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Saint Thomas Island

$114+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STT
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$224
(Cheapflightsfares)

One-way from

$114
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$479

Good round-trip deal

$595 or less

Good one-way deal

$283 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 ($48 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 September 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 September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 10/187:43 pmORD - STT
1 stop13h 13mSpirit Airlines
Sat 10/2511:01 amSTT - ORD
1 stop13h 44mSpirit Airlines
Deal found 9/16$224
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 10/227:43 pmORD - STT
1 stop13h 13mSpirit Airlines
Sat 11/111:01 amSTT - ORD
1 stop8h 37mSpirit Airlines
Deal found 9/16$235
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 10/267:43 pmORD - STT
1 stop13h 13mSpirit Airlines
Sat 11/111:01 amSTT - ORD
1 stop8h 37mSpirit Airlines
Deal found 9/17$243
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 11/27:43 pmORD - STT
1 stop13h 08mSpirit Airlines
Thu 11/64:06 pmSTT - ORD
1 stop7h 17mSpirit Airlines
Deal found 9/17$252
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 9/15$259
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 11/56:05 amORD - STT
1 stop7h 06mSpirit Airlines
Wed 11/124:06 pmSTT - ORD
1 stop7h 17mSpirit Airlines
Deal found 9/15$261

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 September 17, 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

Wed 11/5

6:05 am-3:11 pm

1 stop7h 06m

Saint Thomas Island Cyril E King

Wed 11/12

4:06 pm-9:23 pm

1 stop7h 17m

$261

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 10/8

7:43 pm-12:59 pm

2 stops16h 16m

Saint Thomas Island Cyril E King

Wed 10/15

11:01 am-6:38 pm

1 stop8h 37m

$267

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 10/18

7:43 pm-9:56 am

1 stop13h 13m

Saint Thomas Island Cyril E King

Wed 10/22

11:01 am-6:38 pm

1 stop8h 37m

$267

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 11/8

5:59 pm-12:28 pm

1 stop16h 29m

Saint Thomas Island Cyril E King

Sat 11/15

4:06 pm-9:23 pm

1 stop7h 17m

$274

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Tue 10/14

9:30 am-9:56 am

2 stops23h 26m

Saint Thomas Island Cyril E King

Tue 10/21

11:01 am-6:38 pm

1 stop8h 37m

$288

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 9/29

6:44 pm-9:44 am

1 stop14h 00m

Saint Thomas Island Cyril E King

Mon 10/6

11:01 am-10:08 am

2 stops24h 07m

$312

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sun 12/7

6:05 am-3:11 pm

1 stop7h 06m

Saint Thomas Island Cyril E King

Fri 12/12

4:06 pm-9:23 pm

1 stop7h 17m

$315

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 10/25

11:55 am-1:35 pm

2 stops24h 40m

Saint Thomas Island Cyril E King

Sat 11/1

2:01 pm-1:03 am

2 stops12h 02m

$315

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Tue 12/2

10:18 am-3:11 pm

1 stop26h 53m

Saint Thomas Island Cyril E King

Mon 12/8

1:33 pm-9:23 am

1 stop21h 50m

$323

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 12/6

5:59 pm-12:28 pm

1 stop16h 29m

Saint Thomas Island Cyril E King

Sat 12/13

1:33 pm-11:42 pm

1 stop12h 09m

$359

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 20 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 September 12, 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 $643). 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 September 17, 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 53% on your trip compared to booking a flight in the morning.

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 September 17, 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
7,961 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
7,961 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
8,023 reviews
Delta
8.0
Very good
7,961 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

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.

  • 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 7h 06m. Spirit Airlines provides one of the quickest options available for as low as $261. Chicago O'Hare Intl Airport and Saint Thomas Island are separated by a distance of 2116 mi.

  • 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 $839 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 $211.

  • 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 $643). 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$182Average$305FlexibilityNo cancel feeOn-time65%
DeltaCheapest$359Average$656FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$478Average$674FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$479Average$721FlexibilityNo cancel feeOn-time69%

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