
Find Deal
Tue, Feb 11 - Thu, Feb 27
8:20 am - 12:23 pmORD-RSW
3h 03mnonstop
$43Spirit Airlines
Find Deal
Tue, Dec 10
5:37 pm - 9:38 pmORD-RSW
3h 01mnonstop
$47Frontier
Find Deal
Sun, Jan 19
5:10 pm - 9:00 pmMDW-RSW
2h 50mnonstop
$79Southwest
Find Deal
Sat, Jan 25
7:10 am - 11:14 amORD-RSW
3h 04mnonstop
$85United Airlines
Find Deal
Sun, Feb 16
6:25 pm - 10:15 pmMDW-RSW
2h 50mnonstop
$85Southwest
Find Deal
Mon, Jan 13
12:50 pm - 4:55 pmORD-RSW
3h 05mnonstop
$99United Airlines
Find Deal
Fri, Jan 17
10:05 am - 7:04 pmORD-RSW
7h 59m1 stop
$108Delta
Find Deal
Wed, Jan 15
2:15 pm - 11:28 pmMDW-RSW
8h 13m1 stop
$108Delta
Find Deal
Tue, Dec 17
2:52 pm - 10:03 pmORD-RSW
6h 11m1 stop
$168American Airlines
Find Deal
Fri, Jan 17
12:30 pm - 4:28 pmORD-RSW
2h 58mnonstop
$204American Airlines
Find Deal
Wed, Jan 1
8:57 am - 12:52 pmORD-RSW
2h 55mnonstop
9:10 pm - 11:11 pmRSW-ORD
3h 01mnonstop
$209Spirit Airlines
Find Deal
Sun, Nov 24 - Tue, Dec 10
8:57 am - 12:52 pmORD-RSW
2h 55mnonstop
9:10 pm - 11:11 pmRSW-ORD
3h 01mnonstop
$239Spirit Airlines
Find Deal
Sun, Nov 24 - Tue, Dec 10
8:57 am - 12:52 pmORD-RSW
2h 55mnonstop
5:30 pm - 4:06 pmRSW-ORD
23h 36m2 stops
$249Spirit Airlines
Find Deal
Sun, Nov 24 - Tue, Dec 10
4:48 pm - 8:33 pmORD-RSW
26h 45m1 stop
9:57 am - 12:12 pmRSW-ORD
3h 15mnonstop
$293Frontier
Find Deal
Fri, Nov 22 - Thu, Dec 19
4:48 pm - 8:33 pmORD-RSW
26h 45m1 stop
8:42 pm - 11:46 pmRSW-ORD
28h 04m1 stop
$308Frontier
Find Deal
Fri, Nov 22 - Thu, Dec 19
7:50 pm - 11:35 pmMDW-RSW
2h 45mnonstop
7:25 am - 3:40 pmRSW-MDW
9h 15m1 stop
$523Southwest
Find Deal
Mon, Nov 25 - Mon, Dec 2
4:00 pm - 10:50 pmMDW-RSW
5h 50m1 stop
7:25 am - 3:40 pmRSW-MDW
9h 15m1 stop
$532Southwest
Find Deal
Mon, Nov 25 - Mon, Dec 2
7:10 pm - 12:08 pmORD-RSW
15h 58m1 stop
1:03 pm - 7:01 pmRSW-ORD
6h 58m1 stop
$574Sun Country Air
Find Deal
Mon, Nov 25 - Mon, Dec 2
9:31 am - 4:57 pmMDW-RSW
6h 26m1 stop
3:17 pm - 9:46 pmRSW-MDW
7h 29m1 stop
$757Delta
Find Deal
Fri, Nov 22 - Thu, Nov 28
6:49 pm - 12:33 amMDW-RSW
4h 44m1 stop
1:32 pm - 5:54 pmRSW-MDW
5h 22m1 stop
$896Delta
Find Deal
Thu, Nov 21 - Sun, Nov 24
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
10:28 pm - 12:48 amRSW-ORD
3h 20mnonstop
$76Frontier
Find Deal
Sun, Jan 12 - Sun, Jan 19
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
10:28 pm - 12:48 amRSW-ORD
3h 20mnonstop
$77Frontier
Find Deal
Sun, Jan 12 - Sun, Jan 19
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
2:57 pm - 5:17 pmRSW-ORD
3h 20mnonstop
$91Frontier
Find Deal
Sun, Jan 12 - Sat, Jan 18
8:20 am - 12:23 pmORD-RSW
3h 03mnonstop
9:10 pm - 11:11 pmRSW-ORD
3h 01mnonstop
$101Spirit Airlines
Find Deal
Tue, Dec 10 - Fri, Dec 13
8:20 am - 12:23 pmORD-RSW
3h 03mnonstop
9:10 pm - 11:11 pmRSW-ORD
3h 01mnonstop
$108Spirit Airlines
Find Deal
Tue, Dec 10 - Wed, Dec 11
6:25 pm - 10:15 pmMDW-RSW
2h 50mnonstop
6:10 pm - 8:10 pmRSW-MDW
3h 00mnonstop
$158Southwest
Find Deal
Tue, Feb 4 - Sat, Feb 15
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
11:15 am - 1:20 pmRSW-MDW
3h 05mnonstop
$164Southwest
Find Deal
Sun, Jan 12 - Sat, Jan 18
6:00 am - 9:59 amORD-RSW
2h 59mnonstop
7:30 pm - 9:47 pmRSW-ORD
3h 17mnonstop
$177United Airlines
Find Deal
Thu, Feb 13 - Wed, Feb 19
7:15 pm - 11:16 pmORD-RSW
3h 01mnonstop
6:50 am - 9:02 amRSW-ORD
3h 12mnonstop
$197American Airlines
Find Deal
Thu, Feb 27 - Mon, Mar 3
6:00 am - 9:59 amORD-RSW
2h 59mnonstop
7:30 pm - 9:47 pmRSW-ORD
3h 17mnonstop
$257United Airlines
Find Deal
Thu, Feb 13 - Wed, Feb 26

