$223+ Cheap flights from Chicago (CHI) to Saint Croix
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STX
Nov 9 — Nov 161
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Saint Croix with Cheapflights
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Saint Croix
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Cheapest flights from Chicago to Saint CroixExplore 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 October 10, 2026.
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 October 10, 2026.
This American Airlines deal was found by Cheapflights users on 10/8. 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.
Sat 11/77:50 pm -
1 stop16h 25m
Tue 11/109:00 am -
1 stop8h 43m
Deal found 10/8![American Airlines logo]()
$596
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Wed 11/46:59 am -
1 stop13h 21m
Wed 11/119:00 am -
1 stop15h 07m
Deal found 10/5![American Airlines logo]()
$621
This United Airlines deal was found by Cheapflights users on 10/8. 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.
Sat 11/75:00 am -
1 stop7h 20m
Sat 11/143:25 pm -
1 stop10h 36m
Deal found 10/8![United Airlines logo]()
$636
This FlightHub deal was found by Cheapflights users on 10/8. 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.
Tue 12/82:59 pm -
2 stops21h 30m
Mon 12/143:26 pm -
2 stops24h 04m
Deal found 10/8![JetBlue logo]()
$654
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:51 am -
2 stops25h 39m
Tue 11/33:14 pm -
3 stops29h 16m
Deal found 10/5![Multiple Airlines logo]()
$659
This FlightHub deal was found by Cheapflights users on 10/8. 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.
Sat 12/52:59 pm -
2 stops21h 30m
Sat 12/123:26 pm -
2 stops27h 16m
Deal found 10/8![JetBlue logo]()
$675
This American Airlines deal was found by Cheapflights users on 10/5. 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 11/166:00 am -
1 stop14h 20m
Mon 11/233:04 pm -
1 stop10h 55m
Deal found 10/5![American Airlines logo]()
$676
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:42 pm -
3 stops22h 56m
Thu 11/129:10 am -
3 stops16h 37m
Deal found 10/5![Multiple Airlines logo]()
$735
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:25 am -
3 stops28h 05m
Tue 11/33:14 pm -
3 stops28h 33m
Deal found 10/5![Multiple Airlines logo]()
$736
This Delta deal was found by Cheapflights users on 10/10. 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 12/56:00 am -
1 stop6h 34m
Sat 12/123:36 pm -
1 stop9h 18m
Deal found 10/10![Delta logo]()
$757
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:15 am -
3 stops27h 15m
Tue 11/104:55 pm -
3 stops26h 52m
Deal found 10/8![Multiple Airlines logo]()
$817
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:07 am -
3 stops21h 13m
Mon 11/304:55 pm -
2 stops20h 38m
Deal found 10/6![Multiple Airlines logo]()
$851
Best flights from Chicago to Saint CroixDiscover carefully curated flight deals from Chicago to Saint Croix that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 10, 2026.
Discover carefully curated flight deals from Chicago to Saint Croix that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 10, 2026.
This United Airlines deal was found by Cheapflights users on 10/8. 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.
Sat 11/75:00 am -
1 stop7h 20m
Sat 11/143:25 pm -
1 stop10h 36m
Deal found 10/8![United Airlines logo]()
$636
This United deal was found by Cheapflights users on 10/5. 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 11/92:16 pm -
1 stop23h 59m
Thu 11/129:10 am -
1 stop28h 37m
Deal found 10/5![Multiple Airlines logo]()
$672
This American Airlines deal was found by Cheapflights users on 10/5. 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 11/166:00 am -
1 stop14h 20m
Mon 11/233:04 pm -
1 stop10h 55m
Deal found 10/5![American Airlines logo]()
$676
This Delta deal was found by Cheapflights users on 10/10. 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 12/55:30 am -
1 stop7h 04m
Sat 12/123:36 pm -
1 stop7h 17m
Deal found 10/10![Delta logo]()
$690
This Mytrip deal was found by Cheapflights users on 10/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 am -
2 stops25h 20m
Mon 10/263:14 pm -
3 stops22h 37m
Deal found 10/7![Multiple Airlines logo]()
$682
This Delta deal was found by Cheapflights users on 10/10. 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 12/56:00 am -
1 stop6h 34m
Sat 12/123:36 pm -
1 stop9h 18m
Deal found 10/10![Delta logo]()
$757
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:51 am -
2 stops21h 29m
Tue 11/39:10 am -
3 stops35h 20m
Deal found 10/8![Multiple Airlines logo]()
$733
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Sat 10/248:55 pm -
2 stops15h 53m
Wed 10/285:08 pm -
2 stops15h 19m
Deal found 10/9![American Airlines logo]()
$842
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:42 pm -
3 stops22h 56m
Thu 11/129:10 am -
3 stops16h 37m
Deal found 10/5![Multiple Airlines logo]()
$735
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:25 am -
3 stops28h 05m
Tue 11/33:14 pm -
3 stops28h 33m
Deal found 10/5![Multiple Airlines logo]()
$736
This United deal was found by Cheapflights users on 10/8. 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 11/210:32 am -
2 stops19h 48m
Mon 11/99:10 am -
1 stop28h 37m
Deal found 10/8![Multiple Airlines logo]()
$775
This Booking.com deal was found by Cheapflights users on 10/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:21 am -
3 stops24h 59m
Tue 10/279:10 am -
2 stops15h 37m
Deal found 10/6![Multiple Airlines logo]()
$920
This Booking.com deal was found by Cheapflights users on 10/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:21 am -
2 stops12h 17m
Wed 10/284:55 pm -
3 stops25h 52m
Deal found 10/9![Multiple Airlines logo]()
$996
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:07 am -
3 stops21h 13m
Sun 11/299:10 am -
3 stops25h 04m
Deal found 10/5![Multiple Airlines logo]()
$1,032
This Delta deal was found by Cheapflights users on 10/10. 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.
