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U.S. Virgin Islands

$107+ Cheap flights from Chicago (CHI) to the U.S. Virgin Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STT
dic. 23 — dic. 301
lun. 12/23
lun. 12/30
1 adult, Economy
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Cheap flight deals from Chicago to U.S. Virgin Islands

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to U.S. Virgin Islands (VI0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 18, 2024.

Round-trip from

$262
(CheapOair)

One-way from

$107
(FlightHub)
From Chicago (CHI) to U.S. Virgin Islands
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One-way flight from Chicago (CHI) to U.S. Virgin Islands
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Find flight deals from Chicago to U.S. Virgin Islands

Cheapest flights from Chicago to U.S. Virgin Islands
Explore the most affordable flight options available from Chicago to U.S. Virgin Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 18, 2024.

This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/315:11 pmORD - STT
1 stop15h 28mSpirit Airlines
jue. 1/911:51 amSTT - ORD
1 stop10h 22mSpirit Airlines
Deal found 12/16$379
This Trip.com deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/292:19 pmORD - STT
2 stops20h 13mFrontier
vie. 2/211:49 pmSTT - ORD
2 stops21h 26mFrontier
Deal found 12/17$541
This CheapOair deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/249:15 pmORD - STX
2 stops17h 44mSpirit Airlines
mié. 1/15:54 pmSTX - ORD
2 stops15h 53mSpirit Airlines
Deal found 12/17$596
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/316:00 amMDW - STT
1 stop6h 56mDelta
mar. 1/144:00 pmSTT - MDW
1 stop8h 20mDelta
Deal found 12/17$628
This American Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/316:55 pmORD - STX
1 stop17h 36mAmerican Airlines
sáb. 3/14:29 pmSTX - ORD
1 stop7h 11mAmerican Airlines
Deal found 12/17$638
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/307:30 pmORD - STT
2 stops19h 20mMultiple Airlines
lun. 1/65:45 pmSTT - ORD
3 stops32h 48mMultiple Airlines
Deal found 12/17$647
This American Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/236:55 pmORD - STT
1 stop15h 45mAmerican Airlines
dom. 12/296:30 pmSTT - ORD
1 stop17h 51mAmerican Airlines
Deal found 12/16$718
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/235:40 amORD - STT
1 stop8h 32mDelta
dom. 12/294:10 pmSTT - ORD
1 stop9h 43mDelta
Deal found 12/17$753
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/249:15 pmORD - STX
2 stops17h 44mMultiple Airlines
mié. 1/15:54 pmSTX - ORD
3 stops21h 01mMultiple Airlines
Deal found 12/17$813
This United Airlines deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/217:25 amORD - STT
Nonstop4h 50mUnited Airlines
sáb. 12/283:17 pmSTT - ORD
Nonstop5h 35mUnited Airlines
Deal found 12/18$919
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/266:51 pmMDW - STT
3 stops37h 48mMultiple Airlines
lun. 12/3011:44 amSTT - MDW
3 stops29h 19mMultiple Airlines
Deal found 12/17$1,229
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/225:40 amORD - STX
1 stop6h 40mDelta
mié. 1/13:21 pmSTX - ORD
1 stop10h 35mDelta
Deal found 12/17$1,233

Find flights from Chicago to U.S. Virgin Islands within your budget

Customize your flight search to find flights from Chicago to U.S. Virgin Islands 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, Cheapflights users made 2,558,603 searches. Data last updated diciembre 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

