What are the cheapest airlines flying from Chicago to Saint Thomas Island round-trip?

According to our current data, Spirit Airlines ($311), United Airlines ($495), and Delta ($499) offers the cheapest pricing from Chicago to Saint Thomas Island. Spirit Airlines is priced at 48% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Chicago to Saint Thomas Island one-way?

The cheapest airlines for a one-way flight from Chicago to Saint Thomas Island are Spirit Airlines ($159), Delta ($268), and United Airlines ($277).

What is the cheapest day to fly from Chicago to Saint Thomas Island?

Travelers seeking maximum savings on their Chicago to Saint Thomas Island flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

What are the cheapest flights from Chicago to Saint Thomas Island?

Looking for the cheapest flight from Chicago to Saint Thomas Island? While on average our users pay $620, our data indicates the cheapest price to be $263. The most popular route (Chicago O'Hare Intl - Saint Thomas Island Cyril E King), is priced around $295.

What are the most popular airlines that fly from Chicago to Saint Thomas Island?

The most popular airlines flying from Chicago to Saint Thomas Island are American Airlines, Delta and Spirit Airlines. Something to consider prior to booking your flight.

What is the cheapest day to fly round-trip from Chicago to Saint Thomas Island?

It’s generally more expensive to depart on a Tuesday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

How far in advance should I book a flight from Chicago to Saint Thomas Island?

Users have found that booking a flight from Chicago to Saint Thomas Island at least 30 days early can save you up to 75% on average compared to booking a flight this week. If booking 30 days before your flight isn’t an option for you, users have found flights from Chicago to Saint Thomas Island for as little as $406 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $666 for flights departing within the next 3 days.

What is the cheapest month to fly from Chicago to Saint Thomas Island?

Our data shows that September tends to be the cheapest month to fly to Saint Thomas Island from Chicago. Users have commonly found prices around $608 for the month, but tickets can be as low as $179. Due to multiple factors, prepare for potentially higher prices in March.

Most accurate provider : When it comes to deals on Chicago-Saint Thomas Island flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Saint Thomas Island flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago-Saint Thomas Island flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Chicago-Saint Thomas Island flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Saint Thomas Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly into for flights to Saint Thomas Island from Chicago?

Saint Thomas Island Cyril E King (STT) is the airport you will fly into if you book a flight from Chicago to Saint Thomas Island. You should not have trouble finding flights to Cyril E King from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 4 airlines have flights to the Saint Thomas Island airport from Chicago. It is only a 2.8 mi journey from Cyril E King (STT) to Saint Thomas Island’s city center.

Can I find deals for flights from Chicago to Saint Thomas Island that include hotel bookings?

Yes. In addition to deals on Chicago to Saint Thomas Island flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chicago to Saint Thomas Island?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Saint Thomas Island.

Can I find deals for business class flights from Chicago to Saint Thomas Island?

Yes. Cheapflights offers flight deals from Chicago to Saint Thomas Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$159+ Flights from Chicago to Saint Thomas Island

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

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Cheapflights Tip: The best prices from Chicago to Saint Thomas Island Cyril E King are usually found in September or August, booked 29 days in advance, depart on a Wednesday or Sunday and return on a Wednesday

Cheap flight deals from Chicago to Saint Thomas Island

Most accurate provider	AranGrant 3 stars
Most trusted provider	AranGrant 3 stars
Round-trip from	$311 (Cheapflightsfares)
One-way from	$159 (Kiwi.com)
Popular in	March
Cheapest in	September
Average price	$590
Good round-trip deal	$614 or less
Good one-way deal	$353 or less

Provider with most accurate pricing for Chicago (CHI)-Saint Thomas Island Cyril E King flight deals.

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Provider most trusted by Cheapflights users for Chicago (CHI)-Saint Thomas Island Cyril E King flights.

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From Chicago (CHI) to Saint Thomas Island Cyril E King

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One-way flight from Chicago (CHI) to Saint Thomas Island Cyril E King

Search Deals

Highest demand for flights based on searches. 11% potential increase in price ($80 potential increase over avg. RT price).

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Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).

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Average for round-trip flights in April 2025

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Price to beat on a round-trip flight from Chicago (CHI) to Saint Thomas Island Cyril E King.

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Price to beat on a one-way flight from Chicago (CHI) to Saint Thomas Island Cyril E King.