Mon 12/286:00 am -
1 stop6h 38m
Sun 1/33:38 pm -
1 stop8h 44m
Deal found 10/10![Delta logo]()
$2,121
This Delta deal was found by Cheapflights users on 10/9. 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 12/266:00 am -
1 stop6h 41m
Sun 1/33:38 pm -
1 stop8h 44m
Deal found 10/9![Delta logo]()
$2,958
This Delta deal was found by Cheapflights users on 10/9. 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 12/266:00 am -
1 stop6h 41m
Sat 1/23:38 pm -
1 stop8h 44m
Deal found 10/9![Delta logo]()
$3,058
Last-minute flights from Chicago to Saint CroixDiscover last-minute flight deals from Chicago to Saint Croix. Data last updated October 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Saint Croix. Data last updated October 10, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/138:46 am -
2 stops22h 34m
Tue 10/203:14 pm -
2 stops17h 37m
Deal found 10/6![Multiple Airlines logo]()
$684
This Mytrip deal was found by Cheapflights users on 10/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 am -
2 stops25h 20m
Mon 10/263:14 pm -
3 stops22h 37m
Deal found 10/7![Multiple Airlines logo]()
$682
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:51 am -
2 stops25h 39m
Tue 11/33:14 pm -
3 stops29h 16m
Deal found 10/5![Multiple Airlines logo]()
$659
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:25 am -
3 stops28h 05m
Tue 11/33:14 pm -
3 stops28h 33m
Deal found 10/5![Multiple Airlines logo]()
$736
This American Airlines deal was found by Cheapflights users on 10/8. 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.
Sat 11/77:50 pm -
1 stop16h 25m
Tue 11/109:00 am -
1 stop8h 43m
Deal found 10/8![American Airlines logo]()
$596
This United Airlines deal was found by Cheapflights users on 10/8. 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.
Sat 11/75:00 am -
1 stop7h 20m
Sat 11/143:25 pm -
1 stop10h 36m
Deal found 10/8![United Airlines logo]()
$636
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:15 am -
3 stops27h 15m
Tue 11/104:55 pm -
3 stops26h 52m
Deal found 10/8![Multiple Airlines logo]()
$817
This United deal was found by Cheapflights users on 10/5. 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 11/92:16 pm -
1 stop23h 59m
Thu 11/123:14 pm -
2 stops10h 47m
Deal found 10/5![Multiple Airlines logo]()
$687
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:42 pm -
3 stops22h 56m
Thu 11/129:10 am -
3 stops16h 37m
Deal found 10/5![Multiple Airlines logo]()
$735
This American Airlines deal was found by Cheapflights users on 10/9. 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 11/156:05 pm -
1 stop18h 10m
Sun 11/229:00 am -
1 stop16h 59m
Deal found 10/9![American Airlines logo]()
$696
This FlightHub deal was found by Cheapflights users on 10/10. 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.
