STT - ORD

$146 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 5/8. 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.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
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 Flights from Saint Thomas Island to Chicago

 
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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Saint Thomas Island to O'Hare Intl.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Spirit Airlines Logo
11:05 am - 12:58 amSTT-ORD
14h 53m1 stop
Spirit Airlines Logo
7:47 pm - 10:00 amORD-STT
13h 13m1 stop
$210Spirit Airlines
Find Deal
Sat, Apr 26 - Fri, May 2
Spirit Airlines Logo
11:05 am - 12:58 amSTT-ORD
14h 53m1 stop
Spirit Airlines Logo
7:47 pm - 10:00 amORD-STT
13h 13m1 stop
$273Spirit Airlines
Find Deal
Sat, Apr 26 - Wed, Apr 30
Spirit Airlines Logo
11:05 am - 8:35 amSTT-ORD
22h 30m2 stops
Spirit Airlines Logo
7:47 pm - 10:00 amORD-STT
13h 13m1 stop
$284Spirit Airlines
Find Deal
Sat, Apr 26 - Fri, May 2
Spirit Airlines Logo
11:05 am - 8:35 amSTT-ORD
22h 30m2 stops
Spirit Airlines Logo
5:07 pm - 11:24 amORD-STT
17h 17m2 stops
$314Spirit Airlines
Find Deal
Sat, Apr 26 - Fri, May 2
 Logo
8:39 am - 8:55 amSTT-ORD
25h 16m2 stops
 Logo
4:35 pm - 1:36 pmORD-STT
20h 01m1 stop
Wed, May 7 - Sun, May 11
American Airlines Logo
11:29 am - 9:25 pmSTT-ORD
10h 56m1 stop
American Airlines Logo
5:29 am - 4:00 pmORD-STT
9h 31m2 stops
$479American Airlines
Find Deal
Thu, Jun 19 - Sun, Jun 22
 Logo
8:39 am - 8:08 pmSTT-ORD
36h 29m3 stops
 Logo
7:47 am - 1:36 pmORD-STT
28h 49m1 stop
Wed, May 7 - Sun, May 11
American Airlines Logo
11:29 am - 7:44 pmSTT-ORD
9h 15m2 stops
American Airlines Logo
5:29 am - 4:00 pmORD-STT
9h 31m2 stops
$645American Airlines
Find Deal
Thu, Jun 19 - Sun, Jun 22
United Airlines Logo
2:10 pm - 11:40 pmSTT-ORD
10h 30m1 stop
United Airlines Logo
7:10 am - 3:43 pmORD-STT
7h 33m1 stop
$824United Airlines
Find Deal
Tue, Apr 29 - Tue, May 6
United Airlines Logo
2:10 pm - 6:40 pmSTT-ORD
5h 30mnonstop
United Airlines Logo
7:10 am - 3:43 pmORD-STT
7h 33m1 stop
$955United Airlines
Find Deal
Sat, Apr 26 - Wed, Apr 30

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

 
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.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

American Airlines' Main Cabin Extra includes early boarding and complimentary alcoholic drinks.


American's Flagship Lounges offer upgraded seating, meals, and cocktail service for eligible passengers.

United Airlines

United's Economy Plus offers up to six inches more legroom than standard economy seats.


United's Premier Access provides priority check-in and boarding for eligible passengers.

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
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and 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

KAYAK's insights & trends for Saint Thomas Island to O'Hare Intl flights

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 Saturday, 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 $1,281, prices are generally cheapest when you fly direct.

Good to know

Low season

September

High season

May

Cheapest flight

$146
Best time to beat the crowds with an average 67% drop in price.
Most popular time to fly and prices are also 35% 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 $146 for a one-way ticket and $210 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?

    Only Delta offers 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?

    Star Alliance is the only airline alliance operating flights between Saint Thomas Island and Chicago.

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

    You can catch a nonstop flight from Saint Thomas Island to Chicago on Saturday, and Sunday.

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

    The two airlines most popular with KAYAK users for flights from Saint Thomas Island to Chicago are United Airlines and Spirit Airlines. With an average price for the route of $683 and an overall rating of 7.4, United Airlines is the most popular choice. Spirit Airlines is also a great choice for the route, with an average price of $392 and an overall rating of 6.3.

  • 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 $472 or less one-way.

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

Saturday

United 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

Saturday

United 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 8616 reviews
6.6Food
7.3Comfort
7.7Boarding
8.1Crew
7.0Entertainment
Airline reviews

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

2.0 MediocreJ.C., Mar 2025COS - ORD
Read more United Airlines reviews

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

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.

Terrible-extreme delay with very little communication, plane was overfull, luggage was returned on baggage claim in filthy condition.

Lower cost is the reason to fly Spirit. Should give free baggage with credit card.

Very difficult. Flew out on Dec 24th and it was a mess. They know it is going to be the busiest time of the year and they had no organization. Finally they called for people going on certiam flights so they could get them thru thw line then we had to rush to our gate to get in li e to board.We missed our flight do to being stuck at the border of Mexico. They would not work with us to make an affordable price so we had to wait a day with no where to go and pay 280 more for our flights. I would think that a complimentary drink would be nice. But we had to pay 4.49 for a coke. Not an overall good experience

I very late and supose be in home at 12 pm from yesterday but I stiill in detroi airport

I’ve now flown Spirit a few times and while the general perception of Spirit I feel is poor, I’ve had a great experience each time. They do charge extra for everything but you should know that going in

Horrible. Take off was delayed by an hour. They were letting people board d the plane right before takeoff. I was delayed an hour when I arrived and late for my meeting. Spirit is NEVER on time.

The flight landed with a delay and we had to wait almost an hour to be off boarded. So typical of spirit.

The gate employees and the flight crew were friendly and professional. Afterboarding we waited 20 minutes for another flight; a complimentary beverage would have ben appreciated for the inconvenience.

Flight delayed, Hard seats, no WiFi. Over priced snacks and drinks. Made it alive. 👍🏻

You get what you pay for, but those tickets weren't cheap, so I expected better, but Spirit is just one of those airlines.

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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