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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)

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

Round-trip from

$70

From Fort Myers to Chicago

One-way from

$49

One-way flight 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 45% 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 33% on your trip compared to booking a flight in the morning.

Cheap flights from Fort Myers to Chicago in January, February 2021

The best prices found for RSW to CHI flights for January, February
18 Feb - 3 Mar
$46pp
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
27 Jan - 31 Jan
$48pp
RSW
Fort Myers SW Florida Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
RSW
Fort Myers SW Florida Intl
10 Feb - 15 Feb
$51pp
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
18 Feb - 3 Mar
$46pp
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
27 Jan - 31 Jan
$48pp
RSW
Fort Myers SW Florida Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
RSW
Fort Myers SW Florida Intl
3 Mar - 8 Mar
$49pp
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
18 Feb - 3 Mar
$46pp
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
27 Jan - 31 Jan
$48pp
RSW
Fort Myers SW Florida Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
RSW
Fort Myers SW Florida Intl
3 Mar - 8 Mar
$49pp
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
27 Jan - 31 Jan
$46pp
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
27 Jan - 31 Jan
$48pp
RSW
Fort Myers SW Florida Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
RSW
Fort Myers SW Florida Intl
28 Jan - 31 Jan
$54pp
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
6:58 am - 9:18 am
American Airlines
Nonstop
3h 20m
RSW - ORD
American Airlines
3:20 pm - 4:36 pm
Frontier
1 Stop
26h 16m
RSW - ORD
Frontier
$73
Kiwi.com
9:10 am - 3:51 am
Spirit Airlines
2 Stops
19h 41m
RSW - ORD
Spirit Airlines
$75
Gotogate

Related info for your journey

Useful info, stats and facts about Fort Myers to Chicago 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.

What safety measures are being taken by airlines flying from Fort Myers SW Florida Intl to Chicago to control the spread of COVID-19?

New policies can now be found on Delta to help keep travelers safe while flying. New policies for travelers booking flights from Fort Myers SW Florida Intl to Chicago include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

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.

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 $46, but on average you can expect to pay $60.

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 $60.

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.

How long is the flight from Fort Myers to Chicago?

Departing from Fort Myers to Chicago will take you 3h. 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 $46. Additional round-trip tickets that might be worth considering are offered by Frontier and American Airlines, with the lowest prices starting at $55 and $83, respectively. These flights start at 65% lower than the current average price 3 months from now.

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

$19 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 American Airlines, with prices starting from $28 and $42, respectively.

Alternative routes for Fort Myers to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Fort Myers to Chicago
Flight duration
3h 01m
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

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

Morning 6 AM to noon 50% of RSW to CHI departures
Afternoon Noon to 6 PM 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
Sunday
17 daily flights
Monday
14 daily flights
Tuesday
12 daily flights
Wednesday
12 daily flights
Thursday
16 daily flights
Friday
16 daily flights
Saturday
12 daily flights
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