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Cheap flights from Chicago to Saint Croix from $264

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Saint Croix departing on 2/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Saint Croix

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
5:59 pm - 12:22 pmORD-STX
16h 23m1 stop
Spirit Airlines Logo
1:27 pm - 11:42 pmSTX-ORD
12h 15m1 stop
$264Spirit Airlines
Find Deal
Tue, Feb 24 - Fri, Feb 27
Spirit Airlines Logo
5:05 am - 12:22 pmORD-STX
29h 17m1 stop
Spirit Airlines Logo
1:17 pm - 9:00 pmSTX-ORD
9h 43m1 stop
$303Spirit Airlines
Find Deal
Tue, Dec 9 - Wed, Dec 17
Spirit Airlines Logo
5:59 pm - 12:22 pmORD-STX
16h 23m1 stop
Spirit Airlines Logo
1:27 pm - 9:00 pmSTX-ORD
9h 33m1 stop
$306Spirit Airlines
Find Deal
Tue, Feb 24 - Fri, Feb 27
Multiple Airlines Logo
5:59 pm - 12:22 pmORD-STX
16h 23m1 stop
Multiple Airlines Logo
1:17 pm - 11:11 pmSTX-ORD
11h 54m2 stops
$339Multiple Airlines
Find Deal
Tue, Dec 9 - Wed, Dec 17
Multiple Airlines Logo
5:10 am - 12:22 pmORD-STX
29h 12m2 stops
Multiple Airlines Logo
1:27 pm - 9:23 amSTX-ORD
21h 56m1 stop
$343Multiple Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
7:07 pm - 3:17 pmORD-STX
18h 10m1 stop
American Airlines Logo
4:07 pm - 12:37 amSTX-ORD
10h 30m1 stop
$495American Airlines
Find Deal
Thu, Dec 4 - Thu, Dec 11
American Airlines Logo
7:07 pm - 3:17 pmORD-STX
18h 10m1 stop
American Airlines Logo
6:35 pm - 9:10 amSTX-ORD
16h 35m2 stops
$499American Airlines
Find Deal
Thu, Dec 4 - Thu, Dec 11
JetBlue Logo
6:26 pm - 4:30 pmORD-STX
21h 04m2 stops
JetBlue Logo
5:25 pm - 12:50 pmSTX-ORD
20h 25m2 stops
$514JetBlue
Find Deal
Thu, Apr 2 - Tue, Apr 7
Delta Logo
6:00 am - 2:24 pmMDW-STX
6h 24m1 stop
Delta Logo
3:19 pm - 9:46 pmSTX-MDW
8h 27m1 stop
$520Delta
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Thu, Jan 22 - Tue, Jan 27
Delta Logo
6:00 am - 2:24 pmMDW-STX
6h 24m1 stop
Delta Logo
3:19 pm - 9:46 pmSTX-MDW
8h 27m1 stop
$545Delta
Find Deal
Sat, Jan 24 - Sat, Jan 31

Delta flights from Chicago to Saint Croix

Our best Delta deals on Chicago to Saint Croix flight tickets
Delta
Jan 22
MDW6:00 amChicago Midway
6h 24m
1 stop
STX2:24 pmChristiansted Henry Rohlsen
Jan 27
STX3:19 pmChristiansted Henry Rohlsen
8h 27m
1 stop
MDW9:46 pmChicago Midway
$520
Find similar
Delta
Jan 24
MDW6:00 amChicago Midway
6h 24m
1 stop
STX2:24 pmChristiansted Henry Rohlsen
Jan 31
STX3:19 pmChristiansted Henry Rohlsen
8h 27m
1 stop
MDW9:46 pmChicago Midway
$545
Find similar
Delta
Feb 24
MDW6:00 amChicago Midway
6h 24m
1 stop
STX2:24 pmChristiansted Henry Rohlsen
Feb 27
STX3:19 pmChristiansted Henry Rohlsen
8h 27m
1 stop
MDW9:46 pmChicago Midway
$595
Find similar

American Airlines flights from Chicago to Saint Croix

Our best American Airlines deals on Chicago to Saint Croix flight tickets
American Airlines
Dec 4
ORD7:07 pmChicago O'Hare Intl
18h 10m
1 stop
STX3:17 pmChristiansted Henry Rohlsen
Dec 11
STX4:07 pmChristiansted Henry Rohlsen
10h 30m
1 stop
ORD12:37 amChicago O'Hare Intl
$495
Find similar
American Airlines
Dec 4
ORD7:07 pmChicago O'Hare Intl
18h 10m
1 stop
STX3:17 pmChristiansted Henry Rohlsen
Dec 11
STX6:35 pmChristiansted Henry Rohlsen
16h 35m
2 stops
ORD9:10 amChicago O'Hare Intl
$499
Find similar
American Airlines
Oct 29
ORD5:00 amChicago O'Hare Intl
7h 06m
1 stop
STX1:06 pmChristiansted Henry Rohlsen
Nov 2
STX6:42 pmChristiansted Henry Rohlsen
18h 24m
1 stop
ORD11:06 amChicago O'Hare Intl
$515
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated October 6, 2025.
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

Price

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 2/24

5:59 pm-12:22 pm

1 stop16h 23m

Christiansted Henry Rohlsen

Fri 2/27

1:27 pm-11:42 pm

1 stop12h 15m

$264

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 12/9

5:05 am-12:22 pm

1 stop29h 17m

Christiansted Henry Rohlsen

Wed 12/17

1:17 pm-9:00 pm

1 stop9h 43m

$303

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 2/24

5:59 pm-12:22 pm

1 stop16h 23m

Christiansted Henry Rohlsen

Fri 2/27

1:27 pm-9:00 pm

1 stop9h 33m

$306

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 12/9

5:59 pm-12:22 pm

1 stop16h 23m

Christiansted Henry Rohlsen

Wed 12/17

1:17 pm-11:11 pm

2 stops11h 54m

$339

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 12/4

5:10 am-12:22 pm

2 stops29h 12m

Christiansted Henry Rohlsen

Mon 12/8

1:27 pm-9:23 am

1 stop21h 56m

$343

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 12/4

7:07 pm-3:17 pm

1 stop18h 10m

Christiansted Henry Rohlsen

Thu 12/11

4:07 pm-12:37 am

1 stop10h 30m

$495

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 12/4

7:07 pm-3:17 pm

1 stop18h 10m

Christiansted Henry Rohlsen

Thu 12/11

6:35 pm-9:10 am

2 stops16h 35m

$499

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 4/2

6:26 pm-4:30 pm

2 stops21h 04m

Christiansted Henry Rohlsen

Tue 4/7

5:25 pm-12:50 pm

2 stops20h 25m

$514

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Thu 1/22

6:00 am-2:24 pm

1 stop6h 24m

Christiansted Henry Rohlsen

Tue 1/27

3:19 pm-9:46 pm

1 stop8h 27m

$520

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Sat 1/24

6:00 am-2:24 pm

1 stop6h 24m

Christiansted Henry Rohlsen

Sat 1/31

3:19 pm-9:46 pm

1 stop8h 27m

$545

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Saint Croix from

How to get the cheapest flight ticket from Chicago to Saint Croix

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest Chicago to Saint Croix flight route?

Fly from Chicago O'Hare Intl to Christiansted Henry Rohlsen for the best Chicago - Saint Croix flight prices

What cabin class options are available on Chicago to Saint Croix flights?

There is only 1 cabin class available to choose from on Chicago to Saint Croix flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Saint Croix flights?

You could potentially save up to 7% on your flight if you consider stops on a Chicago to Saint Croix flight.

Cheap Chicago to Saint Croix flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Saint Croix

Best Price Found

$795

Fastest flight time

4h 40m

Direct flights

Sun

Airports in Saint Croix

1 airport
The best flight deal from Chicago to Saint Croix found on momondo in the last 72 hours is $795
The fastest flight from Chicago to Saint Croix takes 4h 40m
Direct flights go from Chicago to Saint Croix on Sunday. There are no airlines offering direct flights.
There is 1 airport near Saint Croix: Christiansted Henry Rohlsen (STX)
Search flight deals

  • When did momondo last update prices for flights from Chicago to Saint Croix?

    Prices for flights from Chicago to Saint Croix are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Saint Croix?

  • How old do you have to be to fly from Chicago to Saint Croix?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Saint Croix.

  • What documentation or ID do you need to fly to Saint Croix?

    The travel and health documents you'll need for your trip to Saint Croix may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Saint Croix. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Saint Croix?

Best airlines flying from Chicago to Saint Croix

Compare and see reviews for airlines that fly from Chicago to Saint Croix with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $270Free CancellationRating
6.3
8,076 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $454Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Saint Croix?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Saint Croix for you.

Can I find flights from Chicago to Saint Croix with flexible booking policies on momondo?

Yes. All flights to Saint Croix from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Saint Croix?

Once you have performed a search for Chicago to Saint Croix flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Saint Croix right now. Can momondo alert me if prices change?

Price alerts on flights to Saint Croix from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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