Frontier flights from Chicago to Fort Myers

Our best Frontier deals on Chicago to Fort Myers flight tickets
Frontier
Jan 12
ORD5:31 pmChicago O'Hare Intl
3h 00m
RSW9:31 pmFort Myers SW Florida Intl
Jan 19
RSW10:28 pmFort Myers SW Florida Intl
3h 20m
ORD12:48 amChicago O'Hare Intl
Frontier
Jan 12
ORD5:31 pmChicago O'Hare Intl
3h 00m
RSW9:31 pmFort Myers SW Florida Intl
Jan 19
RSW10:28 pmFort Myers SW Florida Intl
3h 20m
ORD12:48 amChicago O'Hare Intl
Frontier
Jan 12
ORD5:31 pmChicago O'Hare Intl
3h 00m
RSW9:31 pmFort Myers SW Florida Intl
Jan 18
RSW2:57 pmFort Myers SW Florida Intl
3h 20m
ORD5:17 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
Dec 10
ORD8:20 amChicago O'Hare Intl
3h 03m
RSW12:23 pmFort Myers SW Florida Intl
Dec 13
RSW9:10 pmFort Myers SW Florida Intl
3h 01m
ORD11:11 pmChicago O'Hare Intl
Spirit Airlines
Dec 3
ORD10:01 amChicago O'Hare Intl
2h 59m
RSW2:00 pmFort Myers SW Florida Intl
Dec 10
RSW9:10 pmFort Myers SW Florida Intl
3h 01m
ORD11:11 pmChicago O'Hare Intl
Spirit Airlines
Dec 3
ORD8:57 amChicago O'Hare Intl
2h 55m
RSW12:52 pmFort Myers SW Florida Intl
Dec 17
RSW9:10 pmFort Myers SW Florida Intl
3h 01m
ORD11:11 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 cheapest month to fly from Chicago to Fort Myers?

August. The cheapest time of year to fly to Fort Myers from Chicago is August. Most expensive is March

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

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Thursday

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

In the evening. Chicago to Fort Myers flights are approximately 25% more expensive at noon than in the evening

What is the cheapest Chicago to Fort Myers flight route?

Chicago O'Hare Intl - Fort Myers SW Florida Intl. Fly from Chicago O'Hare Intl to Fort Myers SW Florida Intl for the best Chicago - Fort Myers flight prices

How far in advance should you book Chicago to Fort Myers flights?

27 days before. The cheapest time to buy a flight from Chicago to Fort Myers is approximately 27 days to departure

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

No. A direct flight is the cheapest option for a flight between Chicago to Fort Myers.

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

As of November 2024, prices for Chicago to Fort Myers flights are approximately 15% 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

$43

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 $43. The best round-trip flight deal from Chicago to Fort Myers found on momondo in the last 72 hours is $76.
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 $62Free CancellationRating
6.1
3,539 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $63Free CancellationRating
6.3
8,174 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $95Free CancellationRating
7.4
9,171 reviews
Search United Airlines flights
Sun Country AirPriceFrom $120Free CancellationRating
7.0
415 reviews
Search Sun Country Air flights
DeltaPriceFrom $144Free CancellationRating
8.0
8,756 reviews
Search Delta flights
American AirlinesPriceFrom $159Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $230Free CancellationRating
8.1
5,014 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 $468, but momondo users have found Southwest deals from Chicago to Fort Myers from as low as $230 round-trip. Southwest has been scored 8.1/10 in 5,014 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 $364 round-trip. United Airlines operates 28 flights out of Chicago into Fort Myers in an average week, so prices vary by time and availability. 9,171 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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