Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Saint Thomas Island to Chicago from $215

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 8/28. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Saint Thomas Island to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
1:49 pm - 10:31 pm
STT
-
ORD
9h 42m
1 stop
American Airlines Logo
8:55 pm - 12:51 pm
ORD
-
STT
14h 56m
2 stops
$585American Airlines
Wed, Sep 2 - Wed, Sep 9
Multiple Airlines Logo
8:39 am - 11:27 pm
STT
-
ORD
15h 48m
1 stop
Multiple Airlines Logo
12:44 am - 2:35 pm
ORD
-
STT
12h 51m
1 stop
$628Multiple Airlines
Thu, Aug 20 - Mon, Aug 24
Multiple Airlines Logo
8:39 am - 11:27 pm
STT
-
ORD
15h 48m
1 stop
Multiple Airlines Logo
12:44 am - 10:14 am
ORD
-
STT
8h 30m
1 stop
$651Multiple Airlines
Thu, Aug 13 - Wed, Aug 19
Multiple Airlines Logo
5:40 pm - 12:15 pm
STT
-
ORD
43h 35m
2 stops
Multiple Airlines Logo
12:44 am - 10:14 am
ORD
-
STT
8h 30m
1 stop
$680Multiple Airlines
Thu, Aug 13 - Wed, Aug 19
Multiple Airlines Logo
8:39 am - 11:08 pm
STT
-
ORD
15h 29m
2 stops
Multiple Airlines Logo
12:44 am - 10:14 am
ORD
-
STT
8h 30m
1 stop
$701Multiple Airlines
Thu, Aug 20 - Mon, Aug 24
Multiple Airlines Logo
8:39 am - 11:44 pm
STT
-
ORD
16h 05m
2 stops
Multiple Airlines Logo
9:35 am - 1:59 pm
ORD
-
STT
27h 24m
2 stops
$706Multiple Airlines
Thu, Aug 13 - Thu, Aug 20
American Airlines Logo
2:41 pm - 12:01 am
STT
-
ORD
10h 20m
1 stop
American Airlines Logo
6:47 pm - 1:48 pm
ORD
-
STT
18h 01m
1 stop
$720American Airlines
Wed, Jul 22 - Mon, Jul 27
United Airlines Logo
4:45 pm - 11:31 pm
STT
-
ORD
7h 46m
1 stop
United Airlines Logo
5:30 am - 3:43 pm
ORD
-
STT
9h 13m
1 stop
$731United Airlines
Wed, Jul 22 - Mon, Jul 27
Multiple Airlines Logo
8:39 am - 9:58 pm
STT
-
ORD
14h 19m
2 stops
Multiple Airlines Logo
8:10 pm - 2:03 pm
ORD
-
STT
16h 53m
1 stop
$740Multiple Airlines
Wed, Jul 22 - Mon, Jul 27
Multiple Airlines Logo
5:45 pm - 8:50 am
STT
-
ORD
16h 05m
2 stops
Multiple Airlines Logo
8:10 pm - 2:03 pm
ORD
-
STT
16h 53m
1 stop
$756Multiple Airlines
Wed, Jul 22 - Mon, Jul 27

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

United Airlines flights from Saint Thomas Island to Chicago

Our best United Airlines deals on Saint Thomas Island to Chicago flight tickets
United Airlines
Jul 22
STT4:45 pmSaint Thomas Island Cyril E King
7h 46m
1 stop
ORD11:31 pmChicago O'Hare Intl
Jul 27
ORD5:30 amChicago O'Hare Intl
9h 13m
1 stop
STT3:43 pmSaint Thomas Island Cyril E King
$731
United Airlines
Jul 22
STT4:45 pmSaint Thomas Island Cyril E King
7h 46m
1 stop
ORD11:31 pmChicago O'Hare Intl
Jul 27
ORD9:41 pmChicago O'Hare Intl
13h 39m
2 stops
STT12:20 pmSaint Thomas Island Cyril E King
$855
United Airlines
Jul 25
STT2:10 pmSaint Thomas Island Cyril E King
5h 34m
ORD6:44 pmChicago O'Hare Intl
Aug 2
ORD5:30 amChicago O'Hare Intl
9h 13m
1 stop
STT3:43 pmSaint Thomas Island Cyril E King
$966

