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

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The best prices from Chicago to Fort Myers SW Florida Intl are usually found in August or July, booked 1 days in advance, depart on a Tuesday or Monday and return on a Friday

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

All the information you need to plan the best CHI to RSW flight in 2021: compare Chicago to Fort Myers flight prices with the expected peak season, weather and rainfall in Fort Myers.
CHI - RSW
Price
$92 - $242
RSW
Temperature
64.4 - 84.2 °F
RSW
Precipitation
1.7 - 10.1 inches

Popular in

December

High demand for flights, 28% potential price rise

Cheapest in

August

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

Round-trip from

$92

From Chicago (CHI) to Fort Myers SW Florida Intl

One-way from

$49

One-way flight from Chicago (CHI) to Fort Myers SW Florida Intl

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

The best pricing can be found in the month of August. Prices to Fort Myers from Chicago average $175. You can even find prices in August for less than $175, as users have found deals to Fort Myers from as low as $40. The month of December appears to be one of the more expensive times to travel to Fort Myers from Chicago. Flying in the targeted month can save you up to 38%.

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

A simple way to save on the total cost of your ticket is to fly from Chicago to Fort Myers in the morning. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight in the evening.

What is the cheapest day to fly round-trip from Chicago to Fort Myers?

Thursday flights are generally found to be more expensive for flights from Chicago to Fort Myers. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Fort Myers.

Cheap flights from Chicago to Fort Myers in October, November 2021

The best prices found for CHI to RSW flights for October, November
16 Nov - 18 Nov
$47pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
9 Nov - 18 Nov
$48pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
16 Nov - 19 Nov
$57pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Chicago to Fort Myers 2021 flight deals

Cheap flights to Fort Myers from Chicago found for this year
16 Nov - 18 Nov
$47pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
9 Nov - 18 Nov
$48pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
16 Nov - 19 Nov
$57pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Fort Myers from Chicago

Save time with Chicago to Fort Myers direct flight deals
16 Nov - 18 Nov
$47pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
9 Nov - 18 Nov
$48pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
5 Feb - 8 Feb
$53pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Fort Myers

Late deals on round-trip flights to Fort Myers from Chicago, departing today and this week
25 Oct - 6 Nov
$58pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
25 Oct - 26 Oct
$68pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
27 Oct - 3 Nov
$71pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to SW Florida Intl from Chicago

The cheapest one-way flights from Chicago to Fort Myers
10:30 am - 2:17 pm
American Airlines
Nonstop
2h 47m
ORD - RSW
American Airlines
1:44 am - 12:04 pm
Frontier
1 Stop
9h 20m
ORD - RSW
Frontier
$70
Travelocity
2:30 pm - 12:17 pm
Multiple Airlines
2 Stops
20h 47m
ORD - RSW
Multiple Airlines
$73
Kiwi.com

Related info for your journey

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

Flight FAQs

From Chicago to Fort Myers

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

Located just 10.0 mi from the city center, Fort Myers SW Florida Intl is the airport most travelers will use when flying to Fort Myers from Chicago. Booking flights from Chicago to SW Florida Intl (RSW) should be relatively easy as there are 13 daily inbound flights from Chicago from 8 different airlines.

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

Some of our airline partners flying from Chicago to Fort Myers SW Florida Intl 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 Chicago to Fort Myers for under $100 on Cheapflights?

Yes, there are multiple flights from Chicago to Fort Myers for under $100. The cheapest flight booked recently is on Frontier for just $47, but on average you can expect to pay $63.

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

Cheapflights has at least 20 direct flights from Chicago to Fort Myers under $100. A good price for a nonstop flight from Chicago to Fort Myers is less than $63.

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

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

What days are nonstop flights available from Chicago to Fort Myers?

Nonstop flights are available for this route on the following days: Sunday, Wednesday, Thursday, Friday.

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

On average, you can expect to see 5 flights from Chicago to Fort Myers a day.
Morning (6am - Noon) - 100% of flight departures

How long is the flight from Chicago to Fort Myers?

Airlines like Frontier and Spirit Airlines fly from Chicago to Fort Myers in about 2h 57m. The time it takes to get you to your destination is usually consistent. The distance between Chicago and Fort Myers is about 1129 mi. Generally, flights for this route are nonstop.

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

Flying on Frontier is currently your cheapest option to Fort Myers, with prices starting at $47. Another option worth looking into is Spirit Airlines, starting at $58 round trip. These flights start at 73% lower than the current average price 3 months from now.

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

The cheapest airlines for a one-way flight from Chicago to Fort Myers are Frontier ($27), Spirit Airlines ($28), and American Airlines ($49).

What are the most popular airlines that fly from Chicago to Fort Myers?

When booking a flight from Chicago to Fort Myers, you may want to consider flying on Major Airline, American Airlines or JetBlue as they are the most popular for this route.

What are the most reliable airlines from Chicago to Fort Myers?

No one likes to see their flight delayed. When booking a flight from Chicago to Fort Myers consider choosing Republic Airways (100%), Spirit Airlines (91%) or United Airlines (85%) as they are the most reliable in getting you off to your destination on time.

What are the cheapest flights from Chicago to Fort Myers?

While on average a flight from Chicago to Fort Myers is generally $584, our data shows the cheapest flight currently is $60. When looking at the most popular route, (Chicago O'Hare Intl - Fort Myers SW Florida Intl), you can expect to pay $48 for that flight.

COVID Restrictions

View COVID Travel Restrictions for Fort Myers, FL

Do I need a COVID test to fly to Fort Myers from Chicago?

Information is based on travel restrictions for travel to Fort Myers SW Florida Intl within the United States

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Fort Myers SW Florida Intl.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Fort Myers SW Florida Intl.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Fort Myers SW Florida Intl.

Do I need a test to fly back to Chicago from Fort Myers?

Returning to Chicago from Fort Myers SW Florida Intl

COVID-19 testing requirements
Visitors from Fort Myers SW Florida Intl must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Fort Myers SW Florida Intl are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for Fort Myers, FL

Alternative routes for Chicago to Fort Myers

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

Destination information for Fort Myers

Things to know before you go - useful duration and weather info for your trip from Chicago to Fort Myers.
Flight duration from Chicago to RSW
3h 06m

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing Fort Myers

Top 7 airlines flying from Chicago to Fort Myers SW Florida Intl

The chart below displays the airlines Cheapflights users traveling from Chicago to Fort Myers 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
$47 $153 No cancel fee 62%
Spirit Airlines
$54 $242 No cancel fee 65%
American Airlines
$67 $240 No cancel fee 71%
United Airlines
$69 $342 No cancel fee 69%
Delta
$97 $329 No cancel fee N/A
Allegiant Air
$205 $278 No cancel fee 88%
JetBlue
$258 $315 No cancel fee 62%

Hourly flight availability from Chicago to Fort Myers

See what time of day planes typically take off from Chicago towards Fort Myers.
Morning 6 AM to noon 52% of CHI to RSW departures
Afternoon Noon to 6 PM 40% of CHI to RSW departures
Evening 6 PM to midnight 5% of CHI to RSW departures
Early morning Midnight to 6 AM 3% of CHI to RSW departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to Fort Myers
See how many times per day planes take to the skies headed from Chicago to Fort Myers.
Sunday
11 daily flights
Monday
14 daily flights
Tuesday
10 daily flights
Wednesday
11 daily flights
Thursday
13 daily flights
Friday
15 daily flights
Saturday
19 daily flights
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