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Cheap flights from Chicago to Christiansted from $161

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 11/16. 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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0 bags

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Find the cheapest flights from Chicago to Christiansted

Cheap round-trip flights

Spirit Airlines Logo
5:05 am - 4:29 pmORD-STX
10h 24m1 stop
Spirit Airlines Logo
5:24 pm - 11:45 pmSTX-ORD
7h 21m1 stop
$297Spirit Airlines
Find Deal
Sat, Oct 18 - Sat, Oct 25
Spirit Airlines Logo
5:05 am - 3:07 pmORD-STX
33h 02m1 stop
Spirit Airlines Logo
5:24 pm - 11:45 pmSTX-ORD
7h 21m1 stop
$307Spirit Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 18
Spirit Airlines Logo
5:59 pm - 12:22 pmORD-STX
16h 23m1 stop
Spirit Airlines Logo
1:17 pm - 9:00 pmSTX-ORD
9h 43m1 stop
$308Spirit Airlines
Find Deal
Sun, Nov 16 - Wed, Nov 19
Spirit Airlines Logo
5:05 am - 4:29 pmORD-STX
10h 24m1 stop
Spirit Airlines Logo
1:17 pm - 6:23 pmSTX-ORD
7h 06m1 stop
$312Spirit Airlines
Find Deal
Sat, Nov 1 - Wed, Nov 5
Logo
6:44 pm - 11:07 amORD-STX
15h 23m1 stop
Logo
7:16 pm - 10:48 pmSTX-ORD
28h 32m2 stops
$487
Find Deal
Sun, Sep 14 - Sun, Sep 21
American Airlines Logo
7:05 pm - 1:06 pmORD-STX
17h 01m1 stop
American Airlines Logo
1:56 pm - 9:23 pmSTX-ORD
8h 27m1 stop
$495American Airlines
Find Deal
Tue, Oct 7 - Tue, Oct 14
Logo
5:05 am - 11:52 amORD-STX
29h 47m1 stop
Logo
7:00 am - 10:48 pmSTX-ORD
16h 48m2 stops
$497
Find Deal
Tue, Sep 2 - Sat, Sep 6
American Airlines Logo
5:00 am - 1:06 pmORD-STX
7h 06m1 stop
American Airlines Logo
1:56 pm - 7:25 amSTX-ORD
18h 29m2 stops
$499American Airlines
Find Deal
Tue, Oct 7 - Tue, Oct 14
Delta Logo
6:00 am - 2:24 pmMDW-STX
6h 24m1 stop
Delta Logo
3:19 pm - 9:46 pmSTX-MDW
8h 27m1 stop
$645Delta
Find Deal
Sat, Jan 10 - Sat, Jan 17
Delta Logo
6:00 am - 2:21 pmMDW-STX
6h 21m1 stop
Delta Logo
3:21 pm - 9:44 pmSTX-MDW
8h 23m1 stop
$948Delta
Find Deal
Sat, Nov 29 - Sat, Dec 6

Spirit Airlines flights from Chicago to Christiansted

Our best Spirit Airlines deals on Chicago to Christiansted flight tickets
Spirit Airlines
Oct 18
ORD5:05 amChicago O'Hare Intl
10h 24m
1 stop
STX4:29 pmChristiansted Henry Rohlsen
Oct 25
STX5:24 pmChristiansted Henry Rohlsen
7h 21m
1 stop
ORD11:45 pmChicago O'Hare Intl
$297
Find similar
Spirit Airlines
Oct 14
ORD5:05 amChicago O'Hare Intl
33h 02m
1 stop
STX3:07 pmChristiansted Henry Rohlsen
Oct 18
STX5:24 pmChristiansted Henry Rohlsen
7h 21m
1 stop
ORD11:45 pmChicago O'Hare Intl
$307
Find similar
Spirit Airlines
Nov 16
ORD5:59 pmChicago O'Hare Intl
16h 23m
1 stop
STX12:22 pmChristiansted Henry Rohlsen
Nov 19
STX1:17 pmChristiansted Henry Rohlsen
9h 43m
1 stop
ORD9:00 pmChicago O'Hare Intl
$308
Find similar

