$267+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
STX — CHI
Jul 28 — Aug 41
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Best
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Cheapest flights from Saint Croix to ChicagoExplore 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 June 28, 2026.
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 June 28, 2026.
This American Airlines deal was found by Cheapflights users on 6/23. 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.
Thu 8/63:54 pm
STX
- ORD
1 stop8h 36m
American Airlines
Sun 8/96:00 am
ORD
- STX
1 stop13h 43m
American Airlines
Deal found 6/23![American Airlines logo]()
$656
This American Airlines deal was found by Cheapflights users on 6/25. 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 7/179:00 am
STX
- ORD
1 stop14h 01m
American Airlines
Fri 7/245:00 am
ORD
- STX
1 stop14h 50m
American Airlines
Deal found 6/25![American Airlines logo]()
$716
This Kiwi.com deal was found by Cheapflights users on 6/25. 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.
Tue 6/303:14 pm
STX
- ORD
2 stops33h 05m
Multiple Airlines
Sun 7/512:44 am
ORD
- STX
1 stop10h 46m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$810
This Orbitz deal was found by Cheapflights users on 6/25. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/304:34 pm
STX
- ORD
2 stops17h 11m
JetBlue
Mon 7/68:21 pm
ORD
- STX
2 stops18h 09m
JetBlue
Deal found 6/25![JetBlue logo]()
$959
This United Airlines deal was found by Cheapflights users on 6/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/269:59 am
STX
- ORD
2 stops12h 41m
United Airlines
Mon 6/295:30 am
ORD
- STX
2 stops10h 40m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,628
This United Airlines deal was found by Cheapflights users on 6/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:59 am
STX
- ORD
2 stops12h 41m
United Airlines
Fri 7/248:00 pm
ORD
- STX
3 stops20h 10m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,774
Best flights from Saint Croix to ChicagoDiscover 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 June 28, 2026.
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 June 28, 2026.
This American Airlines deal was found by Cheapflights users on 6/23. 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.
Thu 8/63:54 pm
STX
- ORD
1 stop8h 36m
American Airlines
Sun 8/96:00 am
ORD
- STX
1 stop13h 43m
American Airlines
Deal found 6/23![American Airlines logo]()
$656
This American Airlines deal was found by Cheapflights users on 6/25. 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 7/179:00 am
STX
- ORD
1 stop14h 01m
American Airlines
Fri 7/246:37 am
ORD
- STX
2 stops13h 13m
American Airlines
Deal found 6/25![American Airlines logo]()
$720
This United Airlines deal was found by Cheapflights users on 6/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:59 am
STX
- ORD
2 stops12h 41m
United Airlines
Fri 7/248:00 pm
ORD
- STX
3 stops20h 10m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,774
Last-minute flights from Saint Croix to ChicagoDiscover last-minute flight deals from Saint Croix to Chicago. Data last updated June 28, 2026 and is based on user searches.
Discover last-minute flight deals from Saint Croix to Chicago. Data last updated June 28, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/269:59 am
STX
- ORD
2 stops12h 41m
United Airlines
Mon 6/295:30 am
ORD
- STX
2 stops10h 40m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,628
This Kiwi.com deal was found by Cheapflights users on 6/25. 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.
Tue 6/303:14 pm
STX
- ORD
2 stops33h 05m
Multiple Airlines
Sun 7/512:44 am
ORD
- STX
1 stop10h 46m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$810
This Orbitz deal was found by Cheapflights users on 6/25. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/304:34 pm
STX
- ORD
2 stops17h 11m
JetBlue
Mon 7/68:21 pm
ORD
- STX
2 stops18h 09m
JetBlue
Deal found 6/25![JetBlue logo]()
$959
This American Airlines deal was found by Cheapflights users on 6/25. 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 7/179:00 am
STX
- ORD
1 stop14h 01m
American Airlines
Fri 7/245:00 am
ORD
- STX
1 stop14h 50m
American Airlines
Deal found 6/25![American Airlines logo]()
$716
This United Airlines deal was found by Cheapflights users on 6/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:59 am
STX
- ORD
2 stops12h 41m
United Airlines
Fri 7/248:00 pm
ORD
- STX
3 stops20h 10m
United Airlines
Deal found 6/25![United Airlines logo]()
$1,774
One-way flights from Saint Croix to ChicagoSearch for one-way flight options from Saint Croix to Chicago. Find affordable one-way fares based on user searches. Data last updated June 28, 2026.
