What is the cheapest airline that flies from Chicago to Saint Croix?

United Airlines is the most popular carrier operating from Chicago to Saint Croix

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?

As of September 2026, there is 1 operator available to choose from 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.

$245 Cheap Flights from Chicago to Saint Croix in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Saint Croix

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

7:45 pm - 2:36 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

16h 51m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl

3:26 pm - 6:55 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

29h 29m2 stops San Juan Luis Munoz Marin Intl Fort Lauderdale

$548JetBlue

Wed, Jan 27 - Tue, Feb 2

2:59 pm - 2:29 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

21h 30m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl

3:26 pm - 1:30 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

24h 04m2 stops San Juan Luis Munoz Marin Intl Fort Lauderdale

$595JetBlue

Sun, Dec 6 - Fri, Dec 11

2:59 pm - 2:29 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

21h 30m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl

3:26 pm - 1:30 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

24h 04m2 stops San Juan Luis Munoz Marin Intl Fort Lauderdale

$613JetBlue

Tue, Dec 8 - Fri, Dec 11

6:45 am - 3:48 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

7h 03m1 stop Charlotte Douglas

2:07 pm - 12:38 amSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

11h 31m1 stop Miami

$616American Airlines

Tue, Mar 9 - Tue, Mar 16

5:00 am - 10:20 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

15h 20m1 stop Miami

9:00 am - 11:56 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

16h 56m1 stop Miami

$616American Airlines

Thu, Nov 5 - Wed, Nov 11

6:59 am - 10:20 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

13h 21m1 stop Miami

9:00 am - 11:56 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

16h 56m1 stop Miami

$616American Airlines

Fri, Nov 6 - Mon, Nov 9

6:56 am - 10:39 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

13h 43m1 stop Miami

9:00 am - 11:56 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

16h 56m1 stop Miami

$616American Airlines

Sun, Dec 6 - Tue, Dec 15

5:00 am - 3:04 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

8h 04m1 stop Miami

3:54 pm - 9:54 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

8h 00m1 stop Miami

$616American Airlines

Tue, Jan 19 - Sun, Jan 24

6:59 am - 10:17 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

13h 18m1 stop Miami

9:00 am - 11:56 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

16h 56m1 stop Miami

$616American Airlines

Sun, Dec 6 - Tue, Dec 15

8:22 am - 10:39 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

12h 17m2 stops Philadelphia Miami

3:00 pm - 10:36 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

9h 36m2 stops Miami Charlotte Douglas

$620American Airlines

Sun, Dec 6 - Tue, Dec 15

Cheap last minute flights

Enter your travel dates to find the best prices.

3:00 pm - 12:30 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

20h 30m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl

4:48 pm - 11:30 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

31h 42m2 stops San Juan Luis Munoz Marin Intl Fort Lauderdale

$1,232Multiple Airlines

Sat, Oct 3 - Sat, Oct 17

3:00 pm - 12:30 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

20h 30m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl

7:50 am - 8:47 amSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

25h 57m3 stops Saint Thomas Island Cyril E King San Juan Luis Munoz Marin Intl Boston Logan Intl

$1,282Multiple Airlines

Sat, Oct 3 - Sat, Oct 17

3:00 pm - 12:30 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

20h 30m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl

4:48 pm - 11:30 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

31h 42m2 stops San Juan Luis Munoz Marin Intl Fort Lauderdale

$1,282Multiple Airlines

Sat, Oct 3 - Sat, Oct 17

3:00 pm - 12:30 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

20h 30m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl

7:50 am - 8:47 amSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

25h 57m3 stops Saint Thomas Island Cyril E King San Juan Luis Munoz Marin Intl Boston Logan Intl

$1,369Multiple Airlines

Sat, Oct 3 - Sat, Oct 17

3:00 pm - 12:30 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

20h 30m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl

4:48 pm - 11:30 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

31h 42m2 stops San Juan Luis Munoz Marin Intl Fort Lauderdale

$1,382Multiple Airlines

Sat, Oct 3 - Sat, Oct 17

8:55 pm - 3:39 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

17h 44m2 stops Washington, D.C. Reagan-National Miami

2:38 pm - 11:33 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

9h 55m1 stop Miami

$1,474American Airlines

Sat, Oct 3 - Sat, Oct 17

9:01 pm - 3:39 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

17h 38m2 stops Charlotte Douglas Miami

2:38 pm - 7:47 amSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

18h 09m1 stop Miami

$1,474American Airlines

Sat, Oct 3 - Sat, Oct 17

5:29 pm - 3:39 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

21h 10m1 stop Miami

5:08 pm - 11:33 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

7h 25m1 stop Miami

$1,564American Airlines

Sat, Oct 3 - Sat, Oct 17

9:01 pm - 3:39 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

17h 38m2 stops Charlotte Douglas Miami

5:08 pm - 7:27 amSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

15h 19m2 stops Miami Washington, D.C. Reagan-National

$1,860American Airlines

Sat, Oct 3 - Sat, Oct 17

9:01 pm - 3:39 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

17h 38m2 stops Charlotte Douglas Miami

2:38 pm - 7:47 amSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

18h 09m1 stop Miami

$1,860American Airlines

Sat, Oct 3 - Sat, Oct 17

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Delta flights from Chicago to Saint Croix

