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Florida to Chicago Midway Flight Information

Flights Arrive in Chicago Midway
Flights Depart from Florida
Flight Price $164
Airlines Delta, Major Airline

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

Airports
Origin
Orlando
$281
only
$281
Jacksonville
$164
only
$164
Destination
Chicago
$164
only
$164
Sat, Apr 6
JAX
Jacksonville
MDW
Chicago Midway
4h 29m
Tue, Apr 9
MDW
Chicago Midway
JAX
Jacksonville
5h 10m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
LAX
SAN
Good 6.0

Pros: Crew was nice, despite multiple hoardings and time delays.

Cons: Plane was originally set to leave at 11:30 am, but was delayed until 3:00 pm for equipment. We boarded the plane at 3:00, the door was closed, and 30 minutes of waiting at the gate, where told to deplane, and the flight would leave at 5:06. There was another flight to San Diego, also delayed for hou

ORD
LGA
Excellent 10.0

Pros: Flight attendant in first class was amazing.

BGR
LGA
Okay 4.0

Cons: If it had left on time Waited 3 hours at the airport

LAS
YYC
Mediocre 3.0

Pros: Seats were horrible, we all booked together and a bunch of my group got bumped to a different flight.

DEN
ATL
Good 7.0

Pros: Nothing spectacular.

Cons: The headrests won’t stay up. And it’s hot.

Mon, Apr 22
MCO
Orlando
MDW
Chicago Midway
2h 40m
Tue, Apr 30
MDW
Chicago Midway
MCO
Orlando
3h 55m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Fri, May 10
JAX
Jacksonville
MDW
Chicago Midway
18h 55m
Mon, May 13
MDW
Chicago Midway
JAX
Jacksonville
16h 29m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Apr 6
JAX
Jacksonville
MDW
Chicago Midway
4h 29m
Tue, Apr 9
MDW
Chicago Midway
JAX
Jacksonville
5h 10m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
BTV
DTW
Excellent 9.3

Cons: The gate was changed but it was not updated to the app. Many of us were waiting in the wrong gate until 10 mins before departure.

ORD
SLC
Good 7.6

Pros: Crew was great.

Cons: Couldn’t hear/understand the pilot

DCA
JFK
Okay 4.0

Cons: Virgin Atlantic has had better days. Living off of a long gone reputation. Great staff but old and worn out planes. Code sharing has done them no favors!

DEN
ATL
Good 7.0

Pros: Nothing spectacular.

Cons: The headrests won’t stay up. And it’s hot.

HNL
FUK
Good 7.3

Cons: Ran out of hot water on flight

Fri, Apr 12
JAX
Jacksonville
MDW
Chicago Midway
6h 54m
Mon, Apr 15
MDW
Chicago Midway
JAX
Jacksonville
5h 19m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
SLC
SEA
Mediocre 2.6

Pros: nothing- the plane took of late and AGAIN with no reason given why - pilot blamed it on ATC

Cons: TAKING OFF ON TIME!! AN entertainment screen that actually worked, and not the very last seat in the plane (last row).

ORD
LGA
Excellent 10.0

Pros: Flight attendant in first class was amazing.

CHS
ATL
Okay 5.0

Cons: I had window seats on all flights and was boarded after those in middle/aisle seats 3 out of 4 times. Less legroom in the cheap seats. High whining pitch on speaker during announcements on last leg.

CVG
ATL
Excellent 9.0

Pros: Crew was very professional. Seat uncomfortable. No entertainment. did get water or coffee.

Cons: Comfort

OAK
SLC
Excellent 10.0

Cons: Everything was excellent.

Fri, Apr 12
JAX
Jacksonville
MDW
Chicago Midway
6h 54m
Mon, Apr 15
MDW
Chicago Midway
JAX
Jacksonville
5h 19m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
RDU
LGA
Good 6.0

Cons: Too much delay - departure was planned on March 15 @ 7 pm and take off happened on March 16 @ 12pm - a complete failure!!!!

ATL
CRW
Excellent 9.0

Pros: The ctew was awesome, super sweet and very acomodating

Cons: Its a flight to WV (my birth place).... it is what it is... smll planes, tight quarters and people who don’t get any of that and are not happy anout any of it

ATL
IAD
Excellent 9.2

Pros: The crew was dealing with NOVA/DC residents

ATL
TPA
Okay 4.0

Pros: Boarded on time.

Cons: After boarding the door was closed and the jet way was moved back. 5 minutes later they said they were going to bring the jet way back and open door to let more people on board. They broke 2 FAA regulations by doing this and we were delayed an hour because Deltas computer would not allow this.

ATL
BOS
Good 6.6

Pros: Delta in flight entertainment is great.

Cons: Always delayed.

Tue, Apr 23
JAX
Jacksonville
MDW
Chicago Midway
5h 32m
Sat, Apr 27
MDW
Chicago Midway
JAX
Jacksonville
6h 33m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
SFO
SEA
Excellent 8.3

Pros: free movies on the flight

Cons: The check-in process at SFO airport was poorly managed.

MCO
IND
Good 7.6

Pros: The flight timings and the arrival time

BRU
JFK
Excellent 8.0

Pros: great flight attendant

DTW
PVR
Excellent 10.0

Cons: It was perfect.

LGA
DTW
Excellent 9.6

Pros: We landed 45 minutes ahead of schedule.

Cons: Boarding was rushed and we left the gate late.

Tue, Apr 23
JAX
Jacksonville
MDW
Chicago Midway
5h 32m
Sat, Apr 27
MDW
Chicago Midway
JAX
Jacksonville
6h 33m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
SYD
LAX
Excellent 10.0

Pros: Delta always does a superior job - domestically and internationally!

ATL
MSY
Okay 5.2

Cons: CheezIts were too salty. We had to sit on NO tarmac for over 10 minutes because a plane was stuck at our gate...several other gates empty - what's up?

ORD
JFK
Good 7.3

Pros: Helpful

Cons: More print media to read on

PDX
SEA
Excellent 9.6

Pros: Yummy snack! Funny crew member who acknowledged seats in landing position are uncomfortable. Sing songy welcoming voices :)

Cons: Aww. The movie I wanted to watch wouldn’t play..

MCO
IND
Good 7.6

Pros: The flight timings and the arrival time

Wed, May 1
JAX
Jacksonville
MDW
Chicago Midway
4h 31m
Wed, May 8
MDW
Chicago Midway
JAX
Jacksonville
5h 29m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
YEG
MSP
Excellent 9.0

Pros: WiFi and Entertainment

SFO
SEA
Excellent 8.3

Pros: free movies on the flight

Cons: The check-in process at SFO airport was poorly managed.

BTV
DTW
Excellent 9.3

Cons: The gate was changed but it was not updated to the app. Many of us were waiting in the wrong gate until 10 mins before departure.

CVG
ATL
Excellent 9.0

Pros: Crew was very professional. Seat uncomfortable. No entertainment. did get water or coffee.

Cons: Comfort

ORD
LGA
Excellent 10.0

Pros: Flight attendant in first class was amazing.

Mon, Apr 22
MCO
Orlando
MDW
Chicago Midway
2h 40m
Tue, Apr 30
MDW
Chicago Midway
MCO
Orlando
3h 55m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Fri, May 10
JAX
Jacksonville
MDW
Chicago Midway
18h 55m
Mon, May 13
MDW
Chicago Midway
JAX
Jacksonville
16h 29m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, May 1
JAX
Jacksonville
MDW
Chicago Midway
4h 31m
Wed, May 8
MDW
Chicago Midway
JAX
Jacksonville
5h 29m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
MSP
BIL
Okay 4.8

Cons: I was assigned a seat on the last row of the plane--these not only don't recline, but it feels as though they push you forward. Also, the engine sound was so deafening with such intense vibration that I was unable to hear the flight attendant speaking to me from 2 feet away, much less anything overh

TUS
ATL
Excellent 8.0

Cons: The “newbies” were excited and loud, the main attendant was very.long.winded.every.single.time.she.spoke.

LIM
ATL
Excellent 9.2

Pros: Delta did a great job getting our checked bags from an overseas arrival to this flight. Boarding smooth.

Cons: Seats are cramped in coach. Fact of life for all carriers.

HNL
FUK
Good 7.3

Cons: Ran out of hot water on flight

BTV
DTW
Excellent 9.3

Cons: The gate was changed but it was not updated to the app. Many of us were waiting in the wrong gate until 10 mins before departure.

