HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Saint Croix

$156+ 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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STX
May 11 — May 181
Mon 5/11
Mon 5/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Saint Croix with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:27 pm
ORD
-
STX
1 stop26h 29m
Multiple Airlines
Thu 5/142:04 pm
STX
-
ORD
1 stop10h 34m
Multiple Airlines
Deal found 4/8$294
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/61:18 pm
ORD
-
STX
1 stop22h 41m
Multiple Airlines
Thu 5/142:04 pm
STX
-
ORD
1 stop10h 34m
Multiple Airlines
Deal found 4/8$313
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/181:27 pm
ORD
-
STX
1 stop26h 29m
Multiple Airlines
Thu 4/305:51 pm
STX
-
ORD
1 stop31h 03m
Multiple Airlines
Deal found 4/8$321
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/61:18 pm
ORD
-
STX
1 stop22h 41m
Spirit Airlines
Sun 5/102:04 pm
STX
-
ORD
1 stop10h 11m
Spirit Airlines
Deal found 4/8$340
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/227:15 pm
ORD
-
STX
1 stop20h 41m
Spirit Airlines
Thu 4/305:51 pm
STX
-
ORD
1 stop16h 45m
Spirit Airlines
Deal found 4/8$347
This CheapOair deal was found by Cheapflights users on 4/6. 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.
Mon 4/135:05 am
ORD
-
STX
1 stop8h 28m
Spirit Airlines
Sun 4/195:51 pm
STX
-
ORD
2 stops17h 32m
Spirit Airlines
Deal found 4/6$350
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:50 am
ORD
-
STX
2 stops10h 06m
Multiple Airlines
Thu 5/142:04 pm
STX
-
ORD
1 stop10h 34m
Multiple Airlines
Deal found 4/8$352
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/235:05 am
ORD
-
STX
1 stop10h 51m
Multiple Airlines
Thu 4/305:51 pm
STX
-
ORD
2 stops18h 41m
Multiple Airlines
Deal found 4/8$365
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/61:59 pm
ORD
-
STX
2 stops22h 00m
Multiple Airlines
Sun 5/102:04 pm
STX
-
ORD
1 stop10h 11m
Multiple Airlines
Deal found 4/8$371
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/235:05 am
ORD
-
STX
1 stop10h 51m
Multiple Airlines
Sun 4/265:51 pm
STX
-
ORD
2 stops41h 11m
Multiple Airlines
Deal found 4/8$372
This Delta deal was found by Cheapflights users on 4/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:40 am
MDW
-
STX
1 stop7h 05m
Delta
Sat 5/92:55 pm
STX
-
MDW
1 stop7h 14m
Delta
Deal found 4/7$666
This Delta deal was found by Cheapflights users on 4/9. 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 6/206:05 am
MDW
-
STX
1 stop6h 50m
Delta
Sat 6/273:05 pm
STX
-
MDW
1 stop8h 12m
Delta
Deal found 4/9$1,724

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 April 11, 2026.

Round-trip from

$294
(Kiwi.com)

One-way from

$156
(CheapOair)

Good round-trip deal

$596 or less
From Chicago (CHI) to Saint Croix
Search Deals
One-way flight from Chicago (CHI) to Saint Croix
Search Deals
Price to beat on a round-trip 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 April 11, 2026.
Use the filters below to find and compare flights from Chicago to Saint Croix that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 6/3

1:18 pm-12:59 pm

1 stop22h 41m

Christiansted Henry Rohlsen

Thu 6/11

2:04 pm-11:15 pm

1 stop10h 11m

$426

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 5/19

8:35 am-1:44 pm

2 stops28h 09m

Christiansted Henry Rohlsen

Thu 5/28

2:04 pm-11:15 pm

1 stop10h 11m

$486

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 5/18

7:20 am-1:44 pm

2 stops29h 24m

Christiansted Henry Rohlsen

Thu 5/21

2:04 pm-11:15 pm

1 stop10h 11m

$494

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 5/18

9:01 pm-1:15 pm

2 stops15h 14m

Christiansted Henry Rohlsen

Fri 5/29

9:00 am-9:29 pm

1 stop13h 29m

$540

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 5/15

5:00 am-4:13 pm

2 stops10h 13m

Christiansted Henry Rohlsen

Mon 5/18

2:05 pm-11:54 pm

2 stops10h 49m

$540

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 5/20

8:39 am-9:14 pm

2 stops11h 35m

Christiansted Henry Rohlsen

Fri 5/29

9:00 am-9:37 pm

2 stops13h 37m

$545

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 5/30

8:05 am-8:45 pm

2 stops11h 40m

Christiansted Henry Rohlsen

Fri 6/12

9:00 am-9:37 pm

2 stops13h 37m

$575

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 5/18

7:00 pm-1:15 pm

1 stop17h 15m

Christiansted Henry Rohlsen

Thu 5/21

9:00 am-10:33 pm

1 stop14h 33m

$636

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 5/1

7:15 pm-1:41 pm

2 stops17h 26m

Christiansted Henry Rohlsen

Tue 5/5

8:30 am-3:11 pm

1 stop7h 41m

$655

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 4/23

7:00 pm-1:15 pm

1 stop17h 15m

Christiansted Henry Rohlsen

Mon 4/27

5:14 pm-11:04 am

1 stop18h 50m

$656

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 26 resultsSorted by cheapest first
1
2
3

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 $295). Flying from Chicago to Saint Croix in June is currently the most expensive (average of $764). 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 April 11, 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 April 11, 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
7.1
Good
11,569 reviews

Comfort

7.2

Food

6.4

Crew

7.9

Entertainment

6.9

Boarding

7.5

Overall

7.1

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.
American Airlines
7.1
Good
11,569 reviews
American Airlines
7.1
Good
11,569 reviews

Comfort

7.2

Food

6.4

Crew

7.9

Entertainment

6.9

Boarding

7.5

Overall

7.1

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.
Spirit Airlines
6.3
Okay
8,609 reviews
American Airlines
7.1
Good
11,569 reviews

Comfort

7.2

Food

6.4

Crew

7.9

Entertainment

6.9

Boarding

7.5

Overall

7.1

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

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, American Airlines, and Delta can get you from Chicago to Saint Croix in just under 7h 05m. Your travel time can differ by up to 15h 36m. 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 $596. On average you can expect to pay $908. The most popular route, (Chicago O'Hare Intl - Christiansted Henry Rohlsen), can usually be booked for $353.

  • 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 $295). Flying from Chicago to Saint Croix in June is currently the most expensive (average of $764). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Saint Croix

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Saint Thomas Island flights
St. Louis to Saint Thomas Island flights
Peoria to Saint Thomas Island flights
Moline to Saint Thomas Island flights

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 April 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$295Average$354FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$482Average$649FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.