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Cheap flights from the U.S. Virgin Islands to Chicago from $140

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 4/30. 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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0 bags

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Find the cheapest flights from the U.S. Virgin Islands to Chicago

Recent round-trip flight deals from the U.S. Virgin Islands to Chicago

Enter your travel dates to find the best prices.
Multiple Airlines Logo
12:25 pm - 9:17 pm
STT
-
ORD
9h 52m
1 stop
Multiple Airlines Logo
1:27 pm - 11:30 am
ORD
-
STT
21h 03m
1 stop
$280Multiple Airlines
sáb., abr. 25 - mié., abr. 29
Spirit Airlines Logo
5:10 pm - 12:24 am
STT
-
ORD
8h 14m
1 stop
Spirit Airlines Logo
7:15 pm - 11:30 am
ORD
-
STT
15h 15m
1 stop
$291Spirit Airlines
jue., abr. 16 - lun., abr. 20
Spirit Airlines Logo
10:49 am - 12:24 am
STT
-
ORD
14h 35m
2 stops
Spirit Airlines Logo
7:15 pm - 11:30 am
ORD
-
STT
15h 15m
1 stop
$294Spirit Airlines
jue., abr. 16 - lun., abr. 20
Spirit Airlines Logo
10:49 am - 12:24 am
STT
-
ORD
14h 35m
2 stops
Spirit Airlines Logo
11:28 am - 9:54 am
ORD
-
STT
21h 26m
2 stops
$312Spirit Airlines
jue., abr. 16 - lun., abr. 20
Multiple Airlines Logo
4:35 pm - 9:17 pm
STT
-
ORD
29h 42m
1 stop
Multiple Airlines Logo
6:04 pm - 9:54 am
ORD
-
STT
14h 50m
1 stop
$317Multiple Airlines
lun., abr. 13 - vie., abr. 17
Spirit Airlines Logo
10:49 am - 12:24 am
STT
-
ORD
14h 35m
2 stops
Spirit Airlines Logo
6:40 am - 11:30 am
ORD
-
STT
27h 50m
3 stops
$339Spirit Airlines
jue., abr. 16 - lun., abr. 20
Spirit Airlines Logo
12:25 pm - 11:07 pm
STT
-
ORD
11h 42m
2 stops
Spirit Airlines Logo
11:28 am - 11:30 am
ORD
-
STT
23h 02m
2 stops
$342Spirit Airlines
sáb., abr. 25 - mié., abr. 29
Multiple Airlines Logo
4:35 pm - 9:17 pm
STT
-
ORD
29h 42m
1 stop
Multiple Airlines Logo
9:44 pm - 4:15 pm
ORD
-
STT
17h 31m
2 stops
$360Multiple Airlines
lun., abr. 13 - vie., abr. 17
Multiple Airlines Logo
5:51 pm - 11:54 pm
STX
-
ORD
31h 03m
1 stop
Multiple Airlines Logo
1:18 pm - 12:59 pm
ORD
-
STX
22h 41m
1 stop
$362Multiple Airlines
jue., abr. 23 - mié., may. 13
Multiple Airlines Logo
2:36 pm - 11:07 pm
STT
-
ORD
33h 31m
2 stops
Multiple Airlines Logo
7:15 pm - 11:30 am
ORD
-
STT
15h 15m
1 stop
$362Multiple Airlines
dom., abr. 12 - jue., abr. 16

Spirit Airlines flights from U.S. Virgin Islands to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on U.S. Virgin Islands to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Apr 16
STT5:10 pmSaint Thomas Island Cyril E King
8h 14m
1 stop
ORD12:24 amChicago O'Hare Intl
Apr 20
ORD7:15 pmChicago O'Hare Intl
15h 15m
1 stop
STT11:30 amSaint Thomas Island Cyril E King
$291
Spirit Airlines
Apr 16
STT10:49 amSaint Thomas Island Cyril E King
14h 35m
2 stops
ORD12:24 amChicago O'Hare Intl
Apr 20
ORD7:15 pmChicago O'Hare Intl
15h 15m
1 stop
STT11:30 amSaint Thomas Island Cyril E King
$294
Spirit Airlines
Apr 16
STT10:49 amSaint Thomas Island Cyril E King
14h 35m
2 stops
ORD12:24 amChicago O'Hare Intl
Apr 20
ORD11:28 amChicago O'Hare Intl
21h 26m
2 stops
STT9:54 amSaint Thomas Island Cyril E King
$312

American Airlines flights from U.S. Virgin Islands to Chicago O'Hare Intl Airport

Our best American Airlines deals on U.S. Virgin Islands to Chicago O'Hare Intl Airport flight tickets
American Airlines
May 5
STX5:14 pmChristiansted Henry Rohlsen
8h 11m
1 stop
ORD12:25 amChicago O'Hare Intl
May 23
ORD6:55 amChicago O'Hare Intl
8h 02m
1 stop
STX3:57 pmChristiansted Henry Rohlsen
$571
American Airlines
May 5
STX5:14 pmChristiansted Henry Rohlsen
15h 17m
2 stops
ORD7:31 amChicago O'Hare Intl
May 23
ORD8:25 amChicago O'Hare Intl
11h 20m
1 stop
STX8:45 pmChristiansted Henry Rohlsen
$575
American Airlines
May 2
STX2:05 pmChristiansted Henry Rohlsen
10h 49m
2 stops
ORD11:54 pmChicago O'Hare Intl
May 23
ORD6:40 amChicago O'Hare Intl
13h 05m
2 stops
STX8:45 pmChristiansted Henry Rohlsen
$610

momondo Fare Finder

 
Customize your flight search to find flights from U.S. Virgin Islands to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated abril 2, 2026.
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

Price

Cheapest round-trip

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

sáb. 4/25

12:25 pm-9:17 pm

1 stop9h 52m

Chicago O'Hare Intl

mié. 4/29

1:27 pm-11:30 am

1 stop21h 03m

$280
Quickest round-trip

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

jue. 4/16

5:10 pm-12:24 am

1 stop8h 14m

Chicago O'Hare Intl

lun. 4/20

7:15 pm-11:30 am

1 stop15h 15m

$291

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

jue. 4/16

10:49 am-12:24 am

2 stops14h 35m

Chicago O'Hare Intl

lun. 4/20

7:15 pm-11:30 am

1 stop15h 15m

$294

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

jue. 4/16

10:49 am-12:24 am

2 stops14h 35m

Chicago O'Hare Intl

lun. 4/20

11:28 am-9:54 am

2 stops21h 26m

$312

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

lun. 4/13

4:35 pm-9:17 pm

1 stop29h 42m

Chicago O'Hare Intl

vie. 4/17

6:04 pm-9:54 am

1 stop14h 50m

$317

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

jue. 4/16

10:49 am-12:24 am

2 stops14h 35m

Chicago O'Hare Intl

lun. 4/20

6:40 am-11:30 am

3 stops27h 50m

$339

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

sáb. 4/25

12:25 pm-11:07 pm

2 stops11h 42m

Chicago O'Hare Intl

mié. 4/29

11:28 am-11:30 am

2 stops23h 02m

$342

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

lun. 4/13

4:35 pm-9:17 pm

1 stop29h 42m

Chicago O'Hare Intl

vie. 4/17

9:44 pm-4:15 pm

2 stops17h 31m

$360

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

jue. 4/23

5:51 pm-11:54 pm

1 stop31h 03m

Chicago O'Hare Intl

mié. 5/13

1:18 pm-12:59 pm

1 stop22h 41m

$362

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

dom. 4/12

2:36 pm-11:07 pm

2 stops33h 31m

Chicago O'Hare Intl

jue. 4/16

7:15 pm-11:30 am

1 stop15h 15m

$362

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 Wednesday when prices can be found for as low as $516. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday 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 $801.

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 at noon is the least expensive time of day to depart. momondo users have found prices as low as $536 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $567. 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 flights?

There are 4 cabin classes available to choose from on U.S. Virgin Islands to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on U.S. Virgin Islands to Chicago O'Hare Intl Airport flights?

You could potentially save up to 46% on your flight if you consider stops on a U.S. Virgin Islands to Chicago O'Hare Intl Airport flight.

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

Best Price Found

$186

Fastest flight time

5h 34m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from U.S. Virgin Islands in the past 72 hours is $186. The best round-trip flight deal from U.S. Virgin Islands to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $387.
The fastest flight from U.S. Virgin Islands to Chicago O'Hare Intl Airport takes 5h 34m
Direct flights go from U.S. Virgin Islands to Chicago O'Hare Intl Airport every day.
Search flight deals

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?

  • 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?

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
American AirlinesPriceFrom $306Free CancellationRating
7.1
11,550 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Kenosha
Oak Brook
Joliet
Janesville
Aurora
Racine
Hammond
Elgin
Tinley Park
South Holland

Why use momondo?

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.

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