$105 Find Cheap Flights from Fort Myers to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Fort Myers to Illinois departing on 5/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Fort Myers to Illinois.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Fort Myers to Illinois.
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Cheap Flights from Fort Myers to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicago1 stop$211
Moline
Moline1 stop$339
Peoria
Peoria1 stop$261
Bloomington
Bloomington1 stop$339
Springfield
Springfield1 stop$521
St. Louis
St. Louis1 stop$353
Chicago
Chicago1 stop$211
Moline
Moline1 stop$339
Peoria
Peoria1 stop$261
Bloomington
Bloomington1 stop$339
Springfield
Springfield1 stop$521
St. Louis
St. Louis1 stop$353

Book Cheap Fort Myers to Illinois Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Fort Myers to Illinois that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Fort Myers to Illinois

Mon, May 11 - Fri, May 15
Frontier Logo
6:42 pm - 8:32 pm
RSW
-
ORD
26h 50m
1 stop
Frontier Logo
9:37 pm - 4:39 pm
ORD
-
RSW
18h 02m
1 stop
$211Frontier
Mon, May 11 - Fri, May 15
Frontier Logo
6:42 pm - 8:32 pm
RSW
-
ORD
26h 50m
1 stop
Frontier Logo
9:37 pm - 4:39 pm
ORD
-
RSW
18h 02m
1 stop
$232Frontier
Sat, Jun 27 - Sat, Jul 4
American Airlines Logo
6:15 am - 8:37 am
RSW
-
ORD
3h 22mnonstop
American Airlines Logo
6:50 am - 10:44 am
ORD
-
RSW
2h 54mnonstop
$241American Airlines
Wed, Jul 15 - Tue, Jul 28
United Airlines Logo
12:28 pm - 7:06 pm
RSW
-
PIA
7h 38m
1 stop
United Airlines Logo
1:21 pm - 8:34 pm
PIA
-
RSW
6h 13m
1 stop
$261United Airlines
Tue, Jun 16 - Sat, Jun 20
American Airlines Logo
11:34 am - 1:56 pm
RSW
-
ORD
3h 22mnonstop
American Airlines Logo
7:52 pm - 11:50 pm
ORD
-
RSW
2h 58mnonstop
$266American Airlines
Wed, Jul 15 - Wed, Jul 29
United Airlines Logo
12:59 pm - 7:06 pm
RSW
-
PIA
7h 07m
2 stops
United Airlines Logo
1:21 pm - 8:34 pm
PIA
-
RSW
6h 13m
1 stop
$266United Airlines
Tue, May 19 - Tue, May 19
Southwest Logo
7:00 am - 8:55 am
RSW
-
MDW
2h 55mnonstop
Southwest Logo
4:05 pm - 7:50 pm
MDW
-
RSW
2h 45mnonstop
$291Southwest
Sat, Oct 10 - Mon, Oct 12
Southwest Logo
7:45 am - 9:35 am
RSW
-
MDW
2h 50mnonstop
Southwest Logo
6:45 pm - 10:20 pm
MDW
-
RSW
2h 35mnonstop
$292Southwest
Wed, May 27 - Wed, Jun 3
Delta Logo
8:00 am - 1:02 pm
RSW
-
EVV
6h 02m
1 stop
Delta Logo
1:42 pm - 8:44 pm
EVV
-
RSW
6h 02m
1 stop
$331Delta
Wed, May 13 - Mon, May 18
Delta Logo
5:59 pm - 10:21 pm
RSW
-
MLI
5h 22m
1 stop
Delta Logo
5:17 pm - 12:27 am
MLI
-
RSW
6h 10m
1 stop
$343Delta
Booking Insights

KAYAK's insights & trends for Fort Myers to Illinois flights

Get data-powered insights and trends into flights from Fort Myers to Illinois to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Fort Myers to Illinois?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Fort Myers to Illinois departing in May.

What is the cheapest Fort Myers to Illinois flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Illinois from Fort Myers found in the last 72 hours was to Chicago, at $195 round-trip. The most popular route is from Fort Myers (RSW) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $195.

What is the cheapest time of day to fly to Illinois?

The average price for all round-trip flights from Fort Myers to Illinois depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $191 on average. Morning departures are around 12% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the evening, which is peak travel time and where the average cost of a ticket is $368.

Can I save money by flying with a layover from Fort Myers to Illinois?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $355, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Fort Myers to Illinois?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Fort Myers to Illinois, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Fort Myers to Illinois is September, when tickets cost $30 (return) on average. On the other hand, the most expensive months are April and November, when the average cost of round-trip tickets is $77 and $74 respectively.

What’s the cheapest day of the week to fly from Fort Myers to Illinois?

The average price of all round-trip flights from Fort Myers to Illinois clicked on KAYAK for each day over the last 12 months.

For Fort Myers to Illinois, Friday is the cheapest day to fly on average and Monday is the most expensive. Flying from Illinois back to Fort Myers, the best deals are generally found on Wednesday, with Sunday being the most expensive.

How far in advance should I book a flight from Fort Myers to Illinois?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Fort Myers to Illinois, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Fort Myers to Illinois, you should book around 2 weeks before departure, which saves you about 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$102
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Fort Myers to Chicago O'Hare Airport

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Fort Myers to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Fort Myers to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Fort Myers to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Fort Myers to Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Fort Myers to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Fort Myers to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Fort Myers to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Fort Myers to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from Fort Myers to the following destinations at these prices or less: Chicago $145 one-way - $298 round-trip

Reviews of the top 5 airlines serving from Fort Myers to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Fort Myers to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Fort Myers to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4314 reviews
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
Airline reviews

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

4.0 OkayCrystal, Apr 2026
MSY - MDW
Read more Southwest reviews

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

I liked it better when you were truer to your roots Am paying more for less fun

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

Long layover between flights to Long Island from BWI - need better coordination between flights

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Boarding was quick and efficient. We arrived at our destination early.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

My first time experience with Spirit Air was not good at all.The reason i did not know to cancel 24Hrs before flight depature you do charge cancellation fee. It's ridiculous policy.Actually you should provide full voucher instead of charging cancellation fee. Confirmation Code# ZNVPHG Thanks Much , Rita S

That this is my second time the they cancel flights and they always wait until the last minute to let people know

Spirit is awful. Do not fly spirit. Nothing but delays, cancellations.

Nothing. We didn’t even have a pilot until one hour after our flight was set to depart and now we are waiting for a gate on a very hot packed aircraft. Spirit has lost its goddamn minds and we will never fly again. On the way down the delay went from 5 minutes to 6 hours to cancelled.

Delayed 11 hours with two being on our destinations tarmac, no compensation or refund and was told I would actually get charged a $200 cancellation fee if I decided to switch airlines for my return flight. For their inconvenience they gave a $10 meal voucher to split between two people in a airport.

Like Spirit but bad that you have to pay for water 🙃

If there are delays, it takes less than a minute for a Spirit employee to make an announcement. It’s very simple.

For a change, friendly staff at check-in and in flight.

Delayed both in takeoff and landing, trash plane no amenities, I've said it before but I'll never fly Spirit again.

Staff was good! Didn't like how slow the luggage return was

It was an early flight and most people napped/slept and the crew let us which was nice.

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

The experience was good. No frills but I got there safe and sound and on time.

Everything you need to know for your flight from Fort Myers to Illinois

Information on your arrival and departure airports