Cheap flights from Fort Myers to Chicago (RSW - CHI)

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The best prices from Fort Myers to Chicago are usually found in August or January, booked 15 days in advance, depart on a Friday or Thursday and return on a Tuesday

How to find the cheapest flight from
Fort Myers (RSW) to Chicago (CHI)

All the information you need to plan the best RSW to CHI flight in 2021: compare Fort Myers to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
RSW - CHI
Price
$70 - $184
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

June

High demand for flights, 28% potential price rise

Cheapest in

August

Best time to find cheap flights, 47% potential price drop

Average price

$123

Average for round-trip flights in May 2021

Round-trip from

$70

From Fort Myers to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Fort Myers to Chicago?

Leaving on a Thursday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 40% on the overall cost on flights from Fort Myers to Chicago.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 20 days in advance, which can save you up to 10% on flights from Fort Myers to Chicago compared to booking the week you need them. Waiting 20 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $137. For sooner than that we have options available in the next 3 days from $157.

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

April can be a great time to fly to Chicago from Fort Myers with a flight ticket averaging about $135. Cheapflights users have found deals in the month of April for as cheap as $33. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Fort Myers to Chicago (RSW - CHI)?

A simple way to save on the total cost of your ticket is to fly from Fort Myers to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 39% on your trip compared to booking a flight in the morning.

Cheap flights from Fort Myers to Chicago in May, June 2021

The best prices found for RSW to CHI flights for May, June
26 May - 31 May
$41pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
21 May - 23 May
$42pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
28 May - 31 May
$43pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

Fort Myers to Chicago 2021 flight deals

Cheap flights to Chicago from Fort Myers found for this year
26 May - 31 May
$41pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
21 May - 23 May
$42pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
28 May - 31 May
$43pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

Non-stop flights to Chicago from Fort Myers

Save time with Fort Myers to Chicago direct flight deals
26 May - 31 May
$41pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
21 May - 23 May
$42pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
28 May - 31 May
$43pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

Last minute flights from Fort Myers to Chicago

Late deals on round-trip flights to Chicago from Fort Myers, departing today and this week
26 May - 31 May
$41pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
21 May - 23 May
$42pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
21 May - 24 May
$47pp
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl

One-way flights to Chicago from Fort Myers

The cheapest one-way flights from Fort Myers to Chicago
6:46 am - 9:05 am
Frontier
Nonstop
3h 19m
RSW - ORD
Frontier
$72
Kiwi.com
2:49 pm - 4:56 pm
Spirit Airlines
Nonstop
3h 07m
RSW - ORD
Spirit Airlines
$85
mytrip.com
1:11 pm - 6:35 pm
American Airlines
1 Stop
6h 24m
RSW - ORD
American Airlines

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Fort Myers</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Fort Myers to Chicago

Are flight prices decreasing from Southwest Florida Intl to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Southwest Florida Intl and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Which airlines flying from Fort Myers SW Florida Intl to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Fort Myers SW Florida Intl to Chicago have new flexible policies in place due to COVID-19. Spirit Airlines, American Airlines, and United Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Spirit Airlines with this kind of flexibility.

What airport do you fly from for flights from Fort Myers to Chicago?

For a flight from Fort Myers to Chicago, you will be flying from SW Florida Intl. Fort Myers SW Florida Intl (RSW) is just 10.0 mi from the center of the city. SW Florida Intl is the only Fort Myers airport and it handles 19 outbound flights to Chicago per day. 8 airlines have flights to Chicago from Fort Myers SW Florida Intl on a regular basis.

Can I find flights from Fort Myers to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Fort Myers to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $41, but on average you can expect to pay $61.

Are there nonstop flights from Fort Myers to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Fort Myers to Chicago under $100. A good price for a nonstop flight from Fort Myers to Chicago is less than $61.

Are there last-minute flights available from Fort Myers to Chicago for under $100?

There are currently 20+ open flights from Fort Myers to Chicago within the next 7 days for less than $100.

What days are nonstop flights available from Southwest Florida Intl to Chicago?

Nonstop flights can be found on the following days: Wednesday, Thursday, Friday.

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

3 flight departures from Fort Myers SW Florida Intl to Chicago per day on average.
Morning (6am - Noon) - 67% of flight departures
Afternoon (Noon - 6pm) - 33% of flight departures

How long is the flight from Fort Myers to Chicago?

Departing from Fort Myers to Chicago will take you 2h 56m. The distance between Fort Myers and Chicago is about 1129 mi. Generally, flights for this route are nonstop.

What are the cheapest airlines flying from Fort Myers to Chicago round-trip?

Flying on Spirit Airlines is currently your cheapest option to Chicago, with prices starting at $41. Another option worth looking into is Frontier, starting at $95 round trip. These flights start at 68% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Fort Myers to Chicago one-way?

$20 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and United Airlines, with prices starting from $38 and $40, respectively.

Alternative routes for Fort Myers to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Fort Myers to Chicago.
Flight duration
3h 00m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing Fort Myers

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 5 airlines flying from Fort Myers to Chicago

The chart below displays the airlines Cheapflights users traveling from Fort Myers to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$37 $116 No cancel fee 62%
Spirit Airlines
$56 $173 No cancel fee 65%
American Airlines
$63 $197 No cancel fee 71%
United Airlines
$60 $229 No cancel fee 69%
Delta
$97 $296 No cancel fee N/A

Hourly flight availability from Fort Myers to Chicago

See what time of day planes typically take off from Fort Myers towards Chicago.
Afternoon Noon to 6 PM 50% of RSW to CHI departures
Morning 6 AM to noon 46% of RSW to CHI departures
Evening 6 PM to midnight 3% of RSW to CHI departures
Early morning Midnight to 6 AM 1% of RSW to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Fort Myers to Chicago
See how many times per day planes take to the skies headed from Fort Myers to Chicago.
Sunday
25 daily flights
Monday
18 daily flights
Tuesday
17 daily flights
Wednesday
15 daily flights
Thursday
19 daily flights
Friday
25 daily flights
Saturday
20 daily flights
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