Search for one-way flight options from Saint Croix to Chicago. Find affordable one-way fares based on user searches. Data last updated June 28, 2026.
This FlightHub deal was found by Cheapflights users on 6/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/244:42 pm
STX
- ORD
2 stops21h 57m
JetBlue
Deal found 6/26![JetBlue logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 6/26. 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.
Tue 8/254:55 pm
STX
- ORD
1 stop31h 32m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$338
This United deal was found by Cheapflights users on 6/24. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/219:10 am
STX
- ORD
1 stop11h 55m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/264:48 pm
STX
- ORD
2 stops47h 38m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 8/244:55 pm
STX
- ORD
2 stops44h 55m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 6/26. 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.
Sun 8/233:14 pm
STX
- ORD
2 stops46h 36m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 6/23. 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 12/223:25 pm
STX
- ORD
1 stop10h 25m
Delta
Deal found 6/23![Delta logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 8/274:55 pm
STX
- ORD
1 stop7h 32m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$360
This American Airlines deal was found by Cheapflights users on 6/25. 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.
Mon 9/215:01 pm
STX
- ORD
2 stops13h 58m
American Airlines
Deal found 6/25![American Airlines logo]()
$361
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 June 28, 2026.
Round-trip from | $656 (American Airlines) |
|---|---|
One-way from | $267 (FlightHub) |
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 June 28, 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
Cheapest round-trip
Quickest round-trip
ChristianstedChicago
STX - ORD
STXORD
Christiansted Henry Rohlsen
Thu 8/6
3:54 pm-11:30 pm
1 stop8h 36m
Chicago O'Hare Intl
Sun 8/9
6:00 am-8:43 pm
1 stop13h 43m
$656
ChristianstedChicago
STX - ORD
STXORD
Christiansted Henry Rohlsen
Fri 7/17
9:00 am-10:01 pm
1 stop14h 01m
Chicago O'Hare Intl
Fri 7/24
6:37 am-8:50 pm
2 stops13h 13m
$720
ChristianstedChicago
STX - ORD
STXORD
Christiansted Henry Rohlsen
Fri 7/17
9:59 am-9:40 pm
2 stops12h 41m
Chicago O'Hare Intl
Fri 7/24
8:00 pm-5:10 pm
3 stops20h 10m
$1,774
Cheapest one-way
ChristianstedChicago
STX - ORD
STXORD
Christiansted Henry Rohlsen
Thu 12/24
3:25 pm-11:50 pm
1 stop10h 25m
$358
Quickest one-way
ChristianstedChicago
STX - ORD
STXORD
Christiansted Henry Rohlsen
Wed 12/23
3:25 pm-9:10 pm
1 stop7h 45m
$358
ChristianstedChicago
STX - ORD
STXORD
Christiansted Henry Rohlsen
Tue 12/22
3:25 pm-11:50 pm
1 stop10h 25m
$358
ChristianstedChicago
STX - ORD
STXORD
Christiansted Henry Rohlsen
Thu 9/24
4:55 pm-12:02 pm
3 stops44h 07m
$362
ChristianstedChicago
STX - ORD
STXORD
Christiansted Henry Rohlsen
Wed 8/26
4:55 pm-12:50 pm
2 stops44h 55m
$372
ChristianstedChicago
STX - ORD
STXORD
Christiansted Henry Rohlsen
Thu 8/20
3:14 pm-11:27 pm
1 stop9h 13m
$374
ChristianstedChicago
STX - ORD
STXORD
Christiansted Henry Rohlsen
Sat 12/19
3:25 pm-11:50 pm
1 stop10h 25m
$393
Showing 1-10 of 11 resultsSorted 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.
STX-ORD
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
VISC-CHI
STX-ORD
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter
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Complete your trip
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Saint Croix and Chicago flights
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Popular flight searches
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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 June 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$494 | Average$649 | FlexibilityNo cancel fee | On-time71% |