Find Cheap Flights from Chicago to Fort Myers SW Florida Intl (CHI - RSW)

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Good to Know

Low Season:
August
Best time to beat the crowds
3%
expected price decrease
High Season:
December
Most popular time to fly
9%
expected price increase
Average Price:
$703
(avg. price over the last 2 weeks)
Good Deal:
$605
or less (round trip)

When to Book Flights from Chicago to Fort Myers SW Florida Intl

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $604 or less.
The cheapest flight from Chicago to Fort Myers SW Florida Intl was found 17 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 2% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago to Fort Myers SW Florida Intl Flights

How long does a flight from Chicago to Fort Myers SW Florida Intl take?
An average nonstop flight takes 2h 49m, covering a distance of 1111 miles.
How many flights are there between Chicago and Fort Myers SW Florida Intl?
There are 242 (nonstop) flights between Chicago and Fort Myers SW Florida Intl per week, averaging 32 per day.
Which airlines provide the cheapest flights from Chicago to Fort Myers SW Florida Intl?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($89), Frontier ($114) and Spirit Airlines ($159).
Do I need a passport to fly between Chicago and Fort Myers SW Florida Intl?
No.
Which airlines fly most frequently between Chicago and Fort Myers SW Florida Intl?
Southwest (12 times daily), United (9 times daily), American Airlines (5 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago to Fort Myers SW Florida Intl?
For Chicago to Fort Myers SW Florida Intl, Sunday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Fort Myers SW Florida Intl back to Chicago, the best deals are generally found on Thursday, with Saturday being the most expensive.

Book cheap flights from Chicago to Fort Myers SW Florida Intl (round-trip)

Airports
Origin
Chicago
$89
only
$89
$226
only
$226
Destination
Fort Myers
$89
only
$89
Sun, Feb 25
ORD
RSW
2h 49m
Thu, Mar 1
RSW
ORD
3h 10m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 6
ORD
RSW
2h 58m
Tue, Mar 13
RSW
ORD
3h 16m
Trip: 7 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 39 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
ORD
RSW
Good 6.0

Crew was super nice

Delayed 3 hours, boarded and was told would be another 30minutes because of mechanical issues.

ORD
RSW
Good 7.0

The flight attendants The seats were comfortable We were delayed but the crew kept us informed

No healthy snacks The rest room smell Delayed by faulty oxygen tank

ORD
RSW
Excellent 10.0

We had 3 kids with us and the flight was on time and the staff was very nice

ORD
RSW
Excellent 8.0

charging for water? really?

ORD
RSW
Excellent 10.0

Staff

Wed, Apr 4
ORD
RSW
2h 52m
Wed, Apr 11
RSW
ORD
3h 15m
Trip: 8 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 68 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
RSW
Okay 5.6

Everyone was very nice and the check in process was easy.

The seats were not that comfortable and I didn't like that food wasn't included but it was a short flight so it was OK.

ORD
RSW
Excellent 8.0

Amazingly on time.

ORD
RSW
Okay 5.3

Staff was really nice and friendly, even the pilot came out making sure the handicap were comfortable and more.... Quick, easy boarding.

like the bare fares, but things need to be upgraded a little more, like seating. Come on, a plastic seat with a sheet covering it is really ghetto..cheap....... And the size of the tray, that's a joke. And how about some pretzels or peanuts!

ORD
RSW
Mediocre 2.0

Everything. I was sent to the wrong airport and not helped out at all until a 2 hour phone call with the airline and was told they cant and wont help. So i ended up talking to a manager the next day.

ORD
RSW
Excellent 10.0

I had no problems what so ever with luggage,boarding, cleanliness, nothing! It was way better than expected. I had never flown on Spirit before but will definitely be flying spirit again! Make sure you grab a seat I think 4 or 5 rows up from the back of the plane...the seats are a little bigger and you get a net to put your things in and a better tray table. The very back are extremely basic seats.

I had a lot of difficulty online purchasing my seats, luggage and ticket. Once you click on additional options you are stuck in purchasing to the end otherwise you have to call and talk to a Spirit customer service agent to remove what you originally clicked. Not convenient at all!! Will note that for future orders.

Sun, Feb 25
ORD
RSW
2h 49m
Thu, Mar 1
RSW
ORD
3h 10m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 20
ORD
RSW
3h 01m
Thu, Feb 22
RSW
ORD
3h 14m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Apr 4
MDW
RSW
4h 46m
Wed, Apr 11
RSW
MDW
6h 05m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

SJC
SLC
Excellent 8.8

Good clean aircraft. Fairly comfortable seats. Even had a power outlet in my row. Not too bad for an aircraft from the late 70s.

for some reason, i had to pay to gate check a bag. It didnt seem like anyone else did while boarding my flight.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

Mon, Mar 5
ORD
RSW
2h 53m
Tue, Mar 6
RSW
ORD
3h 16m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Apr 21
ORD
RSW
2h 54m
Sat, Apr 28
RSW
ORD
3h 11m
Trip: 8 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 68 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
RSW
Okay 4.0

$52 for bag. Then said it was too heavy. Had to pay another $56. Not worth the savings. Seats incredibly cramped. Last trip on this airline for sure!

