STT - ORD

$93 Find Cheap Flights from Saint Thomas Island to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Saint Thomas Island to O'Hare Intl departing on 3/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Saint Thomas Island to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Saint Thomas Island to Chicago, as well as popular online travel agencies
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Cheap Flight Deals from Saint Thomas Island to Chicago (STT-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Saint Thomas Island to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Saint Thomas Island to O'Hare Intl

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Saint Thomas Island to O'Hare Intl.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
10:45 am - 5:41 pmSTT-ORD
7h 56m1 stop
10:19 am - 9:40 amORD-STT
22h 21m1 stop
$299Spirit Airlines
Find Deal
Thu, Apr 17 - Sun, Apr 20
10:45 am - 5:41 pmSTT-ORD
7h 56m1 stop
9:31 am - 9:40 amORD-STT
23h 09m2 stops
$320Spirit Airlines
Find Deal
Thu, Apr 17 - Sun, Apr 20
10:45 am - 8:04 amSTT-ORD
22h 19m3 stops
10:19 am - 9:40 amORD-STT
22h 21m1 stop
$328Spirit Airlines
Find Deal
Thu, Apr 17 - Sun, Apr 20
10:45 am - 8:04 amSTT-ORD
22h 19m3 stops
9:31 am - 9:40 amORD-STT
23h 09m2 stops
$349Spirit Airlines
Find Deal
Thu, Apr 17 - Sun, Apr 20
10:45 am - 8:04 amSTT-ORD
22h 19m3 stops
9:31 am - 9:40 amORD-STT
47h 09m3 stops
$359Spirit Airlines
Find Deal
Thu, Apr 17 - Sun, Apr 20
4:45 pm - 11:29 pmSTT-ORD
7h 44m1 stop
10:57 am - 5:00 pmORD-STT
5h 03mnonstop
$744United Airlines
Find Deal
Thu, Apr 17 - Sun, Apr 20

Expert advice for your flight from Saint Thomas Island to O'Hare Intl

Our travel pros reveal their best tips for your Saint Thomas Island to O'Hare Intl journey.
Airports
STT

Arrive at STT at least three hours before departure to clear customs and avoid long lines, especially on busy days.

Read more about STTby Marisa Garcia
ORD

Take the CTA Blue Line train from ORD to downtown Chicago in about 45 minutes, avoiding traffic delays.

Read more about ORDby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Marisa Garcia

Marisa Garcia

Expert on STT

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more

Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.

Flights from Saint Thomas Island to O'Hare Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Saint Thomas Island to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Saint Thomas Island to Chicago?

The average price of all round-trip flights from Saint Thomas Island to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Saint Thomas Island to Chicago, look for departures on Thursdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago, Wednesday is the cheapest day to fly and Friday is the most expensive.

Can I save money by flying with a layover from Saint Thomas Island to Chicago O'Hare Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
No, with an average price for the route of $656, prices are generally cheapest when you fly direct.

Good to know

Low season

September

High season

November

Cheapest flight

$93
Best time to beat the crowds with an average 67% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Saint Thomas Island to Chicago

When to book flights from Saint Thomas Island to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Saint Thomas Island to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Saint Thomas Island to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Saint Thomas Island to Chicago O'Hare Intl Airport was $93 for a one-way ticket and $299 for a round-trip.

  • Do I need a passport to fly between Saint Thomas Island and Chicago?

    Yes

  • Which airports will I be using when flying from Saint Thomas Island to Chicago?

    When flying out of Saint Thomas Island you will be using Saint Thomas Island Cyril E King. You will be landing at Chicago, also known as Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Saint Thomas Island to Chicago?

    American Airlines, and Delta offer inflight Wi-Fi service on the Saint Thomas Island to Chicago flight route.

  • Which aircraft models fly most regularly from Saint Thomas Island to Chicago?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Saint Thomas Island to Chicago flight route.

  • Which airline alliances offer flights from Saint Thomas Island to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Saint Thomas Island and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Saint Thomas Island to Chicago?

    There are nonstop flights from Saint Thomas Island to Chicago on a daily basis.

  • Which is the best airline for flights from Saint Thomas Island to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Saint Thomas Island to Chicago are United Airlines and American Airlines. With an average price for the route of $683 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $687 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Saint Thomas Island to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Saint Thomas Island to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Saint Thomas Island to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Saint Thomas Island is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Saint Thomas Island to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Saint Thomas Island with another airline. Booking your flights between Saint Thomas Island and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Saint Thomas Island to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Saint Thomas Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Saint Thomas Island to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $449 or less one-way and $512 or less round-trip.

Prefer to fly direct from Saint Thomas Island to Chicago?

Find which airlines fly direct from Saint Thomas Island Cyril E King Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Saint Thomas Island Cyril E King to Chicago O'Hare Intl

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago O'Hare Intl to Saint Thomas Island Cyril E King

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

United Airlines

United Airlines

See more direct flights
See more direct flights

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

 
See real verified KAYAK customer reviews for airlines flying from Saint Thomas Island to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Saint Thomas Island to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8765 reviews
8.1Crew
7.7Boarding
7.1Entertainment
6.7Food
7.3Comfort
Airline reviews

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

10.0 ExcellentSam, Feb 2025GRU - ORD
Read more United Airlines reviews

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

lots of delays the crew were unclear about where to pick up my carry-on, which they took from me to check in on the plane.

They needed people to check a bag, they did check my bag and I had to wait 10 minutes after the flight to get it it wasn’t too bad

Did not even get on board. Was told I needed an esta agreement. Was not aware of this when I booked the fare and not told about them

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

The flight encountered a delay exceeding 4 hours. The food voucher issued was valued at $12, insufficient to cover our meal expenses. Consequently, I was unable to take my medication, leading to a drop in blood sugar levels and exacerbating my anxiety.

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

3hour delay In the last 3 months i had 3 flights and 2 of these had a more than 2:40 hrs delayed

Everything you need to know for your flight from Saint Thomas Island to O'Hare Intl

Information on your arrival and departure airports

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