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

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Good to Know

Low Season:
August
Best time to beat the crowds
3%
expected price decrease
High Season:
October
Most popular time to fly
7%
expected price increase
Average Price:
$1636
(avg. price over the last 2 weeks)
Good Deal:
$1636
or less (round trip)

When to Book Flights from Chicago Midway 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

The cheapest flight from Chicago Midway to Fort Myers SW Florida Intl was found 34 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be September, October and November. The cheapest month to fly is August.
Morning departure is around 20% cheaper 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 Midway to Fort Myers SW Florida Intl Flights

How long does a flight from Chicago Midway to Fort Myers SW Florida Intl take?
An average nonstop flight takes 4h 20m, covering a distance of 1107 miles.
How many flights are there between Chicago Midway and Fort Myers SW Florida Intl?
There are 31 (nonstop) flights between Chicago Midway and Fort Myers SW Florida Intl per week, averaging 3 per day.
Which airlines provide the cheapest flights from Chicago Midway to Fort Myers SW Florida Intl?
In the past 3 days, the cheapest round-trip tickets were found on Delta ($206)
Do I need a passport to fly between Chicago Midway and Fort Myers SW Florida Intl?
No.
Which airlines fly most frequently between Chicago Midway and Fort Myers SW Florida Intl?
Southwest (4 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago Midway to Fort Myers SW Florida Intl?
For Chicago Midway to Fort Myers SW Florida Intl, Tuesday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Fort Myers SW Florida Intl back to Chicago Midway, the best deals are generally found on Wednesday, with Friday being the most expensive.

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

Airports
Origin
Chicago
$206
only
$206
Destination
Fort Myers
$206
only
$206
Tue, Feb 13
MDW
RSW
6h 40m
Tue, Feb 20
RSW
MDW
7h 09m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PDX
JFK
Excellent 8.3

Food

Leg room

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

LIM
ATL
Excellent 8.0

The crew, food, plane, everything was excellent

TLH
ATL
Mediocre 2.0

Ice in the morning in Atlanta and Delta cancels my 6pm flight to Atlanta leaving me no flight home that night.

ATL
HOU
Excellent 10.0

Nice flight and good staff and service

Tue, Mar 6
MDW
RSW
4h 41m
Wed, Mar 14
RSW
MDW
6h 23m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
HOU
Excellent 10.0

Nice flight and good staff and service

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

LIM
ATL
Excellent 8.0

The crew, food, plane, everything was excellent

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

Tue, Apr 3
MDW
RSW
7h 00m
Wed, Apr 11
RSW
MDW
6h 44m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

ATL
HOU
Excellent 10.0

Nice flight and good staff and service

LIM
ATL
Excellent 8.0

The crew, food, plane, everything was excellent

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

Wed, Apr 11
MDW
RSW
6h 15m
Tue, Apr 17
RSW
MDW
5h 18m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

LGA
FLL
Excellent 8.0

When the passenger in front reclines their seat it was in my face The legroom wasn’t terrible but I had a hard time even reading since it was so close

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

PDX
JFK
Excellent 8.3

Food

Leg room

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

Tue, Feb 20
MDW
RSW
4h 40m
Thu, Feb 22
RSW
MDW
6h 05m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LIM
ATL
Excellent 8.0

The crew, food, plane, everything was excellent

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

PDX
JFK
Excellent 8.3

Food

Leg room

ATL
HOU
Excellent 10.0

Nice flight and good staff and service

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

Tue, Mar 27
MDW
RSW
6h 46m
Wed, Apr 4
RSW
MDW
6h 18m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

TLH
ATL
Mediocre 2.0

Ice in the morning in Atlanta and Delta cancels my 6pm flight to Atlanta leaving me no flight home that night.

CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

PDX
JFK
Excellent 8.3

Food

Leg room

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

Tue, Apr 10
MDW
RSW
7h 27m
Sat, Apr 14
RSW
MDW
4h 45m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LIM
ATL
Excellent 8.0

The crew, food, plane, everything was excellent

ATL
HOU
Excellent 10.0

Nice flight and good staff and service

PDX
JFK
Excellent 8.3

Food

Leg room

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

LGA
FLL
Excellent 8.0

When the passenger in front reclines their seat it was in my face The legroom wasn’t terrible but I had a hard time even reading since it was so close

Tue, May 1
MDW
RSW
5h 32m
Tue, May 8
RSW
MDW
4h 24m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

LIM
ATL
Excellent 8.0

The crew, food, plane, everything was excellent

PDX
JFK
Excellent 8.3

Food

Leg room

ATL
HOU
Excellent 10.0

Nice flight and good staff and service

Fri, Apr 20
MDW
RSW
5h 10m
Fri, Apr 27
RSW
MDW
4h 45m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

PDX
JFK
Excellent 8.3

Food

Leg room

CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

LIM
ATL
Excellent 8.0

The crew, food, plane, everything was excellent

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

Sat, Apr 21
MDW
RSW
5h 23m
Sat, Apr 28
RSW
MDW
4h 29m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

ATL
HOU
Excellent 10.0

Nice flight and good staff and service

LGA
FLL
Excellent 8.0

When the passenger in front reclines their seat it was in my face The legroom wasn’t terrible but I had a hard time even reading since it was so close

Sat, Feb 24
MDW
RSW
7h 21m
Sat, Mar 3
RSW
MDW
7h 33m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CVG
SFO
Okay 5.6

Boarding was fine. And service was good.