ORD
RSW
Okay 5.3

Staff was really nice and friendly, even the pilot came out making sure the handicap were comfortable and more.... Quick, easy boarding.

like the bare fares, but things need to be upgraded a little more, like seating. Come on, a plastic seat with a sheet covering it is really ghetto..cheap....... And the size of the tray, that's a joke. And how about some pretzels or peanuts!

ORD
RSW
Okay 4.0

Walking through the rain and wind to board the flight, the confusion in the terminal On where to board, thentiny tray tables in the seats. Crazy baggage fees

ORD
RSW
Good 7.3

Flight crew sat behind me while not working and discussed diets the whole way.

ORD
RSW
Excellent 10.0

I had no problems what so ever with luggage,boarding, cleanliness, nothing! It was way better than expected. I had never flown on Spirit before but will definitely be flying spirit again! Make sure you grab a seat I think 4 or 5 rows up from the back of the plane...the seats are a little bigger and you get a net to put your things in and a better tray table. The very back are extremely basic seats.

I had a lot of difficulty online purchasing my seats, luggage and ticket. Once you click on additional options you are stuck in purchasing to the end otherwise you have to call and talk to a Spirit customer service agent to remove what you originally clicked. Not convenient at all!! Will note that for future orders.

Mon, Mar 5
ORD
RSW
2h 53m
Sat, Mar 10
RSW
ORD
3h 09m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Sun, May 6
ORD
RSW
2h 55m
Fri, May 11
RSW
ORD
3h 13m
Trip: 6 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 68 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
RSW
Excellent 10.0

I had no problems what so ever with luggage,boarding, cleanliness, nothing! It was way better than expected. I had never flown on Spirit before but will definitely be flying spirit again! Make sure you grab a seat I think 4 or 5 rows up from the back of the plane...the seats are a little bigger and you get a net to put your things in and a better tray table. The very back are extremely basic seats.

I had a lot of difficulty online purchasing my seats, luggage and ticket. Once you click on additional options you are stuck in purchasing to the end otherwise you have to call and talk to a Spirit customer service agent to remove what you originally clicked. Not convenient at all!! Will note that for future orders.

ORD
RSW
Okay 4.0

$52 for bag. Then said it was too heavy. Had to pay another $56. Not worth the savings. Seats incredibly cramped. Last trip on this airline for sure!

ORD
RSW
Good 7.3

Flight crew sat behind me while not working and discussed diets the whole way.

ORD
RSW
Okay 5.3

Staff was really nice and friendly, even the pilot came out making sure the handicap were comfortable and more.... Quick, easy boarding.

like the bare fares, but things need to be upgraded a little more, like seating. Come on, a plastic seat with a sheet covering it is really ghetto..cheap....... And the size of the tray, that's a joke. And how about some pretzels or peanuts!

ORD
RSW
Okay 5.6

Everyone was very nice and the check in process was easy.

The seats were not that comfortable and I didn't like that food wasn't included but it was a short flight so it was OK.

Sun, May 27
ORD
RSW
2h 55m
Sat, Jun 2
RSW
ORD
3h 13m
Trip: 7 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 68 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
RSW
Okay 4.0

Walking through the rain and wind to board the flight, the confusion in the terminal On where to board, thentiny tray tables in the seats. Crazy baggage fees

ORD
RSW
Okay 4.0

$52 for bag. Then said it was too heavy. Had to pay another $56. Not worth the savings. Seats incredibly cramped. Last trip on this airline for sure!

ORD
RSW
Okay 5.6

Everyone was very nice and the check in process was easy.

The seats were not that comfortable and I didn't like that food wasn't included but it was a short flight so it was OK.

ORD
RSW
Excellent 10.0

I had no problems what so ever with luggage,boarding, cleanliness, nothing! It was way better than expected. I had never flown on Spirit before but will definitely be flying spirit again! Make sure you grab a seat I think 4 or 5 rows up from the back of the plane...the seats are a little bigger and you get a net to put your things in and a better tray table. The very back are extremely basic seats.

I had a lot of difficulty online purchasing my seats, luggage and ticket. Once you click on additional options you are stuck in purchasing to the end otherwise you have to call and talk to a Spirit customer service agent to remove what you originally clicked. Not convenient at all!! Will note that for future orders.

ORD
RSW
Excellent 10.0

Landed early and gate open. Great trip all over he way even though in a middle seat

Tue, Apr 3
ORD
RSW
2h 58m
Tue, Apr 10
RSW
ORD
3h 15m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jun 6
ORD
RSW
2h 50m
Thu, Jun 14
RSW
ORD
3h 09m
Trip: 9 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 68 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
RSW
Okay 5.6

Everyone was very nice and the check in process was easy.

