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

(Round-trip)
Depart: Thu Sep 7 2017 Return: Thu Sep 14 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 15m
1 stop
STT
ORD
8h 42m
1 stop
Depart: Thu Sep 7 2017 Return: Thu Sep 14 2017 Trip spans 8 days
Delta
Delta
MDW
STT
6h 27m
1 stop
STT
MDW
7h 13m
1 stop
Depart: Wed Sep 13 2017 Return: Sun Sep 17 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
STT
9h 15m
1 stop
STT
ORD
8h 42m
1 stop
Depart: Wed Jun 14 2017 Return: Wed Jun 21 2017 Trip spans 8 days
United
United
ORD
STT
9h 15m
1 stop
STT
ORD
7h 30m
1 stop
Depart: Wed May 17 2017 Return: Mon May 22 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
STX
7h 44m
1 stop
STX
ORD
9h 55m
1 stop
Depart: Tue Aug 15 2017 Return: Tue Aug 22 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 14m
1 stop
STT
ORD
8h 37m
1 stop
Depart: Wed Aug 9 2017 Return: Tue Aug 15 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
STT
6h 54m
1 stop
STT
ORD
8h 37m
1 stop
Depart: Tue Aug 15 2017 Return: Wed Aug 16 2017 Trip spans 2 days
Delta
Delta
MDW
STT
6h 22m
1 stop
STT
MDW
8h 08m
1 stop
Depart: Thu Oct 12 2017 Return: Tue Oct 17 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 15m
1 stop
STT
ORD
8h 42m
1 stop
Depart: Tue Oct 24 2017 Return: Tue Oct 31 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 15m
1 stop
STT
ORD
8h 42m
1 stop
Depart: Wed Oct 4 2017 Return: Wed Oct 11 2017 Trip spans 8 days
Delta
Delta
MDW
STT
6h 27m
1 stop
STT
MDW
7h 13m
1 stop
Depart: Tue May 9 2017 Return: Tue May 16 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
STT
7h 02m
1 stop
STT
ORD
8h 40m
1 stop
Depart: Tue Jul 25 2017 Return: Sun Aug 6 2017 Trip spans 13 days
Major Airline
Major Airline
ORD
STX
11h 34m
1 stop
STX
ORD
26h 05m
1 stop
Depart: Thu Oct 12 2017 Return: Mon Oct 16 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
STT
8h 48m
1 stop
STT
ORD
8h 07m
1 stop
Depart: Wed May 10 2017 Return: Mon May 15 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 14m
1 stop
STT
ORD
8h 40m
1 stop
Depart: Sat Aug 12 2017 Return: Sun Aug 20 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
STX
17h 56m
1 stop
STX
ORD
30h 17m
1 stop
Depart: Tue Jul 4 2017 Return: Thu Jul 6 2017 Trip spans 3 days
Delta
Delta
MDW
STT
6h 22m
1 stop
STT
MDW
7h 52m
1 stop
Depart: Sat Apr 29 2017 Return: Wed May 3 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
STT
9h 00m
1 stop
STT
ORD
8h 21m
1 stop
Depart: Thu Sep 14 2017 Return: Sat Sep 23 2017 Trip spans 10 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 15m
1 stop
STT
ORD
8h 42m
1 stop
Depart: Wed Jun 14 2017 Return: Wed Jun 21 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
STX
17h 33m
1 stop
STX
ORD
16h 54m
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
only $282
only $348
Destination

Saint Thomas Island
$282
Christiansted
$550