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Saint Croix

$142+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STX
Apr 1 — Apr 81
Wed 4/1
Wed 4/8
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 March 2, 2026.

This CheapOair deal was found by Cheapflights users on 2/26. 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 5/185:05 am
ORD
-
STX
1 stop8h 30m
Spirit Airlines
Fri 5/293:37 pm
STX
-
ORD
1 stop9h 37m
Spirit Airlines
Deal found 2/26$315
This KAYAK deal was found by Cheapflights users on 2/26. 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.
Sat 5/165:05 am
ORD
-
STX
1 stop8h 30m
Spirit Airlines
Sat 5/303:37 pm
STX
-
ORD
1 stop20h 45m
Spirit Airlines
Deal found 2/26$333
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 5/141:27 pm
ORD
-
STX
1 stop24h 08m
Multiple Airlines
Fri 5/293:37 pm
STX
-
ORD
1 stop9h 37m
Multiple Airlines
Deal found 2/26$337
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 5/141:27 pm
ORD
-
STX
1 stop24h 08m
Multiple Airlines
Sat 5/303:37 pm
STX
-
ORD
1 stop9h 37m
Multiple Airlines
Deal found 2/26$338
This CheapOair deal was found by Cheapflights users on 2/26. 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.
Sun 4/195:34 pm
ORD
-
STX
1 stop20h 01m
Spirit Airlines
Fri 4/243:37 pm
STX
-
ORD
1 stop9h 37m
Spirit Airlines
Deal found 2/26$349
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 5/154:28 pm
ORD
-
STX
2 stops21h 07m
Multiple Airlines
Sat 5/303:37 pm
STX
-
ORD
1 stop9h 37m
Multiple Airlines
Deal found 2/26$354
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 5/165:05 am
ORD
-
STX
1 stop8h 30m
Spirit Airlines
Fri 5/293:37 pm
STX
-
ORD
1 stop9h 37m
Spirit Airlines
Deal found 2/26$356
This KAYAK deal was found by Cheapflights users on 2/26. 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 5/185:05 am
ORD
-
STX
1 stop8h 30m
Spirit Airlines
Sat 5/303:37 pm
STX
-
ORD
2 stops17h 26m
Spirit Airlines
Deal found 2/26$359
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 5/185:05 am
ORD
-
STX
1 stop10h 30m
Multiple Airlines
Fri 5/295:30 pm
STX
-
ORD
2 stops19h 59m
Multiple Airlines
Deal found 2/28$377
This Delta deal was found by Cheapflights users on 2/27. 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 3/316:00 am
MDW
-
STX
1 stop6h 18m
Delta
Tue 4/72:24 pm
STX
-
MDW
1 stop9h 07m
Delta
Deal found 2/27$496
This Delta deal was found by Cheapflights users on 2/27. 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 3/246:00 am
MDW
-
STX
1 stop6h 18m
Delta
Tue 3/312:24 pm
STX
-
MDW
1 stop9h 07m
Delta
Deal found 2/27$616
This Delta deal was found by Cheapflights users on 2/27. 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 3/116:00 am
MDW
-
STX
1 stop6h 18m
Delta
Wed 3/182:24 pm
STX
-
MDW
1 stop9h 07m
Delta
Deal found 2/27$656

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 March 2, 2026.

Round-trip from

$315
(CheapOair)

One-way from

$142
(Kiwi.com)

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 March 2, 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

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 5/16

6:00 am-1:51 pm

1 stop6h 51m

Christiansted Henry Rohlsen

Sat 5/30

2:55 pm-9:53 pm

1 stop7h 58m

$546

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 4/4

6:59 pm-12:56 pm

1 stop16h 57m

Christiansted Henry Rohlsen

Tue 4/14

5:14 pm-11:04 am

1 stop18h 50m

$556

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 5/18

5:00 am-1:15 pm

1 stop7h 15m

Christiansted Henry Rohlsen

Fri 5/29

8:08 am-12:24 am

1 stop17h 16m

$556

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 4/1

5:30 am-1:18 pm

1 stop6h 48m

Christiansted Henry Rohlsen

Tue 4/7

2:24 pm-9:10 pm

1 stop7h 46m

$596

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 3/31

5:30 am-1:18 pm

1 stop6h 48m

Christiansted Henry Rohlsen

Tue 4/7

2:24 pm-9:10 pm

1 stop7h 46m

$596

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Tue 3/31

6:00 am-1:18 pm

1 stop6h 18m

Christiansted Henry Rohlsen

Tue 4/7

2:24 pm-10:31 pm

1 stop9h 07m

$596

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 3/17

4:18 pm-4:19 pm

2 stops23h 01m

Christiansted Henry Rohlsen

Sat 3/21

3:31 pm-11:17 pm

1 stop8h 46m

$604

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 4/2

5:30 am-1:18 pm

1 stop6h 48m

Christiansted Henry Rohlsen

Tue 4/7

2:24 pm-9:10 pm

1 stop7h 46m

$621

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 7/28

7:20 pm-3:32 pm

2 stops43h 12m

Christiansted Henry Rohlsen

Fri 8/28

10:25 am-12:25 am

1 stop15h 00m

$677

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 3/28

6:59 pm-12:56 pm

1 stop16h 57m

Christiansted Henry Rohlsen

Sat 4/4

5:32 pm-8:53 am

1 stop40h 21m

$790

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

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 March 2, 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.

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 March 2, 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
11,369 reviews

Overall

7.1

Crew

8.0

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.1
Good
11,369 reviews
American Airlines
7.1
Good
11,369 reviews

Overall

7.1

Crew

8.0

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
Spirit Airlines
6.3
Okay
8,487 reviews
American Airlines
7.1
Good
11,369 reviews

Overall

7.1

Crew

8.0

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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?

    American Airlines and Delta can get you from Chicago to Saint Croix in just under 6h 51m. Your travel time can differ by up to 9h 25m. Chicago and Saint Croix are separated by a distance of 2159 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 $383.

  • 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

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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 March 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$295Average$362FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$456Average$635FlexibilityNo cancel feeOn-time71%

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