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Saint Croix

$93+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STX
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:16 pm
ORD
-
STX
1 stop17h 24m
Spirit Airlines
Fri 3/64:37 pm
STX
-
ORD
1 stop9h 10m
Spirit Airlines
Deal found 1/27$186
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/158:41 pm
ORD
-
STX
1 stop16h 52m
Spirit Airlines
Mon 3/233:31 pm
STX
-
ORD
1 stop20h 50m
Spirit Airlines
Deal found 1/28$193
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/77:20 am
ORD
-
STX
1 stop6h 23m
Spirit Airlines
Sat 2/144:37 pm
STX
-
ORD
1 stop9h 10m
Spirit Airlines
Deal found 1/27$245
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/285:15 am
ORD
-
STX
1 stop8h 25m
Multiple Airlines
Sat 3/74:37 pm
STX
-
ORD
2 stops19h 15m
Multiple Airlines
Deal found 1/29$246
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/95:15 am
ORD
-
STX
1 stop8h 28m
Spirit Airlines
Fri 2/134:37 pm
STX
-
ORD
1 stop9h 10m
Spirit Airlines
Deal found 1/28$247
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:00 am
ORD
-
STX
1 stop6h 40m
Spirit Airlines
Sat 2/284:37 pm
STX
-
ORD
2 stops17h 17m
Spirit Airlines
Deal found 1/28$252
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:00 am
MDW
-
STX
1 stop6h 56m
Delta
Fri 3/63:58 pm
STX
-
MDW
1 stop8h 33m
Delta
Deal found 1/28$496
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:00 am
MDW
-
STX
1 stop6h 56m
Delta
Sat 3/73:58 pm
STX
-
MDW
1 stop8h 33m
Delta
Deal found 1/28$521
This Delta deal was found by Cheapflights users on 1/27. 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 2/186:00 am
MDW
-
STX
1 stop6h 56m
Delta
Sat 2/213:58 pm
STX
-
MDW
1 stop8h 33m
Delta
Deal found 1/27$561
This Delta deal was found by Cheapflights users on 1/29. 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 2/286:00 am
MDW
-
STX
1 stop6h 56m
Delta
Sat 3/73:58 pm
STX
-
MDW
1 stop8h 33m
Delta
Deal found 1/29$606
This Delta deal was found by Cheapflights users on 1/27. 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.
Fri 4/36:00 am
MDW
-
STX
1 stop6h 18m
Delta
Sat 4/112:24 pm
STX
-
MDW
1 stop9h 07m
Delta
Deal found 1/27$646
This Delta deal was found by Cheapflights users on 1/27. 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 2/186:00 am
MDW
-
STX
1 stop6h 56m
Delta
Sun 2/223:58 pm
STX
-
MDW
1 stop8h 33m
Delta
Deal found 1/27$701

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 January 29, 2026.

Round-trip from

$186
(CheapOair)

One-way from

$93
(Orbitz)

Good round-trip deal

$481 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 January 29, 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

Sun 3/1

8:16 pm-3:40 pm

1 stop17h 24m

Christiansted Henry Rohlsen

Fri 3/6

4:37 pm-11:47 pm

1 stop9h 10m

$186

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sun 3/15

8:41 pm-2:33 pm

1 stop16h 52m

Christiansted Henry Rohlsen

Mon 3/23

3:31 pm-5:11 pm

2 stops26h 40m

$210

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 3/12

8:41 pm-2:33 pm

1 stop16h 52m

Christiansted Henry Rohlsen

Wed 3/18

4:22 pm-11:25 am

2 stops20h 03m

$250

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 3/16

5:05 am-2:33 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Mon 3/23

3:31 pm-7:46 pm

1 stop29h 15m

$250

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-7:54 am

2 stops17h 17m

$252

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 4/27

5:15 am-2:40 pm

1 stop8h 25m

Christiansted Henry Rohlsen

Sat 5/2

3:37 pm-11:41 pm

1 stop9h 04m

$269

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 2/9

5:15 am-3:43 pm

1 stop8h 28m

Christiansted Henry Rohlsen

Fri 2/13

4:37 pm-11:47 pm

1 stop9h 10m

$275

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 2/9

9:40 am-2:56 pm

2 stops27h 16m

Christiansted Henry Rohlsen

Fri 2/13

4:37 pm-11:47 pm

1 stop9h 10m

$287

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sun 3/8

8:16 pm-2:40 pm

1 stop17h 24m

Christiansted Henry Rohlsen

Thu 3/12

4:22 pm-11:25 am

2 stops20h 03m

$301

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Sun 3/1

6:00 am-2:56 pm

1 stop6h 56m

Christiansted Henry Rohlsen

Fri 3/6

3:58 pm-10:31 pm

1 stop8h 33m

$496

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

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 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 29, 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 29, 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
11,206 reviews

Food

6.4

Overall

7.2

Crew

8.0

Boarding

7.5

Comfort

7.2

Entertainment

6.9

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
7.2
Good
11,206 reviews
American Airlines
7.2
Good
11,206 reviews

Food

6.4

Overall

7.2

Crew

8.0

Boarding

7.5

Comfort

7.2

Entertainment

6.9

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
8,392 reviews
American Airlines
7.2
Good
11,206 reviews

Food

6.4

Overall

7.2

Crew

8.0

Boarding

7.5

Comfort

7.2

Entertainment

6.9

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?

    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 29m. 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 $441. On average you can expect to pay $482. The most popular route, (Chicago O'Hare Intl - Christiansted Henry Rohlsen), can usually be booked for $186.

  • 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

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

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 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$293Average$365FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$454Average$604FlexibilityNo cancel feeOn-time71%

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