Cheap flights from Christiansted to Chicago from $148

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 10/15. 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
0 bags

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Cheap round-trip flights

Delta Logo
3:19 pm - 9:14 pmSTX-ORD
7h 55m1 stop
Delta Logo
5:50 am - 1:24 pmORD-STX
6h 34m1 stop
$595Delta
Find Deal
Fri, Mar 6 - Tue, Mar 10
American Airlines Logo
4:35 pm - 11:59 pmSTX-ORD
9h 24m1 stop
American Airlines Logo
8:30 pm - 2:55 pmORD-STX
17h 25m2 stops
$609American Airlines
Find Deal
Fri, Mar 6 - Tue, Mar 10

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 September 15, 2025.
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

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Fri 3/6

3:19 pm-9:14 pm

1 stop7h 55m

Chicago O'Hare Intl

Tue 3/10

5:50 am-1:24 pm

1 stop6h 34m

$595

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Fri 3/6

4:35 pm-11:59 pm

1 stop9h 24m

Chicago O'Hare Intl

Tue 3/10

8:30 pm-2:55 pm

2 stops17h 25m

$609

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Wed 10/15

4:02 pm-11:45 pm

1 stop8h 43m

$148

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Wed 11/12

1:17 pm-9:00 pm

1 stop9h 43m

$154

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Sat 12/13

1:17 pm-9:00 pm

1 stop9h 43m

$159

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Fri 11/14

1:27 pm-9:00 pm

1 stop9h 33m

$164

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Wed 10/15

4:02 pm-10:41 am

2 stops19h 39m

$180

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Mon 10/13

4:02 pm-4:40 pm

2 stops25h 38m

$190

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Fri 3/13

5:10 pm-8:54 am

2 stops16h 44m

$271

ChristianstedChicago

STX - ORD

STXORD

Christiansted Henry Rohlsen

Wed 3/11

2:19 pm-9:14 pm

1 stop7h 55m

$277

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

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 airline that flies from Christiansted Henry Rohlsen to Chicago?

Spirit Airlines, JetBlue, and Delta are the most popular carriers operating from Christiansted Henry Rohlsen to Chicago

What airlines fly to Chicago?

American Airlines, Spirit Airlines and United Airlines are the top three most popular airlines that fly to Chicago from Christiansted according to our data. American Airlines is the first choice among our users, with 62% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

5h 32m

Direct flights

Sun

Airports in Chicago

1 airport
The fastest flight from Christiansted to Chicago takes 5h 32m
Direct flights go from Christiansted to Chicago on Sunday. There are no airlines offering direct flights.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
  • 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 55m 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.

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 $453Free CancellationRating
7.2
10,000 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 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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1 adult
Wed 10/15
Wed 10/22

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