sáb. 2/1

5:11 am-4:00 pm

1 stop8h 49m

Christiansted Henry Rohlsen

sáb. 2/8

5:05 pm-11:32 pm

1 stop8h 27m

$262

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

dom. 1/12

10:29 am-10:46 am

2 stops22h 17m

Saint Thomas Island Cyril E King

sáb. 1/18

11:51 am-11:32 am

2 stops25h 41m

$329

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

sáb. 1/4

10:49 am-12:19 pm

2 stops23h 30m

Christiansted Henry Rohlsen

sáb. 1/11

5:58 pm-1:58 pm

2 stops22h 00m

$357

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

mié. 1/15

5:00 am-5:03 pm

1 stop10h 03m

Christiansted Henry Rohlsen

dom. 1/19

4:33 pm-9:42 pm

1 stop7h 09m

$453

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

jue. 2/27

8:15 am-5:41 pm

1 stop7h 26m

Saint Thomas Island Cyril E King

dom. 3/9

3:45 pm-11:25 pm

1 stop8h 40m

$478

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

sáb. 2/1

3:56 pm-8:10 pm

2 stops26h 14m

Christiansted Henry Rohlsen

sáb. 2/8

5:05 pm-12:30 pm

3 stops21h 25m

$486

ChicagoSaint Thomas Island

MDW - STT

MDWSTT

Chicago Midway

mié. 1/29

6:00 am-2:45 pm

1 stop6h 45m

Saint Thomas Island Cyril E King

mié. 2/5

2:55 pm-10:20 pm

1 stop9h 25m

$508

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

jue. 5/8

1:10 pm-9:45 am

3 stops19h 35m

Saint Thomas Island Cyril E King

sáb. 5/10

10:35 am-10:29 pm

2 stops12h 54m

$511

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

dom. 12/29

2:19 pm-12:32 pm

2 stops20h 13m

Saint Thomas Island Cyril E King

vie. 2/21

1:49 pm-9:15 am

2 stops21h 26m

$541

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

mié. 3/5

8:50 am-3:40 pm

Nonstop4h 50m

Saint Thomas Island Cyril E King

jue. 3/13

12:05 pm-6:37 pm

1 stop7h 32m

$563

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 23 results
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Best time to book a flight from Chicago to U.S. Virgin Islands

Have a flexible travel schedule? Discover the best time to fly to U.S. Virgin Islands from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to U.S. Virgin Islands

Get recent, data-driven insights about flights from Chicago to U.S. Virgin Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to U.S. Virgin Islands?

Currently, September is the cheapest month in which you can book a flight from Chicago to U.S. Virgin Islands (average of $433). Flying from Chicago to U.S. Virgin Islands in June is currently the most expensive (average of $660). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to VI?

Find hourly flight availability from Chicago to U.S. Virgin Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 18, 2024.

When flying from Chicago to U.S. Virgin Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing U.S. Virgin Islands

Get insights into the airlines that provide service to U.S. Virgin Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to U.S. Virgin Islands. Reviews last updated diciembre 18, 2024.
See what other customers who have flown with Delta, United Airlines and Spirit Airlines from Chicago to U.S. Virgin Islands have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,604 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
9,059 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Spirit Airlines
6.3
Okay
8,119 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Frontier
6.1
Okay
3,479 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Chicago to U.S. Virgin Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to U.S. Virgin Islands one-way?

    One-way options have recently been found by users for as low as $107 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $111 and American Airlines from $263 one-way.

  • What are the most popular routes from Chicago to U.S. Virgin Islands?

    When deciding which route to take from Chicago to U.S. Virgin Islands consider Chicago O'Hare Intl - Saint Thomas Island Cyril E King, Chicago Midway - Saint Thomas Island Cyril E King or Chicago O'Hare Intl - Christiansted Henry Rohlsen as they are the most popular.

  • What are the cheapest flights from Chicago to U.S. Virgin Islands?

    The cheapest flight price from Chicago to U.S. Virgin Islands is $257. On average you can expect to pay $520. The most popular route, (Chicago O'Hare Intl - Saint Thomas Island Cyril E King), can usually be booked for $213.

  • Can I find deals for flights from Chicago to U.S. Virgin Islands that include hotel bookings?

    Yes. In addition to deals on Chicago to U.S. Virgin Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to U.S. Virgin Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to U.S. Virgin Islands.

  • Can I find deals for business class flights from Chicago to U.S. Virgin Islands?

    Yes. Cheapflights offers flight deals from Chicago to U.S. Virgin Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to U.S. Virgin Islands?

    Currently, September is the cheapest month in which you can book a flight from Chicago to U.S. Virgin Islands (average of $433). Flying from Chicago to U.S. Virgin Islands in June is currently the most expensive (average of $660). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to U.S. Virgin Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chicago to U.S. Virgin Islands

Discover the top 4 airlines that operate flights from Chicago to U.S. Virgin Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$183Average$330FlexibilityNo cancel feeOn-time65%
DeltaCheapest$275Average$738FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$336Average$631FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$476Average$806FlexibilityNo cancel feeOn-time69%
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