Mon, Apr 22
MCO
Orlando
MDW
Chicago Midway
2h 40m
Tue, Apr 30
MDW
Chicago Midway
MCO
Orlando
3h 55m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Wed, May 8
JAX
Jacksonville
MDW
Chicago Midway
4h 31m
Mon, May 13
MDW
Chicago Midway
JAX
Jacksonville
5h 29m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
JFK
AMS
Excellent 8.0

Pros: Crew was courteous.

LAX
MSY
Good 6.6

Pros: Great service

Cons: Stuck at landing. For over 20+ minutes

DCA
JFK
Okay 4.0

Cons: Virgin Atlantic has had better days. Living off of a long gone reputation. Great staff but old and worn out planes. Code sharing has done them no favors!

ATL
BOS
Good 6.6

Pros: Delta in flight entertainment is great.

Cons: Always delayed.

ORD
JFK
Good 7.3

Pros: Helpful

Cons: More print media to read on

Mon, Apr 22
MCO
Orlando
MDW
Chicago Midway
2h 40m
Tue, Apr 30
MDW
Chicago Midway
MCO
Orlando
3h 55m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Wed, May 8
JAX
Jacksonville
MDW
Chicago Midway
4h 31m
Mon, May 13
MDW
Chicago Midway
JAX
Jacksonville
5h 29m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
SLC
SEA
Mediocre 2.6

Pros: nothing- the plane took of late and AGAIN with no reason given why - pilot blamed it on ATC

Cons: TAKING OFF ON TIME!! AN entertainment screen that actually worked, and not the very last seat in the plane (last row).

BRU
JFK
Mediocre 2.6

Cons: Healthier snacks instead of just candy and cookies... an apple for example would be great.

PDX
MSP
Excellent 10.0

Pros: Fantastic crew!

SJU
JFK
Good 6.0

Cons: Was refused to use the 1st clas restrooms but 10 minutes layer the flight attendant allowed an older gentleman and a lady to use them. I was in 10A with my service dog

HNL
FUK
Good 7.3

Cons: Ran out of hot water on flight

Wed, Apr 3
JAX
Jacksonville
MDW
Chicago Midway
18h 40m
Sat, Apr 6
MDW
Chicago Midway
JAX
Jacksonville
9h 57m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, May 15
JAX
Jacksonville
MDW
Chicago Midway
4h 31m
Sat, May 18
MDW
Chicago Midway
JAX
Jacksonville
6h 00m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
PDX
SEA
Excellent 9.6

Pros: Yummy snack! Funny crew member who acknowledged seats in landing position are uncomfortable. Sing songy welcoming voices :)

Cons: Aww. The movie I wanted to watch wouldn’t play..

DEN
ATL
Good 7.0

Pros: Nothing spectacular.

Cons: The headrests won’t stay up. And it’s hot.

BRU
JFK
Mediocre 2.6

Cons: Healthier snacks instead of just candy and cookies... an apple for example would be great.

DCA
JFK
Okay 4.0

Cons: Virgin Atlantic has had better days. Living off of a long gone reputation. Great staff but old and worn out planes. Code sharing has done them no favors!

AMS
BOS
Excellent 10.0

Pros: Good seating, great food, good service.

Wed, Apr 3
JAX
Jacksonville
MDW
Chicago Midway
18h 40m
Sat, Apr 6
MDW
Chicago Midway
JAX
Jacksonville
9h 57m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, May 15
JAX
Jacksonville
MDW
Chicago Midway
4h 31m
Sat, May 18
MDW
Chicago Midway
JAX
Jacksonville
6h 00m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,653 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
MEM
MSP
Good 7.3

Cons: I booked a business class ticket through klm, but it was a delta code share flight. Delta was unable to locate me in their system, and I had to contact klm myself to straighten it out.

OAK
SLC
Excellent 10.0

Cons: Everything was excellent.

ATL
CRW
Excellent 9.0

Pros: The ctew was awesome, super sweet and very acomodating

Cons: Its a flight to WV (my birth place).... it is what it is... smll planes, tight quarters and people who don’t get any of that and are not happy anout any of it

SLC
SFO
Okay 5.6

Pros: Nice new seats

Cons: Was too warm inside the plane. Boarding address was mobbed and not very well managed

SJC
ATL
Good 7.6

Pros: The crew asked a passenger to move so we could all sit together. It was awesome. :)

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