STT - ORD

$139 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 5/6. 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, 0 bags

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$333
Spirit Airlines
mar. 4/28dom. 5/3
STT - ORD • 1 stop
Cheapest non-stop
$761
American Airlines
mié. 4/1dom. 4/5
STT - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom on this route.
Arrive at STT 3 hours early due to customs lines.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $333 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with American Airlines and United Airlines. Average duration is 5h 43m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $509 (round-trip)
Shortest trip • 8h 29m (one-way)
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Saint Thomas Island to O'Hare Intl (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 O'Hare Intl 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 Saint Thomas Island to O'Hare Intl

mar., abr. 28 - dom., may. 3
Spirit Airlines Logo
5:10 pm - 12:24 am
STT
-
ORD
8h 14m
1 stop
Spirit Airlines Logo
11:28 am - 1:09 pm
ORD
-
STT
24h 41m
2 stops
$333Spirit Airlines
mar., abr. 28 - dom., may. 3
Spirit Airlines Logo
12:25 pm - 12:24 am
STT
-
ORD
12h 59m
1 stop
Spirit Airlines Logo
10:31 am - 9:54 am
ORD
-
STT
22h 23m
1 stop
$341Spirit Airlines
mié., abr. 1 - dom., abr. 5
Spirit Airlines Logo
4:35 pm - 11:17 pm
STT
-
ORD
7h 42m
1 stop
Spirit Airlines Logo
5:05 am - 3:28 pm
ORD
-
STT
9h 23m
1 stop
$342Spirit Airlines
vie., may. 1 - vie., may. 8
Spirit Airlines Logo
5:10 pm - 9:36 am
STT
-
ORD
17h 26m
1 stop
Spirit Airlines Logo
7:45 pm - 1:09 pm
ORD
-
STT
16h 24m
1 stop
$343Spirit Airlines
mar., mar. 31 - sáb., abr. 4
Spirit Airlines Logo
4:35 pm - 11:17 pm
STT
-
ORD
7h 42m
1 stop
Spirit Airlines Logo
6:10 pm - 3:28 pm
ORD
-
STT
20h 18m
1 stop
$350Spirit Airlines
mar., abr. 28 - dom., may. 3
Spirit Airlines Logo
5:10 pm - 8:05 am
STT
-
ORD
15h 55m
2 stops
Spirit Airlines Logo
11:28 am - 1:09 pm
ORD
-
STT
24h 41m
2 stops
$352Spirit Airlines
jue., abr. 2 - lun., abr. 6
Spirit Airlines Logo
4:35 pm - 11:17 pm
STT
-
ORD
7h 42m
1 stop
Spirit Airlines Logo
6:10 pm - 3:28 pm
ORD
-
STT
20h 18m
1 stop
$354Spirit Airlines
mar., mar. 31 - sáb., abr. 4
Spirit Airlines Logo
2:36 pm - 8:50 am
STT
-
ORD
19h 14m
2 stops
Spirit Airlines Logo
6:10 pm - 3:28 pm
ORD
-
STT
20h 18m
1 stop
$364Spirit Airlines
vie., may. 1 - vie., may. 8
Spirit Airlines Logo
5:10 pm - 9:12 pm
STT
-
ORD
29h 02m
2 stops
Spirit Airlines Logo
7:45 pm - 1:09 pm
ORD
-
STT
16h 24m
1 stop
$368Spirit Airlines
jue., abr. 2 - lun., abr. 6
Spirit Airlines Logo
4:35 pm - 11:17 pm
STT
-
ORD
7h 42m
1 stop
Spirit Airlines Logo
4:36 pm - 1:26 pm
ORD
-
STT
19h 50m
2 stops
$379Spirit Airlines
Booking Insights

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 Wednesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Chicago, Thursday is the cheapest day to fly and Saturday 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.

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 $748 on average.

Expert advice

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

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

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.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Marisa Garcia

Marisa Garcia

Expert on STT

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.

Good to know

Low seasonDecember
Cheapest flight$139
Best time to beat the crowds with an average 52% 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 $139 for a one-way ticket and $333 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 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 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?

    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, American Airlines or Spirit Airlines?

    The two airlines most popular with KAYAK users for flights from Saint Thomas Island to Chicago are American Airlines and Spirit Airlines. With an average price for the route of $539 and an overall rating of 7.1, American 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.

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 $186 or less one-way and $748 or less round-trip.

Prefer to fly direct from Saint Thomas Island to Chicago?

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

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

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

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Reviews of the 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.
7.1
American AirlinesOverall score based on 11475 reviews
7.2Comfort
7.9Crew
6.9Entertainment
7.5Boarding
6.4Food
Airline reviews

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

8.0 ExcellentSonia, Mar 2026
BOS - ORD
Read more American Airlines reviews

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

I understand that there is a catering issue - water should be the minimum stock. During the flight, not once that the attendants came through with water. The conversations in the kitchen were very loud and they were swearing. I do not expect any white glove service, at the minimum, we should be cordial. It was almost an inconveniece that we were on the flight. And it made us feel if you even dare question us, we'll make you deplane.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

Delayed 11 hours with two being on our destinations tarmac, no compensation or refund and was told I would actually get charged a $200 cancellation fee if I decided to switch airlines for my return flight. For their inconvenience they gave a $10 meal voucher to split between two people in a airport.

Like Spirit but bad that you have to pay for water 🙃

If there are delays, it takes less than a minute for a Spirit employee to make an announcement. It’s very simple.

For a change, friendly staff at check-in and in flight.

Delayed both in takeoff and landing, trash plane no amenities, I've said it before but I'll never fly Spirit again.

It’s was a cheap flight and they got us there safely. It’s just their whole business model that make the experience “meh.” They make you paranoid about whether your personal item is too big. They make you paranoid about being crammed into a middle seat at the back of the plane. They purposely cram people together leaving multiple rows completely empty and even after the door closes the FA’s announce that everyone has to sit in their assigned seat. We knew what we were buying and in that regard we got a cheap and safe flight but it felt like they do their best to take any enjoyment out of the experience. That’s all on management, not the crew.

Had to pay for my bag a mini weekender bag 100 dollar fee

The flight was delayed for unknown reasons while other airlines weren’t. It was very frustrating.

Everything was good. On time, boarding fast, flight attendants friendly.

Spirit has always and will always stink. Absolute worst airline around.

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

Information on your arrival and departure airports