Our best Delta deals on Chicago to Saint Croix flight tickets

Delta

Jan 3

ORD5:25 amChicago O'Hare Intl

7h 13m

1 stop

STX2:38 pmChristiansted Henry Rohlsen

Jan 13

STX3:35 pmChristiansted Henry Rohlsen

10h 15m

1 stop

ORD11:50 pmChicago O'Hare Intl

$626

Delta

Jan 2

ORD5:25 amChicago O'Hare Intl

7h 13m

1 stop

STX2:38 pmChristiansted Henry Rohlsen

Jan 12

STX3:35 pmChristiansted Henry Rohlsen

10h 15m

1 stop

ORD11:50 pmChicago O'Hare Intl

$667

Delta

Jan 2

ORD5:25 amChicago O'Hare Intl

7h 13m

1 stop

STX2:38 pmChristiansted Henry Rohlsen

Jan 9

STX3:35 pmChristiansted Henry Rohlsen

10h 15m

1 stop

ORD11:50 pmChicago O'Hare Intl

$708

JetBlue flights from Chicago to Saint Croix

Our best JetBlue deals on Chicago to Saint Croix flight tickets

JetBlue

Jan 27

ORD7:45 pmChicago O'Hare Intl

16h 51m

2 stops

STX2:36 pmChristiansted Henry Rohlsen

Feb 2

STX3:26 pmChristiansted Henry Rohlsen

29h 29m

2 stops

ORD6:55 pmChicago O'Hare Intl

$548

JetBlue

Dec 6

ORD2:59 pmChicago O'Hare Intl

21h 30m

2 stops

STX2:29 pmChristiansted Henry Rohlsen

Dec 11

STX3:26 pmChristiansted Henry Rohlsen

24h 04m

2 stops

ORD1:30 pmChicago O'Hare Intl

$595

JetBlue

Dec 8

ORD2:59 pmChicago O'Hare Intl

21h 30m

2 stops

STX2:29 pmChristiansted Henry Rohlsen

Dec 11

STX3:26 pmChristiansted Henry Rohlsen

24h 04m

2 stops

ORD1:30 pmChicago O'Hare Intl

$613

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Wed 1/27

7:45 pm-2:36 pm

2 stops16h 51m

Christiansted Henry Rohlsen

Tue 2/2

3:26 pm-6:55 pm

2 stops29h 29m

$548

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sun 12/6

2:59 pm-2:29 pm

2 stops21h 30m

Christiansted Henry Rohlsen

Fri 12/11

3:26 pm-1:30 pm

2 stops24h 04m

$595

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Tue 12/8

2:59 pm-2:29 pm

2 stops21h 30m

Christiansted Henry Rohlsen

Fri 12/11

3:26 pm-1:30 pm

2 stops24h 04m

$613

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Tue 3/9

6:45 am-3:48 pm

1 stop7h 03m

Christiansted Henry Rohlsen

Tue 3/16

2:07 pm-12:38 am

1 stop11h 31m

$616

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Thu 11/5

5:00 am-10:20 pm

1 stop15h 20m

Christiansted Henry Rohlsen

Wed 11/11

9:00 am-11:56 pm

1 stop16h 56m

$616

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Fri 11/6

6:59 am-10:20 pm

1 stop13h 21m

Christiansted Henry Rohlsen

Mon 11/9

9:00 am-11:56 pm

1 stop16h 56m

$616

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sun 12/6

6:56 am-10:39 pm

1 stop13h 43m

Christiansted Henry Rohlsen

Tue 12/15

9:00 am-11:56 pm

1 stop16h 56m

$616

Quickest round-trip

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Tue 1/19

5:00 am-3:04 pm

1 stop8h 04m

Christiansted Henry Rohlsen

Sun 1/24

3:54 pm-9:54 pm

1 stop8h 00m

$616

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sun 12/6

6:59 am-10:17 pm

1 stop13h 18m

Christiansted Henry Rohlsen

Tue 12/15

9:00 am-11:56 pm

1 stop16h 56m

$616

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sun 12/6

8:22 am-10:39 pm

2 stops12h 17m

Christiansted Henry Rohlsen

Tue 12/15

3:00 pm-10:36 pm

2 stops9h 36m

$620

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Saint Croix?

The month of October is another great option to travel to Saint Croix, with average flight prices from Chicago averaging around $514.

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 are 2 cabin classes 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 63% 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	$245
Fastest flight time	4h 40m
Direct flights	Sun
Airports in Saint Croix	3 airports

The best one-way flight to Saint Croix from Chicago in the past 72 hours is $245. The best round-trip flight deal from Chicago to Saint Croix found on momondo in the last 72 hours is $548.

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 are 3 airports in Saint Croix. From Chicago there are direct flights to Christiansted Henry Rohlsen (STX).

Search flight deals

Frequently asked questions about flying from Chicago to Saint Croix

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?
As of September 2026, there is 1 operator available to choose from 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?
Based on momondo bookings for flights between Chicago and Saint Croix, the leading plane model is Boeing 737-800, making up 60.00% of the total bookings. Other popular models include Airbus A320-100/200 with 40.00%.

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
American Airlines	PriceFrom $482	Free Cancellation	Rating 7.0 12,097 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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Flights to Saint Thomas Islandfrom $270

Cheap flights from Chicago to Saint Croix from $245

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Saint Croix departing on 12/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Delta flights from Chicago to Saint Croix

Our best Delta deals on Chicago to Saint Croix flight tickets

JetBlue flights from Chicago to Saint Croix

Our best JetBlue deals on Chicago to Saint Croix flight tickets

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See travel insights to Saint Croix from

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

What is the cheapest month to fly to Saint Croix?

What is the cheapest Chicago to Saint Croix flight route?

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

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

What is the cheapest airline that flies from Chicago to Saint Croix?

Cheap Chicago to Saint Croix flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Saint Croix

Frequently asked questions about flying 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

Why use momondo?

An easier way to manage your Saint Croix trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Saint Croix

Popular cities in Saint Croix

Popular flights according to clicks in the last 7 days on momondo

Chicago flight routes

According to popular flight searches on momondo this year

Saint Croix flight routes

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According to popular flight searches on momondo this year