Find Cheap Flights from Chicago Midway to Jacksonville (MDW - JAX)

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Sat 11/18
Sat 11/25
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Good to Know

Average Price:
$381
(avg. price over the last 2 weeks)
Good Deal:
$314
or less (round trip)

When to Book Flights from Chicago Midway to Jacksonville

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

Top tips for Finding a Cheap Flight

When looking for a cheap flight, consider that 25% of our users selected a flight on this route for $314 or less.
The cheapest flight from Chicago Midway to Jacksonville was found 76 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
Morning departure is around 13% 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 Midway to Jacksonville Flights

How long does a flight from Chicago Midway to Jacksonville take?
An average nonstop flight takes 3h 37m, covering a distance of 850 miles.
How many flights are there between Chicago Midway and Jacksonville?
There are 17 (nonstop) flights between Chicago Midway and Jacksonville per week, averaging 2 per day.
Which airlines provide the cheapest flights from Chicago Midway to Jacksonville?
In the past 3 days, the cheapest round-trip tickets were found on Delta ($342)
Do I need a passport to fly between Chicago Midway and Jacksonville?
No.
Which airlines fly most frequently between Chicago Midway and Jacksonville?
Southwest (2 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago Midway to Jacksonville?
For Chicago Midway to Jacksonville, Monday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Jacksonville back to Chicago Midway, the best deals are generally found on Wednesday, with Thursday being the most expensive.

Book cheap flights from Chicago Midway to Jacksonville (round-trip)

Airports
Origin
Chicago
$342
only
$342
Destination
Jacksonville
$342
only
$342
Mon, Dec 4
MDW
JAX
3h 51m
Thu, Dec 7
JAX
MDW
4h 10m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MOB
ATL
Good 6.0

Felt like I was sitting in my neighbors lap!

CHA
ATL
Excellent 10.0

On time departure and arrival. The Airbus plane has enough legroom for tall persons.

BUF
ATL
Excellent 10.0

I asked for a change of seat at the gate and was given it. It really made a difference to be at the window.

LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

ATL
MCO
Excellent 10.0

Amazing experience thank you Delta

Tue, Jan 30
MDW
JAX
4h 03m
Thu, Feb 1
JAX
MDW
5h 08m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

YUL
ATL
Good 6.0

Fligth were on time

My flight from Montreal to Atlanta was 2:30 min Left at 6:10 arrive at 8:30 roughly Tried twice to get to my connection earlier and get 9:30 instead of 12:09 fligth to Daytona Delta was not flexible to allow me to book saying i did not have 55 min in between fligth which i had than lear n it will cost $75.00 to change the fligth - What? Very disappointed of Delta - lost 3 hrs at the airport today

ATL
MCO
Excellent 10.0

Amazing experience thank you Delta

ATL
SNA
Excellent 8.0

4 hour flight. Non-eventful except slight turbulence. Good to be home! Thank you!

NA

DTW
EWR
Excellent 8.0

Boarding was quick. Staff and crew were friendly. Everything went well despite the 30 min delay we had on the runway. They gave us snacks and we ended up still arriving on time.

Thu, Feb 1
MDW
JAX
3h 37m
Tue, Feb 6
JAX
MDW
4h 09m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

JFK
LAX
Excellent 9.3

Check in was easy through their app. Also very quick lines to drop off bags. Crew was very nice and respectful

Seat are a little bit too close together. But overall very comfortable

JFK
JAX
Good 7.6

Delta never used to be my first choice in airlines, but of my recent experience with them has been excellent. The people from the counter to the plane have been professional and courteous. This is why I will fly with them more frequently.

MOB
ATL
Good 6.0

Felt like I was sitting in my neighbors lap!

CHA
ATL
Excellent 10.0

On time departure and arrival. The Airbus plane has enough legroom for tall persons.

Wed, Feb 14
MDW
JAX
4h 37m
Thu, Feb 22
JAX
MDW
4h 31m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CHA
ATL
Excellent 10.0

On time departure and arrival. The Airbus plane has enough legroom for tall persons.

DTW
EWR
Excellent 8.0

Boarding was quick. Staff and crew were friendly. Everything went well despite the 30 min delay we had on the runway. They gave us snacks and we ended up still arriving on time.

MOB
ATL
Good 6.0

Felt like I was sitting in my neighbors lap!

JFK
JAX
Good 7.6

Delta never used to be my first choice in airlines, but of my recent experience with them has been excellent. The people from the counter to the plane have been professional and courteous. This is why I will fly with them more frequently.

ATL
MCO
Excellent 10.0

Amazing experience thank you Delta

Thu, Mar 8
MDW
JAX
3h 43m
Tue, Mar 13
JAX
MDW
5h 30m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
DTW
EWR
Excellent 8.0

Boarding was quick. Staff and crew were friendly. Everything went well despite the 30 min delay we had on the runway. They gave us snacks and we ended up still arriving on time.

LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

YUL
ATL
Good 6.0

Fligth were on time

My flight from Montreal to Atlanta was 2:30 min Left at 6:10 arrive at 8:30 roughly Tried twice to get to my connection earlier and get 9:30 instead of 12:09 fligth to Daytona Delta was not flexible to allow me to book saying i did not have 55 min in between fligth which i had than lear n it will cost $75.00 to change the fligth - What? Very disappointed of Delta - lost 3 hrs at the airport today

ATL
SNA
Excellent 8.0

4 hour flight. Non-eventful except slight turbulence. Good to be home! Thank you!

NA

CHA
ATL
Excellent 10.0

On time departure and arrival. The Airbus plane has enough legroom for tall persons.

Sat, Apr 28
MDW
JAX
4h 03m
Wed, May 2
JAX
MDW
5h 24m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BUF
ATL
Excellent 10.0

I asked for a change of seat at the gate and was given it. It really made a difference to be at the window.

LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

ATL
SNA
Excellent 8.0

4 hour flight. Non-eventful except slight turbulence. Good to be home! Thank you!

NA

ATL
BNA
Excellent 10.0

Compared to previous flight - this was so much better with upgrade to first class and extra space.

CHA
ATL
Excellent 10.0

On time departure and arrival. The Airbus plane has enough legroom for tall persons.

Sun, Dec 10
MDW
JAX
4h 15m
Tue, Dec 12
JAX
MDW
5h 20m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MOB
ATL
Good 6.0

Felt like I was sitting in my neighbors lap!

ATL
BNA
Excellent 10.0

Compared to previous flight - this was so much better with upgrade to first class and extra space.

LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

DTW
EWR
Excellent 8.0

Boarding was quick. Staff and crew were friendly. Everything went well despite the 30 min delay we had on the runway. They gave us snacks and we ended up still arriving on time.

LAX
GUA
Mediocre 2.0

Nothing worst flight I've ever had.

Everything Delta was so poor quality!!! The flight attendants were not helpful.

Fri, Dec 1
MDW
JAX
5h 00m
Tue, Dec 5
JAX
MDW
4h 02m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MCO
Excellent 10.0

Amazing experience thank you Delta

LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

YUL
ATL
Good 6.0

Fligth were on time

My flight from Montreal to Atlanta was 2:30 min Left at 6:10 arrive at 8:30 roughly Tried twice to get to my connection earlier and get 9:30 instead of 12:09 fligth to Daytona Delta was not flexible to allow me to book saying i did not have 55 min in between fligth which i had than lear n it will cost $75.00 to change the fligth - What? Very disappointed of Delta - lost 3 hrs at the airport today

JFK
JAX
Good 7.6

Delta never used to be my first choice in airlines, but of my recent experience with them has been excellent. The people from the counter to the plane have been professional and courteous. This is why I will fly with them more frequently.

LAX
GUA
Mediocre 2.0

Nothing worst flight I've ever had.

Everything Delta was so poor quality!!! The flight attendants were not helpful.

Sun, Mar 25
MDW
JAX
5h 38m
Sat, Mar 31
JAX
MDW
5h 30m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CHA
ATL
Excellent 10.0

On time departure and arrival. The Airbus plane has enough legroom for tall persons.

DTW
EWR
Excellent 8.0

Boarding was quick. Staff and crew were friendly. Everything went well despite the 30 min delay we had on the runway. They gave us snacks and we ended up still arriving on time.

MOB
ATL
Good 6.0

Felt like I was sitting in my neighbors lap!

BUF
ATL
Excellent 10.0

I asked for a change of seat at the gate and was given it. It really made a difference to be at the window.

JFK
JAX
Good 7.6

Delta never used to be my first choice in airlines, but of my recent experience with them has been excellent. The people from the counter to the plane have been professional and courteous. This is why I will fly with them more frequently.

Sat, Nov 25
MDW
JAX
4h 59m
Wed, Nov 29
JAX
MDW
4h 10m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MOB
ATL
Good 6.0

Felt like I was sitting in my neighbors lap!

YUL
ATL
Good 6.0

Fligth were on time

My flight from Montreal to Atlanta was 2:30 min Left at 6:10 arrive at 8:30 roughly Tried twice to get to my connection earlier and get 9:30 instead of 12:09 fligth to Daytona Delta was not flexible to allow me to book saying i did not have 55 min in between fligth which i had than lear n it will cost $75.00 to change the fligth - What? Very disappointed of Delta - lost 3 hrs at the airport today

CHA
ATL
Excellent 10.0

On time departure and arrival. The Airbus plane has enough legroom for tall persons.

ATL
BNA
Excellent 10.0

Compared to previous flight - this was so much better with upgrade to first class and extra space.

LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

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*
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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.