How often are flights from Chicago to Saint Thomas Island delayed?

Historically, on average around 25% of flights between Chicago and Saint Thomas Island have experienced a delay on any given week. The average delay length over the past 12 months has been 134 minutes.

What airlines fly to Saint Thomas Island?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Saint Thomas Island from Chicago O'Hare Intl Airport according to our data. American Airlines is the first choice among our users, with 60% of people opting to fly with this airline when traveling to Saint Thomas Island. Keep in mind that there are 3 different airlines that fly to Saint Thomas Island on a routine basis, so you have a few additional options to choose from.

What is the most punctual flight time for Chicago to Saint Thomas Island flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

What is the cheapest airline that flies from Chicago O'Hare Intl to Saint Thomas Island Cyril E King?

United Airlines, American Airlines, and Delta are the most popular carriers operating from Chicago O'Hare Intl to Saint Thomas Island Cyril E King

Which airline has the best punctuality record on Chicago to Saint Thomas Island flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 24% of their flights experiencing any sort of delay.

What day of the week experiences the fewest flight delays on this route?

Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Saint Thomas Island Cyril E King Airport?

Prices for flights from Chicago O'Hare Intl Airport to Saint Thomas Island Cyril E King Airport are refreshed on a daily basis.

What documentation or ID do you need to fly to Saint Thomas Island Cyril E King Airport?

The travel and health documents required for your trip to Saint Thomas Island Cyril E King 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 Saint Thomas Island Cyril E King Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$211 Cheap Flights from Chicago O'Hare Intl Airport to Saint Thomas Island in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago O'Hare Intl Airport to Saint Thomas Island

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:00 pm - 2:01 pm

ORD

STT

22h 01m

2 stops

3:00 pm - 11:08 pm

STT

ORD

9h 08m

2 stops

$416JetBlue

Sat, Sep 26 - Sat, Oct 3

3:00 pm - 2:01 pm

ORD

STT

22h 01m

2 stops

3:00 pm - 11:08 pm

STT

ORD

9h 08m

2 stops

$416JetBlue

Wed, Sep 23 - Tue, Sep 29

3:00 pm - 2:01 pm

ORD

STT

22h 01m

2 stops

3:00 pm - 11:08 pm

STT

ORD

9h 08m

2 stops

$416JetBlue

Thu, Sep 24 - Wed, Sep 30

6:00 am - 4:58 pm

ORD

STT

8h 58m

1 stop

3:39 pm - 7:15 pm

STT

ORD

5h 36mnonstop

$576American Airlines

Mon, Dec 14 - Wed, Dec 23

8:58 pm - 12:27 pm

ORD

STT

14h 29m

2 stops

1:48 pm - 12:38 am

STT

ORD

11h 50m

1 stop

$580American Airlines

Mon, Oct 19 - Mon, Oct 26

5:30 am - 4:25 pm

ORD

STT

8h 55m

1 stop

3:10 pm - 9:10 pm

STT

ORD

8h 00m

1 stop

$580Delta

Sun, Jan 3 - Fri, Jan 15

5:30 am - 4:15 pm

ORD

STT

8h 45m

1 stop

1:50 pm - 9:10 pm

STT

ORD

9h 20m

1 stop

$580Delta

Wed, Jan 20 - Wed, Jan 27

8:53 pm - 12:53 pm

ORD

STT

15h 00m

2 stops

1:48 pm - 12:18 am

STT

ORD

11h 30m

2 stops

$580American Airlines

Thu, Aug 20 - Thu, Aug 27

7:40 am - 1:31 pm

ORD

STT

4h 51mnonstop

3:00 pm - 9:18 pm

STT

ORD

8h 18m

1 stop

$581United Airlines

Sat, Oct 31 - Tue, Nov 3

9:30 am - 4:18 pm

ORD

STT

4h 48mnonstop

1:02 pm - 9:05 pm

STT

ORD

10h 03m

1 stop

$586United Airlines

Sun, Dec 6 - Thu, Dec 10

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American Airlines flights from Chicago O'Hare Intl Airport to Saint Thomas Island

