What is the cheapest airline that flies from Chicago to Christiansted Henry Rohlsen?

American Airlines is the most popular carrier operating from Chicago to Christiansted Henry Rohlsen

What airlines fly to Christiansted?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Christiansted from Chicago according to our data. American Airlines is the first choice among our users, with 60% of people opting to fly with this airline when traveling to Christiansted. Keep in mind that there are 3 different airlines that fly to Christiansted on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Chicago to Christiansted Henry Rohlsen Airport?

Prices for flights from Chicago to Christiansted Henry Rohlsen Airport were last updated today.

How many operators does momondo search for flights from Chicago to Christiansted Henry Rohlsen Airport?

As of September 2026, there is 1 operator available to choose from for flights from Chicago to Christiansted Henry Rohlsen Airport.

How old do you have to be to fly from Chicago to Christiansted Henry Rohlsen Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Christiansted Henry Rohlsen Airport.

What documentation or ID do you need to fly to Christiansted Henry Rohlsen Airport?

The travel and health documents required for your trip to Christiansted Henry Rohlsen Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Christiansted Henry Rohlsen Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$280 Cheap Flights from Chicago to Christiansted in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Christiansted

Round-trip

One-way

Direct

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

$519JetBlue

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

$535JetBlue

Sat, Dec 5 - Tue, Dec 8

7:50 pm - 2:10 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

16h 20m1 stop Miami

3:00 pm - 12:44 amSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

11h 44m1 stop Miami

$576American Airlines

Sat, Dec 5 - Tue, Dec 8

7:35 pm - 2:54 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

17h 19m1 stop Miami

7:00 am - 3:43 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

10h 43m1 stop Miami

$576American Airlines

Sat, Jan 30 - Wed, Feb 3

5:00 am - 1:20 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

7h 20m1 stop Newark

3:25 pm - 10:25 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

9h 00m1 stop Newark

$576United Airlines

Sat, Oct 31 - Sat, Nov 7

9:06 pm - 4:53 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

17h 47m1 stop Charlotte Douglas

3:51 pm - 12:50 amSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

10h 59m1 stop Miami

$576American Airlines

Sat, Feb 6 - Wed, Feb 10

7:35 pm - 2:54 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

17h 19m1 stop Miami

7:00 am - 3:46 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

10h 46m2 stops Miami Charlotte Douglas

$580American Airlines

Sat, Feb 6 - Wed, Feb 10

7:50 pm - 2:10 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

16h 20m1 stop Miami

9:00 am - 5:27 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

10h 27m2 stops Miami Washington, D.C. Reagan-National

$580American Airlines

Sat, Dec 5 - Tue, Dec 8

9:06 pm - 4:53 pmORD Chicago O'Hare Intl-STX Christiansted Henry Rohlsen

17h 47m1 stop Charlotte Douglas

7:00 am - 3:46 pmSTX Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl

10h 46m2 stops Miami Charlotte Douglas

$580American Airlines

Sat, Jan 30 - Wed, Feb 3

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

$581JetBlue

Wed, Jan 27 - Tue, Feb 2

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Delta flights from Chicago to Christiansted

Our best Delta deals on Chicago to Christiansted flight tickets

Delta

Jan 7

ORD5:30 amChicago O'Hare Intl

7h 05m

1 stop

STX2:35 pmChristiansted Henry Rohlsen

Jan 20

STX3:35 pmChristiansted Henry Rohlsen

8h 45m

1 stop

ORD10:20 pmChicago O'Hare Intl

$626

Delta

Jan 27

MDW6:00 amChicago Midway

6h 35m

1 stop

STX2:35 pmChristiansted Henry Rohlsen

Feb 2

STX3:35 pmChristiansted Henry Rohlsen

8h 35m

1 stop

MDW10:10 pmChicago Midway

$732

Delta

Feb 6

MDW6:00 amChicago Midway

6h 35m

1 stop

STX2:35 pmChristiansted Henry Rohlsen

Feb 13

STX3:35 pmChristiansted Henry Rohlsen

8h 35m

1 stop

MDW10:10 pmChicago Midway

$734

United Airlines flights from Chicago to Christiansted

Our best United Airlines deals on Chicago to Christiansted flight tickets

United Airlines

Oct 31

ORD5:00 amChicago O'Hare Intl

7h 20m

1 stop

STX1:20 pmChristiansted Henry Rohlsen

Nov 7

STX3:25 pmChristiansted Henry Rohlsen

9h 00m

1 stop

ORD10:25 pmChicago O'Hare Intl

$576

United Airlines

Feb 20

ORD5:00 amChicago O'Hare Intl

7h 20m

1 stop

STX2:20 pmChristiansted Henry Rohlsen

Feb 27

STX3:25 pmChristiansted Henry Rohlsen

9h 33m

1 stop

ORD10:58 pmChicago O'Hare Intl

$624

United Airlines

Sep 30

ORD5:30 amChicago O'Hare Intl

13h 08m

2 stops

STX7:38 pmChristiansted Henry Rohlsen

Oct 4

STX10:25 amChristiansted Henry Rohlsen

14h 18m

3 stops

ORD11:43 pmChicago O'Hare Intl

$2,246

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

$519

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sat 12/5

2:59 pm-2:29 pm

2 stops21h 30m

Christiansted Henry Rohlsen

Tue 12/8

3:26 pm-1:30 pm

2 stops24h 04m

$535

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sat 12/5

7:50 pm-2:10 pm

1 stop16h 20m

Christiansted Henry Rohlsen

Tue 12/8

3:00 pm-12:44 am

1 stop11h 44m

$576

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sat 1/30

7:35 pm-2:54 pm

1 stop17h 19m

Christiansted Henry Rohlsen

Wed 2/3

7:00 am-3:43 pm

1 stop10h 43m

$576

Quickest round-trip

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sat 10/31

5:00 am-1:20 pm

1 stop7h 20m

Christiansted Henry Rohlsen

Sat 11/7

3:25 pm-10:25 pm

1 stop9h 00m

$576

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sat 2/6

9:06 pm-4:53 pm

1 stop17h 47m

Christiansted Henry Rohlsen

Wed 2/10

3:51 pm-12:50 am

1 stop10h 59m

$576

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sat 2/6

7:35 pm-2:54 pm

1 stop17h 19m

Christiansted Henry Rohlsen

Wed 2/10

7:00 am-3:46 pm

2 stops10h 46m

$580

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sat 12/5

7:50 pm-2:10 pm

1 stop16h 20m

Christiansted Henry Rohlsen

Tue 12/8

9:00 am-5:27 pm

2 stops10h 27m

$580

ChicagoChristiansted

ORD Chicago O'Hare Intl - STX Christiansted Henry Rohlsen

ORDSTX

Chicago O'Hare Intl

Sat 1/30

9:06 pm-4:53 pm

1 stop17h 47m

Christiansted Henry Rohlsen

Wed 2/3

7:00 am-3:46 pm

2 stops10h 46m

$580

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

$581

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 Christiansted

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 Christiansted?

The cheapest month to fly to Christiansted from Chicago is in January. Flight prices, which tend to average around $472, are often lower during this time because this is during the off-season. The month of October is another great option to travel to Christiansted, with average flight prices from Chicago averaging around $514.

What is the cheapest Chicago to Christiansted Henry Rohlsen flight route?

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

What cabin class options are available on Chicago to Christiansted flights?

There are 2 cabin classes available to choose from on Chicago to Christiansted 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 Christiansted flights?

You could potentially save up to 63% on your flight if you consider stops on a Chicago to Christiansted flight.

When to book flights from Chicago to Christiansted

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Christiansted according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Christiansted (CHI to STX) flight deals and tips

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

Best Price Found	$280
Fastest flight time	4h 40m
Direct flights	Sun
Airports in Christiansted	1 airport

The best one-way flight to Christiansted from Chicago in the past 72 hours is $280. The best round-trip flight deal from Chicago to Christiansted found on momondo in the last 72 hours is $519.

The fastest flight from Chicago to Christiansted takes 4h 40m

Direct flights go from Chicago to Christiansted on Sunday. There are no airlines offering direct flights.

There is 1 airport in Christiansted. From Chicago there are direct flights to Christiansted Henry Rohlsen (STX).

Search flight deals

Frequently asked questions about flying from Chicago to Christiansted

How far is Chicago to Christiansted Henry Rohlsen by plane?
There are 2144.6 mi between Chicago and Christiansted Henry Rohlsen. In terms of flight time, this usually takes a little over 4h 40m.
When did momondo last update prices for flights from Chicago to Christiansted Henry Rohlsen Airport?
Prices for flights from Chicago to Christiansted Henry Rohlsen Airport were last updated today.
How many operators does momondo search for flights from Chicago to Christiansted Henry Rohlsen Airport?
As of September 2026, there is 1 operator available to choose from for flights from Chicago to Christiansted Henry Rohlsen Airport.
How old do you have to be to fly from Chicago to Christiansted Henry Rohlsen Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Christiansted Henry Rohlsen Airport.
What documentation or ID do you need to fly to Christiansted Henry Rohlsen Airport?
The travel and health documents required for your trip to Christiansted Henry Rohlsen Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Christiansted Henry Rohlsen Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Christiansted?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Christiansted is Boeing 737-800, representing 50.00% of all bookings. The subsequent popular model is Airbus A320-100/200 at 50.00%.
What is the most popular airline from Chicago to Christiansted?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Christiansted is American Airlines (100% of total bookings).

Best airlines flying from Chicago to Christiansted

Compare and see reviews for airlines that fly from Chicago to Christiansted with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $482	Free Cancellation	Rating 7.1 12,078 reviews		Search American Airlines flights

Frederiksted

Why use momondo?

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

Finding the right flight to Christiansted from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Christiansted quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Chicago to Christiansted flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Christiansted?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Christiansted from Chicago.

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

Price alerts on flights to Christiansted 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.

An easier way to manage your Christiansted trip

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Cheap flights from Chicago to Christiansted from $280

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 Christiansted departing on 10/20. 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 Christiansted

Our best Delta deals on Chicago to Christiansted flight tickets

United Airlines flights from Chicago to Christiansted

Our best United Airlines deals on Chicago to Christiansted flight tickets

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See travel insights to Christiansted from

How to get the cheapest flight ticket from Chicago to Christiansted

What is the cheapest month to fly to Christiansted?

What is the cheapest Chicago to Christiansted Henry Rohlsen flight route?

What cabin class options are available on Chicago to Christiansted flights?

Can stopping save me money on Chicago to Christiansted flights?

What is the cheapest airline that flies from Chicago to Christiansted Henry Rohlsen?

What airlines fly to Christiansted?

When to book flights from Chicago to Christiansted

Cheap Chicago to Christiansted (CHI to STX) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Christiansted

Frequently asked questions about flying from Chicago to Christiansted

Best airlines flying from Chicago to Christiansted

Compare and see reviews for airlines that fly from Chicago to Christiansted with momondo

Traveling to a place near Christiansted?

Why use momondo?

An easier way to manage your Christiansted 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 the U.S. Virgin Islands

Fly your favorite airline to Christiansted

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Christiansted

List of cabin classes available on flights landing in Christiansted. Availability may vary depending on flight origin and airline.

Popular cities in the U.S. Virgin Islands

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

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According to popular flight searches on momondo this year

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