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Saint Thomas Island

$112+ 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STT
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 August 14, 2025.

Round-trip from

$240
(FlightHub)

One-way from

$112
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$684

Good round-trip deal

$510 or less

Good one-way deal

$428 or less
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. 7% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 14, 2025.

This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1811:52 amORD - STT
2 stops24h 07mSpirit Airlines
Sat 10/252:01 pmSTT - ORD
2 stops10h 44mSpirit Airlines
Deal found 8/14$240
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/166:05 amORD - STT
1 stop7h 06mSpirit Airlines
Wed 11/194:06 pmSTT - ORD
1 stop7h 17mSpirit Airlines
Deal found 8/14$252
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/55:59 pmORD - STT
1 stop16h 29mSpirit Airlines
Tue 11/111:33 pmSTT - ORD
1 stop9h 27mSpirit Airlines
Deal found 8/12$259
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/55:59 pmORD - STT
1 stop16h 29mSpirit Airlines
Thu 11/134:06 pmSTT - ORD
1 stop7h 17mSpirit Airlines
Deal found 8/12$260
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/106:44 pmORD - STT
1 stop14h 00mSpirit Airlines
Sat 9/2010:49 amSTT - ORD
1 stop7h 50mSpirit Airlines
Deal found 8/14$262
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:40 pmORD - STT
1 stop17h 55mSpirit Airlines
Sat 11/12:01 pmSTT - ORD
1 stop8h 32mSpirit Airlines
Deal found 8/12$263
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:05 amORD - STT
1 stop7h 06mSpirit Airlines
Tue 11/111:33 pmSTT - ORD
1 stop12h 09mSpirit Airlines
Deal found 8/14$264

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 August 14, 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

Sat 10/18

11:52 am-12:59 pm

2 stops24h 07m

Saint Thomas Island Cyril E King

Sat 10/25

2:01 pm-11:45 pm

2 stops10h 44m

$240

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 10/25

11:52 am-1:35 pm

2 stops24h 43m

Saint Thomas Island Cyril E King

Sat 11/1

2:01 pm-1:03 am

2 stops12h 02m

$254

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 11/5

5:59 pm-12:28 pm

1 stop16h 29m

Saint Thomas Island Cyril E King

Tue 11/11

1:33 pm-9:00 pm

1 stop9h 27m

$259

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 11/5

5:59 pm-12:28 pm

1 stop16h 29m

Saint Thomas Island Cyril E King

Sat 11/8

1:33 pm-9:00 pm

1 stop9h 27m

$260

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 11/5

5:59 pm-12:28 pm

1 stop16h 29m

Saint Thomas Island Cyril E King

Thu 11/13

4:06 pm-9:23 pm

1 stop7h 17m

$260

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 11/8

6:05 am-3:11 pm

1 stop7h 06m

Saint Thomas Island Cyril E King

Sat 11/15

1:33 pm-9:00 pm

1 stop9h 27m

$260

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 11/5

6:05 am-3:11 pm

1 stop7h 06m

Saint Thomas Island Cyril E King

Wed 11/12

1:33 pm-11:42 pm

1 stop12h 09m

$261

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 9/13

6:44 pm-9:44 am

1 stop14h 00m

$112

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 11/12

5:59 pm-12:28 pm

1 stop16h 29m

$128

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 9/15

6:44 pm-9:44 am

1 stop14h 00m

$128

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 15 results
1
2

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 August 8, 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, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Saint Thomas Island (average of $433). Flying from Chicago O'Hare Intl Airport to Saint Thomas Island in June is currently the most expensive (average of $648). 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 August 14, 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 54% on your trip compared to booking a flight in the morning.

What’s the top layover airport for flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

Share of 1-stop round-trip flights from Chicago O'Hare Intl Airport to Saint Thomas Island chosen by Cheapflights users in the past 12 months, using the same layover each way.

Fort Lauderdale (FLL) – chosen by Cheapflights users on 67% of 1-stop itineraries from Chicago O'Hare Intl Airport to Saint Thomas Island on Cheapflights.

What’s the cheapest layover airport for flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

Average round-trip fare for 1-stop flights from Chicago O'Hare Intl Airport to Saint Thomas Island, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Orlando (MCO) is the most affordable 1-stop option, with an average round-trip price of $220.

What’s the fastest layover option from Chicago O'Hare Intl Airport to Saint Thomas Island?

Shortest average travel time for 1-stop one-way flights from Chicago O'Hare Intl Airport to Saint Thomas Island, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Orlando (MCO) have the shortest average one-way travel time for 1-stop routes: 10h 47m.

Which airport typically offers the quickest layover for flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

Average layover duration for 1-stop one-way flights from Chicago O'Hare Intl Airport to Saint Thomas Island, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Orlando (MCO) offer the fastest connection on this route, with an average layover time of 4h 12m.

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 August 14, 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
8.0
Very good
7,980 reviews

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Spirit Airlines
6.3
Okay
8,045 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • 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 American 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 $543 for a flight from Chicago O'Hare Intl Airport to Saint Thomas Island. The cheapest flight overall is $283 while the most popular route, (Chicago O'Hare Intl - Saint Thomas Island Cyril E King) is currently priced at $252.

  • 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, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Saint Thomas Island (average of $433). Flying from Chicago O'Hare Intl Airport to Saint Thomas Island in June is currently the most expensive (average of $648). 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$182Average$304FlexibilityNo cancel feeOn-time65%
DeltaCheapest$359Average$669FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$472Average$665FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$479Average$731FlexibilityNo cancel feeOn-time69%

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