ORD - STT

$253 Find Cheap Flights from Chicago O'Hare Airport to Saint Thomas Island - Compare and Save

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Everything you should know

Cheapest round-trip
$562
Typical prices: $531-$844
JetBlue, Sun Country Air
Wed 12/5Wed 12/12
ORD - STT • 2 stops
Cheapest non-stop
$571
Typical prices: $596-$958
United Airlines
Wed 1/17Sat 1/27
ORD - STT • Non-stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 4h 51m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 77% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 35% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 34% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $378 (round-trip)
Shortest trip • 7h 21m (one-way)
Insights
Insights
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We hope you love your trip to Saint Thomas Island!
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Flight Deals

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

 
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, Dec 5 - Sat, Dec 12
Multiple Airlines Logo
2:50 pm - 1:43 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
20h 53m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl
Multiple Airlines Logo
4:35 pm - 10:46 amSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
20h 11m1 stop Minneapolis St Paul
$562Multiple Airlines
Wed, Jan 13 - Fri, Jan 22
United Airlines Logo
9:25 am - 4:20 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
4h 55mnonstop
United Airlines Logo
3:00 pm - 6:45 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
5h 45mnonstop
$571United Airlines
Sun, Jan 17 - Wed, Jan 27
United Airlines Logo
9:25 am - 4:20 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
4h 55mnonstop
United Airlines Logo
3:00 pm - 6:45 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
5h 45mnonstop
$571United Airlines
Sun, Jan 10 - Wed, Jan 20
United Airlines Logo
9:25 am - 4:20 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
4h 55mnonstop
United Airlines Logo
3:00 pm - 6:45 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
5h 45mnonstop
$571United Airlines
Fri, Jan 1 - Fri, Jan 8
American Airlines Logo
8:25 am - 3:14 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
4h 49mnonstop
American Airlines Logo
1:07 pm - 12:50 amSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
13h 43m1 stop Miami
$576American Airlines
Thu, Feb 18 - Thu, Feb 25
American Airlines Logo
8:16 am - 2:57 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
4h 41mnonstop
American Airlines Logo
2:16 pm - 5:55 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
5h 39mnonstop
$576American Airlines
Wed, Mar 3 - Tue, Mar 9
Delta Logo
7:10 am - 4:15 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
7h 05m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:50 pm - 10:20 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
10h 30m1 stop Atlanta Hartsfield-Jackson
$580Delta
Thu, Dec 3 - Mon, Dec 7
JetBlue Logo
2:59 pm - 1:43 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
20h 44m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl
JetBlue Logo
2:35 pm - 1:30 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
24h 55m2 stops San Juan Luis Munoz Marin Intl Fort Lauderdale
$587JetBlue
Sun, Jan 24 - Sat, Jan 30
Delta Logo
7:10 am - 4:15 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
7h 05m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:15 pm - 10:20 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
8h 05m1 stop Atlanta Hartsfield-Jackson
$590Delta
Tue, Dec 1 - Tue, Dec 8
JetBlue Logo
2:50 pm - 1:43 pmORD  Chicago O'Hare Intl-STT Saint Thomas Island Cyril E King
20h 53m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl
JetBlue Logo
2:35 pm - 1:26 pmSTT  Saint Thomas Island Cyril E King-ORD Chicago O'Hare Intl
24h 51m2 stops San Juan Luis Munoz Marin Intl Fort Lauderdale
$597JetBlue
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport to Saint Thomas Island flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago O'Hare Intl Airport to Saint Thomas Island with more confidence.

What's the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Saint Thomas Island?

Wednesday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Saint Thomas Island, it is 11% cheaper than the average day. Saturday is the most expensive day with flight prices 9% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • May is the cheapest month to fly from Chicago O'Hare Intl Airport to Saint Thomas Island at $438 round-trip.
  • December ($951) and August ($783) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 117% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago O'Hare Intl Airport to Saint Thomas Island the cheapest?

Flights from Chicago O'Hare Intl Airport to Saint Thomas Island are cheapest 4 weeks before departure. Booking in this window typically costs about 35% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

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

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

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.

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.

Key details for Chicago O'Hare Intl Airport to Saint Thomas Island flights

Low season

September

Cheapest flight

$253
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago O'Hare Intl 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

Your Chicago O'Hare Intl Airport to Saint Thomas Island flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airlines offer extra legroom and free seat selection on Chicago O'Hare Intl Airport to Saint Thomas Island flights?

    Among airlines operating Chicago O'Hare Intl Airport to Saint Thomas Island flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

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

    2 airlines operate flights between Chicago O'Hare Intl Airport and Saint Thomas Island. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to Saint Thomas Island?

    Flights from Chicago O'Hare Intl Airport to Saint Thomas Island usually depart from Chicago O'Hare Intl (ORD) and arrive at Saint Thomas Island Cyril E King (STT).