Tue 11/242:59 pm -
2 stops22h 31m
Tue 12/13:26 pm -
2 stops24h 04m
Deal found 10/10![JetBlue logo]()
$695
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:07 am -
3 stops21h 13m
Mon 11/304:55 pm -
2 stops20h 38m
Deal found 10/6![Multiple Airlines logo]()
$851
One-way flights from Chicago to Saint CroixSearch for one-way flight options from Chicago to Saint Croix. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
Search for one-way flight options from Chicago to Saint Croix. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
This FlightHub deal was found by Cheapflights users on 10/7. 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 1/77:45 pm -
2 stops16h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![JetBlue logo]()
$223
This FlightHub deal was found by Cheapflights users on 10/7. 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.
Tue 1/57:45 pm -
2 stops16h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![JetBlue logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/86:00 am -
2 stops24h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 12/68:00 am -
2 stops30h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$300
This FlightHub deal was found by Cheapflights users on 10/10. 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.
Wed 12/92:59 pm -
2 stops21h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![JetBlue logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 11/109:51 am -
2 stops20h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 1/128:25 am -
2 stops31h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 11/510:19 am -
2 stops20h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 12/85:24 pm -
2 stops12h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 11/261:16 pm -
2 stops22h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 11/251:16 pm -
3 stops41h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$436
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 October 10, 2026.
Round-trip from | $587 (FlightHub) |
|---|---|
One-way from | $223 (FlightHub) |
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 7,457,451 searches. Data last updated October 10, 2026.
Use the filters below to find and compare flights from Chicago to Saint Croix that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoChristiansted
ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen
ORDSTX
Chicago O'Hare Intl
Tue 12/8
5:24 pm-7:38 pm
2 stops24h 14m
Christiansted Henry Rohlsen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$305
ChicagoChristiansted
MDW Chicago Midway - STX Christiansted Henry Rohlsen
MDWSTX
Chicago Midway
Thu 11/26
1:16 pm-2:10 pm
2 stops22h 54m
Christiansted Henry Rohlsen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$318
ChicagoChristiansted
ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen
ORDSTX
Chicago O'Hare Intl
Thu 12/10
2:59 pm-2:29 pm
2 stops21h 30m
Christiansted Henry Rohlsen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$345
ChicagoChristiansted
ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen
ORDSTX
Chicago O'Hare Intl
Sun 1/10
5:58 pm-2:10 pm
2 stops18h 12m
Christiansted Henry Rohlsen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$354
ChicagoChristiansted
ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen
ORDSTX
Chicago O'Hare Intl
Mon 11/9
2:16 pm-7:38 pm
1 stop27h 22m
Christiansted Henry Rohlsen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$358
Quickest round-trip
ChicagoChristiansted
ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen
ORDSTX
Chicago O'Hare Intl
Tue 4/6
5:30 am-1:20 pm
1 stop6h 50m
Christiansted Henry Rohlsen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$362
ChicagoChristiansted
ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen
ORDSTX
Chicago O'Hare Intl
Wed 4/7
5:30 am-1:20 pm
1 stop6h 50m
Christiansted Henry Rohlsen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$362
ChicagoChristiansted
ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen
ORDSTX
Chicago O'Hare Intl
Sun 4/4
5:30 am-1:20 pm
1 stop6h 50m
Christiansted Henry Rohlsen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$362
ChicagoChristiansted
ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen
ORDSTX
Chicago O'Hare Intl
Mon 4/5
5:30 am-1:20 pm
1 stop6h 50m
Christiansted Henry Rohlsen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$372
ChicagoChristiansted
MDW Chicago Midway - STX Christiansted Henry Rohlsen
MDWSTX
Chicago Midway
Wed 11/25
1:16 pm-8:50 am
3 stops41h 34m
Christiansted Henry Rohlsen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$436
Showing 1-10 of 27 resultsSorted by cheapest first
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.
ORD-STX
MDW-STX
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
CHI-VISC
ORD-STX
MDW-STX
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 $481). Flying from Chicago to Saint Croix in November is currently the most expensive (average of $1,027). 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.
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 October 10, 2026.
Get a feel of what it's like to fly with American 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.
Crew
7.9
Boarding
7.4
Food
6.4
Comfort
7.2
Entertainment
6.8
Overall
7.0
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Crew
7.9
Boarding
7.4
Food
6.4
Comfort
7.2
Entertainment
6.8
Overall
7.0
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
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.
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Alternative routes for Chicago to Saint Croix
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Complete your trip
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Search flights from Chicago to Saint Croix by cabin class
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Chicago and Saint Croix flights
Browse other Chicago and Saint Croix flight options. Last updated on October 10, 2026.
Popular flight searches
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Top airline flying from Chicago to Saint Croix
Discover the top airline 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 7,457,451 searches. Data last updated October 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$482 | Average$685 | FlexibilityNo cancel fee | On-time71% |