JetBlue flights from Saint Thomas Island to Chicago

Our best JetBlue deals on Saint Thomas Island to Chicago flight tickets
JetBlue
Jul 22
STT3:38 pmSaint Thomas Island Cyril E King
9h 06m
2 stops
ORD11:44 pmChicago O'Hare Intl
Jul 27
ORD8:10 pmChicago O'Hare Intl
16h 53m
1 stop
STT2:03 pmSaint Thomas Island Cyril E King
$791
JetBlue
Jul 22
STT3:38 pmSaint Thomas Island Cyril E King
9h 06m
2 stops
ORD11:44 pmChicago O'Hare Intl
Jul 27
ORD8:10 pmChicago O'Hare Intl
18h 08m
2 stops
STT3:18 pmSaint Thomas Island Cyril E King
$831
JetBlue
Jul 25
STT2:00 pmSaint Thomas Island Cyril E King
21h 05m
2 stops
ORD10:05 amChicago O'Hare Intl
Aug 2
ORD8:10 pmChicago O'Hare Intl
17h 38m
2 stops
STT2:48 pmSaint Thomas Island Cyril E King
$899

momondo Fare Finder

 
Customize your flight search to find flights from Saint Thomas Island to Chicago 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 July 3, 2026.
Use the filters below to find and compare flights from Saint Thomas Island to Chicago 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

Wed 9/2

1:49 pm-10:31 pm

1 stop9h 42m

Chicago O'Hare Intl

Wed 9/9

8:55 pm-12:51 pm

2 stops14h 56m

$585

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 8/20

8:39 am-11:27 pm

1 stop15h 48m

Chicago O'Hare Intl

Mon 8/24

12:44 am-2:35 pm

1 stop12h 51m

$628

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 8/13

8:39 am-11:27 pm

1 stop15h 48m

Chicago O'Hare Intl

Wed 8/19

12:44 am-10:14 am

1 stop8h 30m

$651

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 8/13

5:40 pm-12:15 pm

2 stops43h 35m

Chicago O'Hare Intl

Wed 8/19

12:44 am-10:14 am

1 stop8h 30m

$680

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 8/20

8:39 am-11:08 pm

2 stops15h 29m

Chicago O'Hare Intl

Mon 8/24

12:44 am-10:14 am

1 stop8h 30m

$701

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Thu 8/13

8:39 am-11:44 pm

2 stops16h 05m

Chicago O'Hare Intl

Thu 8/20

9:35 am-1:59 pm

2 stops27h 24m

$706

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 7/22

2:41 pm-12:01 am

1 stop10h 20m

Chicago O'Hare Intl

Mon 7/27

6:47 pm-1:48 pm

1 stop18h 01m

$720
Quickest round-trip

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 7/22

4:45 pm-11:31 pm

1 stop7h 46m

Chicago O'Hare Intl

Mon 7/27

5:30 am-3:43 pm

1 stop9h 13m

$731

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 7/22

8:39 am-9:58 pm

2 stops14h 19m

Chicago O'Hare Intl

Mon 7/27

8:10 pm-2:03 pm

1 stop16h 53m

$740

Saint Thomas IslandChicago

STT - ORD

STTORD

Saint Thomas Island Cyril E King

Wed 7/22

5:45 pm-8:50 am

2 stops16h 05m

Chicago O'Hare Intl

Mon 7/27

8:10 pm-2:03 pm

1 stop16h 53m

$756

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

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?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $505. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Saint Thomas Island to Chicago for around $801.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Saint Thomas Island to Chicago during this time can be as low as $540. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $567.

What is the cheapest Saint Thomas Island Cyril E King to Chicago 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 flight prices

What cabin class options are available on Saint Thomas Island to Chicago flights?

There are 2 cabin classes available to choose from on Saint Thomas Island to Chicago 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 flights?

You could potentially save up to 28% on your flight if you consider stops on a Saint Thomas Island to Chicago flight.

How have Saint Thomas Island to Chicago flight prices changed over time?

When to book flights from Saint Thomas Island to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Saint Thomas Island to Chicago 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 (STT to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Saint Thomas Island to Chicago

Fastest flight time

9h 44m

Direct flights

Mon, Tue, Wed, Thu, Sat and Sun

Airports in Chicago

3 airports
The fastest flight from Saint Thomas Island to Chicago takes 9h 44m
Direct flights go from Saint Thomas Island to Chicago on Monday, Tuesday, Wednesday, Thursday, Saturday and Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Saint Thomas Island there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Saint Thomas Island to Chicago

  • How far is Saint Thomas Island Cyril E King to Chicago by plane?

    There are 2102.2 mi between Saint Thomas Island Cyril E King and Chicago. Typically, this will take 9h 44m by plane in normal conditions.

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

    Prices for flights from Saint Thomas Island Cyril E King Airport to Chicago are refreshed on a daily basis.

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

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

    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.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Saint Thomas Island to Chicago?

Best airlines flying from Saint Thomas Island to Chicago

Compare and see reviews for airlines that fly from Saint Thomas Island to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $306Free CancellationRating
7.1
11,766 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Saint Thomas Island to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

All flight searches from Saint Thomas Island to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Chicago from Saint Thomas Island. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Chicago from Saint Thomas Island are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago 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
Sun 8/2
Sun 8/9
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport