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Cheap flights from the U.S. Virgin Islands to Chicago from $102

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 8/30. 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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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

Spirit Airlines Logo
10:49 am - 5:39 pmSTT-ORD
7h 50m1 stop
Spirit Airlines Logo
6:30 am - 3:17 pmORD-STT
7h 47m1 stop
$277Spirit Airlines
Find Deal
Fri, Sep 26 - Fri, Oct 3
Spirit Airlines Logo
10:49 am - 5:39 pmSTT-ORD
7h 50m1 stop
Spirit Airlines Logo
6:30 am - 3:17 pmORD-STT
7h 47m1 stop
$287Spirit Airlines
Find Deal
Fri, Sep 26 - Fri, Oct 3
Spirit Airlines Logo
4:02 pm - 10:52 amSTT-ORD
19h 50m2 stops
Spirit Airlines Logo
6:30 am - 2:57 pmORD-STT
7h 27m1 stop
$310Spirit Airlines
Find Deal
Fri, Sep 26 - Fri, Oct 3
Logo
12:57 pm - 2:15 pmSTX-ORD
26h 18m3 stops
Logo
5:16 pm - 11:26 amORD-STX
17h 10m2 stops
$495
Find Deal
Sat, Aug 16 - Wed, Aug 20
American Airlines Logo
5:20 pm - 8:53 amSTT-ORD
16h 33m1 stop
American Airlines Logo
8:35 pm - 12:00 pmORD-STT
14h 25m2 stops
$509American Airlines
Find Deal
Fri, Oct 10 - Tue, Oct 14
Logo
12:57 pm - 2:15 pmSTX-ORD
26h 18m3 stops
Logo
8:47 pm - 11:26 amORD-STX
37h 39m3 stops
$520
Find Deal
Sat, Aug 16 - Wed, Aug 20
American Airlines Logo
1:39 pm - 11:53 pmSTT-ORD
11h 14m2 stops
American Airlines Logo
8:35 pm - 12:00 pmORD-STT
14h 25m2 stops
$539American Airlines
Find Deal
Fri, Oct 10 - Tue, Oct 14
United Airlines Logo
11:30 am - 12:14 amSTT-ORD
13h 44m2 stops
United Airlines Logo
9:07 pm - 1:01 pmORD-STT
38h 54m2 stops
$1,294United Airlines
Find Deal
Thu, Oct 9 - Thu, Oct 16
United Airlines Logo
11:30 am - 8:03 pmSTT-ORD
9h 33m1 stop
United Airlines Logo
9:07 pm - 1:01 pmORD-STT
38h 54m2 stops
$1,301United Airlines
Find Deal
Thu, Oct 9 - Thu, Oct 16
Delta Logo
2:49 pm - 9:24 pmSTT-ORD
7h 35m1 stop
Delta Logo
8:25 pm - 1:39 pmORD-STT
16h 14m2 stops
$3,515Delta
Find Deal
Thu, Oct 9 - Wed, Oct 15

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
Sep 26
STT10:49 amSaint Thomas Island Cyril E King
7h 50m
1 stop
ORD5:39 pmChicago O'Hare Intl
Oct 3
ORD6:30 amChicago O'Hare Intl
7h 47m
1 stop
STT3:17 pmSaint Thomas Island Cyril E King
$277
Find similar
Spirit Airlines
Sep 26
STT10:49 amSaint Thomas Island Cyril E King
7h 50m
1 stop
ORD5:39 pmChicago O'Hare Intl
Oct 3
ORD6:30 amChicago O'Hare Intl
7h 47m
1 stop
STT3:17 pmSaint Thomas Island Cyril E King
$287
Find similar
Spirit Airlines
Sep 26
STT4:02 pmSaint Thomas Island Cyril E King
19h 50m
2 stops
ORD10:52 amChicago O'Hare Intl
Oct 3
ORD6:30 amChicago O'Hare Intl
7h 27m
1 stop
STT2:57 pmSaint Thomas Island Cyril E King
$310
Find similar

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
Oct 10
STT5:20 pmSaint Thomas Island Cyril E King
16h 33m
1 stop
ORD8:53 amChicago O'Hare Intl
Oct 14
ORD8:35 pmChicago O'Hare Intl
14h 25m
2 stops
STT12:00 pmSaint Thomas Island Cyril E King
$509
Find similar
American Airlines
Oct 10
STT1:39 pmSaint Thomas Island Cyril E King
11h 14m
2 stops
ORD11:53 pmChicago O'Hare Intl
Oct 14
ORD8:35 pmChicago O'Hare Intl
14h 25m
2 stops
STT12:00 pmSaint Thomas Island Cyril E King
$539
Find similar
American Airlines
Aug 24
STX3:49 pmChristiansted Henry Rohlsen
8h 59m
2 stops
ORD11:48 pmChicago O'Hare Intl
Aug 28
ORD8:34 pmChicago O'Hare Intl
15h 24m
2 stops
STX12:58 pmChristiansted Henry Rohlsen
$619
Find similar

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 August 2, 2025.
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

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Fri 9/26

10:49 am-5:39 pm

1 stop7h 50m

Chicago O'Hare Intl

Fri 10/3

6:30 am-3:17 pm

1 stop7h 47m

$277

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Fri 9/26

10:49 am-5:39 pm

1 stop7h 50m

Chicago O'Hare Intl

Fri 10/3

6:30 am-3:17 pm

1 stop7h 47m

$287

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Fri 9/26

4:02 pm-10:52 am

2 stops19h 50m

Chicago O'Hare Intl

Fri 10/3

6:30 am-2:57 pm

1 stop7h 27m

$310

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sat 8/16

12:57 pm-2:15 pm

3 stops26h 18m

Chicago O'Hare Intl

Wed 8/20

5:16 pm-11:26 am

2 stops17h 10m

$495

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Fri 10/10

5:20 pm-8:53 am

1 stop16h 33m

Chicago O'Hare Intl

Tue 10/14

8:35 pm-12:00 pm

2 stops14h 25m

$509

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sat 8/16

12:57 pm-2:15 pm

3 stops26h 18m

Chicago O'Hare Intl

Wed 8/20

8:47 pm-11:26 am

3 stops37h 39m

$520

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Fri 10/10

1:39 pm-11:53 pm

2 stops11h 14m

Chicago O'Hare Intl

Tue 10/14

8:35 pm-12:00 pm

2 stops14h 25m

$539

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 10/9

11:30 am-12:14 am

2 stops13h 44m

Chicago O'Hare Intl

Thu 10/16

9:07 pm-1:01 pm

2 stops38h 54m

$1,294

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 10/9

11:30 am-8:03 pm

1 stop9h 33m

Chicago O'Hare Intl

Thu 10/16

9:07 pm-1:01 pm

2 stops38h 54m

$1,301

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 10/9

2:49 pm-9:24 pm

1 stop7h 35m

Chicago O'Hare Intl

Wed 10/15

8:25 pm-1:39 pm

2 stops16h 14m

$3,515

Flights are sorted by cheapest round-trip flights 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 $557. 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 $1,141.

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 morning is the least expensive time of day to depart. momondo users have found prices as low as $430 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $615. 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 28% 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

$102

Fastest flight time

5h 35m

Direct flights

Mon, Wed, Thu and Sun
The best one-way flight to Chicago O'Hare Intl Airport from U.S. Virgin Islands in the past 72 hours is $102. 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 $277.
The fastest flight from U.S. Virgin Islands to Chicago O'Hare Intl Airport takes 5h 35m
Direct flights go from U.S. Virgin Islands to Chicago O'Hare Intl Airport on Monday, Wednesday, Thursday and Sunday. Airlines offering direct flights are: United Airlines and American Airlines.
Search flight deals

  • 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
Spirit AirlinesPriceFrom $200Free CancellationRating
6.3
8,054 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $453Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $509Free CancellationRating
7.4
8,904 reviews
Search United Airlines flights

Traveling to a place near Chicago?

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

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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