$95 Cheap Flights from St. Thomas (STT) to Chicago (ORD)

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Cheap Flights from St. Thomas to Chicago (STT-ORD)

Prices were available within the past 7 days and start at $95 for one-way flights and $186 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Tue, Sep 10 - Tue, Sep 17
STT
St. Thomas
ORD
Chicago
$186 Roundtrip, found 4 days ago
$186
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Sep 10 from St. Thomas to Chicago, returning Tue, Sep 17, priced at $186 found 4 days ago
Spirit Airlines
Wed, Aug 28 - Mon, Sep 9
STT
St. Thomas
ORD
Chicago
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Aug 28 from St. Thomas to Chicago, returning Mon, Sep 9, priced at $199 found 5 days ago
Spirit Airlines
Mon, Sep 9 - Mon, Sep 16
STT
St. Thomas
ORD
Chicago
$200 Roundtrip, found 7 hours ago
$200
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Mon, Sep 9 from St. Thomas to Chicago, returning Mon, Sep 16, priced at $200 found 7 hours ago
Spirit Airlines
Thu, Sep 5 - Wed, Sep 11
STT
St. Thomas
ORD
Chicago
$210 Roundtrip, found 23 hours ago
$210
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Thu, Sep 5 from St. Thomas to Chicago, returning Wed, Sep 11, priced at $210 found 23 hours ago
Spirit Airlines
Tue, Jun 4 - Tue, Jun 11
STT
St. Thomas
ORD
Chicago
$218 Roundtrip, found 6 days ago
$218
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Jun 4 from St. Thomas to Chicago, returning Tue, Jun 11, priced at $218 found 6 days ago
Spirit Airlines
Thu, Sep 5 - Wed, Sep 11
STT
St. Thomas
ORD
Chicago
$223 Roundtrip, found 23 hours ago
$223
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Thu, Sep 5 from St. Thomas to Chicago, returning Wed, Sep 11, priced at $223 found 23 hours ago
Spirit Airlines
Mon, Sep 9 - Mon, Sep 16
STT
St. Thomas
ORD
Chicago
$224 Roundtrip, found 7 hours ago
$224
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Mon, Sep 9 from St. Thomas to Chicago, returning Mon, Sep 16, priced at $224 found 7 hours ago
Spirit Airlines
Fri, Sep 13 - Mon, Sep 16
STT
St. Thomas
ORD
Chicago
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Sep 13 from St. Thomas to Chicago, returning Mon, Sep 16, priced at $229 found 1 day ago
Spirit Airlines
Sat, Sep 21 - Sat, Sep 28
STT
St. Thomas
ORD
Chicago
$234 Roundtrip, found 14 hours ago
$234
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Sat, Sep 21 from St. Thomas to Chicago, returning Sat, Sep 28, priced at $234 found 14 hours ago
Spirit Airlines
Thu, Sep 5 - Wed, Sep 11
STT
St. Thomas
ORD
Chicago
$237 Roundtrip, found 23 hours ago
$237
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Thu, Sep 5 from St. Thomas to Chicago, returning Wed, Sep 11, priced at $237 found 23 hours ago
Flights from St. Thomas (STT) to Chicago (ORD)
Origin airport
Cyril E. King
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, Spirit Airlines, United
Roundtrip price
$185
Distance
2117 mi

St. Thomas to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from St. Thomas to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from St. Thomas to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from STT to ORD today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is $95 now!