TV controls didn’t work. So I couldn’t watch anything for the 4+ hour flight.

BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

LGA
FLL
Excellent 8.0

When the passenger in front reclines their seat it was in my face The legroom wasn’t terrible but I had a hard time even reading since it was so close

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

Tue, Feb 27
MDW
RSW
4h 20m
Mon, Mar 5
RSW
MDW
6h 26m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CVG
SFO
Okay 5.6

Boarding was fine. And service was good.

TV controls didn’t work. So I couldn’t watch anything for the 4+ hour flight.

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

LIM
ATL
Excellent 8.0

The crew, food, plane, everything was excellent

Sun, Mar 4
MDW
RSW
5h 10m
Wed, Mar 7
RSW
MDW
4h 30m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

LGA
FLL
Excellent 8.0

When the passenger in front reclines their seat it was in my face The legroom wasn’t terrible but I had a hard time even reading since it was so close

ATL
HOU
Excellent 10.0

Nice flight and good staff and service

TLH
ATL
Mediocre 2.0

Ice in the morning in Atlanta and Delta cancels my 6pm flight to Atlanta leaving me no flight home that night.

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

Fri, May 11
MDW
RSW
4h 45m
Fri, May 18
RSW
MDW
5h 19m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PDX
JFK
Excellent 8.3

Food

Leg room

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

ATL
HOU
Excellent 10.0

Nice flight and good staff and service

TLH
ATL
Mediocre 2.0

Ice in the morning in Atlanta and Delta cancels my 6pm flight to Atlanta leaving me no flight home that night.

Fri, Mar 2
MDW
RSW
5h 25m
Tue, Mar 6
RSW
MDW
6h 29m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

ATL
HOU
Excellent 10.0

Nice flight and good staff and service

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

CVG
SFO
Okay 5.6

Boarding was fine. And service was good.

TV controls didn’t work. So I couldn’t watch anything for the 4+ hour flight.

LIM
ATL
Excellent 8.0

The crew, food, plane, everything was excellent

Sun, Jun 3
MDW
RSW
7h 27m
Fri, Jun 8
RSW
MDW
4h 50m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CVG
SFO
Okay 5.6

Boarding was fine. And service was good.

TV controls didn’t work. So I couldn’t watch anything for the 4+ hour flight.

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

LIM
ATL
Excellent 8.0

The crew, food, plane, everything was excellent

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

Sat, Jul 14
MDW
RSW
7h 05m
Sat, Jul 21
RSW
MDW
5h 15m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

CUN
ATL
Mediocre 3.6

The crew on board were helpful

Delta staff at airport were unprofessional. They had us spend over an hour traveling to a different TSA line because they closed the line we were in. The other line was a 10 minute drive away. Also our bags did not reach philadelphia when we landed at 3 am.

PDX
JFK
Excellent 8.3

Food

Leg room

CVG
SFO
Okay 5.6

Boarding was fine. And service was good.

TV controls didn’t work. So I couldn’t watch anything for the 4+ hour flight.

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

Sat, Jul 21
MDW
RSW
6h 32m
Sat, Jul 28
RSW
MDW
5h 55m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

CVG
SFO
Okay 5.6

Boarding was fine. And service was good.

TV controls didn’t work. So I couldn’t watch anything for the 4+ hour flight.

PDX
JFK
Excellent 8.3

Food

Leg room

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

Tue, Jul 24
MDW
RSW
5h 30m
Tue, Jul 31
RSW
MDW
5h 15m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PDX
JFK
Excellent 8.3

Food

Leg room

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

Wed, Jan 24
MDW
RSW
5h 17m
Fri, Feb 2
RSW
MDW
5h 12m
Trip: 10 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

ATL
HOU
Excellent 10.0

Nice flight and good staff and service

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

PDX
JFK
Excellent 8.3

Food

Leg room

Show more results

Chicago Midway to Fort Myers SW Florida Intl Flight Information

Flights Arrive in Fort Myers SW Florida Intl
Flights Depart from Chicago Midway
Flight Price $206
Distance 1107 miles
Airlines Delta
*
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