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Find flight deals from Chicago to Saint Thomas Island

Cheapest flights from Chicago to Saint Thomas Island
Explore the most affordable flight options available from Chicago to Saint Thomas Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

Sun 5/257:47 amORD - STT

1 stop6h 43mSpirit Airlines

Sat 5/313:49 pmSTT - ORD

1 stop9h 16mSpirit Airlines

Deal found 4/23

$311

Fri 6/68:36 pmMDW - STT

3 stops36h 21mMultiple Airlines

Sun 6/81:21 pmSTT - MDW

2 stops25h 42mMultiple Airlines

Deal found 4/22

$467

Sun 9/76:00 amMDW - STT

1 stop6h 55mDelta

Wed 9/102:49 pmSTT - MDW

1 stop7h 55mDelta

Deal found 4/22

$479

Sat 6/218:48 amORD - STT

Nonstop5h 06mUnited Airlines

Wed 6/254:45 pmSTT - ORD

1 stop7h 45mUnited Airlines

Deal found 4/21

$495

Wed 8/275:15 amORD - STT

2 stops8h 35mAmerican Airlines

Mon 9/15:25 pmSTT - ORD

1 stop16h 37mAmerican Airlines

Deal found 4/23

$499

Best flights from Chicago to Saint Thomas Island
Discover carefully curated flight deals from Chicago to Saint Thomas Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 24, 2025.

Sun 5/257:47 amORD - STT

1 stop6h 43mSpirit Airlines

Sat 5/313:49 pmSTT - ORD

1 stop9h 16mSpirit Airlines

Deal found 4/23

$311

Fri 6/68:36 pmMDW - STT

3 stops36h 21mMultiple Airlines

Sun 6/81:21 pmSTT - MDW

2 stops25h 42mMultiple Airlines

Deal found 4/22

$467

Sat 6/218:48 amORD - STT

Nonstop5h 06mUnited Airlines

Wed 6/254:45 pmSTT - ORD

1 stop7h 45mUnited Airlines

Deal found 4/21

$495

Thu 6/196:00 amMDW - STT

1 stop6h 49mDelta

Tue 6/243:00 pmSTT - MDW

1 stop7h 45mDelta

Deal found 4/23

$499

Sun 6/88:50 pmORD - STT

1 stop12h 59mAmerican Airlines

Wed 6/111:44 pmSTT - ORD

2 stops11h 13mAmerican Airlines

Deal found 4/22

$519

Tue 6/247:10 amORD - STT

1 stop6h 41mDelta

Thu 7/31:19 pmSTT - ORD

1 stop11h 40mDelta

Deal found 4/23

$499

Last-minute flights from Chicago to Saint Thomas Island
Discover last-minute flight deals from Chicago to Saint Thomas Island. Data last updated April 24, 2025 and is based on user searches.

