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Cheap flights from Chicago to Christiansted from $228

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 8/29. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Christiansted

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
7:00 am - 3:47 pm
ORD
-
STX
31h 47m
2 stops
JetBlue Logo
4:44 pm - 1:39 pm
STX
-
ORD
21h 55m
2 stops
$534JetBlue
Sun, Aug 23 - Thu, Sep 3
JetBlue Logo
2:35 pm - 3:49 pm
ORD
-
STX
24h 14m
2 stops
JetBlue Logo
4:44 pm - 2:24 pm
STX
-
ORD
22h 40m
2 stops
$575JetBlue
Tue, Aug 18 - Fri, Aug 28
JetBlue Logo
2:35 pm - 3:49 pm
ORD
-
STX
24h 14m
2 stops
JetBlue Logo
4:44 pm - 2:24 pm
STX
-
ORD
22h 40m
2 stops
$575JetBlue
Mon, Aug 17 - Fri, Aug 28
JetBlue Logo
2:35 pm - 3:49 pm
ORD
-
STX
24h 14m
2 stops
JetBlue Logo
4:44 pm - 2:24 pm
STX
-
ORD
22h 40m
2 stops
$578JetBlue
Thu, Aug 20 - Fri, Aug 28
JetBlue Logo
2:35 pm - 3:49 pm
ORD
-
STX
24h 14m
2 stops
JetBlue Logo
4:44 pm - 2:24 pm
STX
-
ORD
22h 40m
2 stops
$578JetBlue
Wed, Aug 19 - Fri, Aug 28
JetBlue Logo
7:00 am - 3:49 pm
ORD
-
STX
31h 49m
2 stops
JetBlue Logo
4:44 pm - 2:24 pm
STX
-
ORD
22h 40m
2 stops
$581JetBlue
Wed, Aug 19 - Fri, Aug 28
JetBlue Logo
2:50 pm - 2:29 pm
ORD
-
STX
21h 39m
2 stops
JetBlue Logo
3:26 pm - 11:28 pm
STX
-
ORD
10h 02m
2 stops
$607JetBlue
Sat, Dec 5 - Sat, Dec 12
Multiple Airlines Logo
2:35 pm - 4:23 pm
ORD
-
STX
24h 48m
2 stops
Multiple Airlines Logo
4:44 pm - 1:39 pm
STX
-
ORD
21h 55m
2 stops
$613Multiple Airlines
Fri, Aug 14 - Tue, Aug 18
American Airlines Logo
6:00 am - 3:39 pm
ORD
-
STX
8h 39m
1 stop
American Airlines Logo
4:40 pm - 9:29 am
STX
-
ORD
17h 49m
1 stop
$653American Airlines
Mon, Sep 14 - Mon, Sep 21
American Airlines Logo
6:59 pm - 1:07 pm
ORD
-
STX
17h 08m
1 stop
American Airlines Logo
5:08 pm - 7:42 am
STX
-
ORD
15h 34m
1 stop
$656American Airlines
Sat, Oct 10 - Thu, Oct 15

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American Airlines flights from Chicago to Christiansted

Our best American Airlines deals on Chicago to Christiansted flight tickets
American Airlines
Sep 14
ORD6:00 amChicago O'Hare Intl
8h 39m
1 stop
STX3:39 pmChristiansted Henry Rohlsen
Sep 21
STX4:40 pmChristiansted Henry Rohlsen
17h 49m
1 stop
ORD9:29 amChicago O'Hare Intl
$653
American Airlines
Oct 10
ORD6:59 pmChicago O'Hare Intl
17h 08m
1 stop
STX1:07 pmChristiansted Henry Rohlsen
Oct 15
STX5:08 pmChristiansted Henry Rohlsen
15h 34m
1 stop
ORD7:42 amChicago O'Hare Intl
$656
American Airlines
Sep 13
ORD6:59 amChicago O'Hare Intl
7h 40m
1 stop
STX3:39 pmChristiansted Henry Rohlsen
Sep 20
STX4:40 pmChristiansted Henry Rohlsen
7h 50m
1 stop
ORD11:30 pmChicago O'Hare Intl
$657