American Airlines flights from Chicago to Christiansted

Our best American Airlines deals on Chicago to Christiansted flight tickets
American Airlines
Oct 7
ORD7:05 pmChicago O'Hare Intl
17h 01m
1 stop
STX1:06 pmChristiansted Henry Rohlsen
Oct 14
STX1:56 pmChristiansted Henry Rohlsen
8h 27m
1 stop
ORD9:23 pmChicago O'Hare Intl
$495
Find similar
American Airlines
Oct 7
ORD5:00 amChicago O'Hare Intl
7h 06m
1 stop
STX1:06 pmChristiansted Henry Rohlsen
Oct 14
STX1:56 pmChristiansted Henry Rohlsen
18h 29m
2 stops
ORD7:25 amChicago O'Hare Intl
$499
Find similar
American Airlines
Sep 27
ORD7:15 pmChicago O'Hare Intl
16h 48m
1 stop
STX1:03 pmChristiansted Henry Rohlsen
Oct 11
STX3:40 pmChristiansted Henry Rohlsen
18h 13m
1 stop
ORD8:53 amChicago O'Hare Intl
$520
Find similar

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 18, 2025.
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

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 10/18

5:05 am-4:29 pm

1 stop10h 24m

Christiansted Henry Rohlsen

Sat 10/25

5:24 pm-11:45 pm

1 stop7h 21m

$297

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 10/14

5:05 am-3:07 pm

1 stop33h 02m

Christiansted Henry Rohlsen

Sat 10/18

5:24 pm-11:45 pm

1 stop7h 21m

$307

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sun 11/16

5:59 pm-12:22 pm

1 stop16h 23m

Christiansted Henry Rohlsen

Wed 11/19

1:17 pm-9:00 pm

1 stop9h 43m

$308

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sat 11/1

5:05 am-4:29 pm

1 stop10h 24m

Christiansted Henry Rohlsen

Wed 11/5

1:17 pm-6:23 pm

1 stop7h 06m

$312

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Sun 9/14

6:44 pm-11:07 am

1 stop15h 23m

Christiansted Henry Rohlsen

Sun 9/21

7:16 pm-10:48 pm

2 stops28h 32m

$487

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 10/7

7:05 pm-1:06 pm

1 stop17h 01m

Christiansted Henry Rohlsen

Tue 10/14

1:56 pm-9:23 pm

1 stop8h 27m

$495

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 9/2

5:05 am-11:52 am

1 stop29h 47m

Christiansted Henry Rohlsen

Sat 9/6

7:00 am-10:48 pm

2 stops16h 48m

$497

ChicagoChristiansted

ORD - STX

ORDSTX

Chicago O'Hare Intl

Tue 10/7

5:00 am-1:06 pm

1 stop7h 06m

Christiansted Henry Rohlsen

Tue 10/14

1:56 pm-7:25 am

2 stops18h 29m

$499

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Sat 1/10

6:00 am-2:24 pm

1 stop6h 24m

Christiansted Henry Rohlsen

Sat 1/17

3:19 pm-9:46 pm

1 stop8h 27m

$645

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Sat 11/29

6:00 am-2:21 pm

1 stop6h 21m

Christiansted Henry Rohlsen

Sat 12/6

3:21 pm-9:44 pm

1 stop8h 23m

$948

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 typical price of a round-trip flight between Chicago and Christiansted?

What is the cheapest month to fly to Christiansted?

The cheapest month to fly to Christiansted from Chicago is in November. Flight prices, which tend to average around $329, 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 $478.

What is the cheapest day to depart on your flight to Christiansted?

On average, the least expensive day to fly to Christiansted from Chicago is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $473. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Christiansted on Monday is $641.

What is the cheapest time of day to depart on your flight to Christiansted?

Our data shows that the cheapest Chicago to Christiansted flights are usually those with departure times in the afternoon. Our users have found flights to Christiansted in the afternoon for as low as $430. Try not to purchase tickets in the morning because they tend to be around $560. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 Henry Rohlsen flights?

There are 1 cabin classes available to choose from on Chicago to Christiansted Henry Rohlsen flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

$161

Fastest flight time

6h 20m

Direct flights

Sun

Airports in Christiansted

1 airport
The best one-way flight to Christiansted from Chicago in the past 72 hours is $161. The best round-trip flight deal from Chicago to Christiansted found on momondo in the last 72 hours is $297.
The fastest flight from Chicago to Christiansted takes 6h 20m
Direct flights go from Chicago to Christiansted on Sunday. The only airline offering direct flights is American Airlines.
There is 1 airport near Christiansted: Christiansted Henry Rohlsen (STX)
Search flight deals

  • 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 6h 20m.

  • 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
Spirit AirlinesPriceFrom $270Free CancellationRating
6.3
8,038 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $454Free CancellationRating
7.2
10,000 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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American Airlines
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Turkish Airlines
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