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Cheap flights from Fort Myers to Chicago from $40

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 12/13. 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 Fort Myers to Chicago

Cheap round-trip flights

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

Cheap last minute flights

Planning a quick getaway from Fort Myers to Chicago? 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 Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Fort Myers to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
12:22 pm - 2:48 pmRSW-ORD
3h 26mnonstop
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
$57Frontier
Find Deal
Thu, Jan 9 - Sun, Jan 12
2:57 pm - 5:26 pmRSW-ORD
3h 29mnonstop
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
$82Frontier
Find Deal
Sat, Jan 11 - Sun, Jan 12
9:10 pm - 11:11 pmRSW-ORD
3h 01mnonstop
8:20 am - 12:23 pmORD-RSW
3h 03mnonstop
$96Spirit Airlines
Find Deal
Fri, Dec 13 - Tue, Dec 17
9:10 pm - 11:11 pmRSW-ORD
3h 01mnonstop
6:05 am - 10:04 amORD-RSW
2h 59mnonstop
$97Spirit Airlines
Find Deal
Wed, Dec 11 - Wed, Dec 18
5:28 pm - 7:45 pmRSW-ORD
3h 17mnonstop
7:15 pm - 11:16 pmORD-RSW
3h 01mnonstop
$188American Airlines
Find Deal
Fri, Feb 14 - Sun, Feb 16
12:04 pm - 6:54 pmRSW-ORD
7h 50m1 stop
8:50 am - 4:07 pmORD-RSW
6h 17m1 stop
$193United Airlines
Find Deal
Wed, Jan 15 - Sun, Jan 19
5:40 pm - 7:40 pmRSW-MDW
3h 00mnonstop
7:00 pm - 10:50 pmMDW-RSW
2h 50mnonstop
$210Southwest
Find Deal
Thu, Jan 9 - Sun, Jan 12
6:45 am - 8:45 amRSW-MDW
3h 00mnonstop
6:50 pm - 10:40 pmMDW-RSW
2h 50mnonstop
$219Southwest
Find Deal
Thu, Feb 27 - Mon, Mar 3
12:04 pm - 6:54 pmRSW-ORD
7h 50m1 stop
7:15 am - 11:21 amORD-RSW
3h 06mnonstop
$244United Airlines
Find Deal
Wed, Jan 22 - Sat, Feb 1
5:29 pm - 7:45 pmRSW-ORD
3h 16mnonstop
12:31 pm - 8:41 pmORD-RSW
7h 10m1 stop
$253American Airlines
Find Deal
Thu, Feb 6 - Mon, Feb 10
9:10 pm - 11:11 pmRSW-ORD
3h 01mnonstop
$40Spirit Airlines
Find Deal
Fri, Dec 13
9:57 am - 12:12 pmRSW-ORD
3h 15mnonstop
$44Frontier
Find Deal
Thu, Feb 20
7:30 pm - 9:47 pmRSW-ORD
3h 17mnonstop
$70United Airlines
Find Deal
Wed, Feb 19
11:15 am - 1:20 pmRSW-MDW
3h 05mnonstop
$70Southwest
Find Deal
Sat, Jan 11
12:04 pm - 6:54 pmRSW-ORD
7h 50m1 stop
$75United Airlines
Find Deal
Tue, Jan 28
6:10 am - 1:29 pmRSW-ORD
8h 19m1 stop
$95JetBlue
Find Deal
Sat, Dec 14
7:00 am - 9:00 amRSW-MDW
3h 00mnonstop
$99Southwest
Find Deal
Sun, Jan 19
6:10 am - 3:53 pmRSW-ORD
10h 43m1 stop
$101JetBlue
Find Deal
Mon, Dec 16
8:00 am - 1:08 pmRSW-MDW
6h 08m1 stop
$108Delta
Find Deal
Wed, Jan 8
3:15 pm - 8:53 pmRSW-ORD
6h 38m1 stop
$113Delta
Find Deal
Mon, Jan 13
12:38 pm - 10:05 amRSW-ORD
22h 27m3 stops
7:49 am - 11:42 amORD-RSW
2h 53mnonstop
$303Spirit Airlines
Find Deal
Mon, Nov 18 - Mon, Nov 25
12:38 pm - 10:05 amRSW-ORD
22h 27m3 stops
4:45 pm - 7:33 pmORD-RSW
25h 48m1 stop
$353Spirit Airlines
Find Deal
Mon, Nov 18 - Mon, Nov 25
12:42 pm - 2:41 pmRSW-ORD
2h 59mnonstop
7:39 pm - 7:33 pmORD-RSW
22h 54m2 stops
$361Spirit Airlines
Find Deal
Sat, Nov 16 - Sat, Nov 23
4:25 pm - 6:35 pmRSW-ORD
3h 10mnonstop
9:40 pm - 12:33 pmORD-RSW
13h 53m1 stop
$539United Airlines
Find Deal
Fri, Nov 15 - Fri, Nov 15
4:25 pm - 6:35 pmRSW-ORD
3h 10mnonstop
9:40 pm - 11:43 amORD-RSW
13h 03m2 stops
$548United Airlines
Find Deal
Fri, Nov 15 - Fri, Nov 15
5:31 pm - 7:45 pmRSW-ORD
3h 14mnonstop
12:39 pm - 4:26 pmORD-RSW
2h 47mnonstop
$627American Airlines
Find Deal
Sun, Nov 17 - Wed, Nov 20
9:15 pm - 11:10 pmRSW-MDW
2h 55mnonstop
6:55 am - 10:50 amMDW-RSW
2h 55mnonstop
$643Southwest
Find Deal
Sun, Nov 17 - Wed, Nov 20
5:30 am - 9:32 amRSW-MDW
5h 02m1 stop
6:00 am - 2:12 pmMDW-RSW
7h 12m1 stop
$651Delta
Find Deal
Sun, Nov 17 - Wed, Nov 20
7:35 am - 11:45 amRSW-MDW
5h 10m1 stop
6:55 am - 10:50 amMDW-RSW
2h 55mnonstop
$652Southwest
Find Deal
Sun, Nov 17 - Wed, Nov 20
1:02 pm - 7:43 pmRSW-ORD
7h 41m1 stop
10:30 am - 7:03 pmORD-RSW
7h 33m1 stop
$681Delta
Find Deal
Mon, Nov 18 - Thu, Nov 21
12:22 pm - 2:48 pmRSW-ORD
3h 26mnonstop
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
$57Frontier
Find Deal
Thu, Jan 9 - Sun, Jan 12
2:57 pm - 5:26 pmRSW-ORD
3h 29mnonstop
5:31 pm - 9:31 pmORD-RSW
3h 00mnonstop
$82Frontier
Find Deal
Sat, Jan 11 - Sun, Jan 12
9:10 pm - 11:11 pmRSW-ORD
3h 01mnonstop
8:20 am - 12:23 pmORD-RSW
3h 03mnonstop
$96Spirit Airlines
Find Deal
Fri, Dec 13 - Tue, Dec 17
9:10 pm - 11:11 pmRSW-ORD
3h 01mnonstop
6:05 am - 10:04 amORD-RSW
2h 59mnonstop
$97Spirit Airlines
Find Deal
Wed, Dec 11 - Wed, Dec 18
5:28 pm - 7:45 pmRSW-ORD
3h 17mnonstop
7:15 pm - 11:16 pmORD-RSW
3h 01mnonstop
$188American Airlines
Find Deal
Fri, Feb 14 - Sun, Feb 16
9:05 am - 11:22 amRSW-ORD
3h 17mnonstop
7:15 am - 11:21 amORD-RSW
3h 06mnonstop
$249United Airlines
Find Deal
Thu, Jan 9 - Wed, Jan 15
7:15 am - 9:10 amRSW-MDW
2h 55mnonstop
6:55 am - 10:50 amMDW-RSW
2h 55mnonstop
$258Southwest
Find Deal
Thu, Dec 12 - Mon, Dec 16
12:40 pm - 2:51 pmRSW-ORD
3h 11mnonstop
10:51 am - 2:51 pmORD-RSW
3h 00mnonstop
$267United Airlines
Find Deal
Wed, Dec 11 - Sat, Dec 14
7:15 am - 9:10 amRSW-MDW
2h 55mnonstop
6:55 am - 10:50 amMDW-RSW
2h 55mnonstop
$298Southwest
Find Deal
Thu, Dec 12 - Tue, Dec 17
3:34 pm - 5:45 pmRSW-ORD
3h 11mnonstop
8:05 am - 11:54 amORD-RSW
2h 49mnonstop
$427American Airlines
Find Deal
Thu, May 8 - Wed, May 28

Spirit Airlines flights from Fort Myers to Chicago

Our best Spirit Airlines deals on Fort Myers to Chicago flight tickets
Spirit Airlines
Dec 13
RSW9:10 pmFort Myers SW Florida Intl
3h 01m
ORD11:11 pmChicago O'Hare Intl
Dec 17
ORD8:20 amChicago O'Hare Intl
3h 03m
RSW12:23 pmFort Myers SW Florida Intl
Spirit Airlines
Dec 11
RSW9:10 pmFort Myers SW Florida Intl
3h 01m
ORD11:11 pmChicago O'Hare Intl
Dec 18
ORD6:05 amChicago O'Hare Intl
2h 59m
RSW10:04 amFort Myers SW Florida Intl
Spirit Airlines
Dec 12
RSW9:10 pmFort Myers SW Florida Intl
3h 01m
ORD11:11 pmChicago O'Hare Intl
Dec 19
ORD6:05 amChicago O'Hare Intl
2h 59m
RSW10:04 amFort Myers SW Florida Intl

Frontier flights from Fort Myers to Chicago

Our best Frontier deals on Fort Myers to Chicago flight tickets
Frontier
Jan 9
RSW12:22 pmFort Myers SW Florida Intl
3h 26m
ORD2:48 pmChicago O'Hare Intl
Jan 12
ORD5:31 pmChicago O'Hare Intl
3h 00m
RSW9:31 pmFort Myers SW Florida Intl
Frontier
Jan 11
RSW2:57 pmFort Myers SW Florida Intl
3h 29m
ORD5:26 pmChicago O'Hare Intl
Jan 12
ORD5:31 pmChicago O'Hare Intl
3h 00m
RSW9:31 pmFort Myers SW Florida Intl
Frontier
Feb 6
RSW12:32 pmFort Myers SW Florida Intl
3h 20m
ORD2:52 pmChicago O'Hare Intl
Feb 9
ORD5:37 pmChicago O'Hare Intl
3h 01m
RSW9:38 pmFort Myers SW Florida Intl

How to get the cheapest flight ticket from Fort Myers to Chicago

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 Fort Myers to Chicago?

January. The cheapest time of year to fly to Chicago from Fort Myers is January. Most expensive is October

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

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

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

In the evening. Fort Myers to Chicago flights are approximately 28% more expensive in the morning than in the evening

What is the cheapest airline that flies to Chicago from Fort Myers?

Spirit Airlines. Spirit Airlines, American Airlines, and United Airlines are the most popular carriers operating from Fort Myers to Chicago

What is the cheapest Fort Myers to Chicago flight route?

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

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

23 days before. The cheapest time to buy a flight from Fort Myers to Chicago is approximately 23 days to departure

How many flights depart from Fort Myers to Chicago on average per day?

The number of flights available between Fort Myers and Chicago is 16 per day as of November 2024. The most frequent departure time is 12:00PM, with 80% of daily flights leaving in the afternoon.

How many flights depart from Fort Myers to Chicago on average per week?

As of November 2024, 118 flights take off from Fort Myers and land in Chicago each week. The most common flight departure day for this route is Wednesday, with 18% of weekly flights taking off on this day.

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

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

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

As of November 2024, prices for Fort Myers to Chicago flights are approximately 7% cheaper when compared to flights at the same time last year.

When to book flights from Fort Myers to Chicago

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

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

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

Best Price Found

$40

Fastest flight time

2h 53m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Fort Myers in the past 72 hours is $40. The best round-trip flight deal from Fort Myers to Chicago found on momondo in the last 72 hours is $57.
The fastest flight from Fort Myers to Chicago takes 2h 53m
Direct flights go from Fort Myers to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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

    Fort Myers SW Florida Intl and Chicago are 1101.2 mi apart from one another. Flights usually cover this in 2h 53m, depending on flying conditions and air traffic around both airports.

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

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

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

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

    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 Fort Myers SW Florida Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago 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 Chicago. 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 Fort Myers to Chicago?

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


Best airlines flying from Fort Myers to Chicago

Compare and see reviews for airlines that fly from Fort Myers to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $62Free CancellationRating
6.3
8,167 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $172Free CancellationRating
7.4
9,194 reviews
Search United Airlines flights
SouthwestPriceFrom $208Free CancellationRating
8.1
5,045 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
8.0
8,788 reviews
Search Delta flights
  • Southwest Flights From Fort Myers to Chicago

    Southwest flight deals from Fort Myers to Chicago start from $208 round-trip. Over the 20 Southwest flights for this route in a normal week, average airfare is usually $405 round-trip - but some users have found much cheaper deals with momondo.

  • United Airlines Flights From Fort Myers to Chicago

    United Airlines (7.4/10 from 9,194 reviews) operates around 28 flights from Fort Myers to Chicago in any given week. The average United Airlines airfare for this route is around $330, with deals from around $172 rare but found on momondo. Referenced prices are for round-trip Fort Myers to Chicago flight searches in the last 72 hours.


Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Fort Myers to Chicago for you.

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?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Fort Myers.

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

Yes momondo offers price alerts on flights to Chicago from Fort Myers. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago