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$165+ Cheap flights from Saint Croix to Chicago (CHI)

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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
STX — CHI
Apr 30 — May 71
Thu 4/30
Thu 5/7
1 adult, Economy
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Cheap flight deals from Saint Croix to Chicago

Cheapest flights from Saint Croix to Chicago
Explore the most affordable flight options available from Saint Croix to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 31, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Thu 4/235:51 pm
STX
-
ORD
1 stop31h 03m
Multiple Airlines
Wed 5/131:18 pm
ORD
-
STX
1 stop22h 41m
Multiple Airlines
Deal found 3/28$362
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Thu 4/235:51 pm
STX
-
ORD
1 stop31h 03m
Multiple Airlines
Tue 5/191:59 pm
ORD
-
STX
2 stops46h 00m
Multiple Airlines
Deal found 3/28$384
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Thu 4/305:51 pm
STX
-
ORD
1 stop31h 03m
Multiple Airlines
Wed 5/201:18 pm
ORD
-
STX
1 stop22h 41m
Multiple Airlines
Deal found 3/28$392
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Sun 4/265:51 pm
STX
-
ORD
2 stops41h 11m
Multiple Airlines
Wed 5/131:18 pm
ORD
-
STX
1 stop22h 41m
Multiple Airlines
Deal found 3/28$398
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Thu 4/305:51 pm
STX
-
ORD
1 stop31h 03m
Multiple Airlines
Sat 5/231:50 pm
ORD
-
STX
2 stops22h 09m
Multiple Airlines
Deal found 3/28$410
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/157:57 am
STX
-
ORD
2 stops14h 20m
Multiple Airlines
Sun 4/195:05 am
ORD
-
STX
1 stop10h 51m
Multiple Airlines
Deal found 3/31$444
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Fri 4/249:20 am
STX
-
ORD
2 stops15h 34m
Multiple Airlines
Wed 5/131:18 pm
ORD
-
STX
1 stop22h 41m
Multiple Airlines
Deal found 3/28$478
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Thu 4/235:51 pm
STX
-
ORD
1 stop31h 03m
Multiple Airlines
Sun 5/1710:22 am
ORD
-
STX
2 stops21h 33m
Multiple Airlines
Deal found 3/28$480
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Wed 4/2212:13 pm
STX
-
ORD
2 stops13h 11m
Multiple Airlines
Wed 5/131:18 pm
ORD
-
STX
1 stop22h 41m
Multiple Airlines
Deal found 3/28$488

Find flight deals from Saint Croix to Chicago

Keep the following information in mind while searching for Saint Croix to Chicago flight deals. Data was last updated March 31, 2026.

Round-trip from

$362
(Kiwi.com)

One-way from

$165
(Kiwi.com)
From Saint Croix to Chicago (CHI)
Search Deals
One-way flight from Saint Croix to Chicago (CHI)
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Saint Croix to Chicago 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 31, 2026.
Use the filters below to find and compare flights from Saint Croix to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Wed 4/15

7:57 am-9:17 pm

2 stops14h 20m

Chicago O'Hare Intl

Sun 4/19

5:05 am-4:56 pm

1 stop10h 51m

$444
Quickest round-trip

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Tue 5/5

5:14 pm-12:25 am

1 stop8h 11m

Chicago O'Hare Intl

Sat 5/23

6:55 am-3:57 pm

1 stop8h 02m

$571
Cheapest one-way

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Thu 4/30

5:51 pm-10:23 am

2 stops17h 32m

$192

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sun 5/24

2:04 pm-11:15 pm

1 stop10h 11m

$232

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sat 5/2

2:55 pm-11:59 pm

1 stop10h 04m

$333

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sat 5/30

2:55 pm-12:03 am

1 stop10h 08m

$333
Quickest one-way

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sat 5/23

2:55 pm-9:46 pm

1 stop7h 51m

$333

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sat 4/25

2:55 pm-11:59 pm

1 stop10h 04m

$333

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sat 5/23

8:30 am-11:13 pm

2 stops15h 43m

$343

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Wed 5/27

5:23 pm-6:44 pm

2 stops26h 21m

$353

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Sorted by cheapest first

Best time to book a flight from Saint Croix to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Saint Croix 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 Saint Croix to Chicago

What is the cheapest time of day to fly from SC to CHI?

Find hourly flight availability from Saint Croix to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 31, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Saint Croix to Chicago as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Saint Croix to Chicago. 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 Saint Croix to Chicago?

    American Airlines can get you from Saint Croix to Chicago in just under 8h 11m. Your travel time can differ by up to . The distance from Saint Croix to Chicago is about 2159 mi.

  • Can I find deals for flights from Saint Croix to Chicago that include hotel bookings?

    Yes. In addition to deals on Saint Croix to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Saint Croix to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Saint Croix to Chicago.

  • Can I find deals for business class flights from Saint Croix to Chicago?

    Yes. Cheapflights offers flight deals from Saint Croix to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Saint Croix to Chicago

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

Top airline flying from Saint Croix to Chicago

Discover the top airline that operate flights from Saint Croix to Chicago. 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 31, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$494Average$649FlexibilityNo cancel feeOn-time71%

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