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Cheap flights from Christiansted to Chicago from $175

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 5/28. 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.
Multiple Airlines Logo
2:00 pm - 12:37 pm
STX
-
ORD
23h 37m
1 stop
Multiple Airlines Logo
7:55 am - 1:05 pm
ORD
-
STX
28h 10m
1 stop
$379Multiple Airlines
Sun, May 31 - Sat, Jun 13
Multiple Airlines Logo
2:00 pm - 10:59 pm
STX
-
ORD
9h 59m
1 stop
Multiple Airlines Logo
7:45 pm - 1:05 pm
ORD
-
STX
16h 20m
1 stop
$384Multiple Airlines
Thu, May 7 - Wed, May 20
Multiple Airlines Logo
2:00 pm - 11:59 pm
STX
-
ORD
10h 59m
1 stop
Multiple Airlines Logo
7:45 pm - 1:05 pm
ORD
-
STX
16h 20m
1 stop
$387Multiple Airlines
Fri, May 8 - Wed, May 20
Multiple Airlines Logo
2:00 pm - 10:59 pm
STX
-
ORD
9h 59m
1 stop
Multiple Airlines Logo
12:00 pm - 1:05 pm
ORD
-
STX
24h 05m
1 stop
$406Multiple Airlines
Thu, May 7 - Sat, May 23
Spirit Airlines Logo
2:00 pm - 12:27 am
STX
-
ORD
11h 27m
1 stop
Spirit Airlines Logo
7:45 pm - 1:05 pm
ORD
-
STX
16h 20m
1 stop
$409Spirit Airlines
Fri, May 8 - Sun, May 24
Spirit Airlines Logo
5:51 pm - 9:31 am
STX
-
ORD
16h 40m
1 stop
Spirit Airlines Logo
7:45 pm - 1:05 pm
ORD
-
STX
16h 20m
1 stop
$411Spirit Airlines
Sun, May 3 - Wed, May 20
Multiple Airlines Logo
2:00 pm - 7:55 am
STX
-
ORD
18h 55m
2 stops
Multiple Airlines Logo
7:55 am - 1:05 pm
ORD
-
STX
28h 10m
1 stop
$425Multiple Airlines
Sun, May 31 - Sat, Jun 13
Spirit Airlines Logo
5:51 pm - 9:31 am
STX
-
ORD
16h 40m
1 stop
Spirit Airlines Logo
12:00 pm - 1:05 pm
ORD
-
STX
24h 05m
1 stop
$433Spirit Airlines
Sun, May 3 - Sat, May 23
Multiple Airlines Logo
2:00 pm - 10:59 pm
STX
-
ORD
9h 59m
1 stop
Multiple Airlines Logo
1:50 pm - 1:05 pm
ORD
-
STX
22h 15m
2 stops
$461Multiple Airlines
Thu, May 7 - Sat, May 23
Multiple Airlines Logo
2:00 pm - 11:59 pm
STX
-
ORD
10h 59m
1 stop
Multiple Airlines Logo
1:50 pm - 1:05 pm
ORD
-
STX
22h 15m
2 stops
$465Multiple Airlines
Fri, May 8 - Sat, May 23

Spirit Airlines flights from Christiansted to Chicago

Our best Spirit Airlines deals on Christiansted to Chicago flight tickets
Spirit Airlines
May 8
STX2:00 pmChristiansted Henry Rohlsen
11h 27m
1 stop
ORD12:27 amChicago O'Hare Intl
May 24
ORD7:45 pmChicago O'Hare Intl
16h 20m
1 stop
STX1:05 pmChristiansted Henry Rohlsen
$409
Spirit Airlines
May 3
STX5:51 pmChristiansted Henry Rohlsen
16h 40m
1 stop
ORD9:31 amChicago O'Hare Intl
May 20
ORD7:45 pmChicago O'Hare Intl
16h 20m
1 stop
STX1:05 pmChristiansted Henry Rohlsen
$411
Spirit Airlines
May 3
STX5:51 pmChristiansted Henry Rohlsen
16h 40m
1 stop
ORD9:31 amChicago O'Hare Intl
May 23
ORD12:00 pmChicago O'Hare Intl
24h 05m
1 stop
STX1:05 pmChristiansted Henry Rohlsen
$433

American Airlines flights from Christiansted to Chicago

Our best American Airlines deals on Christiansted to Chicago flight tickets
American Airlines
May 5
STX5:14 pmChristiansted Henry Rohlsen
8h 11m
1 stop
ORD12:25 amChicago O'Hare Intl
May 23
ORD6:55 amChicago O'Hare Intl
8h 02m
1 stop
STX3:57 pmChristiansted Henry Rohlsen
$571
American Airlines
May 5
STX5:14 pmChristiansted Henry Rohlsen
15h 17m
2 stops
ORD7:31 amChicago O'Hare Intl
May 23
ORD6:55 amChicago O'Hare Intl
12h 50m
2 stops
STX8:45 pmChristiansted Henry Rohlsen
$575
American Airlines
Apr 8
STX5:14 pmChristiansted Henry Rohlsen
15h 17m
2 stops
ORD7:31 amChicago O'Hare Intl
Apr 12
ORD8:46 pmChicago O'Hare Intl
15h 29m
2 stops
STX1:15 pmChristiansted Henry Rohlsen
$660

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 March 28, 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 - ORD

STXORD

Christiansted Henry Rohlsen

Sun 5/31

2:00 pm-12:37 pm

1 stop23h 37m

Chicago O'Hare Intl

Sat 6/13

7:55 am-1:05 pm

1 stop28h 10m

$379
Quickest round-trip

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Thu 5/7

2:00 pm-10:59 pm

1 stop9h 59m

Chicago O'Hare Intl

Wed 5/20

7:45 pm-1:05 pm

1 stop16h 20m

$384

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Fri 5/8

2:00 pm-11:59 pm

1 stop10h 59m

Chicago O'Hare Intl

Wed 5/20

7:45 pm-1:05 pm

1 stop16h 20m

$387

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Thu 5/7

2:00 pm-10:59 pm

1 stop9h 59m

Chicago O'Hare Intl

Sat 5/23

12:00 pm-1:05 pm

1 stop24h 05m

$406

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Fri 5/8

2:00 pm-12:27 am

1 stop11h 27m

Chicago O'Hare Intl

Sun 5/24

7:45 pm-1:05 pm

1 stop16h 20m

$409

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sun 5/3

5:51 pm-9:31 am

1 stop16h 40m

Chicago O'Hare Intl

Wed 5/20

7:45 pm-1:05 pm

1 stop16h 20m

$411

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sun 5/31

2:00 pm-7:55 am

2 stops18h 55m

Chicago O'Hare Intl

Sat 6/13

7:55 am-1:05 pm

1 stop28h 10m

$425

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sun 5/3

5:51 pm-9:31 am

1 stop16h 40m

Chicago O'Hare Intl

Sat 5/23

12:00 pm-1:05 pm

1 stop24h 05m

$433

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Thu 5/7

2:00 pm-10:59 pm

1 stop9h 59m

Chicago O'Hare Intl

Sat 5/23

1:50 pm-1:05 pm

2 stops22h 15m

$461

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Fri 5/8

2:00 pm-11:59 pm

1 stop10h 59m

Chicago O'Hare Intl

Sat 5/23

1:50 pm-1:05 pm

2 stops22h 15m

$465

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 Henry Rohlsen to Chicago flights?

There is only 1 cabin class available to choose from on Christiansted Henry Rohlsen 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 53% 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

8h 46m

Direct flights

None
The fastest flight from Christiansted to Chicago takes 8h 46m
There are no direct flights from Christiansted to Chicago. There are no popular flight routes from Christiansted to Chicago.
Search flight deals

  • 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 8h 46m 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?

  • What is the most popular airline 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 $494Free CancellationRating
7.1
11,520 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
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Benton Harbor
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
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