Cheap flights from the U.S. Virgin Islands to Chicago from $280
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the U.S. Virgin Islands to Chicago departing on 12/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Not ready to book? to track prices.United Airlines flights from U.S. Virgin Islands to Chicago O'Hare Intl Airport
Our best United Airlines deals on U.S. Virgin Islands to Chicago O'Hare Intl Airport flight tickets
JetBlue flights from U.S. Virgin Islands to Chicago O'Hare Intl Airport
Our best JetBlue deals on U.S. Virgin Islands to Chicago O'Hare Intl Airport flight tickets
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Use the filters below to find and compare flights from the U.S. Virgin Islands to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 12/15
2:02 pm-7:30 pm
1 stop7h 28m
Chicago O'Hare Intl
Tue 12/15
10:30 pm-2:19 pm
2 stops13h 49m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
1:07 pm-9:36 pm
1 stop10h 29m
Chicago O'Hare Intl
Mon 11/9
9:06 pm-3:38 pm
1 stop16h 32m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
3:15 pm-11:30 pm
2 stops10h 15m
Chicago O'Hare Intl
Mon 11/9
9:06 pm-3:38 pm
1 stop16h 32m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Thu 11/5
4:53 pm-8:00 am
1 stop17h 07m
Chicago O'Hare Intl
Tue 11/10
6:41 am-3:38 pm
1 stop6h 57m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Thu 11/5
3:15 pm-11:30 pm
2 stops10h 15m
Chicago O'Hare Intl
Tue 11/10
5:19 am-3:38 pm
1 stop8h 19m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
1:07 pm-9:36 pm
1 stop10h 29m
Chicago O'Hare Intl
Mon 11/9
9:06 pm-3:38 pm
1 stop16h 32m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
3:15 pm-11:30 pm
2 stops10h 15m
Chicago O'Hare Intl
Mon 11/9
9:06 pm-3:38 pm
1 stop16h 32m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Fri 10/23
5:40 pm-10:39 pm
2 stops29h 59m
Chicago O'Hare Intl
Tue 11/3
9:51 am-2:35 pm
2 stops26h 44m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
2:01 pm-11:09 pm
2 stops11h 08m
Chicago O'Hare Intl
Mon 11/9
8:57 pm-12:16 pm
2 stops13h 19m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
5:59 pm-1:44 pm
2 stops21h 45m
Chicago O'Hare Intl
Mon 11/9
7:00 am-5:08 pm
2 stops32h 08m
See travel insights to Chicago from
How to get the cheapest flight ticket from U.S. Virgin Islands to Chicago O'Hare Intl Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $486. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from U.S. Virgin Islands because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $684.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from U.S. Virgin Islands in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $486 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $541. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest U.S. Virgin Islands to Chicago O'Hare Intl flight route?
Fly from Saint Thomas Island Cyril E King to Chicago O'Hare Intl for the best U.S. Virgin Islands - Chicago O'Hare Intl flight prices
What cabin class options are available on U.S. Virgin Islands to Chicago O'Hare Intl Airport flights?
There are 2 cabin classes available to choose from on U.S. Virgin Islands to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Cheap U.S. Virgin Islands to Chicago O'Hare Intl Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from U.S. Virgin Islands to Chicago O'Hare Intl Airport
Frequently asked questions about flying from the U.S. Virgin Islands to Chicago O'Hare Intl Airport
When did momondo last update prices for flights from U.S. Virgin Islands to Chicago O'Hare Intl Airport?
Prices for flights from U.S. Virgin Islands to Chicago O'Hare Intl Airport are updated daily.
How many operators does momondo search for flights from U.S. Virgin Islands to Chicago O'Hare Intl Airport?
As of October 2026, there is 1 operator available to choose from for flights from U.S. Virgin Islands to Chicago O'Hare Intl Airport.
How old do you have to be to fly from U.S. Virgin Islands to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from U.S. Virgin Islands to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from U.S. Virgin Islands to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between U.S. Virgin Islands and Chicago O'Hare Intl Airport, the leading plane model is Boeing 737-800, making up 50.00% of the total bookings. Other popular models include Boeing 737 MAX 8 with 25.00% and Airbus A319 with 25.00%.
Best airlines flying from U.S. Virgin Islands to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from U.S. Virgin Islands to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $306 | Free Cancellation | Rating 7.0 12,152 reviews |
Traveling to a place near Chicago?
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Why should I use momondo to find a flight deal from U.S. Virgin Islands to Chicago?
Finding the right flight to Chicago from U.S. Virgin Islands is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from U.S. Virgin Islands to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from U.S. Virgin Islands with this policy.
How can momondo help me find flights from U.S. Virgin Islands to Chicago?
Once you have performed a search for U.S. Virgin Islands to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from U.S. Virgin Islands to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from U.S. Virgin Islands and alert you when they change.