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Saint Croix

$145+ Cheap flights from Chicago (CHI) to Saint Croix

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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STX
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Cheap flight deals from Chicago to Saint Croix

Keep the following information in mind while searching for Chicago to Saint Croix flight deals. Data was last updated October 16, 2025.

Round-trip from

$293
(Kiwi.com)

One-way from

$145
(Kiwi.com)
From Chicago (CHI) to Saint Croix
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One-way flight from Chicago (CHI) to Saint Croix
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Find flight deals from Chicago to Saint Croix

Cheapest flights from Chicago to Saint Croix
Explore the most affordable flight options available from Chicago to Saint Croix. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Tue 11/1110:52 amORD - STX
1 stop27h 54mMultiple Airlines
Wed 11/195:41 pmSTX - ORD
1 stop24h 44mMultiple Airlines
Deal found 10/16$293
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/114:57 pmORD - STX
2 stops21h 49mSpirit Airlines
Wed 11/195:41 pmSTX - ORD
1 stop17h 36mSpirit Airlines
Deal found 10/16$296
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Thu 11/278:45 amORD - STX
1 stop28h 56mMultiple Airlines
Mon 12/84:53 pmSTX - ORD
1 stop20h 21mMultiple Airlines
Deal found 10/16$300
This Mytrip deal was found by Cheapflights users on 10/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:34 pmORD - STX
2 stops19h 12mSpirit Airlines
Mon 11/175:41 pmSTX - ORD
1 stop18h 06mSpirit Airlines
Deal found 10/16$315
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Tue 11/183:26 pmORD - STX
1 stop23h 20mSpirit Airlines
Sat 11/224:36 pmSTX - ORD
1 stop8h 53mSpirit Airlines
Deal found 10/16$326
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Fri 11/285:00 amORD - STX
1 stop8h 41mSpirit Airlines
Fri 12/54:53 pmSTX - ORD
1 stop20h 21mSpirit Airlines
Deal found 10/16$356
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/296:00 amMDW - STX
1 stop6h 24mDelta
Sat 12/63:24 pmSTX - MDW
1 stop10h 25mDelta
Deal found 10/16$936
This Delta deal was found by Cheapflights users on 10/14. 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.
Wed 12/246:00 amMDW - STX
1 stop6h 21mDelta
Thu 1/83:19 pmSTX - MDW
1 stop8h 27mDelta
Deal found 10/14$1,080
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:00 amMDW - STX
1 stop6h 21mDelta
Wed 1/73:19 pmSTX - MDW
1 stop8h 27mDelta
Deal found 10/16$1,157
This Delta deal was found by Cheapflights users on 10/13. 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.
Sat 11/226:00 amMDW - STX
1 stop6h 24mDelta
Sat 11/293:24 pmSTX - MDW
1 stop10h 16mDelta
Deal found 10/13$1,336
This Delta deal was found by Cheapflights users on 10/15. 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.
Fri 12/266:00 amMDW - STX
1 stop6h 21mDelta
Sat 1/33:22 pmSTX - MDW
1 stop9h 00mDelta
Deal found 10/15$1,345
This Delta deal was found by Cheapflights users on 10/15. 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.
Sat 12/276:00 amMDW - STX
1 stop6h 21mDelta
Sat 1/33:22 pmSTX - MDW
1 stop9h 00mDelta
Deal found 10/15$1,774

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Saint Croix 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 October 16, 2025.
Use the filters below to find and compare flights from Chicago to Saint Croix that are best for you.

Fly from

Chicago

Fly to

Saint Croix

Route

Depart

Return

Price

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 11/11

4:57 pm-4:46 pm

2 stops21h 49m

Christiansted Henry Rohlsen

Wed 11/19

5:41 pm-9:17 am

1 stop17h 36m

$296

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 11/27

8:45 am-3:41 pm

1 stop28h 56m

Christiansted Henry Rohlsen

Fri 12/5

4:53 pm-11:14 am

1 stop20h 21m

$300

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 10/30

4:03 pm-3:07 pm

2 stops22h 04m

Christiansted Henry Rohlsen

Mon 11/3

5:41 pm-9:47 am

1 stop18h 06m

$395

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 11/27

9:22 pm-3:41 pm

2 stops16h 19m

Christiansted Henry Rohlsen

Fri 12/5

4:53 pm-3:47 pm

2 stops24h 54m

$396

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 11/28

9:22 pm-3:41 pm

2 stops16h 19m

Christiansted Henry Rohlsen

Mon 12/8

4:53 pm-11:14 am

1 stop20h 21m

$399

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 11/29

5:00 am-3:41 pm

1 stop8h 41m

Christiansted Henry Rohlsen

Mon 12/8

4:53 pm-1:58 pm

2 stops23h 05m

$421

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 11/11

2:31 pm-4:46 pm

3 stops24h 15m

Christiansted Henry Rohlsen

Wed 11/19

5:41 pm-2:05 pm

3 stops22h 24m

$443

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 11/27

9:22 pm-3:41 pm

2 stops16h 19m

Christiansted Henry Rohlsen

Mon 12/8

4:53 pm-1:58 pm

2 stops23h 05m

$446

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 11/27

8:45 am-3:41 pm

1 stop28h 56m

Christiansted Henry Rohlsen

Sun 12/7

6:35 pm-8:01 pm

2 stops27h 26m

$457

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Tue 1/13

6:00 am-2:24 pm

1 stop6h 24m

Christiansted Henry Rohlsen

Wed 1/21

3:19 pm-9:46 pm

1 stop8h 27m

$495

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 38 results
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Best time to book a flight from Chicago to Saint Croix

Have a flexible travel schedule? Discover the best time to fly to Saint Croix 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Saint Croix

What is the cheapest month to book a flight from Chicago to Saint Croix?

Currently, January is the cheapest month in which you can book a flight from Chicago to Saint Croix (average of $276). Flying from Chicago to Saint Croix in June is currently the most expensive (average of $766). 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 SC?

Find hourly flight availability from Chicago to Saint Croix. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 16, 2025.

It’s typically best to fly out from Chicago to Saint Croix in the afternoon. Doing so could potentially save you 54% on the flight price compared to flying at noon, which is usually more expensive.

Reviews of airlines servicing Saint Croix

Get insights into the airlines that provide service to Saint Croix. 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 Saint Croix. Reviews last updated October 16, 2025.
Get a feel of what it's like to fly with Delta, American Airlines, and Spirit Airlines from Chicago to Saint Croix by reading reviews from past customers. 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
7,984 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
8.0
Very good
7,984 reviews
Delta
8.0
Very good
7,984 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,043 reviews
Delta
8.0
Very good
7,984 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Spirit Airlines
6.3
Okay
8,097 reviews
Delta
8.0
Very good
7,984 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

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

  • How long is the flight from Chicago to Saint Croix?

    Spirit Airlines and Delta can get you from Chicago to Saint Croix in just under 6h 24m. Your travel time can differ by up to 15h 25m. Chicago and Saint Croix are separated by a distance of 2144 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Chicago to Saint Croix that include hotel bookings?

    Yes. In addition to deals on Chicago to Saint Croix flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Saint Croix?

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

  • Can I find deals for business class flights from Chicago to Saint Croix?

    Yes. Cheapflights offers flight deals from Chicago to Saint Croix 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 Saint Croix?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Saint Croix (average of $276). Flying from Chicago to Saint Croix in June is currently the most expensive (average of $766). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Chicago to Saint Croix

Discover the top 2 airlines that operate flights from Chicago to Saint Croix. 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$270Average$319FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$454Average$559FlexibilityNo cancel feeOn-time71%

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