  • Which airlines include bags at no extra cost on Chicago O'Hare Intl Airport to Saint Thomas Island flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    Two cabin classes are available on flights from Chicago O'Hare Intl Airport to Saint Thomas Island:

    • Economy Class
    • First Class

  • How much can I save by taking a layover when flying from Chicago O'Hare Intl Airport to Saint Thomas Island?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $378 round-trip via Fort Lauderdale (FLL), compared to $727 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    The Boeing 737 MAX 8 family is used most often on this route, operated mainly by United Airlines. Other aircraft seen on the route include Airbus A319 variants.

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to Saint Thomas Island pass through?

    One-stop flights from Chicago O'Hare Intl Airport to Saint Thomas Island most commonly connect through:

    • Fort Lauderdale (FLL) - 38% of one-stop connections
    • Miami (MIA) - 29% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 12% of one-stop connections
    • Orlando (MCO) - 10% of one-stop connections

    Fort Lauderdale (FLL) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    Yes. Being flexible with your travel dates can save you up to 19% on the Chicago O'Hare Intl Airport to Saint Thomas Island route. Wednesday is the cheapest departure day at $595 round-trip on average, while Saturday is the most expensive at $731, a difference of $136. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • At what point is a flight considered delayed from Chicago O'Hare Intl Airport to Saint Thomas Island?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago O'Hare Intl Airport to Saint Thomas Island route, 25% of flights were delayed in the past 3 months, with delays averaging 2 hours 17 minutes.

  • What popular places can I visit in Saint Thomas Island?

    Some of the most popular sights in Saint Thomas Island are Sapphire Beach, Magens Bay and Coki Beach. These are among the most viewed places in Saint Thomas Island on KAYAK.

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

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to Saint Thomas Island:

    • Earliest: departs at 7:40 am and lands at 12:31 pm
    • Latest: departs at 9:00 am and lands at 1:51 pm.

    The flight takes about 4h 51m.

  • How expensive are last-minute Chicago O'Hare Intl Airport to Saint Thomas Island flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 29% above the route average of $667. Book 4 weeks before departure for the lowest fares.

  • How long is a flight from Chicago O'Hare Intl Airport to Saint Thomas Island?

    A nonstop flight from Chicago O'Hare Intl Airport to Saint Thomas Island takes 4h 51m, covering 2,116 miles.

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

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Chicago O'Hare Intl Airport to Saint Thomas Island changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $562 to $4,489. That means the highest observed fare was about 8x higher than the lowest one.

  • How are flight prices from Chicago O'Hare Intl Airport to Saint Thomas Island looking right now?

    One-way fares from Chicago O'Hare Intl Airport to Saint Thomas Island are currently lower than usual. Average one-way flight prices are about $305, which is 17% below the typical average for this route.

  • How do delay rates compare for morning and evening flights from Chicago O'Hare Intl Airport to Saint Thomas Island?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • How much time can I save by choosing a different layover airport from Chicago O'Hare Intl Airport to Saint Thomas Island?

    Flying via Orlando (MCO) gives the shortest average 1-stop total travel time at 7h 21m, compared with 7h 27m via Charlotte Douglas (CLT) and 7h 29m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Chicago O'Hare Intl Airport and Saint Thomas Island?

    Saint Thomas Island is 1 hour ahead of Chicago O'Hare Intl Airport (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Saint Thomas Island Cyril E King Airport (STT)?

    Saint Thomas Island Cyril E King Airport (STT) hosts 5 major car rental companies, with daily rates starting from around $19 for economy cars. Top options include:
    • Budget
    • Thrifty
    • Dollar
    • Alamo
    • Hertz

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to Saint Thomas Island flight?

    Round-trip flights from Chicago O'Hare Intl Airport to Saint Thomas Island range from $531 to $844, with an average of $667 over the past 12 months. Anything below $531 counts as a good deal.

  • Which airlines offer Wi-Fi on Chicago O'Hare Intl Airport to Saint Thomas Island flights?

    American Airlines is the only airline on the Chicago O'Hare Intl Airport to Saint Thomas Island route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Chicago O'Hare Intl Airport to Saint Thomas Island flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Saturday. On this route, Wednesday flights average $595 - about $136 less than Saturday (19% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 4 weeks before you fly. On this route, that window historically saves about 35% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Saint Thomas Island trip for May. Fares historically average $438 round-trip in that month - typically $513 less than the most expensive month, which is December (based on the last 12 months).
  • If arriving on time is high on your priority list, United Airlines is the strongest pick on this route. 77% of United Airlines flights from Chicago O'Hare Intl Airport to Saint Thomas Island arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 75%. When flights on this route do arrive late, the average delay is 2 hours 17 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • If you have the time, taking a 1-stop flight through Fort Lauderdale Airport (FLL) can be cheaper than flying direct. The cheapest layover option averages $378 round-trip on this route - about $349 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Saint Thomas Island Cyril E King Airport.
    - Starz Hotel
    - Island View Guesthouse
    - Sunset Gardens Guesthouse

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

 
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,American Airlines

United Airlines,American Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

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

Saturday

United Airlines,American Airlines

United Airlines,American Airlines

Sunday

United Airlines

United Airlines

See more direct flights

More options for your flight from O'Hare Intl to Saint Thomas Island

Complete your trip to Saint Thomas Island with a hotel stay or car rental