$112 Find Cheap Flights from Fort Myers to Illinois - Compare and Save

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 10/23. 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.
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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$279
Moline
Moline1 stop$329
Peoria
Peoria1 stop$300
Bloomington
Bloomington1 stop$329
Springfield
Springfield1 stop$491
St. Louis
St. Louisnonstop$297
Chicago
Chicago1 stop$279
Moline
Moline1 stop$329
Peoria
Peoria1 stop$300
Bloomington
Bloomington1 stop$329
Springfield
Springfield1 stop$491
St. Louis
St. Louisnonstop$297

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

Thu, Oct 22 - Mon, Oct 26
Multiple Airlines Logo
12:45 pm - 6:24 pm
RSW
-
ORD
6h 39m
1 stop
Multiple Airlines Logo
2:15 pm - 11:37 pm
ORD
-
RSW
8h 22m
1 stop
$279Multiple Airlines
Sat, Sep 19 - Thu, Sep 24
American Airlines Logo
11:56 am - 2:15 pm
RSW
-
ORD
3h 19mnonstop
American Airlines Logo
12:11 pm - 4:07 pm
ORD
-
RSW
2h 56mnonstop
$283American Airlines
Mon, Sep 21 - Tue, Sep 29
United Airlines Logo
9:15 am - 11:29 am
RSW
-
ORD
3h 14mnonstop
United Airlines Logo
4:30 pm - 8:36 pm
ORD
-
RSW
3h 06mnonstop
$283United Airlines
Thu, Oct 1 - Mon, Oct 5
United Airlines Logo
2:14 pm - 4:24 pm
RSW
-
ORD
3h 10mnonstop
United Airlines Logo
4:30 pm - 8:36 pm
ORD
-
RSW
3h 06mnonstop
$283United Airlines
Thu, Aug 20 - Sat, Aug 22
Southwest Logo
11:55 am - 1:45 pm
RSW
-
MDW
2h 50mnonstop
Southwest Logo
11:00 am - 2:40 pm
MDW
-
RSW
2h 40mnonstop
$283Southwest
Mon, Sep 14 - Wed, Sep 16
Southwest Logo
5:25 pm - 7:15 pm
RSW
-
MDW
2h 50mnonstop
Southwest Logo
6:00 pm - 9:50 pm
MDW
-
RSW
2h 50mnonstop
$283Southwest
Tue, Oct 13 - Sat, Oct 17
American Airlines Logo
8:18 am - 10:40 am
RSW
-
ORD
3h 22mnonstop
American Airlines Logo
6:50 pm - 10:52 pm
ORD
-
RSW
3h 02mnonstop
$283American Airlines
Thu, Oct 22 - Mon, Oct 26
Multiple Airlines Logo
12:45 pm - 6:24 pm
RSW
-
ORD
6h 39m
1 stop
Multiple Airlines Logo
2:15 pm - 11:37 pm
ORD
-
RSW
8h 22m
1 stop
$284Multiple Airlines
Sun, Dec 6 - Sun, Dec 13
Frontier Logo
3:53 pm - 6:14 pm
RSW
-
ORD
3h 21mnonstop
Frontier Logo
10:52 am - 2:58 pm
ORD
-
RSW
3h 06mnonstop
$285Frontier
Thu, Dec 10 - Sun, Dec 13
Frontier Logo
3:53 pm - 6:14 pm
RSW
-
ORD
3h 21mnonstop
Frontier Logo
10:52 am - 2:58 pm
ORD
-
RSW
3h 06mnonstop
$285Frontier
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 October.

Flight prices are typical for this route right now.

Flights to Illinois from Fort Myers usually cost between $200 and $320 in October.
The lowest price found in the past 5 days was $279 on Multiple Airlines (Oct 22-Oct 26).

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 5 days was to Chicago, at $255 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 5 days was $257.

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 $332 on average. Morning departures are around 5% 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 $402.

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 $364, 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 February, when tickets cost $195 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $356 and $349 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, Thursday 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 Friday 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 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low season

February

Cheapest flight

$112
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 32% increase in price.
Flight from Fort Myers to St. Louis

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 $236 one-way - $338 round-trip; Chicago $196 one-way - $335 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 4228 reviews
8.6Crew
8.1Boarding
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

2.0 MediocreAnonymous, May 2026
MCO - MDW
Read more Southwest reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

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.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

The flight was great. We were not offered any beverages though. And there was no real turbulence, so not sure why.

There were 20 wheel chairs to pre- board… suggestion for those that can walk to do so, and wouldn’t loose pre- board. Prob half of them walked. Our flight was over 45 minutes late, weather related we were told… hummm. We almost missed our connection in Baltimore. My A-27 boarding placement on Baltimore flight I paid $25 for had already gotten on plane. So lost that too. No time for lunch… no service on Baltimore to Hartford flight. No one checked that seat belts fastened etc. before that flight landed… The whole thing was just very stressful. I just don’t remember a Southwest experience being that way before.

Not good.,At first delayed due to weather, then still had to load all the luggage, then a mechanical issue. Upon finally arriving, clothes wet as suitcases sat out in the rain. In a hard side suitcase! Ruined some paper items inside. Not happy!

very disappointed by plane having no power outlets for our electronics

I like SW’s approach to seating. This flight was about 1/2 hr late. The seats are uncomfortable. The snacks have too many ingredients to be food.

Noticed the width between seats seemed less. I wasn’t very comfortable. I’m of regular weight btw. We got graham cracker cookie snack, no choices. The bathrooms toilet roll was broken, and the light wouldn’t come on when I tried to close bathroom door.. I wasn’t sure it was locked?

Horrible experience. They delayed our flight 7 hours!! We had to seat at the airport with kids on 4th July all day!

Flights were on time. Free Wifi on plane. Everything was well organized.

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Liked the hospitality . The ight took us 6 hrs to get from fort myers to ewr.

Received an email the night before showing that there would be seatback entertainment on our flight. We get on and there was no seatback entertainment. And then it was a scramble to try to set up the iPads for the kids before takeoff so they could watch something for the four hour flight.

The Wi-Fi was unavailable on this flight for some reason.

The flight was clean and on time, the crew were all very nice and we got the seats we booked. Plenty of food and beverages. The seats are too close so it’s very difficult to try and sleep comfortably.

Good flight, comfortable seats and very quick passage through Heathrow. Boarding in Washington was cramped and not well organized, but the rest was perfect.

- flight was delayed several hours due to weather (understandable) - flight delayed further and we were told by attendants "we are not sure where the pilots are but they are on their way" as we have to find different pilots for the flight - announcements over the PA were somewhat unprofessional by the attendants, seems they need more training and were not reading off the script. They showed their young age and immaturity in their communications with the passengers. They were not clear and lacked professional communication language. - going from a hub to hub we were also parked at the tarmac at ohare for an additional hour and kept being told "few more minutes". Please just let the passengers know the real wait time instead of hiding the truth. We understand there is traffic and weather delays, but we just want transparency. There are several logistics of our lives that revolve around what the attendants and pilots are sharing with us but they are not being transparant.

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

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.

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.

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

It was my second AA flight in a week where there was no air movement. Initially, I just thought it was me however, as we were getting off the airplane, several individuals were commenting on how stuffy and hot the cabin was on the flight. This was the second flight in a week that was like this - very odd

6-hour delay ON the plane in Minneapolis. Missed connecting flight from Dallas to Albuquerque!!

Honestly the only poor experience was the lady at American Air line check in in Fort Myers airport. Who didn't listen when I said i already paid for my bags online and she tried to charge me $40. When I clicked cancel on the kiosk she scolded me and sent me to "full service check in". To which that gentleman was very nice and I proceeded to pay nothing more, like I expected.

My checked in luggage cost was $59, almost ticket price. The first 13 rows were empty, but fly attendant did not alow women with little boy change her middle sit, sweet boy was crying, I am so sorry for mother and passengers. At the end of the flight the cabin became impossible cold. Only good was timing of departure and early landing, but it suppose to be normal.

I tried to book a flight with Jet Blue. Your third party company hijacked my attempt with a website that looked like I was booking with Jet Blue. I realized it when I paid. I tried to cancel and was told by a man in India that there were no refunds. $735 stolen, Thanks Kayak!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

Boarding was easy. Provided drinks and snacks. Good aircraft and staff

Flight was quick, less time than expected, and the attendants all friendly and helpful. We had paid extra for more leg room and were very comfortable. Haven't flown JetBlue in quite a while. Glad to be back!

JetBlue not only has the most comfortable planes, but also used to have the best customer service. Lorie Wright, the lady at the gate was very rude not only to me, but to other passengers as well. Her colleague, the gentleman was also not very friendly. They both were acting like they were doing passengers a favor. The crew on board was very nice.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

I volunteered to let them put my carry on suitcase in the baggage storage area. But when we landed I was told it was being unloaded IN A DIFFERENT TERMINAL! I had to walk (painful for me) a long way to retrieve my bag and my ride had to move from the waiting area they were in to a totally different one. Not happy.

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

My experience with JetBlue was fantastic! The service was top-notch, the flight was smooth, and the staff were friendly and helpful. I would definitely fly with them again.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

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.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

The trip was unremarkable which is good. Crew was very professional and courteous.

I am HIGHLY unhappy with the amount of money I spent on the flight. Paid in advance only to find the flight at a discount price a week or so before the flight. I will not fly frontier again and have bad mouthed your business since to anyone I have spoken with about flying (which has been many a people). Crew was mediocre and instead of moving me to a spot where I could gain some leg room they sat their flight attendant there. Won’t be flying frontier in the future.

First time flying with Frontier . From buying tickets ,getting boarding pass and boarding plane was super easy. Definitely would fly again with Frontier .

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

Information on your arrival and departure airports