Sat 4/268:04 amORD - STT

1 stop22h 46mMultiple Airlines

Sat 5/312:29 pmSTT - ORD

1 stop13h 29mMultiple Airlines

Deal found 4/22

$589

Mon 4/286:04 amMDW - STT

1 stop8h 01mDelta

Sat 5/101:17 pmSTT - MDW

1 stop8h 57mDelta

Deal found 4/22

$824

Tue 4/296:45 amORD - STT

2 stops9h 14mAmerican Airlines

Sun 5/411:30 amSTT - ORD

1 stop10h 51mAmerican Airlines

Deal found 4/22

$1,039

Thu 5/17:33 pmORD - STT

1 stop13h 27mSpirit Airlines

Sat 5/312:29 pmSTT - ORD

1 stop13h 29mSpirit Airlines

Deal found 4/23

$414

Thu 5/19:09 amORD - STT

3 stops26h 05mMultiple Airlines

Sat 5/35:40 pmSTT - ORD

2 stops15h 24mMultiple Airlines

Deal found 4/23

$666

Thu 5/19:20 pmORD - STT

2 stops14h 41mUnited Airlines

Thu 5/82:10 pmSTT - ORD

1 stop10h 29mUnited Airlines

Deal found 4/22

$692

Sun 5/257:47 amORD - STT

1 stop6h 43mSpirit Airlines

Sat 5/313:49 pmSTT - ORD

1 stop9h 16mSpirit Airlines

Deal found 4/23

$311

Mon 5/266:25 pmORD - STT

2 stops16h 52mUnited Airlines

Thu 6/54:45 pmSTT - ORD

1 stop7h 45mUnited Airlines

Deal found 4/22

$544

Tue 5/275:30 amORD - STT

1 stop8h 40mDelta

Thu 6/51:17 pmSTT - ORD

1 stop9h 03mDelta

Deal found 4/23

$619

Thu 5/295:00 amORD - STT

2 stops10h 20mAmerican Airlines

Tue 6/35:10 pmSTT - ORD

1 stop7h 46mAmerican Airlines

Deal found 4/23

$529

Thu 5/296:00 amMDW - STT

1 stop8h 10mDelta

Wed 6/41:17 pmSTT - MDW

1 stop9h 10mDelta

Deal found 4/21

$574

Fri 5/309:12 pmMDW - STT

1 stop14h 14mMultiple Airlines

Mon 6/22:41 pmSTT - MDW

2 stops31h 12mMultiple Airlines

Deal found 4/21

$548

One-way flights from Chicago to Saint Thomas Island
Search for one-way flight options from Chicago to Saint Thomas Island. Find affordable one-way fares based on user searches. Data last updated April 24, 2025.

Sat 6/215:05 amORD - STT

1 stop9h 29mSpirit Airlines

Deal found 4/23

$159

Tue 5/207:05 amORD - STT

1 stop7h 05mDelta

Deal found 4/22

$268

Sat 5/242:25 pmORD - STT

2 stops20h 52mUnited Airlines

Deal found 4/23

$277

Sat 6/76:00 amMDW - STT

1 stop9h 12mDelta

Deal found 4/22

$318

Mon 6/233:37 pmORD - STT

2 stops18h 12mAmerican Airlines

Deal found 4/21

$323

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Saint Thomas Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sun 5/25

7:47 am-3:30 pm

1 stop6h 43m

Saint Thomas Island Cyril E King

Sat 5/31

3:49 pm-12:05 am

1 stop9h 16m

$311

ChicagoSaint Thomas Island

MDW - STT

MDWSTT

Chicago Midway

Fri 6/6

8:36 pm-9:57 am

3 stops36h 21m

Saint Thomas Island Cyril E King

Sun 6/8

1:21 pm-2:03 pm

2 stops25h 42m

$467

ChicagoSaint Thomas Island

MDW - STT

MDWSTT

Chicago Midway

Sun 9/7

6:00 am-1:55 pm

1 stop6h 55m

Saint Thomas Island Cyril E King

Wed 9/10

2:49 pm-9:44 pm

1 stop7h 55m

$479

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 6/21

8:48 am-2:54 pm

Nonstop5h 06m

Saint Thomas Island Cyril E King

Wed 6/25

4:45 pm-11:30 pm

1 stop7h 45m

$495

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 8/27

5:15 am-12:40 pm

1 stop6h 25m

Saint Thomas Island Cyril E King

Mon 9/1

5:25 pm-9:02 am

1 stop16h 37m

$499

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 6/21

5:05 am-3:34 pm

1 stop9h 29m

$159

ChicagoSaint Thomas Island

MDW - STT

MDWSTT

Chicago Midway

Sun 7/6

6:00 am-2:51 pm

1 stop7h 51m

$268

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Tue 5/20

7:05 am-3:10 pm

1 stop7h 05m

$268

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Sat 5/24

2:25 pm-12:17 pm

2 stops20h 52m

$277

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Wed 7/23

8:37 pm-10:45 am

2 stops13h 08m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 11 results

Compare providers for flights from Chicago to Saint Thomas Island

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Saint Thomas Island in April.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 stars
AranGrant	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
Flightnetwork	Price Accuracy-	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Chicago-Saint Thomas Island flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Saint Thomas Island flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago-Saint Thomas Island flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Chicago-Saint Thomas Island flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Saint Thomas Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Saint Thomas Island

Have a flexible travel schedule? Discover the best time to fly to Saint Thomas Island from Chicago with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Saint Thomas Island

How far ahead should I book a flight from Chicago to Saint Thomas Island?

Booking 29 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Saint Thomas Island. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Saint Thomas Island?

Currently, September is the cheapest month in which you can book a flight from Chicago to Saint Thomas Island (average of $433). Flying from Chicago to Saint Thomas Island in June is currently the most expensive (average of $640). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to STT?

It’s typically best to fly out from Chicago to Saint Thomas Island in the afternoon. Doing so could potentially save you 50% on the flight price compared to flying in the morning, which is usually more expensive.

