Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Saint Thomas Island to Chicago from $117

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 11/18. 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

Spirit Airlines Logo
11:01 am - 11:45 pmSTT-ORD
13h 44m1 stop
Spirit Airlines Logo
6:00 am - 1:35 pmORD-STT
6h 35m1 stop
$259Spirit Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
Spirit Airlines Logo
2:04 pm - 10:49 pmSTT-ORD
9h 45m2 stops
Spirit Airlines Logo
6:00 am - 1:35 pmORD-STT
6h 35m1 stop
$289Spirit Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
Spirit Airlines Logo
11:01 am - 10:49 pmSTT-ORD
12h 48m3 stops
Spirit Airlines Logo
6:00 am - 1:35 pmORD-STT
6h 35m1 stop
$338Spirit Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
Spirit Airlines Logo
11:01 am - 6:38 pmSTT-ORD
8h 37m1 stop
Spirit Airlines Logo
4:44 pm - 9:56 amORD-STT
16h 12m2 stops
$367Spirit Airlines
Find Deal
Sat, Oct 11 - Mon, Oct 13
United Airlines Logo
5:25 pm - 11:34 pmSTT-ORD
8h 09m1 stop
United Airlines Logo
9:30 am - 4:18 pmORD-STT
4h 48mnonstop
$545United Airlines
Find Deal
Sun, Nov 23 - Sun, Nov 30
United Airlines Logo
3:35 pm - 11:15 pmSTT-ORD
9h 40m1 stop
United Airlines Logo
9:30 am - 4:18 pmORD-STT
4h 48mnonstop
$571United Airlines
Find Deal
Sat, Nov 22 - Sun, Nov 30
American Airlines Logo
4:35 pm - 11:18 pmSTT-ORD
8h 43m1 stop
American Airlines Logo
8:05 am - 2:40 pmORD-STT
4h 35mnonstop
$580American Airlines
Find Deal
Thu, Feb 12 - Thu, Feb 19
Multiple Airlines Logo
5:45 pm - 8:03 pmSTT-ORD
27h 18m1 stop
Multiple Airlines Logo
9:30 am - 3:18 pmORD-STT
4h 48mnonstop
$585Multiple Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26
American Airlines Logo
6:36 pm - 8:47 amSTT-ORD
16h 11m1 stop
American Airlines Logo
8:13 am - 2:59 pmORD-STT
4h 46mnonstop
$615American Airlines
Find Deal
Mon, Dec 29 - Fri, Jan 2
Multiple Airlines Logo
1:33 pm - 10:46 amSTT-ORD
23h 13m2 stops
Multiple Airlines Logo
8:41 am - 12:28 pmORD-STT
25h 47m1 stop
$654Multiple Airlines
Find Deal
Mon, Dec 29 - Fri, Jan 2

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
Oct 23
STT11:01 amSaint Thomas Island Cyril E King
13h 44m
1 stop
ORD11:45 pmChicago O'Hare Intl
Oct 26
ORD6:00 amChicago O'Hare Intl
6h 35m
1 stop
STT1:35 pmSaint Thomas Island Cyril E King
$259
Find similar
Spirit Airlines
Oct 23
STT2:04 pmSaint Thomas Island Cyril E King
9h 45m
2 stops
ORD10:49 pmChicago O'Hare Intl
Oct 26
ORD6:00 amChicago O'Hare Intl
6h 35m
1 stop
STT1:35 pmSaint Thomas Island Cyril E King
$289
Find similar
Spirit Airlines
Oct 23
STT11:01 amSaint Thomas Island Cyril E King
12h 48m
3 stops
ORD10:49 pmChicago O'Hare Intl
Oct 26
ORD6:00 amChicago O'Hare Intl
6h 35m
1 stop
STT1:35 pmSaint Thomas Island Cyril E King
$338
Find similar

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
Nov 23
STT5:25 pmSaint Thomas Island Cyril E King
8h 09m
1 stop
ORD11:34 pmChicago O'Hare Intl
Nov 30
ORD9:30 amChicago O'Hare Intl
4h 48m
STT4:18 pmSaint Thomas Island Cyril E King
$545
Find similar
United Airlines
Nov 22
STT3:35 pmSaint Thomas Island Cyril E King
9h 40m
1 stop
ORD11:15 pmChicago O'Hare Intl
Nov 30
ORD9:30 amChicago O'Hare Intl
4h 48m
STT4:18 pmSaint Thomas Island Cyril E King
$571
Find similar
United Airlines
Nov 22
STT3:05 pmSaint Thomas Island Cyril E King
5h 40m
ORD6:45 pmChicago O'Hare Intl
Nov 30
ORD9:30 amChicago O'Hare Intl
4h 48m
STT4:18 pmSaint Thomas Island Cyril E King
$630
Find similar

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 September 22, 2025.
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

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 10/23

11:01 am-11:45 pm

1 stop13h 44m

Chicago O'Hare Intl

Sun 10/26

6:00 am-1:35 pm

1 stop6h 35m

$259

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 10/23

2:04 pm-10:49 pm

2 stops9h 45m

Chicago O'Hare Intl

Sun 10/26

6:00 am-1:35 pm

1 stop6h 35m

$289

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 10/23

11:01 am-10:49 pm

3 stops12h 48m

Chicago O'Hare Intl

Sun 10/26

6:00 am-1:35 pm

1 stop6h 35m

$338

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Sat 10/11

11:01 am-6:38 pm

1 stop8h 37m

Chicago O'Hare Intl

Mon 10/13

4:44 pm-9:56 am

2 stops16h 12m

$367

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Sun 11/23

5:25 pm-11:34 pm

1 stop8h 09m

Chicago O'Hare Intl

Sun 11/30

9:30 am-4:18 pm

Nonstop4h 48m

$545

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Sat 11/22

3:35 pm-11:15 pm

1 stop9h 40m

Chicago O'Hare Intl

Sun 11/30

9:30 am-4:18 pm

Nonstop4h 48m

$571

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 2/12

4:35 pm-11:18 pm

1 stop8h 43m

Chicago O'Hare Intl

Thu 2/19

8:05 am-2:40 pm

Nonstop4h 35m

$580

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 10/23

5:45 pm-8:03 pm

1 stop27h 18m

Chicago O'Hare Intl

Sun 10/26

9:30 am-3:18 pm

Nonstop4h 48m

$585

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Mon 12/29

6:36 pm-8:47 am

1 stop16h 11m

Chicago O'Hare Intl

Fri 1/2

8:13 am-2:59 pm

Nonstop4h 46m

$615

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Mon 12/29

1:33 pm-10:46 am

2 stops23h 13m

Chicago O'Hare Intl

Fri 1/2

8:41 am-12:28 pm

1 stop25h 47m

$654

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 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 $557. 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 $1,176.

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 in the morning is the least expensive time of day to depart. momondo users have found prices as low as $430 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $612. 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 1% 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 September 2025, prices for Saint Thomas Island to Chicago O'Hare Intl Airport flights are approximately 58% 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

Fastest flight time

5h 35m

Direct flights

Every day
The fastest flight from Saint Thomas Island to Chicago O'Hare Intl Airport takes 5h 35m
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 40m.

  • 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
Spirit AirlinesPriceFrom $204Free CancellationRating
6.3
8,031 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $509Free CancellationRating
7.4
8,922 reviews
Search United Airlines flights
American AirlinesPriceFrom $509Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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

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
Wed 10/22
Wed 10/29
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago