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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Jacksonville to Chicago Midway

(Round-trip)
Depart: Sun May 14 2017 Return: Tue May 16 2017 Trip spans 3 days
Delta
Delta
JAX
2:00a
MDW
6:46a
4h 46m
1 stop
MDW
2:00a
JAX
7:38a
5h 38m
1 stop
Depart: Wed Apr 26 2017 Return: Tue May 2 2017 Trip spans 7 days
Major Airline
Major Airline
JAX
1:00a
MDW
3:41a
2h 41m
nonstop
MDW
9:00a
JAX
9:41a
0h 41m
nonstop
Depart: Tue May 16 2017 Return: Sat May 20 2017 Trip spans 5 days
Delta
Delta
JAX
11:39a
MDW
3:45p
4h 06m
1 stop
MDW
11:55a
JAX
4:37p
4h 42m
1 stop
Depart: Thu May 18 2017 Return: Sat May 20 2017 Trip spans 3 days
Delta
Delta
JAX
6:25a
MDW
12:20p
5h 55m
1 stop
MDW
1:00p
JAX
5:23p
4h 23m
1 stop
Depart: Fri May 19 2017 Return: Sun May 21 2017 Trip spans 3 days
Delta
Delta
JAX
11:39a
MDW
3:45p
4h 06m
1 stop
MDW
2:00a
JAX
8:47a
6h 47m
1 stop
Depart: Sat May 20 2017 Return: Mon May 22 2017 Trip spans 3 days
Delta
Delta
JAX
11:39a
MDW
4:58p
5h 19m
1 stop
MDW
3:20a
JAX
8:47a
5h 27m
1 stop
Depart: Wed May 24 2017 Return: Wed May 31 2017 Trip spans 8 days
Delta
Delta
JAX
8:30a
MDW
12:20p
3h 50m
1 stop
MDW
1:00p
JAX
5:26p
4h 26m
1 stop
Depart: Thu May 25 2017 Return: Sun May 28 2017 Trip spans 4 days
Delta
Delta
JAX
3:30a
MDW
8:29a
4h 59m
1 stop
MDW
11:55a
JAX
4:37p
4h 42m
1 stop
Depart: Sat May 27 2017 Return: Thu Jun 1 2017 Trip spans 6 days
Delta
Delta
JAX
2:40p
MDW
7:19p
4h 39m
1 stop
MDW
1:52p
JAX
5:50p
3h 58m
1 stop
Depart: Sun May 28 2017 Return: Thu Jun 1 2017 Trip spans 5 days
Delta
Delta
JAX
4:25a
MDW
8:27a
4h 02m
1 stop
MDW
2:00a
JAX
6:36a
4h 36m
1 stop
Depart: Tue May 30 2017 Return: Thu Jun 1 2017 Trip spans 3 days
Delta
Delta
JAX
2:45p
MDW
7:20p
4h 35m
1 stop
MDW
2:00a
JAX
8:47a
6h 47m
1 stop
Depart: Thu Jun 1 2017 Return: Sun Jun 4 2017 Trip spans 4 days
Delta
Delta
JAX
9:30a
MDW
2:17p
4h 47m
1 stop
MDW
2:00a
JAX
6:36a
4h 36m
1 stop
Depart: Fri Jun 2 2017 Return: Sun Jun 4 2017 Trip spans 3 days
Delta
Delta
JAX
9:30a
MDW
2:17p
4h 47m
1 stop
MDW
2:00a
JAX
5:40a
3h 40m
1 stop
Depart: Sat Jun 3 2017 Return: Wed Jun 7 2017 Trip spans 5 days
Delta
Delta
JAX
10:28a
MDW
2:15p
3h 47m
1 stop
MDW
3:20a
JAX
8:47a
5h 27m
1 stop
Depart: Sun Jun 4 2017 Return: Wed Jun 7 2017 Trip spans 4 days
Delta
Delta
JAX
2:00a
MDW
8:29a
6h 29m
1 stop
MDW
2:00a
JAX
8:47a
6h 47m
1 stop
Depart: Mon Jun 5 2017 Return: Wed Jun 7 2017 Trip spans 3 days
Delta
Delta
JAX
12:35p
MDW
5:00p
4h 25m
1 stop
MDW
3:20a
JAX
8:47a
5h 27m
1 stop
Depart: Tue Jun 6 2017 Return: Wed Jun 7 2017 Trip spans 2 days
Delta
Delta
JAX
2:40p
MDW
7:20p
4h 40m
1 stop
MDW
3:20a
JAX
7:38a
4h 18m
1 stop
Depart: Wed Jun 7 2017 Return: Thu Jun 8 2017 Trip spans 2 days
Delta
Delta
JAX
8:30a
MDW
12:20p
3h 50m
1 stop
MDW
6:21a
JAX
10:38a
4h 17m
1 stop
Depart: Thu Jun 8 2017 Return: Fri Jun 9 2017 Trip spans 2 days
Delta
Delta
JAX
9:30a
MDW
3:45p
6h 15m
1 stop
MDW
10:10a
JAX
4:39p
6h 29m
1 stop
Depart: Fri Jun 9 2017 Return: Sun Jun 11 2017 Trip spans 3 days
Delta
Delta
JAX
7:30a
MDW
12:20p
4h 50m
1 stop
MDW
2:00a
JAX
5:40a
3h 40m
1 stop
Select an airline:  Southwest
Direct flights JAX to MDW on Southwest
Flight # Depart JAX Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
4934 11:05 am 12:25 pm Apr 29 - May 6
4934 11:05 am 12:25 pm May 13 - May 27
1182 3:20 pm 4:45 pm May 29 - May 29
194 3:20 pm 4:45 pm Apr 25 - May 26
194 3:20 pm 4:45 pm May 30 - Jun 2
3474 3:45 pm 5:10 pm Apr 30 - May 21
4569 3:45 pm 5:10 pm May 28 - May 28
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Jacksonville
$396
Destination

Chicago
$396
Airlines