Find Cheap Flights from San Juan Luis Munoz Marin to Chicago Midway (SJU - 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 San Juan Luis Munoz Marin to Chicago Midway

(Round-trip)
Depart: Tue Oct 3 2017 Return: Sat Oct 7 2017 Trip spans 5 days
Delta
Delta
SJU
3:00a
MDW
8:02p
17h 02m
2 stops
MDW
1:10p
SJU
10:23a
21h 13m
2 stops
Depart: Thu Jul 13 2017 Return: Thu Aug 3 2017 Trip spans 22 days
Southwest
Southwest
SJU
9:25a
MDW
4:15p
6h 50m
1 stop
MDW
11:20a
SJU
6:05p
6h 45m
1 stop
Depart: Wed Sep 20 2017 Return: Mon Sep 25 2017 Trip spans 6 days
Delta
Delta
SJU
9:30a
MDW
8:07p
10h 37m
2 stops
MDW
2:00a
SJU
8:22a
6h 22m
1 stop
Depart: Wed Sep 27 2017 Return: Mon Oct 2 2017 Trip spans 6 days
Delta
Delta
SJU
9:30a
MDW
8:07p
10h 37m
2 stops
MDW
8:00a
SJU
4:34p
8h 34m
1 stop
Depart: Wed Oct 4 2017 Return: Sat Oct 7 2017 Trip spans 4 days
Delta
Delta
SJU
3:25a
MDW
10:37a
7h 12m
1 stop
MDW
1:10p
SJU
7:08a
17h 58m
2 stops
Depart: Thu Oct 12 2017 Return: Wed Oct 18 2017 Trip spans 7 days
Delta
Delta
SJU
3:25a
MDW
10:37a
7h 12m
1 stop
MDW
3:20a
SJU
5:13p
13h 53m
2 stops
Depart: Mon Jul 17 2017 Return: Mon Jul 31 2017 Trip spans 15 days
Southwest
Southwest
SJU
2:50a
MDW
11:00a
8h 10m
1 stop
MDW
9:40a
SJU
5:10p
7h 30m
2 stops
Depart: Thu Sep 28 2017 Return: Sun Oct 1 2017 Trip spans 4 days
Delta
Delta
SJU
9:30a
MDW
8:07p
10h 37m
2 stops
MDW
8:00a
SJU
4:34p
8h 34m
1 stop
Depart: Thu Sep 21 2017 Return: Sun Sep 24 2017 Trip spans 4 days
Delta
Delta
SJU
11:50a
MDW
8:07p
8h 17m
1 stop
MDW
2:00a
SJU
9:52a
7h 52m
1 stop
Depart: Thu Oct 5 2017 Return: Sat Oct 7 2017 Trip spans 3 days
Delta
Delta
SJU
10:14a
MDW
8:07p
9h 53m
1 stop
MDW
1:10p
SJU
7:08a
17h 58m
2 stops
Depart: Wed Aug 30 2017 Return: Wed Sep 6 2017 Trip spans 8 days
Delta
Delta
SJU
11:50a
MDW
8:07p
8h 17m
1 stop
MDW
8:00a
SJU
4:34p
8h 34m
1 stop
Depart: Tue Sep 12 2017 Return: Fri Sep 15 2017 Trip spans 4 days
Delta
Delta
SJU
10:14a
MDW
6:07p
7h 53m
1 stop
MDW
2:00a
SJU
9:52a
7h 52m
1 stop
Depart: Sat Oct 7 2017 Return: Tue Oct 10 2017 Trip spans 4 days
Delta
Delta
SJU
11:50a
MDW
8:05p
8h 15m
1 stop
MDW
3:20a
SJU
9:52a
6h 32m
1 stop
Depart: Thu Oct 26 2017 Return: Sun Oct 29 2017 Trip spans 4 days
Delta
Delta
SJU
3:25a
MDW
10:37a
7h 12m
1 stop
MDW
3:20a
SJU
9:52a
6h 32m
1 stop
Depart: Tue Nov 7 2017 Return: Tue Nov 14 2017 Trip spans 8 days
Delta
Delta
SJU
3:00a
MDW
7:48p
16h 48m
2 stops
MDW
1:00a
SJU
4:24p
15h 24m
2 stops
Depart: Thu Aug 24 2017 Return: Fri Sep 8 2017 Trip spans 16 days
Delta
Delta
SJU
10:14a
MDW
7:53p
9h 39m
1 stop
MDW
2:00a
SJU
9:52a
7h 52m
1 stop
Depart: Tue Oct 31 2017 Return: Sun Nov 12 2017 Trip spans 13 days
Delta
Delta
SJU
11:50a
MDW
6:43p
6h 53m
1 stop
MDW
1:00a
SJU
7:22a
6h 22m
1 stop
Depart: Fri Sep 8 2017 Return: Mon Sep 11 2017 Trip spans 4 days
Delta
Delta
SJU
10:14a
MDW
7:53p
9h 39m
1 stop
MDW
2:00a
SJU
9:52a
7h 52m
1 stop
Depart: Sat Sep 30 2017 Return: Sat Oct 7 2017 Trip spans 8 days
Delta
Delta
SJU
11:50a
MDW
8:05p
8h 15m
1 stop
MDW
8:00a
SJU
4:34p
8h 34m
1 stop
Depart: Fri Oct 20 2017 Return: Tue Oct 24 2017 Trip spans 5 days
Delta
Delta
SJU
3:25a
MDW
12:46p
9h 21m
1 stop
MDW
2:00a
SJU
5:13p
15h 13m
2 stops
Select an airline:  Southwest
Direct flights SJU to MDW on Southwest
Flight # Depart SJU Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
2933 3:25 pm 7:20 pm Jun 4 - Aug 13
* 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

San Juan
$379
Destination

Chicago
$379