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Saint Croix

$150+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STX
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$290
(CheapOair)

One-way from

$150
(Mytrip)

Good round-trip deal

$795 or less
From Chicago (CHI) to Saint Croix
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One-way flight from Chicago (CHI) to Saint Croix
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Price to beat on a round-trip 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 September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:59 pmORD - STX
1 stop16h 23mSpirit Airlines
Wed 11/191:17 pmSTX - ORD
1 stop9h 43mSpirit Airlines
Deal found 9/14$304
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:05 amORD - STX
1 stop9h 02mSpirit Airlines
Fri 10/314:02 pmSTX - ORD
1 stop10h 01mSpirit Airlines
Deal found 9/14$307
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/225:05 amORD - STX
1 stop9h 02mSpirit Airlines
Wed 10/294:02 pmSTX - ORD
1 stop10h 01mSpirit Airlines
Deal found 9/14$309
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/65:05 amORD - STX
1 stop9h 02mSpirit Airlines
Wed 10/154:02 pmSTX - ORD
1 stop19h 48mSpirit Airlines
Deal found 9/15$317
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/225:05 amORD - STX
1 stop9h 02mSpirit Airlines
Mon 11/35:02 pmSTX - ORD
1 stop10h 01mSpirit Airlines
Deal found 9/14$320
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:05 amORD - STX
1 stop9h 02mSpirit Airlines
Wed 10/294:02 pmSTX - ORD
1 stop10h 01mSpirit Airlines
Deal found 9/14$325
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:43 pmORD - STX
1 stop18h 24mSpirit Airlines
Fri 10/314:02 pmSTX - ORD
1 stop10h 01mSpirit Airlines
Deal found 9/14$330
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/225:05 amORD - STX
1 stop9h 02mMultiple Airlines
Wed 10/294:02 pmSTX - ORD
2 stops19h 39mMultiple Airlines
Deal found 9/14$335
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/65:05 amORD - STX
1 stop9h 02mMultiple Airlines
Wed 10/154:02 pmSTX - ORD
2 stops19h 39mMultiple Airlines
Deal found 9/15$343
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/205:05 amORD - STX
1 stop9h 02mSpirit Airlines
Mon 11/35:02 pmSTX - ORD
2 stops21h 51mSpirit Airlines
Deal found 9/15$358
This Delta deal was found by Cheapflights users on 9/15. 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.
Wed 12/316:00 amMDW - STX
1 stop6h 22mDelta
Wed 1/73:19 pmSTX - MDW
1 stop8h 27mDelta
Deal found 9/15$926
This Delta deal was found by Cheapflights users on 9/15. 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.
Wed 12/246:00 amMDW - STX
1 stop6h 22mDelta
Thu 1/83:19 pmSTX - MDW
1 stop8h 27mDelta
Deal found 9/15$1,157

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 September 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

Fri 10/24

5:05 am-3:07 pm

1 stop9h 02m

Christiansted Henry Rohlsen

Fri 10/31

4:02 pm-1:03 am

1 stop10h 01m

$307

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 10/21

7:43 pm-3:07 pm

1 stop18h 24m

Christiansted Henry Rohlsen

Wed 10/29

4:02 pm-1:03 am

1 stop10h 01m

$309

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 10/23

7:43 pm-3:07 pm

1 stop18h 24m

Christiansted Henry Rohlsen

Wed 10/29

4:02 pm-1:03 am

1 stop10h 01m

$320

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sun 10/26

7:43 pm-3:07 pm

1 stop18h 24m

Christiansted Henry Rohlsen

Fri 10/31

4:02 pm-1:03 am

1 stop10h 01m

$330

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 10/27

5:05 am-3:07 pm

1 stop9h 02m

Christiansted Henry Rohlsen

Fri 10/31

4:02 pm-1:03 am

1 stop10h 01m

$330

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 10/23

7:43 pm-3:07 pm

1 stop18h 24m

Christiansted Henry Rohlsen

Mon 11/3

5:02 pm-1:03 am

1 stop10h 01m

$330

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 10/24

5:05 am-3:07 pm

1 stop9h 02m

Christiansted Henry Rohlsen

Mon 11/3

5:02 pm-1:03 am

1 stop10h 01m

$336

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 10/6

5:05 am-3:07 pm

1 stop9h 02m

Christiansted Henry Rohlsen

Wed 10/15

4:02 pm-10:41 am

2 stops19h 39m

$343

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 10/22

5:05 am-3:07 pm

1 stop9h 02m

Christiansted Henry Rohlsen

Fri 10/31

4:02 pm-12:07 pm

2 stops21h 05m

$374

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 10/21

6:58 pm-3:07 pm

2 stops19h 09m

Christiansted Henry Rohlsen

Fri 10/31

4:02 pm-1:03 am

1 stop10h 01m

$374

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 31 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 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 September 16, 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 September 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
7,954 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Spirit Airlines
6.3
Okay
8,015 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 2h 38m. Chicago and Saint Croix are separated by a distance of 2144 mi. This flight may include one or multiple stops.

  • What are the cheapest flights from Chicago to Saint Croix?

    The cheapest flight price from Chicago to Saint Croix is $795. On average you can expect to pay $795. The most popular route, (Chicago O'Hare Intl - Christiansted Henry Rohlsen), can usually be booked for $290.

  • 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, April is the cheapest month in which you can book a flight from Chicago to Saint Croix (average of $194). Flying from Chicago to Saint Croix in October is currently the most expensive (average of $568). 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$270Average$317FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$454Average$569FlexibilityNo cancel feeOn-time71%

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