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Saint Croix

$95+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STX
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Round-trip from

$225
(FlightHub)

One-way from

$95
(Super.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 January 8, 2026.

This FlightHub deal was found by Cheapflights users on 1/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/27:20 amORD - STX
1 stop6h 23mSpirit Airlines
Sat 2/74:38 pmSTX - ORD
1 stop9h 09mSpirit Airlines
Deal found 1/7$225
This Priceline deal was found by Cheapflights users on 1/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/247:40 amORD - STX
2 stops29h 16mMultiple Airlines
Sat 1/314:38 pmSTX - ORD
1 stop7h 25mMultiple Airlines
Deal found 1/6$249
This CheapOair deal was found by Cheapflights users on 1/6. 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.
Thu 2/268:16 pmORD - STX
1 stop17h 24mSpirit Airlines
Mon 3/24:37 pmSTX - ORD
1 stop9h 10mSpirit Airlines
Deal found 1/6$260
This Priceline deal was found by Cheapflights users on 1/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/245:15 amORD - STX
1 stop8h 28mSpirit Airlines
Sat 1/314:38 pmSTX - ORD
1 stop7h 25mSpirit Airlines
Deal found 1/6$261
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Sun 2/83:00 pmORD - STX
1 stop22h 43mMultiple Airlines
Fri 2/204:37 pmSTX - ORD
1 stop8h 26mMultiple Airlines
Deal found 1/5$264
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Sun 2/83:00 pmORD - STX
1 stop22h 43mMultiple Airlines
Sat 2/214:37 pmSTX - ORD
1 stop9h 10mMultiple Airlines
Deal found 1/5$271
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Mon 2/95:15 amORD - STX
1 stop8h 28mMultiple Airlines
Fri 2/204:37 pmSTX - ORD
1 stop8h 26mMultiple Airlines
Deal found 1/5$272
This Spirit deal was found by Cheapflights users on 1/7. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:15 amORD - STX
1 stop8h 25mSpirit Airlines
Sat 5/23:37 pmSTX - ORD
1 stop9h 04mSpirit Airlines
Deal found 1/7$273
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/68:43 pmORD - STX
1 stop17h 00mMultiple Airlines
Fri 2/204:37 pmSTX - ORD
1 stop8h 26mMultiple Airlines
Deal found 1/5$274
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Mon 2/95:15 amORD - STX
1 stop8h 28mSpirit Airlines
Sat 2/214:37 pmSTX - ORD
1 stop9h 10mSpirit Airlines
Deal found 1/5$279
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/68:43 pmORD - STX
1 stop17h 00mSpirit Airlines
Sat 2/214:37 pmSTX - ORD
1 stop9h 10mSpirit Airlines
Deal found 1/5$281
This Delta deal was found by Cheapflights users on 1/8. 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 2/106:00 amMDW - STX
1 stop6h 33mDelta
Thu 2/263:58 pmSTX - MDW
1 stop8h 33mDelta
Deal found 1/8$549

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 January 8, 2026.
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-11:47 pm

1 stop9h 09m

$252

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 2/21

7:00 am-3:40 pm

1 stop6h 40m

Christiansted Henry Rohlsen

Sat 2/28

4:37 pm-11:47 pm

1 stop9h 10m

$281

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 2/26

3:21 pm-3:40 pm

1 stop22h 19m

Christiansted Henry Rohlsen

Mon 3/2

4:37 pm-11:22 am

1 stop20h 45m

$324

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 1/22

7:40 am-2:56 pm

2 stops29h 16m

Christiansted Henry Rohlsen

Mon 1/26

4:38 pm-11:46 pm

1 stop9h 08m

$325

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 2/6

8:43 pm-3:43 pm

1 stop17h 00m

Christiansted Henry Rohlsen

Mon 2/16

4:37 pm-4:57 pm

2 stops26h 20m

$346

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 1/22

10:48 am-3:43 pm

3 stops26h 55m

Christiansted Henry Rohlsen

Mon 1/26

4:38 pm-11:47 am

2 stops21h 09m

$395

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 3/7

7:00 am-3:40 pm

1 stop6h 40m

Christiansted Henry Rohlsen

Sat 3/14

3:37 pm-11:41 pm

1 stop9h 04m

$398

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 3/7

5:15 am-3:40 pm

1 stop8h 25m

Christiansted Henry Rohlsen

Sat 3/14

5:07 pm-11:25 am

2 stops19h 18m

$402

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Tue 2/10

6:00 am-2:33 pm

1 stop6h 33m

Christiansted Henry Rohlsen

Thu 2/26

3:58 pm-10:31 pm

1 stop8h 33m

$549

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Wed 1/28

6:00 am-2:33 pm

1 stop6h 33m

Christiansted Henry Rohlsen

Sat 1/31

3:33 pm-10:22 pm

1 stop8h 49m

$574

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 33 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 $345). 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 January 8, 2026.

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 January 8, 2026.
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
11,095 reviews

Boarding

7.5

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

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
11,095 reviews
American Airlines
7.2
Good
11,095 reviews

Boarding

7.5

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

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
8,289 reviews
American Airlines
7.2
Good
11,095 reviews

Boarding

7.5

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

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 33m. Your travel time can differ by up to 1h 55m. 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 $345). 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$293Average$365FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$454Average$613FlexibilityNo cancel feeOn-time71%

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