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Saint Thomas Island

$111+ Cheap flights from O'Hare Intl (ORD) to Saint Thomas Island (STT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STT
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Saint Thomas Island Cyril E King are usually found in September or October, booked 45 days in advance, depart on a Wednesday or Thursday and return on a Tuesday

Cheap flight deals from O'Hare Intl to Saint Thomas Island

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Saint Thomas Island (STT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$247
(American Airlines)

One-way from

$111
(Expedia)

Popular in

December

Cheapest in

September

Average price

$544

Good round-trip deal

$579 or less

Good one-way deal

$323 or less
Provider with most accurate pricing for Chicago O'Hare Intl-Saint Thomas Island Cyril E King flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Saint Thomas Island Cyril E King flights.
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From Chicago O'Hare Intl to Saint Thomas Island Cyril E King
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One-way flight from Chicago O'Hare Intl to Saint Thomas Island Cyril E King
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Highest demand for flights based on searches. 4% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Saint Thomas Island Cyril E King.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Saint Thomas Island Cyril E King.
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Find flight deals from O'Hare Intl to Saint Thomas Island

Cheapest flights from O'Hare Intl to Saint Thomas Island
Explore the most affordable flight options available from O'Hare Intl to Saint Thomas Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/158:05 amORD - STT
Nonstop4h 43mAmerican Airlines
Sat 11/225:10 pmSTT - ORD
1 stop15h 54mAmerican Airlines
Deal found 10/30$247
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/510:05 pmORD - STT
1 stop16h 46mAmerican Airlines
Mon 12/86:17 pmSTT - ORD
1 stop16h 32mAmerican Airlines
Deal found 10/30$251
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/168:10 amORD - STT
1 stop6h 47mAmerican Airlines
Sat 11/225:10 pmSTT - ORD
1 stop7h 46mAmerican Airlines
Deal found 10/28$252
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/23:43 pmORD - STT
1 stop19h 12mSpirit Airlines
Fri 12/53:54 pmSTT - ORD
1 stop7h 25mSpirit Airlines
Deal found 10/27$281
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/23:43 pmORD - STT
1 stop19h 12mSpirit Airlines
Sat 12/61:01 pmSTT - ORD
1 stop9h 00mSpirit Airlines
Deal found 10/27$285
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:23 amORD - STT
1 stop25h 05mMultiple Airlines
Wed 1/73:23 pmSTT - ORD
1 stop24h 56mMultiple Airlines
Deal found 10/30$293
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:26 pmORD - STT
1 stop19h 29mSpirit Airlines
Thu 11/273:25 pmSTT - ORD
1 stop9h 41mSpirit Airlines
Deal found 10/29$296
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/193:26 pmORD - STT
1 stop19h 29mSpirit Airlines
Tue 11/252:00 pmSTT - ORD
1 stop8h 27mSpirit Airlines
Deal found 10/28$297
This Mytrip deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/151:55 pmORD - STT
2 stops21h 05mSpirit Airlines
Sat 11/223:25 pmSTT - ORD
1 stop9h 41mSpirit Airlines
Deal found 10/30$298
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/23:43 pmORD - STT
1 stop19h 12mSpirit Airlines
Mon 12/81:01 pmSTT - ORD
1 stop24h 12mSpirit Airlines
Deal found 10/27$302
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/24:22 pmORD - STT
2 stops18h 33mMultiple Airlines
Fri 12/53:54 pmSTT - ORD
1 stop7h 25mMultiple Airlines
Deal found 10/27$303
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:23 pmORD - STT
1 stop18h 07mMultiple Airlines
Mon 11/242:00 pmSTT - ORD
1 stop31h 21mMultiple Airlines
Deal found 10/30$308

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Saint Thomas Island 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, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
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

