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 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 Southwest Florida Intl (RSW)

All the information you need to plan the best CHI to RSW flight in 2021: compare Chicago to Southwest Florida Intl flight prices with the expected peak season, weather and rainfall in Southwest Florida Intl.
CHI - RSW
Price
$92 - $242

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 to Southwest Florida Intl

One-way from

$73

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 12% by booking at least 14 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 $239.

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

The best pricing can be found in the month of August. Prices to Southwest Florida Intl from Chicago average $296. You can even find prices in August for less than $296, as users have found deals to Southwest Florida Intl from as low as $77. The month of October 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 22%.

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 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.

Cheap flights from Chicago to Southwest Florida Intl in May, June 2021

The best prices found for CHI to RSW flights for May, June
23 May - 26 May
$39pp
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
15 May - 19 May
$40pp
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
16 May - 21 May
$42pp
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 2021 flight deals

Cheap flights to Southwest Florida Intl from Chicago found for this year
23 May - 26 May
$39pp
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
15 May - 19 May
$40pp
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
16 May - 21 May
$42pp
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
23 May - 26 May
$39pp
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
15 May - 19 May
$40pp
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
16 May - 21 May
$42pp
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
15 May - 19 May
$40pp
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
16 May - 21 May
$42pp
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
16 May - 19 May
$43pp
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

One-way flights to Southwest Florida Intl from Chicago

The cheapest one-way flights from Chicago to Southwest Florida Intl
4:11 am - 12:45 pm
Major Airline
2 Stops
7h 34m
ORD - RSW
Major Airline
$73
StudentUniverse
10:45 am - 2:44 pm
United Airlines
Nonstop
2h 59m
ORD - RSW
United Airlines
$79
United
4:11 am - 4:48 pm
American Airlines
2 Stops
11h 37m
ORD - RSW
American Airlines

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Southwest Florida Intl</span> 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. Delta is one of them. 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.

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 10 daily inbound flights from Chicago from 8 different airlines.

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 Multiple Airlines for just $39, but on average you can expect to pay $51.

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 $51.

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, Tuesday.

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

8 flight departures from Chicago to Fort Myers SW Florida Intl per day on average.
Early Morning (Midnight to 6am) - 13% of flight departures
Morning (6am - Noon) - 63% of flight departures
Afternoon (Noon - 6pm) - 13% of flight departures
Evening (6pm - Midnight) - 13% of flight departures

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

Airlines like Spirit Airlines and Frontier fly from Chicago to Southwest Florida Intl in about 2h 49m. The time it takes to get you to your destination is usually consistent. The distance between Chicago and Southwest Florida Intl is about 1113 mi. All flights are typically nonstop.

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

Spirit Airlines, at $42, 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 75% 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 ($20), Frontier ($25), and United Airlines ($40).

Alternative routes for Chicago to Southwest Florida Intl

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

Destination information for Southwest Florida Intl

Things to know before you go - useful duration and weather info for your trip from Chicago to Southwest Florida Intl.
Flight duration
3h 01m

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing Fort Myers

Top 7 airlines flying from Chicago to Southwest Florida Intl

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

Hourly flight availability from Chicago to Southwest Florida Intl

See what time of day planes typically take off from Chicago towards Southwest Florida Intl.
Morning 6 AM to noon 64% of CHI to RSW departures
Afternoon Noon to 6 PM 29% of CHI to RSW departures
Early morning Midnight to 6 AM 4% of CHI to RSW departures
Evening 6 PM to midnight 3% of CHI to RSW departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to Southwest Florida Intl
See how many times per day planes take to the skies headed from Chicago to Southwest Florida Intl.
Sunday
9 daily flights
Monday
14 daily flights
Tuesday
9 daily flights
Wednesday
15 daily flights
Thursday
9 daily flights
Friday
10 daily flights
Saturday
4 daily flights
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