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Saint Croix

$119+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STX
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

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.
Wed 12/315:00 amORD - STX
1 stop15h 48mAmerican Airlines
Thu 1/86:09 pmSTX - ORD
1 stop16h 56mAmerican Airlines
Deal found 12/16$581
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:00 amORD - STX
1 stop8h 58mSpirit Airlines
Fri 1/94:38 pmSTX - ORD
1 stop9h 08mSpirit Airlines
Deal found 12/16$763
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.
Thu 12/188:30 amORD - STX
1 stop12h 18mAmerican Airlines
Sat 12/203:45 pmSTX - ORD
Nonstop5h 32mAmerican Airlines
Deal found 12/16$812
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amMDW - STX
1 stop6h 21mDelta
Thu 1/83:33 pmSTX - MDW
1 stop8h 34mDelta
Deal found 12/16$847
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.
Wed 12/244:05 pmORD - STX
2 stops20h 34mAmerican Airlines
Thu 1/86:09 pmSTX - ORD
1 stop16h 56mAmerican Airlines
Deal found 12/17$849
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.
Thu 12/1812:39 pmORD - STX
2 stops27h 36mMultiple Airlines
Sat 12/205:23 pmSTX - ORD
1 stop8h 02mMultiple Airlines
Deal found 12/16$861
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:50 amORD - STX
Nonstop5h 05mAmerican Airlines
Thu 1/18:24 amSTX - ORD
2 stops10h 23mAmerican Airlines
Deal found 12/15$910
This Delta 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 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 1/73:33 pmSTX - MDW
1 stop8h 34mDelta
Deal found 12/16$1,215
This Delta 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 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 1/83:33 pmSTX - MDW
1 stop8h 34mDelta
Deal found 12/16$1,417
This Delta 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 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
Tue 12/303:22 pmSTX - MDW
1 stop9h 00mDelta
Deal found 12/16$1,740
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.
Fri 12/266:00 amMDW - STX
1 stop6h 21mDelta
Sat 1/33:22 pmSTX - MDW
1 stop9h 00mDelta
Deal found 12/17$2,461
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.
Sat 12/276:00 amMDW - STX
1 stop6h 21mDelta
Fri 1/23:22 pmSTX - MDW
1 stop9h 00mDelta
Deal found 12/17$2,486

Find 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 December 18, 2025.

Round-trip from

$207
(Cheapflightsfares)

One-way from

$119
(Cheapflightsfares)
From Chicago (CHI) to Saint Croix
Search Deals
One-way flight from Chicago (CHI) to Saint Croix
Search Deals

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 December 18, 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

Mon 2/2

5:15 am-3:43 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Sat 2/7

4:38 pm-11:46 pm

1 stop9h 08m

$207

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 2/23

7:00 am-3:40 pm

1 stop6h 40m

Christiansted Henry Rohlsen

Fri 2/27

3:26 pm-11:58 am

2 stops22h 32m

$242

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 1/19

5:15 am-3:43 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Sat 1/24

4:38 pm-11:46 pm

1 stop9h 08m

$257

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 1/16

5:15 am-3:43 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Mon 1/19

4:38 pm-11:22 am

1 stop20h 44m

$281

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 2/23

5:15 am-3:40 pm

1 stop8h 25m

Christiansted Henry Rohlsen

Fri 2/27

4:37 pm-12:40 am

3 stops34h 03m

$298

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 1/10

7:20 am-3:43 pm

1 stop6h 23m

Christiansted Henry Rohlsen

Sat 1/17

4:38 pm-4:58 pm

2 stops26h 20m

$299

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 1/16

5:15 am-3:43 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Fri 1/23

4:38 pm-9:12 am

2 stops18h 34m

$326

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sun 1/18

8:43 pm-3:43 pm

1 stop17h 00m

Christiansted Henry Rohlsen

Thu 1/22

2:02 pm-11:46 pm

2 stops11h 44m

$430

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 3/2

7:05 am-3:40 pm

1 stop6h 35m

Christiansted Henry Rohlsen

Mon 3/9

3:37 pm-12:18 am

1 stop9h 41m

$430

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Wed 2/18

6:00 am-2:56 pm

1 stop6h 56m

Christiansted Henry Rohlsen

Sun 2/22

3:58 pm-10:42 pm

1 stop8h 44m

$507

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 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 December 18, 2025.

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

How much does it cost to fly round-trip from Chicago to Saint Croix?

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 December 18, 2025.
Get a feel of what it's like to fly with 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.
American Airlines
7.2
Good
11,055 reviews

Entertainment

6.9

Crew

8.0

Overall

7.2

Boarding

7.5

Food

6.5

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,055 reviews
American Airlines
7.2
Good
11,055 reviews

Entertainment

6.9

Crew

8.0

Overall

7.2

Boarding

7.5

Food

6.5

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
Spirit Airlines
6.3
Okay
8,190 reviews
American Airlines
7.2
Good
11,055 reviews

Entertainment

6.9

Crew

8.0

Overall

7.2

Boarding

7.5

Food

6.5

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 56m. Your travel time can differ by up to 1h 32m. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$270Average$365FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$454Average$617FlexibilityNo cancel feeOn-time71%

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