The seats were not that comfortable and I didn't like that food wasn't included but it was a short flight so it was OK.

ORD
RSW
Okay 5.3

Staff was really nice and friendly, even the pilot came out making sure the handicap were comfortable and more.... Quick, easy boarding.

like the bare fares, but things need to be upgraded a little more, like seating. Come on, a plastic seat with a sheet covering it is really ghetto..cheap....... And the size of the tray, that's a joke. And how about some pretzels or peanuts!

ORD
RSW
Excellent 8.0

on time

couldn,t get a drink of water to take a pill ' they wanted me to pay for a bottle of water so i could take my medicine .gave me a little ice in plastic cup THANKS A LOT

ORD
RSW
Excellent 10.0

Leaving on time

No free snacks or drinks

ORD
RSW
Mediocre 2.0

Everything. I was sent to the wrong airport and not helped out at all until a 2 hour phone call with the airline and was told they cant and wont help. So i ended up talking to a manager the next day.

Sat, Jun 2
MDW
RSW
5h 16m
Sat, Jun 9
RSW
MDW
6h 40m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

SJC
SLC
Excellent 8.8

Good clean aircraft. Fairly comfortable seats. Even had a power outlet in my row. Not too bad for an aircraft from the late 70s.

for some reason, i had to pay to gate check a bag. It didnt seem like anyone else did while boarding my flight.

Tue, Jul 10
ORD
RSW
2h 51m
Tue, Jul 17
RSW
ORD
3h 09m
Trip: 8 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 68 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
RSW
Okay 5.6

Everyone was very nice and the check in process was easy.

The seats were not that comfortable and I didn't like that food wasn't included but it was a short flight so it was OK.

ORD
RSW
Excellent 10.0

Landed early and gate open. Great trip all over he way even though in a middle seat

ORD
RSW
Excellent 10.0

Leaving on time

No free snacks or drinks

ORD
RSW
Excellent 8.0

Amazingly on time.

ORD
RSW
Okay 4.0

$52 for bag. Then said it was too heavy. Had to pay another $56. Not worth the savings. Seats incredibly cramped. Last trip on this airline for sure!

Tue, Aug 7
ORD
RSW
2h 51m
Tue, Aug 21
RSW
ORD
3h 03m
Trip: 15 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 68 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
RSW
Mediocre 2.0

Everything. I was sent to the wrong airport and not helped out at all until a 2 hour phone call with the airline and was told they cant and wont help. So i ended up talking to a manager the next day.

ORD
RSW
Excellent 10.0

Landed early and gate open. Great trip all over he way even though in a middle seat

ORD
RSW
Excellent 10.0

Leaving on time

No free snacks or drinks

ORD
RSW
Excellent 8.0

Amazingly on time.

ORD
RSW
Excellent 8.0

on time

couldn,t get a drink of water to take a pill ' they wanted me to pay for a bottle of water so i could take my medicine .gave me a little ice in plastic cup THANKS A LOT

Tue, Mar 27
MDW
RSW
5h 30m
Wed, Mar 28
RSW
MDW
6h 26m
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

Fri, Apr 13
MDW
RSW
5h 30m
Tue, Apr 17
RSW
MDW
6h 18m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

ATL
DTW
Excellent 10.0

Pls see above

SJC
SLC
Excellent 8.8

Good clean aircraft. Fairly comfortable seats. Even had a power outlet in my row. Not too bad for an aircraft from the late 70s.

for some reason, i had to pay to gate check a bag. It didnt seem like anyone else did while boarding my flight.

Tue, Apr 3
ORD
RSW
2h 52m
Tue, Apr 10
RSW
ORD
3h 09m
Trip: 8 days
6.3GoodShow reviews
Overall 6.3 Good
Based on 68 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
ORD
RSW
Excellent 8.0

on time

couldn,t get a drink of water to take a pill ' they wanted me to pay for a bottle of water so i could take my medicine .gave me a little ice in plastic cup THANKS A LOT

ORD
RSW
Mediocre 2.0

Everything. I was sent to the wrong airport and not helped out at all until a 2 hour phone call with the airline and was told they cant and wont help. So i ended up talking to a manager the next day.

ORD
RSW
Okay 4.6

Flt was delayed eight times, finally Flt left over 4 hrs late

ORD
RSW
Okay 4.0

Walking through the rain and wind to board the flight, the confusion in the terminal On where to board, thentiny tray tables in the seats. Crazy baggage fees

ORD
RSW
Excellent 10.0

Leaving on time

No free snacks or drinks

Wed, Feb 21
ORD
RSW
2h 53m
Tue, Feb 27
RSW
ORD
3h 11m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Show more results

Chicago to Fort Myers SW Florida Intl Flight Information

Avg. Flight Duration 3h 02m
Flights Arrive in Fort Myers SW Florida Intl
Flights Depart from Chicago
Flight Price $89
Distance 1111 miles
Airlines Frontier, Spirit Airlines, Delta
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.