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Cheap flights from Christiansted to Chicago from $270

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Christiansted to Chicago departing on 11/11. 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

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Find the cheapest flights from Christiansted to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:30 am - 8:03 pmSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
12h 33m1 stop Miami
American Airlines Logo
6:00 am - 8:43 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
13h 43m1 stop Miami
$587American Airlines
Wed, Sep 2 - Sun, Sep 6
American Airlines Logo
8:30 am - 7:46 pmSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
12h 16m2 stops Miami Charlotte Douglas
American Airlines Logo
5:00 am - 8:43 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
14h 43m1 stop Miami
$622American Airlines
Wed, Sep 2 - Sun, Sep 6
American Airlines Logo
4:40 pm - 9:29 amSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
17h 49m1 stop Miami
American Airlines Logo
5:00 am - 3:39 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
9h 39m1 stop Miami
$626American Airlines
Mon, Sep 21 - Fri, Sep 25
American Airlines Logo
4:40 pm - 9:29 amSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
17h 49m1 stop Miami
American Airlines Logo
5:20 am - 3:39 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
9h 19m2 stops Charlotte Douglas Miami
$630American Airlines
Mon, Sep 21 - Fri, Sep 25
American Airlines Logo
4:40 pm - 9:10 amSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
17h 30m2 stops Miami Washington, D.C. Reagan-National
American Airlines Logo
5:20 am - 3:39 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
9h 19m2 stops Charlotte Douglas Miami
$675American Airlines
Mon, Sep 21 - Fri, Sep 25
American Airlines Logo
4:40 pm - 9:29 amSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
17h 49m1 stop Miami
American Airlines Logo
6:59 pm - 1:48 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
17h 49m1 stop Miami
$691American Airlines
Sat, Sep 19 - Sat, Oct 10
Multiple Airlines Logo
4:55 pm - 11:27 pmSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
7h 32m1 stop San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
12:44 am - 12:30 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
10h 46m1 stop San Juan Luis Munoz Marin Intl
$763Multiple Airlines
Tue, Aug 25 - Fri, Aug 28
Multiple Airlines Logo
3:14 pm - 9:13 amSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
18h 59m2 stops San Juan Luis Munoz Marin Intl Newark
Multiple Airlines Logo
8:50 am - 8:20 amORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
22h 30m2 stops Houston George Bush Intcntl San Juan Luis Munoz Marin Intl
$763Multiple Airlines
Wed, Sep 2 - Sun, Sep 6
United Airlines Logo
9:59 am - 10:15 pmSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
13h 16m2 stops Saint Thomas Island Cyril E King Newark
United Airlines Logo
5:30 am - 7:38 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
13h 08m2 stops Houston George Bush Intcntl San Juan Luis Munoz Marin Intl
$1,178United Airlines
Sat, Sep 19 - Mon, Oct 12
United Airlines Logo
10:25 am - 11:27 pmSTX  Christiansted Henry Rohlsen-ORD Chicago O'Hare Intl
14h 02m2 stops San Juan Luis Munoz Marin Intl Houston George Bush Intcntl
United Airlines Logo
6:25 am - 7:38 pmORD  Chicago O'Hare Intl-STX Christiansted Henry Rohlsen
12h 13m2 stops Houston George Bush Intcntl San Juan Luis Munoz Marin Intl
$1,178United Airlines
Sun, Sep 20 - Mon, Oct 12

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American Airlines flights from Christiansted to Chicago

Our best American Airlines deals on Christiansted to Chicago flight tickets
American Airlines
Sep 2
STX8:30 amChristiansted Henry Rohlsen
12h 33m
1 stop
ORD8:03 pmChicago O'Hare Intl
Sep 6
ORD6:00 amChicago O'Hare Intl
13h 43m
1 stop
STX8:43 pmChristiansted Henry Rohlsen
$587
American Airlines
Sep 2
STX8:30 amChristiansted Henry Rohlsen
12h 16m
2 stops
ORD7:46 pmChicago O'Hare Intl
Sep 6
ORD5:00 amChicago O'Hare Intl
14h 43m
1 stop
STX8:43 pmChristiansted Henry Rohlsen
$622
American Airlines
Sep 21
STX4:40 pmChristiansted Henry Rohlsen
17h 49m
1 stop
ORD9:29 amChicago O'Hare Intl
Sep 25
ORD5:00 amChicago O'Hare Intl
9h 39m
1 stop
STX3:39 pmChristiansted Henry Rohlsen
$626

United Airlines flights from Christiansted to Chicago

Our best United Airlines deals on Christiansted to Chicago flight tickets
United Airlines
Sep 20
STX10:25 amChristiansted Henry Rohlsen
14h 02m
2 stops
ORD11:27 pmChicago O'Hare Intl
Oct 12
ORD6:25 amChicago O'Hare Intl
12h 13m
2 stops
STX7:38 pmChristiansted Henry Rohlsen
$1,178
United Airlines
Sep 19
STX9:59 amChristiansted Henry Rohlsen
12h 01m
2 stops
ORD9:00 pmChicago O'Hare Intl
Oct 13
ORD9:38 pmChicago O'Hare Intl
21h 00m
2 stops
STX7:38 pmChristiansted Henry Rohlsen
$1,323
United Airlines
Sep 19
STX9:59 amChristiansted Henry Rohlsen
12h 01m
2 stops
ORD9:00 pmChicago O'Hare Intl
Oct 9
ORD7:55 pmChicago O'Hare Intl
20h 15m
2 stops
STX5:10 pmChristiansted Henry Rohlsen
$1,328

momondo Fare Finder

 
Customize your flight search to find flights from Christiansted to Chicago 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 12, 2026.
Use the filters below to find and compare flights from Christiansted to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChristianstedChicago

STX Christiansted Henry Rohlsen - ORD Chicago O'Hare Intl

STXORD

Christiansted Henry Rohlsen

Wed 9/2

8:30 am-8:03 pm

1 stop12h 33m

Chicago O'Hare Intl

Sun 9/6

6:00 am-8:43 pm

1 stop13h 43m

$587

ChristianstedChicago

STX Christiansted Henry Rohlsen - ORD Chicago O'Hare Intl

STXORD

Christiansted Henry Rohlsen

Wed 9/2

8:30 am-7:46 pm

2 stops12h 16m

Chicago O'Hare Intl

Sun 9/6

5:00 am-8:43 pm

1 stop14h 43m

$622

ChristianstedChicago

STX Christiansted Henry Rohlsen - ORD Chicago O'Hare Intl

STXORD

Christiansted Henry Rohlsen

Mon 9/21

4:40 pm-9:29 am

1 stop17h 49m

Chicago O'Hare Intl

Fri 9/25

5:00 am-3:39 pm

1 stop9h 39m

$626

ChristianstedChicago

STX Christiansted Henry Rohlsen - ORD Chicago O'Hare Intl

STXORD

Christiansted Henry Rohlsen

Mon 9/21

4:40 pm-9:29 am

1 stop17h 49m

Chicago O'Hare Intl

Fri 9/25

5:20 am-3:39 pm

2 stops9h 19m

$630

ChristianstedChicago

STX Christiansted Henry Rohlsen - ORD Chicago O'Hare Intl

STXORD

Christiansted Henry Rohlsen

Mon 9/21

4:40 pm-9:10 am

2 stops17h 30m

Chicago O'Hare Intl

Fri 9/25

5:20 am-3:39 pm

2 stops9h 19m

$675

ChristianstedChicago

STX Christiansted Henry Rohlsen - ORD Chicago O'Hare Intl

STXORD

Christiansted Henry Rohlsen

Sat 9/19

4:40 pm-9:29 am

1 stop17h 49m

Chicago O'Hare Intl

Sat 10/10

6:59 pm-1:48 pm

1 stop17h 49m

$691
Quickest round-trip

ChristianstedChicago

STX Christiansted Henry Rohlsen - ORD Chicago O'Hare Intl

STXORD

Christiansted Henry Rohlsen

Tue 8/25

4:55 pm-11:27 pm

1 stop7h 32m

Chicago O'Hare Intl

Fri 8/28

12:44 am-12:30 pm

1 stop10h 46m

$763

ChristianstedChicago

STX Christiansted Henry Rohlsen - ORD Chicago O'Hare Intl

STXORD

Christiansted Henry Rohlsen

Wed 9/2

3:14 pm-9:13 am

2 stops18h 59m

Chicago O'Hare Intl

Sun 9/6

8:50 am-8:20 am

2 stops22h 30m

$763

ChristianstedChicago

STX Christiansted Henry Rohlsen - ORD Chicago O'Hare Intl

STXORD

Christiansted Henry Rohlsen

Sat 9/19

9:59 am-10:15 pm

2 stops13h 16m

Chicago O'Hare Intl

Mon 10/12

5:30 am-7:38 pm

2 stops13h 08m

$1,178

ChristianstedChicago

STX Christiansted Henry Rohlsen - ORD Chicago O'Hare Intl

STXORD

Christiansted Henry Rohlsen

Sun 9/20

10:25 am-11:27 pm

2 stops14h 02m

Chicago O'Hare Intl

Mon 10/12

6:25 am-7:38 pm

2 stops12h 13m

$1,178

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 Chicago from

How to get the cheapest flight ticket from Christiansted to Chicago

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 Christiansted Henry Rohlsen to Chicago flight route?

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

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

There is only 1 cabin class available to choose from on Christiansted to Chicago 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 Christiansted to Chicago flights?

You could potentially save up to 9% on your flight if you consider stops on a Christiansted to Chicago flight.

When to book flights from Christiansted to Chicago

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

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

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

Fastest flight time

7h 32m

Direct flights

Sun

Airports in Chicago

3 airports
The fastest flight from Christiansted to Chicago takes 7h 32m
Direct flights go from Christiansted to Chicago on Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Christiansted there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Christiansted to Chicago

  • How far is Christiansted Henry Rohlsen to Chicago by plane?

    There are 2144.6 mi between Christiansted Henry Rohlsen and Chicago. Typically, this will take 7h 32m by plane in normal conditions.

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

    Prices for flights from Christiansted Henry Rohlsen Airport to Chicago are refreshed on a daily basis.

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

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

    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 Christiansted Henry Rohlsen Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago 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 Chicago. 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 Christiansted to Chicago?

Best airlines flying from Christiansted to Chicago

Compare and see reviews for airlines that fly from Christiansted to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $572Free CancellationRating
7.1
11,915 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Saint Joseph
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Munster
Chesterton
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Crown Point
Porter
Griffith
Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Christiansted.

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

Yes. momondo enables you to select and highlight flights to Chicago from Christiansted with this policy.

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

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 Chicago from Christiansted.

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

Of course. momondo tracks the price of Christiansted to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport