Find Cheap Flights from San Juan to Chicago Midway (PR1 - 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 to Chicago Midway

(Round-trip)
Depart: Thu Oct 12 2017 Return: Tue Oct 24 2017 Trip spans 13 days
Delta
Delta
SJU
12:00a
MDW
8:14a
8h 14m
1 stop
MDW
12:00a
SJU
1:40p
13h 40m
2 stops
Depart: Fri Oct 6 2017 Return: Wed Oct 11 2017 Trip spans 6 days
Delta
Delta
SJU
12:00a
MDW
8:14a
8h 14m
1 stop
MDW
12:00a
SJU
6:41a
6h 41m
1 stop
Depart: Fri Nov 3 2017 Return: Mon Nov 6 2017 Trip spans 4 days
Delta
Delta
SJU
12:00a
MDW
7:10a
7h 10m
1 stop
MDW
12:00a
SJU
6:53a
6h 53m
1 stop
Depart: Fri Dec 1 2017 Return: Tue Dec 5 2017 Trip spans 5 days
Delta
Delta
SJU
12:00a
MDW
9:40a
9h 40m
1 stop
MDW
12:00a
SJU
7:52a
7h 52m
1 stop
Depart: Thu Dec 7 2017 Return: Sun Dec 10 2017 Trip spans 4 days
Delta
Delta
SJU
12:00a
MDW
6:40a
6h 40m
1 stop
MDW
12:00a
SJU
6:22a
6h 22m
1 stop
Depart: Mon Oct 16 2017 Return: Mon Oct 30 2017 Trip spans 15 days
Delta
Delta
SJU
12:00a
MDW
9:20a
9h 20m
1 stop
MDW
12:00a
SJU
8:36a
8h 36m
1 stop
Depart: Tue Sep 26 2017 Return: Wed Oct 18 2017 Trip spans 23 days
Delta
Delta
SJU
12:00a
MDW
10:50a
10h 50m
2 stops
MDW
12:00a
SJU
8:36a
8h 36m
1 stop
Depart: Wed Oct 18 2017 Return: Fri Oct 20 2017 Trip spans 3 days
Delta
Delta
SJU
12:00a
MDW
10:45a
10h 45m
2 stops
MDW
12:00a
SJU
6:24a
6h 24m
1 stop
Depart: Fri Dec 22 2017 Return: Wed Jan 3 2018 Trip spans 13 days
Delta
Delta
SJU
12:00a
MDW
7:23a
7h 23m
1 stop
MDW
12:00a
SJU
7:52a
7h 52m
1 stop
Depart: Wed Nov 22 2017 Return: Sun Nov 26 2017 Trip spans 5 days
Delta
Delta
SJU
12:00a
MDW
7:17a
7h 17m
1 stop
MDW
12:00a
SJU
6:38a
6h 38m
1 stop
Depart: Tue Nov 14 2017 Return: Fri Nov 17 2017 Trip spans 4 days
Delta
Delta
SJU
12:00a
MDW
10:46a
10h 46m
2 stops
MDW
12:00a
SJU
7:53a
7h 53m
1 stop
Depart: Sun Sep 24 2017 Return: Fri Sep 29 2017 Trip spans 6 days
Delta
Delta
SJU
12:00a
MDW
10:50a
10h 50m
2 stops
MDW
12:00a
SJU
6:44a
6h 44m
1 stop
* 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
$380
Destination

Chicago
$380
Airlines