Frequently asked questions

How much is a one-way flight from STT to ORD?
Prepare to score a top deal, because St. Thomas flights to Chicago start from only $109. This is based on the best price found on Expedia for this route with a departure date during the next three months. This airfare is for an Spirit Airlines flight, leaving from Cyril E. King Airport (STT) on June 3 2024 and landing at O’Hare Airport. The price of this airfare was updated on May 23 2024 and has not changed since.
How long does it take to fly from STT to O'Hare Intl. Airport (ORD)?
A direct flight with United Airlines takes roughly 5 hours and 26 minutes. Lock in a seat on the 2:24PM flight from STT and touch down at O’Hare Intl. Airport (ORD) at 6:50PM. Pick up a superb deal on this and other routes when you use Expedia to book your journey.
Is it cheaper to buy a plane ticket from Cyril E. King Airport to ORD last minute?
Being the spontaneous type is a wonderful way to travel the globe, but it’s not necessarily the wisest way to nab a cheap fare. It’s better to book your Cyril E. King Airport (STT) to ORD journey ahead of time instead of leaving it to the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave all that spontaneity for when you get to your destination!
What is the cheapest airline flying from Cyril E. King Airport (STT) to O'Hare Intl. Airport (ORD) in the next 90 days?
With tickets starting at $109 for a flight from St. Thomas to Chicago, Spirit Airlines is the cheapest airline found on Expedia. This price is based on airfares found on Expedia with a departure date within the next 90 days and was last updated on May 23 2024 and has not changed since. The flight leaves Cyril E. King Airport (STT) on June 3 2024 and lands at O’Hare Intl. Airport (ORD).
What's the cheapest price for a flight from STT to ORD next month?
With a one-way flight from St. Thomas to Chicago on offer for $109, you’ll have more dough left in your wallet for fun stuff like sightseeing. This fare was found after looking at all available flights on Expedia within the next 30 days. This particular service sets off from Cyril E. King Airport (STT) on June 3 2024, comes in to land at O’Hare Intl. Airport (ORD) and is operated by Spirit Airlines. The price was last updated on May 23 2024 and has not changed since.
What airline has the least delays from Cyril E. King Airport to O'Hare Intl. Airport (ORD)?
If you’d prefer not to be waiting for hours — or worse, your travel plans left in tatters because of a flight delay — travel with United Airlines. Around 77% of its Cyril E. King Airport (STT) to O’Hare Airport services are on time. You can review your flight status before traveling to the airport through the free Expedia App. It’ll also provide you with real-time alerts about other helpful info, such as any gate changes, baggage carousel numbers and how to get to your hotel. Everything you need to know is right there in your pocket!
Can I find cheap nonstop flights from Cyril E. King Airport to ORD in the next three months?
The cheapest fare we could find for a roundtrip nonstop flight from St. Thomas to Chicago within the next 90 days is $654. This price was found after searching available flights on Expedia with a departure date in the next three months. This airfare is for a flight via United leaving Cyril E. King Airport on June 15 2024 and arriving at ORD, with a return journey on June 22 2024. This price was updated on May 23 2024.You can easily find nonstop cheap flights from Cyril E. King Airport to O’Hare Intl. Airport (ORD) by making use of our filters. Start by keying in the details of your trip, then click “Nonstop” under “Filter by” on the left-hand side of the page. Your results will be organized with the lowest airfare first. If you don’t need to fly on a set day, use our “Flexible dates” feature. This lets you compare ticket prices on surrounding days and land the best possible deal.
What airports do you fly into for Chicago from Charlotte Amalie?
With O’Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) to choose from, flying from Charlotte Amalie to Chicago is a snap. The city’s major hub, O’Hare Intl. Airport (ORD), is about 16 mi northwest of the center. Besides the price of fares, consider factors like bus or train options from the airport and the distance to your hotel before making your decision. Get your Chicago vacation off to a superb start by visiting Wrigley Field and Millennium Park.
What are the most popular departure times for flights from Cyril E. King Airport (STT) to O'Hare Airport?
For United Airlines flights setting off from STT to ORD, the most popular departure times are between 2:00 PM - 3:00 PM. If you want to avoid any delays, book the earliest flight. This gives you a better chance to miss the air traffic that builds up in the afternoon and evening.
Can I change the date of my flight from STT to ORD?
Sometimes life gets in the way of plans, so Expedia is here to help make things easy. First, find your STT to O’Hare Intl. Airport (ORD) itinerary through the Expedia Trips portal and browse the fare rules about change fees or other charges. If you booked your ticket in the last 24 hours, some airlines will let you cancel for free and book new flights. If you booked more than 24 hours ago, get in touch with us through our Customer Service portal to learn more about your options.
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