Reviews of airlines servicing Saint Thomas Island

Read through reviews of airlines operating flights from Chicago to Saint Thomas Island, such as Delta, United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,920 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta

8.0

Very good

7,920 reviews

Delta

8.0

Very good

7,920 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines

7.4

Good

8,685 reviews

Delta

8.0

Very good

7,920 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,920 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Spirit Airlines

6.3

Okay

7,940 reviews

Delta

8.0

Very good

7,920 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

What airport do you fly into for flights to Saint Thomas Island from Chicago?
Saint Thomas Island Cyril E King (STT) is the airport you will fly into if you book a flight from Chicago to Saint Thomas Island. You should not have trouble finding flights to Cyril E King from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 4 airlines have flights to the Saint Thomas Island airport from Chicago. It is only a 2.8 mi journey from Cyril E King (STT) to Saint Thomas Island’s city center.
What are the cheapest airlines flying from Chicago to Saint Thomas Island round-trip?
According to our current data, Spirit Airlines ($311), United Airlines ($495), and Delta ($499) offers the cheapest pricing from Chicago to Saint Thomas Island. Spirit Airlines is priced at 48% lower than the current average price of a flight leaving 3 months from now.
What are the cheapest airlines to fly from Chicago to Saint Thomas Island one-way?
The cheapest airlines for a one-way flight from Chicago to Saint Thomas Island are Spirit Airlines ($159), Delta ($268), and United Airlines ($277).
What are the cheapest flights from Chicago to Saint Thomas Island?
Looking for the cheapest flight from Chicago to Saint Thomas Island? While on average our users pay $620, our data indicates the cheapest price to be $263. The most popular route (Chicago O'Hare Intl - Saint Thomas Island Cyril E King), is priced around $295.
Can I find deals for flights from Chicago to Saint Thomas Island that include hotel bookings?
Yes. In addition to deals on Chicago to Saint Thomas Island flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to Saint Thomas Island?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Saint Thomas Island.
Can I find deals for business class flights from Chicago to Saint Thomas Island?
Yes. Cheapflights offers flight deals from Chicago to Saint Thomas Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago to Saint Thomas Island?
Currently, September is the cheapest month in which you can book a flight from Chicago to Saint Thomas Island (average of $433). Flying from Chicago to Saint Thomas Island in June is currently the most expensive (average of $640). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

St. John

Browse thousands of different options on Cheapflights for your next trip

Top 4 airlines flying from Chicago to Saint Thomas Island

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$191	Average$338	FlexibilityNo cancel fee	On-time65%
American Airlines	Cheapest$463	Average$646	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$467	Average$717	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$481	Average$761	FlexibilityNo cancel fee	On-time69%

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$159+ Cheap flights from Chicago (CHI) to Saint Thomas Island (STT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/21. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Saint Thomas Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Chicago to Saint Thomas Island Cyril E King are usually found in September or August, booked 29 days in advance, depart on a Wednesday or Sunday and return on a Wednesday

Cheap flight deals from Chicago to Saint Thomas Island

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Chicago to Saint Thomas Island

Cheapest flights from Chicago to Saint Thomas IslandExplore the most affordable flight options available from Chicago to Saint Thomas Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

Explore the most affordable flight options available from Chicago to Saint Thomas Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Saint Thomas Island that are best for you.

Compare providers for flights from Chicago to Saint Thomas Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Saint Thomas Island in April.

Best time to book a flight from Chicago to Saint Thomas Island

Have a flexible travel schedule? Discover the best time to fly to Saint Thomas Island from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Saint Thomas Island

How far ahead should I book a flight from Chicago to Saint Thomas Island?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Saint Thomas Island. Price data was last updated on April 18, 2025.

What is the cheapest month to book a flight from Chicago to Saint Thomas Island?

What is the cheapest time of day to fly from CHI to STT?

Find hourly flight availability from Chicago to Saint Thomas Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

Reviews of airlines servicing Saint Thomas Island

Read through reviews of airlines operating flights from Chicago to Saint Thomas Island, such as Delta, United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Saint Thomas Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Saint Thomas Island from Chicago?

What are the cheapest airlines flying from Chicago to Saint Thomas Island round-trip?

What are the cheapest airlines to fly from Chicago to Saint Thomas Island one-way?

What are the cheapest flights from Chicago to Saint Thomas Island?

Can I find deals for flights from Chicago to Saint Thomas Island that include hotel bookings?

How can I find direct flights from Chicago to Saint Thomas Island?

Can I find deals for business class flights from Chicago to Saint Thomas Island?

What is the cheapest month to book a flight from Chicago to Saint Thomas Island?

Traveling to a place near Chicago?

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Alternative routes for Chicago to Saint Thomas Island

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Top 4 airlines flying from Chicago to Saint Thomas Island

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Cheapest flights from Chicago to Saint Thomas Island
Explore the most affordable flight options available from Chicago to Saint Thomas Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.