Our best American Airlines deals on Chicago O'Hare Intl Airport to Saint Thomas Island flight tickets

American Airlines

Oct 19

ORD5:05 amChicago O'Hare Intl

6h 53m

1 stop

STT12:58 pmSaint Thomas Island Cyril E King

Oct 26

STT1:48 pmSaint Thomas Island Cyril E King

10h 12m

2 stops

ORD11:00 pmChicago O'Hare Intl

$580

American Airlines

Sep 25

ORD9:01 pmChicago O'Hare Intl

14h 50m

2 stops

STT12:51 pmSaint Thomas Island Cyril E King

Oct 4

STT1:41 pmSaint Thomas Island Cyril E King

18h 46m

2 stops

ORD7:27 amChicago O'Hare Intl

$585

American Airlines

Sep 26

ORD5:00 amChicago O'Hare Intl

6h 51m

1 stop

STT12:51 pmSaint Thomas Island Cyril E King

Oct 3

STT1:41 pmSaint Thomas Island Cyril E King

10h 49m

1 stop

ORD11:30 pmChicago O'Hare Intl

$590

JetBlue flights from Chicago O'Hare Intl Airport to Saint Thomas Island

Our best JetBlue deals on Chicago O'Hare Intl Airport to Saint Thomas Island flight tickets

JetBlue

Sep 9

ORD3:00 pmChicago O'Hare Intl

22h 01m

2 stops

STT2:01 pmSaint Thomas Island Cyril E King

Sep 23

STT3:00 pmSaint Thomas Island Cyril E King

9h 08m

2 stops

ORD11:08 pmChicago O'Hare Intl

$416

JetBlue

Sep 5

ORD3:20 pmChicago O'Hare Intl

22h 35m

2 stops

STT2:55 pmSaint Thomas Island Cyril E King

Sep 13

STT3:00 pmSaint Thomas Island Cyril E King

23h 45m

2 stops

ORD1:45 pmChicago O'Hare Intl

$455

JetBlue

Sep 25

ORD3:00 pmChicago O'Hare Intl

22h 01m

2 stops

STT2:01 pmSaint Thomas Island Cyril E King

Sep 30

STT3:00 pmSaint Thomas Island Cyril E King

9h 08m

2 stops

ORD11:08 pmChicago O'Hare Intl

$480

momondo Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Saint Thomas Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 9/26

