Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Saint Thomas Island to Chicago from $141

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Saint Thomas Island to Chicago departing on 4/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Saint Thomas Island to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:35 pm - 4:00 pm
STT
-
ORD
24h 25m
1 stop
Multiple Airlines Logo
5:05 am - 3:28 pm
ORD
-
STT
9h 23m
1 stop
$308Multiple Airlines
Thu, Apr 9 - Mon, Apr 13
Multiple Airlines Logo
4:35 pm - 4:00 pm
STT
-
ORD
24h 25m
1 stop
Multiple Airlines Logo
6:10 pm - 1:26 pm
ORD
-
STT
18h 16m
2 stops
$323Multiple Airlines
Thu, Apr 9 - Mon, Apr 13
Multiple Airlines Logo
2:36 pm - 11:07 pm
STT
-
ORD
33h 31m
2 stops
Multiple Airlines Logo
7:15 pm - 11:30 am
ORD
-
STT
15h 15m
1 stop
$362Multiple Airlines
Sun, Apr 12 - Thu, Apr 16
Spirit Airlines Logo
4:35 pm - 5:15 pm
STT
-
ORD
25h 40m
1 stop
Spirit Airlines Logo
5:05 am - 3:28 pm
ORD
-
STT
9h 23m
1 stop
$364Spirit Airlines
Wed, Apr 8 - Mon, Apr 13
Spirit Airlines Logo
2:36 pm - 11:17 am
STT
-
ORD
21h 41m
2 stops
Spirit Airlines Logo
4:36 pm - 1:26 pm
ORD
-
STT
19h 50m
2 stops
$370Spirit Airlines
Thu, Apr 9 - Mon, Apr 13
Spirit Airlines Logo
1:52 pm - 8:22 am
STT
-
ORD
19h 30m
1 stop
Spirit Airlines Logo
5:05 am - 12:47 pm
ORD
-
STT
6h 42m
1 stop
$379Spirit Airlines
Thu, May 21 - Mon, May 25
Spirit Airlines Logo
2:36 pm - 5:15 pm
STT
-
ORD
27h 39m
2 stops
Spirit Airlines Logo
7:17 am - 3:28 pm
ORD
-
STT
7h 11m
1 stop
$395Spirit Airlines
Wed, Apr 8 - Mon, Apr 13
Spirit Airlines Logo
2:36 pm - 4:56 pm
STT
-
ORD
27h 20m
1 stop
Spirit Airlines Logo
7:15 pm - 11:30 am
ORD
-
STT
15h 15m
1 stop
$405Spirit Airlines
Sun, Apr 12 - Thu, Apr 16
Spirit Airlines Logo
2:36 pm - 11:17 am
STT
-
ORD
21h 41m
2 stops
Spirit Airlines Logo
7:15 pm - 11:30 am
ORD
-
STT
15h 15m
1 stop
$410Spirit Airlines
Fri, Apr 10 - Fri, Apr 17
Spirit Airlines Logo
4:35 pm - 4:56 pm
STT
-
ORD
25h 21m
3 stops
Spirit Airlines Logo
6:10 pm - 1:26 pm
ORD
-
STT
18h 16m
2 stops
$412Spirit Airlines
Thu, Apr 9 - Mon, Apr 13

Spirit Airlines flights from Saint Thomas Island to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on Saint Thomas Island to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Apr 8
STT4:35 pmSaint Thomas Island Cyril E King
25h 40m
1 stop
ORD5:15 pmChicago O'Hare Intl
Apr 13
ORD5:05 amChicago O'Hare Intl
9h 23m
1 stop
STT3:28 pmSaint Thomas Island Cyril E King
$364
Spirit Airlines
Apr 9
STT2:36 pmSaint Thomas Island Cyril E King
21h 41m
2 stops
ORD11:17 amChicago O'Hare Intl
Apr 13
ORD4:36 pmChicago O'Hare Intl
19h 50m
2 stops
STT1:26 pmSaint Thomas Island Cyril E King
$370
Spirit Airlines
Apr 7
STT4:35 pmSaint Thomas Island Cyril E King
7h 42m
1 stop
ORD11:17 pmChicago O'Hare Intl
Apr 12
ORD5:05 amChicago O'Hare Intl
9h 23m
1 stop
STT3:28 pmSaint Thomas Island Cyril E King
$374

United Airlines flights from Saint Thomas Island to Chicago O'Hare Intl Airport

Our best United Airlines deals on Saint Thomas Island to Chicago O'Hare Intl Airport flight tickets
United Airlines
May 23
STT2:10 pmSaint Thomas Island Cyril E King
5h 34m
ORD6:44 pmChicago O'Hare Intl
May 31
ORD5:00 amChicago O'Hare Intl
7h 08m
1 stop
STT1:08 pmSaint Thomas Island Cyril E King
$694
United Airlines
Apr 7
STT2:10 pmSaint Thomas Island Cyril E King
5h 34m
ORD6:44 pmChicago O'Hare Intl
Apr 12
ORD5:00 amChicago O'Hare Intl
7h 08m
1 stop
STT1:08 pmSaint Thomas Island Cyril E King
$764
United Airlines
Apr 10
STT2:10 pmSaint Thomas Island Cyril E King
5h 34m
ORD6:44 pmChicago O'Hare Intl
Apr 17
ORD9:30 amChicago O'Hare Intl
5h 01m
STT3:31 pmSaint Thomas Island Cyril E King
$799

momondo Fare Finder

 
Customize your flight search to find flights from Saint Thomas Island to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 29, 2026.
Use the filters below to find and compare flights from Saint Thomas Island to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 4/9

