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U.S. Virgin Islands

$108+ 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STT
Nov 19 — Nov 261
1 adult
Tue 11/19
Tue 11/26
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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 November 14, 2024.

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 November 14, 2024.

This CheapOair deal was found by Cheapflights users on 11/14. 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.
Mon 12/95:00 amORD - STX
1 stop10h 03mSpirit Airlines
Mon 12/165:58 pmSTX - ORD
1 stop17h 39mSpirit Airlines
Deal found 11/14$290
This FareScan deal was found by Cheapflights users on 11/14. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/36:00 amORD - STT
3 stops26h 51mSpirit Airlines
Tue 12/1011:56 amSTT - ORD
2 stops14h 38mSpirit Airlines
Deal found 11/14$310
This Mytrip deal was found by Cheapflights users on 11/13. 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.
Tue 12/247:05 amORD - STT
3 stops25h 34mMultiple Airlines
Mon 12/305:45 pmSTT - ORD
2 stops28h 06mMultiple Airlines
Deal found 11/13$435
This Mytrip deal was found by Cheapflights users on 11/14. 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.
Mon 12/97:45 pmORD - STX
2 stops20h 15mMultiple Airlines
Mon 12/165:58 pmSTX - ORD
3 stops25h 42mMultiple Airlines
Deal found 11/14$498
This American Airlines deal was found by Cheapflights users on 11/14. 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.
Sat 12/148:05 amORD - STT
Nonstop4h 35mAmerican Airlines
Sat 12/212:20 pmSTT - ORD
1 stop8h 59mAmerican Airlines
Deal found 11/14$503
This United Airlines deal was found by Cheapflights users on 11/14. 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.
Sun 12/87:25 amORD - STT
Nonstop4h 50mUnited Airlines
Sat 12/142:15 pmSTT - ORD
1 stop11h 14mUnited Airlines
Deal found 11/14$558
This Delta deal was found by Cheapflights users on 11/13. 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.
Tue 12/105:40 amORD - STT
1 stop6h 39mDelta
Wed 12/113:30 pmSTT - ORD
1 stop10h 28mDelta
Deal found 11/13$563
This Delta deal was found by Cheapflights users on 11/12. 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.
Tue 12/106:00 amMDW - STT
1 stop6h 19mDelta
Wed 12/183:30 pmSTT - MDW
1 stop8h 36mDelta
Deal found 11/12$628
This American Airlines deal was found by Cheapflights users on 11/14. 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.
Sun 12/16:49 pmORD - STX
1 stop18h 05mAmerican Airlines
Fri 12/66:14 pmSTX - ORD
1 stop7h 42mAmerican Airlines
Deal found 11/14$738
This Delta deal was found by Cheapflights users on 11/14. 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.
Mon 12/236:00 amMDW - STX
1 stop6h 20mDelta
Sat 12/283:21 pmSTX - MDW
1 stop8h 45mDelta
Deal found 11/14$983
This United Airlines deal was found by Cheapflights users on 11/14. 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.
Wed 12/112:20 pmORD - STX
1 stop15h 45mUnited Airlines
Sun 12/153:25 pmSTX - ORD
1 stop22h 29mUnited Airlines
Deal found 11/14$1,103
This Mytrip deal was found by Cheapflights users on 11/14. 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.
Fri 12/2012:05 pmMDW - STT
3 stops26h 45mMultiple Airlines
Tue 12/245:45 pmSTT - MDW
3 stops24h 55mMultiple Airlines
Deal found 11/14$1,123

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 2,752,363 searches. Data last updated November 14, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 1/8

5:00 am-4:59 pm

1 stop9h 59m

Christiansted Henry Rohlsen

Wed 1/15

5:05 pm-11:02 pm

1 stop7h 57m

$280

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 12/7

7:15 am-10:51 am

3 stops25h 36m

Saint Thomas Island Cyril E King

Sat 12/14

11:56 am-9:07 pm

1 stop11h 11m

$307

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 12/4

9:25 pm-10:51 am

3 stops35h 26m

Saint Thomas Island Cyril E King

Mon 12/9

11:56 am-10:17 am

3 stops24h 21m

$373

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 1/4

6:55 pm-2:31 pm

1 stop17h 36m

Christiansted Henry Rohlsen

Tue 1/14

6:20 pm-8:59 am

1 stop16h 39m

$443

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 2/26

5:10 am-5:41 pm

2 stops10h 31m

Saint Thomas Island Cyril E King

Wed 3/19

3:49 pm-7:29 am

1 stop16h 40m

$468

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sun 2/2

8:50 am-3:40 pm

Nonstop4h 50m

Saint Thomas Island Cyril E King

Sat 2/8

2:15 pm-9:29 pm

1 stop9h 14m

$479

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 1/7

3:31 pm-4:59 pm

3 stops23h 28m

Christiansted Henry Rohlsen

Tue 1/14

5:54 pm-4:08 pm

2 stops24h 14m

$491

ChicagoSaint Thomas Island

MDW - STT

MDWSTT

Chicago Midway

Wed 1/29

6:00 am-2:45 pm

1 stop6h 45m

Saint Thomas Island Cyril E King

Wed 2/5

2:55 pm-10:20 pm

1 stop9h 25m

$573

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Sun 1/5

6:31 pm-4:59 pm

2 stops20h 28m

Christiansted Henry Rohlsen

Wed 1/15

5:05 pm-12:10 pm

3 stops21h 05m

$599

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 2/19

5:50 am-2:23 pm

1 stop6h 33m

Christiansted Henry Rohlsen

Wed 2/26

3:26 pm-11:57 pm

1 stop10h 31m

$623

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

Showing 1-10 of 22 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 $435). Flying from Chicago to U.S. Virgin Islands in June is currently the most expensive (average of $606). 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 November 14, 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 November 14, 2024.
See what other customers who have flown with Spirit Airlines, Delta and United 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
8,788 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

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
8,788 reviews
Delta
8.0
Very good
8,788 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

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
9,194 reviews
Delta
8.0
Very good
8,788 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

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
8,788 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

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
8,167 reviews
Delta
8.0
Very good
8,788 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

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 $108 on Spirit Airlines. Other airlines that offer cheap prices include American Airlines from $252 and Delta from $262 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 $853. The most popular route, (Chicago O'Hare Intl - Saint Thomas Island Cyril E King), can usually be booked for $223.

  • 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 $435). Flying from Chicago to U.S. Virgin Islands in June is currently the most expensive (average of $606). 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 2,752,363 searches. Data last updated November 14, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$184Average$330FlexibilityNo cancel feeOn-time65%
DeltaCheapest$275Average$709FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$300Average$632FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$473Average$817FlexibilityNo cancel feeOn-time69%
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