JetBlue flights from Chicago to Christiansted

Our best JetBlue deals on Chicago to Christiansted flight tickets
JetBlue
Aug 23
ORD7:00 amChicago O'Hare Intl
31h 47m
2 stops
STX3:47 pmChristiansted Henry Rohlsen
Sep 3
STX4:44 pmChristiansted Henry Rohlsen
21h 55m
2 stops
ORD1:39 pmChicago O'Hare Intl
$534
JetBlue
Aug 17
ORD2:35 pmChicago O'Hare Intl
24h 14m
2 stops
STX3:49 pmChristiansted Henry Rohlsen
Aug 28
STX4:44 pmChristiansted Henry Rohlsen
22h 40m
2 stops
ORD2:24 pmChicago O'Hare Intl
$575
JetBlue
Aug 19
ORD2:35 pmChicago O'Hare Intl
24h 14m
2 stops
STX3:49 pmChristiansted Henry Rohlsen
Aug 28
STX4:44 pmChristiansted Henry Rohlsen
22h 40m
2 stops
ORD2:24 pmChicago O'Hare Intl
$578

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Christiansted 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 August 1, 2026.
Use the filters below to find and compare flights from Chicago to Christiansted that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sun 8/23

7:00 am-3:47 pm

2 stops31h 47m

Christiansted Henry Rohlsen

Thu 9/3

4:44 pm-1:39 pm

2 stops21h 55m

$534

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 8/18

2:35 pm-3:49 pm

2 stops24h 14m

Christiansted Henry Rohlsen

Fri 8/28

4:44 pm-2:24 pm

2 stops22h 40m

$575

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 8/17

2:35 pm-3:49 pm

2 stops24h 14m

Christiansted Henry Rohlsen

Fri 8/28

4:44 pm-2:24 pm

2 stops22h 40m

$575

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Thu 8/20

2:35 pm-3:49 pm

2 stops24h 14m

Christiansted Henry Rohlsen

Fri 8/28

4:44 pm-2:24 pm

2 stops22h 40m

$578

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 8/19

2:35 pm-3:49 pm

2 stops24h 14m

Christiansted Henry Rohlsen

Fri 8/28

4:44 pm-2:24 pm

2 stops22h 40m

$578

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Wed 8/19

7:00 am-3:49 pm

2 stops31h 49m

Christiansted Henry Rohlsen

Fri 8/28

4:44 pm-2:24 pm

2 stops22h 40m

$581

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 12/5

2:50 pm-2:29 pm

2 stops21h 39m

Christiansted Henry Rohlsen

Sat 12/12

3:26 pm-11:28 pm

2 stops10h 02m

$607

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Fri 8/14

2:35 pm-4:23 pm

2 stops24h 48m

Christiansted Henry Rohlsen

Tue 8/18

4:44 pm-1:39 pm

2 stops21h 55m

$613
Quickest round-trip

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Mon 9/14

6:00 am-3:39 pm

1 stop8h 39m

Christiansted Henry Rohlsen

Mon 9/21

4:40 pm-9:29 am

1 stop17h 49m

$653

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 10/10

6:59 pm-1:07 pm

1 stop17h 08m

Christiansted Henry Rohlsen

Thu 10/15

5:08 pm-7:42 am

1 stop15h 34m

$656

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Christiansted from

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

What is the cheapest month to fly to Christiansted?

The cheapest month to fly to Christiansted from Chicago is in October. Flight prices, which tend to average around $514, are often lower during this time because this is during the off-season. The month of January is another great option to travel to Christiansted, with average flight prices from Chicago averaging around $521.

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 72% 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

Fastest flight time

4h 40m

Direct flights

Sun

Airports in Christiansted

1 airport
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?

  • 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?

  • What is the most popular airline 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
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $482Free CancellationRating
7.1
11,845 reviews
Search American Airlines flights

Traveling to a place near Christiansted?

Book flights to Christiansted if you plan to visit one of these locations
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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Airlines are sorted and displayed according to clicks in the past 7 days on momondo
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