HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
O'Hare Intl

$156+ 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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
STT — ORD
May 23 — May 301
Sat 5/23
Sat 5/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Saint Thomas Island to O'Hare Intl with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Fri 5/153:21 pm
STT
-
ORD
1 stop8h 52m
Multiple Airlines
Thu 5/288:05 am
ORD
-
STT
1 stop27h 42m
Multiple Airlines
Deal found 4/22$338
This CheapOair deal was found by Cheapflights users on 4/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:52 pm
STT
-
ORD
1 stop10h 23m
Spirit Airlines
Thu 6/47:33 pm
ORD
-
STT
1 stop16h 14m
Spirit Airlines
Deal found 4/22$370
This CheapOair deal was found by Cheapflights users on 4/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/151:52 pm
STT
-
ORD
1 stop10h 23m
Spirit Airlines
Thu 5/287:33 pm
ORD
-
STT
2 stops17h 43m
Spirit Airlines
Deal found 4/22$388
This CheapOair deal was found by Cheapflights users on 4/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:52 pm
STT
-
ORD
1 stop19h 30m
Spirit Airlines
Mon 6/15:05 am
ORD
-
STT
1 stop6h 42m
Spirit Airlines
Deal found 4/22$450
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 5/71:13 pm
STT
-
ORD
1 stop27h 36m
Multiple Airlines
Sun 5/107:33 pm
ORD
-
STT
1 stop16h 14m
Multiple Airlines
Deal found 4/22$505
This CheapOair deal was found by Cheapflights users on 4/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/911:43 am
STT
-
ORD
1 stop13h 15m
Spirit Airlines
Mon 10/125:15 am
ORD
-
STT
1 stop28h 31m
Spirit Airlines
Deal found 4/21$512

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 April 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$338
(Kiwi.com)

One-way from

$156
(Kiwi.com)

Popular in

January

Cheapest in

December

Average price

$1,119

Good round-trip deal

$414 or less

Good one-way deal

$352 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
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($55 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Saint Thomas Island Cyril E King to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Saint Thomas Island Cyril E King to Chicago O'Hare Intl.
Search Deals

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 April 23, 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

Thu 5/28

1:52 pm-11:15 pm

1 stop10h 23m

Chicago O'Hare Intl

Thu 6/4

7:33 pm-12:47 pm

1 stop16h 14m

$370

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Fri 5/15

1:52 pm-11:15 pm

1 stop10h 23m

Chicago O'Hare Intl

Thu 5/28

7:33 pm-2:16 pm

2 stops17h 43m

$388
Quickest round-trip

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Sat 5/30

1:52 pm-8:22 am

1 stop19h 30m

Chicago O'Hare Intl

Mon 6/1

5:05 am-12:47 pm

1 stop6h 42m

$450

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 5/6

9:10 am-4:50 pm

2 stops32h 40m

Chicago O'Hare Intl

Thu 5/14

7:33 pm-12:47 pm

1 stop16h 14m

$540

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 5/6

9:10 am-4:50 pm

2 stops32h 40m

Chicago O'Hare Intl

Sun 5/10

7:33 pm-12:47 pm

1 stop16h 14m

$558
Cheapest one-way

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Fri 5/22

3:21 pm-10:14 pm

1 stop7h 53m

$186

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 7/23

2:29 pm-11:08 pm

1 stop9h 39m

$187

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 7/16

2:29 pm-11:08 pm

1 stop9h 39m

$202

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Mon 10/19

11:43 am-11:58 pm

1 stop13h 15m

$222

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Mon 7/20

2:29 pm-11:08 pm

1 stop9h 39m

$224

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/19

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

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 April.
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 April 23, 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.

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

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 April 23, 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
11,659 reviews

Comfort

7.2

Crew

7.9

Food

6.4

Boarding

7.5

Overall

7.1

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.
American Airlines
7.1
Good
11,659 reviews
American Airlines
7.1
Good
11,659 reviews

Comfort

7.2

Crew

7.9

Food

6.4

Boarding

7.5

Overall

7.1

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

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 1 outbound flight 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?

    Spirit Airlines can get you from Saint Thomas Island to Chicago O'Hare Intl Airport in just under 10h 23m. Your travel time can differ by up to . The distance between Saint Thomas Island and Chicago O'Hare Intl Airport is about 2116 mi.

  • 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. American Airlines is priced at 51% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Saint Thomas Island to Chicago O'Hare Intl Airport one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $161. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Saint Thomas Island to Chicago O'Hare Intl Airport for a low price.

  • What are the most reliable airlines from Saint Thomas Island to Chicago O'Hare Intl Airport?

    No one likes to see their flight delayed. When booking a flight from Saint Thomas Island to Chicago O'Hare Intl Airport consider choosing Qatar Airways (83%), American Airlines (81%) or United Airlines (67%) as they are the most reliable in getting you off to your destination on time.

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

    On average you can expect to pay $432 for a flight from Saint Thomas Island to Chicago O'Hare Intl Airport. The cheapest flight overall is $300 while the most popular route, (Saint Thomas Island Cyril E King - Chicago O'Hare Intl) is currently priced at $393.

  • 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
Rosemont
Schaumburg
Naperville
Gurnee
Lake Geneva
Delavan
Hoffman Estates
Downers Grove
Oakbrook Terrace
Benton Harbor
Des Plaines
Oak Brook
South Holland
Libertyville
Elgin
Warrenville
Elk Grove Village
Bridgeview
Great Lakes
Lansing

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 April 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$306Average$539FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights