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Cheap flights from Chicago to Southwest Florida Intl (CHI - RSW)

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The best prices from Chicago to Southwest Florida Intl are usually found in January or September, booked 13 days in advance, depart on a Tuesday or Monday and return on a Friday

How to find the cheapest flight from
Chicago (CHI) to Southwest Florida Intl (RSW)

CHI - RSW
Price
$133 - $242

Popular in

December

High demand for flights, 22% potential price rise

Cheapest in

January

Best time to find cheap flights, 30% potential price drop

Round-trip from

$133

From Chicago to Southwest Florida Intl

One-way from

$72

One-way flight from Chicago to Southwest 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 day to fly round-trip from Chicago to Southwest Florida Intl?

Flying to your destination on a Thursday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Southwest Florida Intl. Check prices with Cheapflights to find a great deal for your trip.

How far in advance should I book a flight from Chicago to Southwest Florida Intl?

Find a great deal and save up to 7% by booking at least 35 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 Chicago to Southwest Florida Intl within the next two weeks, with the cheapest ticket starting at $290.

What is the cheapest month to fly from Chicago to Southwest Florida Intl?

The best pricing can be found in the month of February. Prices to Southwest Florida Intl from Chicago average $313. You can even find prices in February for less than $313, as users have found deals to Southwest Florida Intl from as low as $117. The month of July appears to be one of the more expensive times to travel to Southwest Florida Intl from Chicago. Flying in the targeted month can save you up to 29%.

When is the cheapest time to fly from Chicago to Southwest Florida Intl (CHI - RSW)?

A simple way to save on the total cost of your ticket is to fly from Chicago to Southwest Florida Intl in the evening. If you’re flexible enough to do this you can expect to save up to 8% on your trip compared to booking a flight at noon.

Cheap flights from Chicago to Southwest Florida Intl in October, November 2020

The best prices found for CHI to RSW flights for October, November
17 Nov - 5 Dec
$72pp
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
18 Nov - 21 Nov
$74pp
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
10 Nov - 19 Nov
$85pp
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

Chicago to Southwest Florida Intl 2020 flight deals

Cheap flights to Southwest Florida Intl from Chicago found for this year
10 Dec - 14 Dec
$49pp
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
3 Dec - 9 Dec
$51pp
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
9 Dec - 14 Dec
$60pp
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

Non-stop flights to Southwest Florida Intl from Chicago

Save time with Chicago to Southwest Florida Intl direct flight deals
10 Dec - 14 Dec
$49pp
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
3 Dec - 9 Dec
$51pp
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
9 Dec - 14 Dec
$60pp
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

Last minute flights from Chicago to Southwest Florida Intl

Late deals on round-trip flights to Southwest Florida Intl from Chicago, departing today and this week
30 Oct - 4 Nov
$93pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
1 Nov - 4 Nov
$99pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
RSW
Fort Myers SW Florida Intl
RSW
Fort Myers SW Florida Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
2 Nov - 4 Nov
$100pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 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 Southwest Florida Intl from Chicago

The cheapest one-way flights from Chicago to Southwest Florida Intl
6:58 am - 3:27 pm
American Airlines
1 Stop
7h 29m
ORD - RSW
American Airlines
11:45 am - 11:20 am
Multiple Airlines
2 Stops
46h 35m
ORD - RSW
Multiple Airlines
$74
Kiwi.com
3:39 pm - 1:47 pm
Frontier
1 Stop
21h 08m
ORD - RSW
Frontier
$75
FlyFar

Related info for your journey

Useful info, stats and facts about Chicago to Southwest Florida Intl flights.

Flight FAQs

From Chicago to Southwest Florida Intl

Are flight prices decreasing from Chicago to Southwest Florida Intl 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 Chicago and Southwest Florida Intl 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 Chicago to Fort Myers SW Florida Intl to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. JetBlue and Delta are some airlines that have done so. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago to Fort Myers SW Florida Intl. Policies will vary by airline.

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 Southwest Florida Intl for under $100 on Cheapflights?

Yes, there are multiple flights from Chicago to Southwest Florida Intl for under $100. The cheapest flight booked recently is on Spirit Airlines for just $49, but on average you can expect to pay $76.

Are there nonstop flights from Chicago to Southwest Florida Intl for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Southwest Florida Intl under $100. A good price for a nonstop flight from Chicago to Southwest Florida Intl is less than $77.

Are there last-minute flights available from Chicago to Southwest Florida Intl for under $100?

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

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

You can find nonstop flights on the following days: Monday, Saturday.

How many flights depart from Chicago to Southwest Florida Intl on average per day?

5 flight departures from Chicago to Fort Myers SW Florida Intl per day on average.
Morning (6am - Noon) - 80% of flight departures
Afternoon (Noon - 6pm) - 20% of flight departures

How long is the flight from Chicago to Southwest Florida Intl?

Airlines like Spirit Airlines, Frontier, and Delta fly from Chicago to Southwest Florida Intl in about 2h 49m. The time it takes to get you to your destination can typically vary by up to 1h 02m. The distance between Chicago and Southwest Florida Intl is about 1113 mi. This flight may include one or multiple stops.

What are the cheapest airlines flying from Chicago to Southwest Florida Intl round-trip?

Spirit Airlines, at $49, was found to be the cheapest airline from Chicago to Southwest Florida Intl. An alternate airline flying to your destination would be Frontier. These flights start at 74% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Chicago to Southwest Florida Intl one-way?

The cheapest airlines for a one-way flight from Chicago to Southwest Florida Intl are Spirit Airlines ($25), Frontier ($32), and American Airlines ($72).

Alternative routes for Chicago to Southwest Florida Intl

Destination information for Southwest Florida Intl

Things to know before you go. Useful info for your trip from Chicago to Southwest Florida Intl
Flight duration
3h 00m

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing Fort Myers

Hourly flight availability from Chicago to Southwest Florida Intl

Afternoon Noon to 6 PM 50% of CHI to RSW departures
Morning 6 AM to noon 49% of CHI to RSW departures
Early morning Midnight to 6 AM 1% of CHI to RSW departures
Evening 6 PM to midnight 0% of CHI to RSW departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to Southwest Florida Intl
Sunday
14 daily flights
Monday
8 daily flights
Tuesday
8 daily flights
Wednesday
8 daily flights
Thursday
9 daily flights
Friday
9 daily flights
Saturday
9 daily flights
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