3:00 pm-2:01 pm

2 stops22h 01m

Saint Thomas Island Cyril E King

Sat 10/3

3:00 pm-11:08 pm

2 stops9h 08m

$416

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 9/23

3:00 pm-2:01 pm

2 stops22h 01m

Saint Thomas Island Cyril E King

Tue 9/29

3:00 pm-11:08 pm

2 stops9h 08m

$416

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Thu 9/24

3:00 pm-2:01 pm

2 stops22h 01m

Saint Thomas Island Cyril E King

Wed 9/30

3:00 pm-11:08 pm

2 stops9h 08m

$416

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 12/14

6:00 am-4:58 pm

1 stop8h 58m

Saint Thomas Island Cyril E King

Wed 12/23

3:39 pm-7:15 pm

Nonstop5h 36m

$576

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 10/19

8:58 pm-12:27 pm

2 stops14h 29m

Saint Thomas Island Cyril E King

Mon 10/26

1:48 pm-12:38 am

1 stop11h 50m

$580

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sun 1/3

5:30 am-4:25 pm

1 stop8h 55m

Saint Thomas Island Cyril E King

Fri 1/15

3:10 pm-9:10 pm

1 stop8h 00m

$580

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 1/20

5:30 am-4:15 pm

1 stop8h 45m

Saint Thomas Island Cyril E King

Wed 1/27

1:50 pm-9:10 pm

1 stop9h 20m

$580

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Thu 8/20

8:53 pm-12:53 pm

2 stops15h 00m

Saint Thomas Island Cyril E King

Thu 8/27

1:48 pm-12:18 am

2 stops11h 30m

$580

Quickest round-trip

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 10/31

7:40 am-1:31 pm

Nonstop4h 51m

Saint Thomas Island Cyril E King

Tue 11/3

3:00 pm-9:18 pm

1 stop8h 18m

$581

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sun 12/6

9:30 am-4:18 pm

Nonstop4h 48m

Saint Thomas Island Cyril E King

Thu 12/10

1:02 pm-9:05 pm

1 stop10h 03m

$586

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Saint Thomas Island

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

Prices

Airlines

Delays

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Saint Thomas Island?

Prices are currently typical for flights on this route.

Typical prices usually range from $328 to $822.
The lowest price recently found on this route was $416.

What is the cheapest month to fly to Saint Thomas Island?

The month of May is another great option to travel to Saint Thomas Island, with average flight prices from Chicago O'Hare Intl Airport averaging around $580.

What is the cheapest day to depart on your flight to Saint Thomas Island?

On average, the least expensive day to fly to Saint Thomas Island from Chicago O'Hare Intl Airport is on a Thursday. momondo users have found tickets for Thursday departures for as low as $610. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to Saint Thomas Island for around $771.

What is the cheapest Chicago O'Hare Intl to Saint Thomas Island Cyril E King flight route?

Fly from Chicago O'Hare Intl to Saint Thomas Island Cyril E King for the best Chicago O'Hare Intl - Saint Thomas Island Cyril E King flight prices

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Saint Thomas Island?

You are more likely to see cheaper flights to Saint Thomas Island from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Saint Thomas Island for around $642 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Saint Thomas Island from Chicago O'Hare Intl Airport for as low as $572 on momondo.

What cabin class options are available on Chicago O'Hare Intl Airport to Saint Thomas Island flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl Airport to Saint Thomas Island 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 O'Hare Intl Airport to Saint Thomas Island flights?

You could potentially save up to 12% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Saint Thomas Island flight.

How have Chicago O'Hare Intl Airport to Saint Thomas Island flight prices changed over time?

As of July 2026, prices for Chicago O'Hare Intl Airport to Saint Thomas Island flights are approximately 34% cheaper when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Saint Thomas Island

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Saint Thomas Island according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Saint Thomas Island (ORD to STT) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Saint Thomas Island

Best Price Found	$711
Fastest flight time	4h 48m
Direct flights	Mon, Tue, Wed, Thu, Sat and Sun
Airports in Saint Thomas Island	1 airport

The best flight deal from Chicago O'Hare Intl Airport to Saint Thomas Island found on momondo in the last 72 hours is $711

The fastest flight from Chicago O'Hare Intl Airport to Saint Thomas Island takes 4h 48m

Direct flights go from Chicago O'Hare Intl Airport to Saint Thomas Island on Monday, Tuesday, Wednesday, Thursday, Saturday and Sunday. There are no airlines offering direct flights.

There is 1 airport in Saint Thomas Island. From Chicago O'Hare Intl Airport there are direct flights to Saint Thomas Island Cyril E King (STT).

Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Saint Thomas Island

How far is Chicago O'Hare Intl to Saint Thomas Island Cyril E King by plane?
The distance between Chicago O'Hare Intl and Saint Thomas Island Cyril E King is about 2117.5 mi. In terms of flight time, this usually takes a little over 4h 48m.
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Saint Thomas Island Cyril E King Airport?
Prices for flights from Chicago O'Hare Intl Airport to Saint Thomas Island Cyril E King Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Saint Thomas Island Cyril E King Airport?
The number of operators available for flights from Chicago O'Hare Intl Airport to Saint Thomas Island Cyril E King Airport is 3 as of July 2026.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Saint Thomas Island Cyril E King Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Saint Thomas Island Cyril E King Airport.
What documentation or ID do you need to fly to Saint Thomas Island Cyril E King Airport?
The travel and health documents required for your trip to Saint Thomas Island Cyril E King 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 Saint Thomas Island Cyril E King 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 O'Hare Intl Airport to Saint Thomas Island?
Based on momondo bookings for flights between Chicago O'Hare Intl Airport and Saint Thomas Island, the leading plane model is Boeing 737 MAX 8, making up 46.90% of the total bookings. Other popular models include Airbus A319 with 29.20%, Boeing 737-700 with 11.50%, and Airbus A321neo with 2.65%.
What is the most popular airline from Chicago O'Hare Intl Airport to Saint Thomas Island?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago O'Hare Intl Airport to Saint Thomas Island is American Airlines (53% of total bookings). The next most popular airlines are United Airlines (42%) and Delta (5%).

Best airlines flying from Chicago O'Hare Intl Airport to Saint Thomas Island

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Saint Thomas Island with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $376	Free Cancellation	Rating 7.4 10,046 reviews	Search United Airlines flights
Delta	PriceFrom $410	Free Cancellation	Rating 7.8 8,482 reviews	Search Delta flights
American Airlines	PriceFrom $500	Free Cancellation	Rating 7.1 11,839 reviews	Search American Airlines flights

St. John

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Saint Thomas Island?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Saint Thomas Island for you.

Can I find flights from Chicago to Saint Thomas Island with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Saint Thomas Island from Chicago with this policy.

How can momondo help me find flights from Chicago to Saint Thomas Island?

Once all potential Chicago to Saint Thomas Island flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Saint Thomas Island, momondo offers a useful price alert feature which will track prices for flights to Saint Thomas Island from Chicago and alert you when they change.

An easier way to manage your Saint Thomas Island trip

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Cheap flights from Chicago O'Hare Intl Airport to Saint Thomas Island from $211

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American Airlines flights from Chicago O'Hare Intl Airport to Saint Thomas Island

Our best American Airlines deals on Chicago O'Hare Intl Airport to Saint Thomas Island flight tickets

JetBlue flights from Chicago O'Hare Intl Airport to Saint Thomas Island

Our best JetBlue deals on Chicago O'Hare Intl Airport to Saint Thomas Island flight tickets

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Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Saint Thomas Island that are best for you.

See travel insights to Saint Thomas Island from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Saint Thomas Island

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Saint Thomas Island?

What is the cheapest month to fly to Saint Thomas Island?

What is the cheapest day to depart on your flight to Saint Thomas Island?

What is the cheapest Chicago O'Hare Intl to Saint Thomas Island Cyril E King flight route?

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Saint Thomas Island?

What cabin class options are available on Chicago O'Hare Intl Airport to Saint Thomas Island flights?

Can stopping save me money on Chicago O'Hare Intl Airport to Saint Thomas Island flights?

How have Chicago O'Hare Intl Airport to Saint Thomas Island flight prices changed over time?

What is the cheapest airline that flies from Chicago O'Hare Intl to Saint Thomas Island Cyril E King?

What airlines fly to Saint Thomas Island?

How often are flights from Chicago to Saint Thomas Island delayed?

What is the most punctual flight time for Chicago to Saint Thomas Island flights?

What day of the week experiences the fewest flight delays on this route?

Which airline has the best punctuality record on Chicago to Saint Thomas Island flights?

When to book flights from Chicago O'Hare Intl Airport to Saint Thomas Island

Cheap Chicago O'Hare Intl Airport to Saint Thomas Island (ORD to STT) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Saint Thomas Island

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Saint Thomas Island

Best airlines flying from Chicago O'Hare Intl Airport to Saint Thomas Island

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Saint Thomas Island with momondo

Traveling to a place near Saint Thomas Island?

Why use momondo?

An easier way to manage your Saint Thomas Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the U.S. Virgin Islands

Airports servicing U.S. Virgin Islands

Fly your favorite airline to Saint Thomas Island

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Saint Thomas Island

List of cabin classes available on flights landing in Saint Thomas Island. Availability may vary depending on flight origin and airline.

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