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

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The best prices from Fort Myers SW Florida Intl to Chicago are usually found in August or January, booked 15 days in advance, depart on a Friday or Saturday and return on a Monday

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 2022: compare Fort Myers to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
RSW - CHI
Price
$70 - $184
CHI
Temperature
23 - 73.4 °F
CHI
Rainfall
1.7 - 4.9 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 2022

Round-trip from

$70

From Fort Myers SW Florida Intl to Chicago (CHI)

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?

Thursday is generally a great day to depart. Flying on this day could help you save up to 53%.

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

August is one of the best times of the year to fly to Chicago from Fort Myers. Prices for August average $132 per person but you can even find prices for as low as $34. The most expensive prices can be found in the month of June. Opting for a August flight can save you 39% on your journey compared to booking in June

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

It’s typically best to fly out from Fort Myers to Chicago in the evening. Doing so could potentially save you 32% on the flight price compared to flying in the morning, which is usually more expensive.

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

Find a great deal and save up to 23% by booking at least 15 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Fort Myers to Chicago within the next two weeks, with the cheapest ticket starting at $111.

Cheap flights from Fort Myers to Chicago in May, June 2022

The best prices found for RSW to CHI flights for May, June
17 May - 18 May
$217pp
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
17 May - 23 May
$221pp
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
17 May - 19 May
$226pp
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 SW Florida Intl to Chicago 2022 flight deals

Cheap flights to Chicago from Fort Myers found for this year
24 Aug - 31 Aug
$156pp
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
24 Aug - 31 Aug
$169pp
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
22 Sep - 27 Sep
$183pp
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
24 Aug - 31 Aug
$156pp
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
24 Aug - 31 Aug
$169pp
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
22 Sep - 27 Sep
$183pp
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
17 May - 18 May
$217pp
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
17 May - 23 May
$221pp
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
17 May - 19 May
$226pp
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
9:46 am - 5:28 pm
American Airlines
2 Stops
8h 42m
RSW - ORD
American Airlines
9:25 am - 4:06 pm
Sun Country Air
1 Stop
7h 41m
RSW - ORD
Sun Country Air
$150
Tripmonster
7:00 am - 12:49 pm
Delta
1 Stop
6h 49m
RSW - ORD
Delta
$158
Delta

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

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 17 outbound flights to Chicago per day. 11 airlines have flights to Chicago from Fort Myers SW Florida Intl on a regular basis.

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, United Airlines, and American 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 $200 on Cheapflights?

Yes, there are multiple flights from Fort Myers to Chicago for under $200. The cheapest flight booked recently is on Spirit Airlines for just $156, but on average you can expect to pay $221.

Are there nonstop flights from Fort Myers to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Fort Myers to Chicago under $200. A good price for a nonstop flight from Fort Myers to Chicago is less than $228.

Are there last-minute flights available from Fort Myers to Chicago for under $300?

There are currently 20+ open flights from Fort Myers to Chicago within the next 7 days for less than $300.

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

Days when nonstop flights are available for this flight are: Sunday, Monday.

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

Per day, 7 flights depart from Fort Myers to Chicago on average.
Morning (6am - Noon) - 29% of flight departures
Afternoon (Noon - 6pm) - 71% of flight departures

How long is the flight from Fort Myers to Chicago?

Airlines like Spirit Airlines and Sun Country Air fly from Fort Myers to Chicago in about 3h 05m. The time it takes to get you to your destination can typically vary by up to 3h 36m. Airlines will cover a distance of 1129 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

Our cheapest airline available from Fort Myers to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $156 on this airline. An additional option worth looking into is Sun Country Air, starting at $268.

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

To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $77. American Airlines flights start at $118 while deals on Sun Country Air start at $126 one-way.

What are the cheapest flights from Fort Myers to Chicago?

On average you can expect to pay $522 for a flight from Fort Myers to Chicago. The cheapest flight overall is $43 while the most popular route, (Fort Myers SW Florida Intl - Chicago O'Hare Intl) is currently priced at $158.

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

Before booking your flight from Fort Myers to Chicago check out the most popular airlines for this route: Major Airline, American Airlines or Alaska Airlines.

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

The top 3 most reliable airlines when flying from Fort Myers to Chicago are SWISS (84%), Air Canada (80%) and United Airlines (79%).

What are the most popular routes from Fort Myers to Chicago?

While some choose either Fort Myers SW Florida Intl - Chicago Midway or Fort Myers SW Florida Intl - Chicago Greater Rockford, Fort Myers SW Florida Intl - Chicago O'Hare Intl is the most popular route from Fort Myers to Chicago.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

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

Information is based on travel restrictions for travel to Chicago within the United States

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

COVID-19 testing requirements
Visitors from Fort Myers SW Florida Intl must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Chicago.

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

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

Returning to Fort Myers SW Florida Intl from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) 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.

Hide COVID Travel Restrictions for Chicago, IL

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 from RSW to Chicago
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

Midway (MDW)
Rockford (RFD)

Top 6 airlines flying from Fort Myers SW Florida Intl 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
Juneyao Airlines
$14 $19 No cancel fee 66%

We couldn't confirm the COVID-19 safety measures taken by Juneyao Airlines. Please check directly on their website for additional information.

Frontier
$22 $58 No cancel fee 62%
Spirit Airlines
$39 $138 No cancel fee 65%
United Airlines
$63 $157 No cancel fee 69%
American Airlines
$73 $182 No cancel fee 71%
Delta
$187 $342 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 62% of RSW to CHI departures
Evening 6 PM to midnight 17% of RSW to CHI departures
Morning 6 AM to noon 15% of RSW to CHI departures
Early morning Midnight to 6 AM 6% 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
20 daily flights
Monday
19 daily flights
Tuesday
20 daily flights
Wednesday
19 daily flights
Thursday
17 daily flights
Friday
17 daily flights
Saturday
13 daily flights
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