Saint Croix

$168+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STX
Jul 8 — Jul 151
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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 July 3, 2025.

Round-trip from

$278
(Cheapflightsfares)

One-way from

$168
(Mytrip)
From Chicago (CHI) to Saint Croix
One-way flight from Chicago (CHI) to Saint Croix

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 July 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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.
Sat 7/265:05 amORD - STX
1 stop9h 24mSpirit Airlines
Sat 8/24:35 pmSTX - ORD
1 stop8h 18mSpirit Airlines
Deal found 7/1$278
This Priceline deal was found by Cheapflights users on 7/1. 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.
Wed 7/1611:28 amORD - STX
2 stops28h 13mFrontier
Sun 7/205:40 pmSTX - ORD
2 stops30h 51mFrontier
Deal found 7/1$401
This Delta deal was found by Cheapflights users on 7/2. 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 8/166:04 amMDW - STX
1 stop6h 41mDelta
Sat 8/233:00 pmSTX - MDW
1 stop7h 12mDelta
Deal found 7/2$545
This FlightHub deal was found by Cheapflights users on 7/2. 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.
Thu 7/316:20 amMDW - STX
2 stops9h 21mFrontier
Sun 8/35:40 pmSTX - MDW
2 stops22h 26mFrontier
Deal found 7/2$637

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 July 3, 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

Sat 7/26

5:05 am-3:29 pm

1 stop9h 24m

Christiansted Henry Rohlsen

Sat 8/2

4:35 pm-11:53 pm

1 stop8h 18m

$278

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 7/16

11:28 am-4:41 pm

2 stops28h 13m

Christiansted Henry Rohlsen

Sun 7/20

5:40 pm-11:31 pm

2 stops30h 51m

$401

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Sat 8/16

6:04 am-1:45 pm

1 stop6h 41m

Christiansted Henry Rohlsen

Sat 8/23

3:00 pm-9:12 pm

1 stop7h 12m

$545

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Thu 7/31

6:20 am-4:41 pm

2 stops9h 21m

Christiansted Henry Rohlsen

Sun 8/3

5:40 pm-3:06 pm

2 stops22h 26m

$637

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 8/15

8:12 pm-11:52 am

1 stop14h 40m

$168

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Thu 7/17

11:37 am-4:02 pm

3 stops27h 25m

$388

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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, 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 July is currently the most expensive (average of $583). 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 July 3, 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 July 3, 2025.
Get a feel of what it's like to fly with Delta, Spirit Airlines, and Frontier 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.
8.0
Very good

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

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!
8.0
Very good
8.0
Very good

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

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!
8.0
Very good

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

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!
8.0
Very good

Boarding

8.2

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

8.0

Comfort

7.9

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.
  • 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 July is currently the most expensive (average of $583). 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$270Average$312FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$453Average$545FlexibilityNo cancel feeOn-time71%

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