ORD - STT

$112 Find Cheap Flights from Chicago O'Hare Airport to Saint Thomas Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Saint Thomas Island departing on 9/3. 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
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Saint Thomas Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Saint Thomas Island, 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 Chicago to Saint Thomas Island, as well as popular online travel agencies
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Flights Deals

Cheap Flights from O'Hare Intl to Saint Thomas Island (ORD-STT)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Saint Thomas Island 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Sat, Aug 23 - Sat, Aug 30
Spirit Airlines Logo
11:36 am - 1:48 pmORD-STT
25h 12m2 stops
Spirit Airlines Logo
2:43 pm - 11:59 pmSTT-ORD
10h 16m2 stops
$193Spirit Airlines
Find Deal
Sat, Aug 23 - Sat, Aug 30
Spirit Airlines Logo
11:36 am - 1:48 pmORD-STT
25h 12m2 stops
Spirit Airlines Logo
12:18 pm - 7:07 pmSTT-ORD
7h 49m1 stop
$201Spirit Airlines
Find Deal
Sat, Aug 23 - Sat, Aug 30
Spirit Airlines Logo
8:12 pm - 11:13 amORD-STT
14h 01m1 stop
Spirit Airlines Logo
12:18 pm - 11:59 pmSTT-ORD
12h 41m1 stop
$212Spirit Airlines
Find Deal
Sat, Aug 30 - Sat, Sep 6
Spirit Airlines Logo
11:36 am - 1:48 pmORD-STT
25h 12m2 stops
Spirit Airlines Logo
10:49 am - 5:39 pmSTT-ORD
7h 50m1 stop
$216Spirit Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
Spirit Airlines Logo
8:12 pm - 11:13 amORD-STT
14h 01m1 stop
Spirit Airlines Logo
2:43 pm - 11:59 pmSTT-ORD
10h 16m2 stops
$226Spirit Airlines
Find Deal
Sat, Aug 30 - Sat, Sep 6
Spirit Airlines Logo
8:12 pm - 11:13 amORD-STT
14h 01m1 stop
Spirit Airlines Logo
10:49 am - 5:39 pmSTT-ORD
7h 50m1 stop
$228Spirit Airlines
Find Deal
Fri, Aug 22 - Tue, Aug 26
Spirit Airlines Logo
6:56 am - 3:19 pmORD-STT
7h 23m1 stop
Spirit Airlines Logo
2:43 pm - 11:59 pmSTT-ORD
10h 16m2 stops
$233Spirit Airlines
Find Deal
Tue, Aug 19 - Tue, Aug 26
Spirit Airlines Logo
8:12 pm - 1:48 pmORD-STT
16h 36m2 stops
Spirit Airlines Logo
2:43 pm - 10:22 pmSTT-ORD
8h 39m1 stop
$236Spirit Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
Spirit Airlines Logo
6:05 am - 3:11 pmORD-STT
7h 06m1 stop
Spirit Airlines Logo
4:06 pm - 9:23 pmSTT-ORD
7h 17m1 stop
$245Spirit Airlines
Find Deal
Fri, Aug 22 - Tue, Aug 26
Spirit Airlines Logo
5:16 pm - 1:48 pmORD-STT
19h 32m1 stop
Spirit Airlines Logo
2:43 pm - 11:59 pmSTT-ORD
10h 16m2 stops
$246Spirit Airlines
Find Deal
Expert advice

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

 
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 Airlines offers 20 minutes of free Wi-Fi after watching a short ad.

United Airlines

United's Economy Plus offers up to 6 inches more legroom than standard economy seats.


United's Wi-Fi quality varies; check coverage map before purchasing for better connectivity.

Airports
ORD

Security lines at O'Hare can exceed 30 minutes during peak times. Arrive early to ensure a smooth departure.

Read more about ORDby Stefanie Waldek
STT

At STT, USVI-licensed taxis are available. Confirm rates before boarding to avoid surprises.

Read more about STTby Marisa Garcia
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
Booking Insights

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

Get data-powered insights and trends into flights from O'Hare Intl to Saint Thomas Island 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 Chicago O'Hare Airport to Saint Thomas Island?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Saint Thomas Island clicked on KAYAK for each day over the last 12 months.

When flying from Chicago O'Hare Airport to Saint Thomas Island, you should consider leaving on a Wednesday and avoid Fridays if you are looking for the best rates. For your return to Chicago O'Hare Airport, you’ll find the best rates on Wednesdays and the most expensive ones on Fridays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Saint Thomas Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Saint Thomas Island is September, where tickets cost $479 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $944 and $775 respectively.

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

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $1,368 on average.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Saint Thomas Island?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Saint Thomas Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Saint Thomas Island, you should book around 2 weeks before departure, which saves you about 17% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$112
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from Chicago O'Hare Airport to Saint Thomas Island

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

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Saint Thomas Island 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 Chicago O'Hare Airport to Saint Thomas Island flights

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

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Saint Thomas Island was $112 for a one-way ticket and $193 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and Saint Thomas Island?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago O'Hare Airport and on arrival in Saint Thomas Island.

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

    Only American Airlines offers inflight Wi-Fi service on the Chicago O'Hare Airport to Saint Thomas Island flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Saint Thomas Island?

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

  • Which airline alliances offer flights from Chicago O'Hare Airport to Saint Thomas Island?

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

  • On which days can I fly direct from Chicago O'Hare Airport to Saint Thomas Island?

    You can catch a nonstop flight from Chicago O'Hare Airport to Saint Thomas Island on Saturday.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Saint Thomas Island are Delta and United Airlines. With an average price for the route of $664 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $734 and an overall rating of 7.4.

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

    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 Chicago O'Hare Airport to Saint Thomas Island.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Saint Thomas Island from Chicago O'Hare Airport 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 Chicago O'Hare Airport to Saint Thomas Island?

    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 Saint Thomas Island with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and STT 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 Chicago O'Hare Airport to Saint Thomas Island?

    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 Saint Thomas Island from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

  • Looking for a cheap flight? 25% of our users found flights on this route for $328 or less one-way and $574 or less round-trip.

Prefer to fly direct from Chicago O'Hare Airport to Saint Thomas Island?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Saint Thomas Island Cyril E King.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Saint Thomas Island Cyril E King Airport, which days they fly and book direct flights.

Direct departures

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

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

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

Saturday

United Airlines

United Airlines

See more direct flights

Reviews of the top 4 airlines serving from O'Hare Intl to Saint Thomas Island

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Saint Thomas Island. 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 O'Hare Intl to Saint Thomas Island? 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.
8.0
DeltaOverall score based on 7981 reviews
7.9Comfort
8.2Boarding
7.3Food
8.5Crew
7.9Entertainment
Airline reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

2.0 MediocreGim, Jul 2025BGM - DTW
Read more Delta reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

After 2 hrs the flight was canceled. The next flight wasn’t until 4 days away! They wouldn’t book us with other airlines. We ended up driving 15 hrs to get home

The flight was on time, boarding was efficient, staff was nice. Seats seem to have been upgraded on this model and were clean and tidy. I did not purchase in flight snacks.

check in at security was a hassle being scanned. Spirit employees were helpful and professional.

First time on Spirit. Definitely a streamline flight but I would fly Spirit again.

The flight was 3.5 hrs delayed. I was not notified prior to arriving to the airport via spirit app. or via boarding pass that I already had loaded on my phone. The agent that i saw at the counter didn’t mention anything about the delay either. I only saw the update after logging in to my email account.

The flight and boarding process was smooth. Wifi was unavailable and I prepaid for it. Have requested a refund

Had a issue with catching flight due to airline, was unable to board flight

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

Not great. Seats uncomfortable. Crew a little rude. Amenities like wifi and drinks way too expensive.

Late departure by 1:45min. No explanation why. During boarding inconsistent policing of their baggage rules. Before takeoff and lamdimg strange obsession with window shade and armrest positions. Don't know why they care. 15 min tarmac delay on arrival, they blamed airport congestion but we were the o lh flight waiting, it was clear it was due to poor staff planning (only one ground crew to receive airplanes and multiple arrivals) Got there but was rrally lame the whole trip.

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

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