Find Cheap Flights from Chicago Midway to U.S. Virgin Islands

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 Chicago Midway to U.S. Virgin Islands

(Round-trip)
Depart: Sat Oct 28 2017 Return: Fri Nov 3 2017 Trip spans 7 days
Delta
Delta
MDW
12:00a
STT
6:14a
6h 14m
1 stop
STT
12:00a
MDW
9:20a
9h 20m
1 stop
Depart: Sat Nov 4 2017 Return: Sat Nov 11 2017 Trip spans 8 days
Delta
Delta
MDW
12:00a
STT
7:34a
7h 34m
1 stop
STT
12:00a
MDW
8:08a
8h 08m
1 stop
Depart: Wed Nov 29 2017 Return: Wed Dec 6 2017 Trip spans 8 days
Delta
Delta
MDW
12:00a
STT
6:27a
6h 27m
1 stop
STT
12:00a
MDW
8:00a
8h 00m
1 stop
Depart: Fri Dec 1 2017 Return: Sat Dec 9 2017 Trip spans 9 days
Delta
Delta
MDW
12:00a
STT
6:27a
6h 27m
1 stop
STT
12:00a
MDW
8:40a
8h 40m
1 stop
Depart: Mon Dec 4 2017 Return: Mon Dec 11 2017 Trip spans 8 days
Delta
Delta
MDW
12:00a
STT
6:27a
6h 27m
1 stop
STT
12:00a
MDW
8:00a
8h 00m
1 stop
Depart: Mon Jan 22 2018 Return: Fri Jan 26 2018 Trip spans 5 days
Delta
Delta
MDW
12:00a
STT
7:42a
7h 42m
1 stop
STT
12:00a
MDW
8:18a
8h 18m
1 stop
Depart: Tue Feb 6 2018 Return: Sun Feb 11 2018 Trip spans 6 days
Delta
Delta
MDW
12:00a
STT
7:42a
7h 42m
1 stop
STT
12:00a
MDW
7:03a
7h 03m
1 stop
Depart: Thu Feb 8 2018 Return: Wed Feb 14 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
STT
7:42a
7h 42m
1 stop
STT
12:00a
MDW
8:18a
8h 18m
1 stop
Depart: Wed Nov 22 2017 Return: Wed Nov 29 2017 Trip spans 8 days
Delta
Delta
MDW
12:00a
STT
6:30a
6h 30m
1 stop
STT
12:00a
MDW
8:00a
8h 00m
1 stop
Depart: Tue Oct 3 2017 Return: Mon Oct 9 2017 Trip spans 7 days
Delta
Delta
MDW
12:00a
STT
6:25a
6h 25m
1 stop
STT
12:00a
MDW
9:20a
9h 20m
1 stop
Depart: Mon Jan 8 2018 Return: Thu Jan 11 2018 Trip spans 4 days
Delta
Delta
MDW
12:00a
STT
7:42a
7h 42m
1 stop
STT
12:00a
MDW
8:18a
8h 18m
1 stop
Depart: Fri Feb 23 2018 Return: Fri Mar 2 2018 Trip spans 8 days
Delta
Delta
MDW
12:00a
STT
6:22a
6h 22m
1 stop
STT
12:00a
MDW
8:08a
8h 08m
1 stop
Depart: Sun Jan 14 2018 Return: Sat Jan 20 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
STT
7:42a
7h 42m
1 stop
STT
12:00a
MDW
7:28a
7h 28m
1 stop
Depart: Tue Feb 27 2018 Return: Sun Mar 4 2018 Trip spans 6 days
Delta
Delta
MDW
12:00a
STX
8:05a
8h 05m
2 stops
STX
12:00a
MDW
7:49a
7h 49m
1 stop
Depart: Fri Dec 22 2017 Return: Tue Dec 26 2017 Trip spans 5 days
Delta
Delta
MDW
12:00a
STT
7:39a
7h 39m
1 stop
STT
12:00a
MDW
8:41a
8h 41m
1 stop
Depart: Fri Oct 13 2017 Return: Sat Oct 21 2017 Trip spans 9 days
Delta
Delta
MDW
12:00a
STX
8:45a
8h 45m
2 stops
STX
12:00a
MDW
11:22a
11h 22m
2 stops
Depart: Thu Nov 2 2017 Return: Sun Nov 5 2017 Trip spans 4 days
Delta
Delta
MDW
12:00a
STX
10:05a
10h 05m
2 stops
STX
12:00a
MDW
10:45a
11h 45m
2 stops
Depart: Sat Dec 23 2017 Return: Sat Dec 30 2017 Trip spans 8 days
Delta
Delta
MDW
12:00a
STT
7:39a
7h 39m
1 stop
STT
12:00a
MDW
8:41a
8h 41m
1 stop
Depart: Thu Dec 28 2017 Return: Tue Jan 9 2018 Trip spans 13 days
Delta
Delta
MDW
12:00a
STX
9:25a
9h 25m
2 stops
STX
12:00a
MDW
12:18p
12h 18m
2 stops
Depart: Sat Mar 10 2018 Return: Sat Mar 17 2018 Trip spans 7 days
Delta
Delta
MDW
12:00a
STX
6:50a
6h 50m
1 stop
STX
12:00a
MDW
7:49a
7h 49m
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

Chicago
$348
Destination

Saint Thomas Island
$348
Christiansted
$675
Airlines