O'Hare Intl

Fly to

Saint Thomas Island

Route

Depart

Return

Price

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Thu 1/8

9:30 am-4:18 pm

Nonstop4h 48m

Saint Thomas Island Cyril E King

Thu 1/15

3:05 pm-6:45 pm

Nonstop5h 40m

$332

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 12/13

9:30 am-4:18 pm

Nonstop4h 48m

Saint Thomas Island Cyril E King

Thu 12/18

3:05 pm-6:45 pm

Nonstop5h 40m

$396

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 1/19

9:30 am-4:18 pm

Nonstop4h 48m

Saint Thomas Island Cyril E King

Fri 1/23

1:02 pm-6:37 pm

1 stop7h 35m

$424

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 1/12

9:30 am-4:18 pm

Nonstop4h 48m

Saint Thomas Island Cyril E King

Mon 1/19

3:05 pm-6:45 pm

Nonstop5h 40m

$476

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 12/6

9:30 am-4:18 pm

Nonstop4h 48m

Saint Thomas Island Cyril E King

Thu 12/18

3:05 pm-6:45 pm

Nonstop5h 40m

$486

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sun 12/14

9:30 am-4:18 pm

Nonstop4h 48m

Saint Thomas Island Cyril E King

Thu 12/18

3:05 pm-6:45 pm

Nonstop5h 40m

$491

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sun 12/14

9:30 am-4:18 pm

Nonstop4h 48m

Saint Thomas Island Cyril E King

Sat 12/20

3:05 pm-6:45 pm

Nonstop5h 40m

$491

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 12/13

9:30 am-4:18 pm

Nonstop4h 48m

Saint Thomas Island Cyril E King

Wed 12/17

2:15 pm-8:46 pm

1 stop8h 31m

$491

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 1/19

9:30 am-4:18 pm

Nonstop4h 48m

Saint Thomas Island Cyril E King

Sat 1/24

3:35 pm-12:28 am

1 stop10h 53m

$495

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Fri 1/2

6:45 am-4:25 pm

1 stop7h 40m

Saint Thomas Island Cyril E King

Fri 1/9

3:10 pm-11:57 pm

1 stop10h 47m

$504

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 19 results
1
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Compare providers for flights from O'Hare Intl to Saint Thomas Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Saint Thomas Island in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Saint Thomas Island flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Chicago O'Hare Intl Airport-Saint Thomas Island flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Saint Thomas Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Saint Thomas Island flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Saint Thomas Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Saint Thomas Island

Have a flexible travel schedule? Discover the best time to fly to Saint Thomas Island from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Saint Thomas Island

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

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Saint Thomas Island. Price data was last updated on October 24, 2025.

The price you pay for your flight from Chicago O'Hare Intl Airport to Saint Thomas Island may vary depending on when you book. For the best chance of a lower fare, look to book 45 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Saint Thomas Island?

Currently, June is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Saint Thomas Island (average of $171). Flying from Chicago O'Hare Intl Airport to Saint Thomas Island in March is currently the most expensive (average of $438). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to STT?

Find hourly flight availability from O'Hare Intl to Saint Thomas Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Saint Thomas Island in the afternoon. If you’re flexible enough to do this you can expect to save up to 52% on your trip compared to booking a flight in the morning.

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Saint Thomas Island?

Reviews of airlines servicing Saint Thomas Island

Get insights into the airlines that provide service to Saint Thomas Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Saint Thomas Island. Reviews last updated October 30, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to Saint Thomas Island have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Spirit Airlines
6.3
Okay
8,116 reviews
Delta
7.9
Good
7,998 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Saint Thomas Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Saint Thomas Island from Chicago O'Hare Intl?

    For a flight from Chicago O'Hare Intl to Saint Thomas Island, you will be flying into Cyril E King. Saint Thomas Island Cyril E King (STT) is just 2.8 mi from the center of the city. Cyril E King is the only Saint Thomas Island airport and it handles 0 inbound flights from Chicago O'Hare Intl per day. 4 airlines have flights to Saint Thomas Island Cyril E King from Chicago O'Hare Intl on a regular basis.

  • How long is the flight from Chicago O'Hare Intl Airport to Saint Thomas Island?

    A quick flight from Chicago O'Hare Intl Airport to Saint Thomas Island can take about 4h 48m. United Airlines provides one of the quickest options available for as low as $332. Chicago O'Hare Intl Airport and Saint Thomas Island are separated by a distance of 2116 mi. Most flights are nonstop.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Saint Thomas Island round-trip?

    Spirit Airlines, at $182, was found to be the cheapest airline from Chicago O'Hare Intl Airport to Saint Thomas Island.Alternate airlines to your destination round-trip include Delta and United Airlines. Spirit Airlines is priced at 71% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    On average you can expect to pay $590 for a flight from Chicago O'Hare Intl Airport to Saint Thomas Island. The cheapest flight overall is $246 while the most popular route, (Chicago O'Hare Intl - Saint Thomas Island Cyril E King) is currently priced at $242.

  • Can I find deals for flights from O'Hare Intl to Saint Thomas Island that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Saint Thomas Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Saint Thomas Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Saint Thomas Island.

  • Can I find deals for business class flights from O'Hare Intl to Saint Thomas Island?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Saint Thomas Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Saint Thomas Island?

    Currently, June is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Saint Thomas Island (average of $171). Flying from Chicago O'Hare Intl Airport to Saint Thomas Island in March is currently the most expensive (average of $438). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Saint Thomas Island?

Book flights to Saint Thomas Island if you plan to visit one of these locations
St. John

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Alternative routes for O'Hare Intl to Saint Thomas Island

See prices for flight routes from nearby airports that may be better suited for you.
Midway to Saint Thomas Island flights
O'Hare Intl to Christiansted flights

Top 4 airlines flying from O'Hare Intl to Saint Thomas Island

Discover the top 4 airlines that operate flights from O'Hare Intl to Saint Thomas Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$182Average$321FlexibilityNo cancel feeOn-time65%
DeltaCheapest$359Average$661FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$474Average$727FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$479Average$687FlexibilityNo cancel feeOn-time71%

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