4:35 pm-4:00 pm

1 stop24h 25m

Chicago O'Hare Intl

Mon 4/13

5:05 am-3:28 pm

1 stop9h 23m

$308

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 4/9

4:35 pm-4:00 pm

1 stop24h 25m

Chicago O'Hare Intl

Mon 4/13

6:10 pm-1:26 pm

2 stops18h 16m

$323

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Sun 4/12

2:36 pm-11:07 pm

2 stops33h 31m

Chicago O'Hare Intl

Thu 4/16

7:15 pm-11:30 am

1 stop15h 15m

$362

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 4/8

4:35 pm-5:15 pm

1 stop25h 40m

Chicago O'Hare Intl

Mon 4/13

5:05 am-3:28 pm

1 stop9h 23m

$364

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 4/9

2:36 pm-11:17 am

2 stops21h 41m

Chicago O'Hare Intl

Mon 4/13

4:36 pm-1:26 pm

2 stops19h 50m

$370
Quickest round-trip

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 5/21

1:52 pm-8:22 am

1 stop19h 30m

Chicago O'Hare Intl

Mon 5/25

5:05 am-12:47 pm

1 stop6h 42m

$379

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 4/8

2:36 pm-5:15 pm

2 stops27h 39m

Chicago O'Hare Intl

Mon 4/13

7:17 am-3:28 pm

1 stop7h 11m

$395

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Sun 4/12

2:36 pm-4:56 pm

1 stop27h 20m

Chicago O'Hare Intl

Thu 4/16

7:15 pm-11:30 am

1 stop15h 15m

$405

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Fri 4/10

2:36 pm-11:17 am

2 stops21h 41m

Chicago O'Hare Intl

Fri 4/17

7:15 pm-11:30 am

1 stop15h 15m

$410

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 4/9

4:35 pm-4:56 pm

3 stops25h 21m

Chicago O'Hare Intl

Mon 4/13

6:10 pm-1:26 pm

2 stops18h 16m

$412

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Saint Thomas Island to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Saint Thomas Island and Chicago O'Hare Intl Airport?

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $516. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday is the most expensive day to depart from Saint Thomas Island because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $801.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Saint Thomas Island at noon is the least expensive time of day to depart. momondo users have found prices as low as $540 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $567. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Saint Thomas Island Cyril E King to Chicago O'Hare Intl flight route?

Fly from Saint Thomas Island Cyril E King to Chicago O'Hare Intl for the best Saint Thomas Island Cyril E King - Chicago O'Hare Intl flight prices

What cabin class options are available on Saint Thomas Island Cyril E King to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Saint Thomas Island Cyril E King to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Saint Thomas Island to Chicago O'Hare Intl Airport flights?

You could potentially save up to 46% on your flight if you consider stops on a Saint Thomas Island to Chicago O'Hare Intl Airport flight.

How have Saint Thomas Island to Chicago O'Hare Intl Airport flight prices changed over time?

As of March 2026, prices for Saint Thomas Island to Chicago O'Hare Intl Airport flights are approximately 45% more expensive when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from Saint Thomas Island to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Saint Thomas Island to Chicago O'Hare Intl Airport (STT to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Saint Thomas Island to Chicago O'Hare Intl Airport

Best Price Found

$186

Fastest flight time

5h 34m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Saint Thomas Island in the past 72 hours is $186. The best round-trip flight deal from Saint Thomas Island to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $387.
The fastest flight from Saint Thomas Island to Chicago O'Hare Intl Airport takes 5h 34m
Direct flights go from Saint Thomas Island to Chicago O'Hare Intl Airport every day.
Search flight deals

  • How far is Saint Thomas Island Cyril E King to Chicago O'Hare Intl by plane?

    A flight from Saint Thomas Island Cyril E King to Chicago O'Hare Intl will travel around 2117.5 mi. In terms of flight time, this usually takes a little over 5h 34m.

  • When did momondo last update prices for flights from Saint Thomas Island Cyril E King Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Saint Thomas Island Cyril E King Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Saint Thomas Island Cyril E King Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Saint Thomas Island Cyril E King Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Saint Thomas Island Cyril E King Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Saint Thomas Island to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Saint Thomas Island to Chicago O'Hare Intl Airport?

Best airlines flying from Saint Thomas Island to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Saint Thomas Island to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $306Free CancellationRating
7.1
11,521 reviews
Search American Airlines flights

  • American Airlines Flights From Saint Thomas Island to Chicago O'Hare Intl Airport

    American Airlines flight deals from Saint Thomas Island to Chicago O'Hare Intl Airport start from $306 round-trip. Over the 6 American Airlines flights for this route in a normal week, average airfare is usually $539 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Kenosha
Oak Brook
Joliet
Janesville
Racine
Hammond
Aurora
Elgin
Tinley Park
South Holland

Why use momondo?

Why should I use momondo to find a flight deal from Saint Thomas Island to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Saint Thomas Island.

Can I find flights from Saint Thomas Island to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Saint Thomas Island on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Saint Thomas Island to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Saint Thomas Island.

I’m not ready to book a flight from Saint Thomas Island to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Saint Thomas Island and alert you when they change.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 4/28
Tue 5/5
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago