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O'Hare Intl

$252+ Cheap flights from Saint Thomas Island (STT) to O'Hare Intl (ORD)

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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
STT — ORD
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
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Cheap flight deals from Saint Thomas Island to O'Hare Intl

Cheapest flights from Saint Thomas Island to O'Hare Intl
Explore the most affordable flight options available from Saint Thomas Island to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.

This FlightHub deal was found by Cheapflights users on 7/24. 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.
Tue 9/11:53 pm
STT
-
ORD
3 stops33h 05m
JetBlue
Sat 9/53:20 pm
ORD
-
STT
2 stops22h 35m
JetBlue
Deal found 7/24$545
This Expedia deal was found by Cheapflights users on 7/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:00 pm
STT
-
ORD
2 stops9h 08m
JetBlue
Sun 9/208:24 pm
ORD
-
STT
2 stops16h 37m
JetBlue
Deal found 7/27$589
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Thu 9/31:48 pm
STT
-
ORD
2 stops10h 56m
American Airlines
Thu 9/108:55 pm
ORD
-
STT
2 stops14h 56m
American Airlines
Deal found 7/25$605
This FlightHub deal was found by Cheapflights users on 7/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:00 pm
STT
-
ORD
2 stops9h 08m
JetBlue
Mon 9/218:24 pm
ORD
-
STT
2 stops16h 37m
JetBlue
Deal found 7/27$619
This Orbitz deal was found by Cheapflights users on 7/25. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:45 pm
STT
-
ORD
2 stops18h 07m
JetBlue
Tue 9/87:00 am
ORD
-
STT
2 stops8h 14m
JetBlue
Deal found 7/25$625
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 9/15:40 pm
STT
-
ORD
1 stop30h 47m
Multiple Airlines
Fri 9/412:44 am
ORD
-
STT
1 stop8h 30m
Multiple Airlines
Deal found 7/24$638
This FlightHub deal was found by Cheapflights users on 7/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/173:00 pm
STT
-
ORD
2 stops9h 08m
JetBlue
Sun 9/208:24 pm
ORD
-
STT
2 stops16h 37m
JetBlue
Deal found 7/27$642
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 9/33:00 pm
STT
-
ORD
1 stop9h 27m
Multiple Airlines
Mon 9/712:44 am
ORD
-
STT
1 stop12h 51m
Multiple Airlines
Deal found 7/25$650
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Thu 9/31:48 pm
STT
-
ORD
2 stops11h 04m
American Airlines
Tue 9/86:59 pm
ORD
-
STT
1 stop16h 52m
American Airlines
Deal found 7/25$665
This Expedia deal was found by Cheapflights users on 7/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:00 pm
STT
-
ORD
2 stops18h 48m
JetBlue
Tue 9/298:24 pm
ORD
-
STT
2 stops16h 37m
JetBlue
Deal found 7/27$676

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

Discover tips and strategies to find the most affordable flight options for your journey from Saint Thomas Island (STT) to O'Hare Intl (ORD). 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 July 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$545
(FlightHub)

One-way from

$252
(Expedia)

Good one-way deal

$330 or less
Provider with most accurate pricing for Saint Thomas Island Cyril E King-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Saint Thomas Island Cyril E King-Chicago O'Hare Intl flights.
Search Deals
From Saint Thomas Island Cyril E King to Chicago O'Hare Intl
Search Deals
One-way flight from Saint Thomas Island Cyril E King to Chicago O'Hare Intl
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Price to beat on a one-way flight from Saint Thomas Island Cyril E King to Chicago O'Hare Intl.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Saint Thomas Island to O'Hare Intl 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 July 27, 2026.
Use the filters below to find and compare flights from Saint Thomas Island to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 9/30

3:00 pm-9:58 pm

2 stops31h 58m

Chicago O'Hare Intl

Sun 10/4

7:00 am-2:01 pm

2 stops30h 01m

$589

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 9/3

3:45 pm-8:52 am

2 stops18h 07m

Chicago O'Hare Intl

Tue 9/8

7:00 am-4:14 pm

2 stops8h 14m

$625

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 9/3

1:48 pm-11:52 pm

2 stops11h 04m

Chicago O'Hare Intl

Tue 9/8

6:59 pm-12:51 pm

1 stop16h 52m

$665

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Tue 9/1

5:40 pm-11:27 pm

1 stop30h 47m

Chicago O'Hare Intl

Sat 9/5

7:44 pm-1:01 pm

2 stops16h 17m

$700

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 9/30

1:41 pm-11:56 pm

2 stops11h 15m

Chicago O'Hare Intl

Sun 10/4

5:00 am-12:51 pm

1 stop6h 51m

$720

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 8/20

3:00 pm-11:27 pm

1 stop9h 27m

Chicago O'Hare Intl

Sun 8/23

12:44 am-10:14 am

1 stop8h 30m

$747
Quickest round-trip

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 9/16

2:52 pm-11:59 pm

1 stop10h 07m

Chicago O'Hare Intl

Mon 9/21

5:30 am-1:42 pm

1 stop7h 12m

$750

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Sat 8/22

5:45 pm-12:50 pm

2 stops44h 05m

Chicago O'Hare Intl

Fri 8/28

12:44 am-10:14 am

1 stop8h 30m

$771

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Sat 8/22

4:42 pm-7:34 am

1 stop15h 52m

Chicago O'Hare Intl

Sat 8/29

8:53 pm-3:02 pm

1 stop17h 09m

$795

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 9/16

1:41 pm-12:33 am

1 stop11h 52m

Chicago O'Hare Intl

Sun 9/20

7:00 pm-12:51 pm

1 stop16h 51m

$805

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/25

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Saint Thomas Island to O'Hare Intl

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 Saint Thomas Island to O'Hare Intl in July.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*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 Saint Thomas Island-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Saint Thomas Island-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Saint Thomas Island-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Saint Thomas Island-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub 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 Saint Thomas Island-Chicago O'Hare Intl Airport 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 Saint Thomas Island to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Saint Thomas Island 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 Saint Thomas Island to Chicago O'Hare Intl Airport

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

Find hourly flight availability from Saint Thomas Island to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 27, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Saint Thomas Island to Chicago O'Hare Intl Airport as you normally would.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated July 27, 2026.
Peruse reviews from past customers who have flown with American Airlines from Saint Thomas Island to Chicago O'Hare Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,837 reviews

Overall

7.1

Comfort

7.2

Crew

7.9

Boarding

7.5

Entertainment

6.8

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.1
Good
11,837 reviews
American Airlines
7.1
Good
11,837 reviews

Overall

7.1

Comfort

7.2

Crew

7.9

Boarding

7.5

Entertainment

6.8

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Related info for your journey

Find useful and relevant information for your journey from Saint Thomas Island to O'Hare Intl. 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 from for flights from Saint Thomas Island to Chicago O'Hare Intl?

    For a flight from Saint Thomas Island to Chicago O'Hare Intl, you will be flying from 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 outbound flights to Chicago O'Hare Intl per day. 1 airline has flights to Chicago O'Hare Intl from Saint Thomas Island Cyril E King on a regular basis.

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

    JetBlue and American Airlines can get you from Saint Thomas Island to Chicago O'Hare Intl Airport in just under 11h 04m. Your travel time can differ by up to 20h 54m. The distance between Saint Thomas Island and Chicago O'Hare Intl Airport is about 2116 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Saint Thomas Island to Chicago O'Hare Intl Airport round-trip?

    Cheapflights users have booked flights from Saint Thomas Island to Chicago O'Hare Intl Airport round-trip from $306.

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

    On average you can expect to pay $354 for a flight from Saint Thomas Island to Chicago O'Hare Intl Airport. The cheapest flight overall is $207 while the most popular route, (Saint Thomas Island Cyril E King - Chicago O'Hare Intl) is currently priced at $589.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Benton Harbor
Rosemont
Schaumburg
Lake Geneva
Naperville
Oak Brook
Delavan
Oakbrook Terrace
Gurnee
South Holland
Libertyville
Orland Park
Hoffman Estates
Beloit
Downers Grove
Rockford
Racine
Great Lakes
Janesville
Joliet

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Top airline flying from Saint Thomas Island to O'Hare Intl

Discover the top airline that operate flights from Saint Thomas Island to O'Hare Intl. 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 July 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$306Average$539FlexibilityNo cancel feeOn-time71%

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