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$148+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
STX — CHI
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap 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 September 16, 2025.

Round-trip from

$595
(Delta)

One-way from

$148
(Kiwi.com)
From Saint Croix to Chicago (CHI)
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One-way flight from Saint Croix to Chicago (CHI)
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Find flight deals from Saint Croix to Chicago

Best flights from Saint Croix to Chicago
Discover carefully curated flight deals from Saint Croix to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2025.

This Delta deal was found by Cheapflights users on 9/13. 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 3/63:19 pmSTX - ORD
1 stop10h 35mDelta
Tue 3/105:50 amORD - STX
1 stop6h 34mDelta
Deal found 9/13$595
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/64:35 pmSTX - ORD
2 stops20h 28mAmerican Airlines
Tue 3/105:31 pmORD - STX
2 stops20h 24mAmerican Airlines
Deal found 9/13$609
This Expedia deal was found by Cheapflights users on 9/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:00 amSTX - ORD
2 stops14h 33mJetBlue
Sun 3/157:00 amORD - STX
2 stops10h 15mJetBlue
Deal found 9/16$1,128
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/83:37 pmSTX - ORD
1 stop8h 42mAmerican Airlines
Sun 3/155:50 pmORD - STX
1 stop17h 58mAmerican Airlines
Deal found 9/16$715

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 September 16, 2025.
Use the filters below to find and compare flights from Saint Croix to Chicago that are best for you.

Fly from

Saint Croix

Fly to

Chicago

Route

Depart

Return

Price

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Fri 3/6

3:19 pm-11:54 pm

1 stop10h 35m

Chicago O'Hare Intl

Tue 3/10

5:50 am-1:24 pm

1 stop6h 34m

$595

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Fri 3/6

4:35 pm-11:03 am

2 stops20h 28m

Chicago O'Hare Intl

Tue 3/10

5:31 pm-2:55 pm

2 stops20h 24m

$609

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sun 3/8

3:37 pm-11:19 pm

1 stop8h 42m

Chicago O'Hare Intl

Sun 3/15

5:50 pm-12:48 pm

1 stop17h 58m

$715

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sun 3/8

8:00 am-9:33 pm

2 stops14h 33m

Chicago O'Hare Intl

Sun 3/15

7:00 am-6:15 pm

2 stops10h 15m

$1,128

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Wed 10/15

4:02 pm-11:45 pm

1 stop8h 43m

$148

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sat 11/15

1:17 pm-9:00 pm

1 stop9h 43m

$151

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Mon 11/17

1:27 pm-9:00 pm

1 stop9h 33m

$164

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Fri 10/17

4:02 pm-11:45 pm

1 stop8h 43m

$164

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Fri 11/14

1:27 pm-9:00 pm

1 stop9h 33m

$164

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Wed 10/15

4:02 pm-10:41 am

2 stops19h 39m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 12 results
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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
No data available for this route at this time. Please check back soon.

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?

    Delta and American Airlines can get you from Saint Croix to Chicago in just under 10h 35m. Your travel time can differ by up to 9h 53m. The distance from Saint Croix to Chicago is about 2159 mi. This flight may include one or multiple stops.

  • 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.

  • What is the cheapest month to book a flight from Saint Croix to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Saint Croix to Chicago (average of $245). Flying from Saint Croix to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago?

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

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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
Christiansted 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$453Average$594FlexibilityNo cancel feeOn-time71%

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