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.
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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: Mon Sep 4 2017 Return: Fri Sep 8 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
STT
6h 54m
1 stop
STT
ORD
8h 41m
1 stop
Depart: Thu Dec 14 2017 Return: Sat Dec 23 2017 Trip spans 10 days
Multiple Airlines
Multiple Airlines
ORD
STT
9h 15m
1 stop
STT
ORD
18h 20m
1 stop
Depart: Tue Sep 12 2017 Return: Tue Sep 19 2017 Trip spans 8 days
Delta
Delta
MDW
STT
6h 28m
1 stop
STT
MDW
9h 32m
1 stop
Depart: Tue Aug 15 2017 Return: Tue Aug 22 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
STX
11h 23m
2 stops
STX
ORD
16h 54m
1 stop
Depart: Tue Sep 26 2017 Return: Fri Sep 29 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 12m
1 stop
STT
ORD
8h 41m
1 stop
Depart: Mon Nov 6 2017 Return: Thu Nov 9 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
STT
9h 12m
1 stop
STT
ORD
8h 07m
1 stop
Depart: Wed Oct 18 2017 Return: Wed Oct 25 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 12m
1 stop
STT
ORD
8h 41m
1 stop
Depart: Wed Sep 13 2017 Return: Sat Sep 23 2017 Trip spans 11 days
Delta
Delta
MDW
STT
6h 28m
1 stop
STT
MDW
7h 49m
1 stop
Depart: Mon Jan 15 2018 Return: Mon Jan 22 2018 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 15m
1 stop
STT
ORD
8h 38m
1 stop
Depart: Sun Nov 12 2017 Return: Fri Nov 17 2017 Trip spans 6 days
Multiple Airlines
Multiple Airlines
ORD
STT
7h 30m
1 stop
STT
ORD
7h 47m
1 stop
Depart: Tue Dec 5 2017 Return: Fri Dec 8 2017 Trip spans 4 days
Delta
Delta
MDW
STT
6h 27m
1 stop
STT
MDW
7h 13m
1 stop
Depart: Sun Jan 21 2018 Return: Fri Jan 26 2018 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 15m
1 stop
STT
ORD
8h 38m
1 stop
Depart: Wed Jan 10 2018 Return: Tue Jan 16 2018 Trip spans 7 days
Delta
Delta
MDW
STT
7h 42m
1 stop
STT
MDW
6h 53m
1 stop
Depart: Mon Nov 6 2017 Return: Thu Nov 9 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
STX
23h 10m
2 stops
STX
ORD
32h 42m
2 stops
Depart: Wed Aug 30 2017 Return: Fri Sep 8 2017 Trip spans 10 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 14m
1 stop
STT
ORD
8h 41m
1 stop
Depart: Wed Nov 8 2017 Return: Tue Nov 14 2017 Trip spans 7 days
American Airlines
American Airlines
ORD
STX
24h 24m
1 stop
STX
ORD
9h 27m
1 stop
Depart: Wed Oct 25 2017 Return: Mon Oct 30 2017 Trip spans 6 days
Multiple Airlines
Multiple Airlines
ORD
STX
32h 00m
2 stops
STX
ORD
31h 42m
2 stops
Depart: Mon Dec 4 2017 Return: Thu Dec 7 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
STT
9h 15m
1 stop
STT
ORD
8h 36m
1 stop
Depart: Wed Aug 16 2017 Return: Mon Aug 21 2017 Trip spans 6 days
Delta
Delta
MDW
STT
6h 43m
1 stop
STT
MDW
9h 07m
1 stop
Depart: Thu Oct 12 2017 Return: Mon Oct 16 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
STT
9h 11m
1 stop
STT
ORD
9h 14m
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.

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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 $320
only $378
Destination

Saint Thomas Island
$320
Christiansted
$387