$129 Cheap flight deals from St. Thomas (STT) to Chicago (CHI)

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This Weekend's Flight Deals from St. Thomas to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, May 2 - Mon, May 5
STT
Cyril E. King
ORD
O'Hare Intl.
$405 Roundtrip, found 3 days ago
$405
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, May 2 from Cyril E. King to O'Hare Intl., returning Mon, May 5, priced at $405 found 3 days ago

Airfares from $129 One Way, $315 Round Trip from St. Thomas to Chicago

Prices starting at $315 for return flights and $129 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 24 - Thu, May 29
STT
St. Thomas
ORD
Chicago
$315 Roundtrip, found 3 days ago
$315
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, May 24 from St. Thomas to Chicago, returning Thu, May 29, priced at $315 found 3 days ago
Sat, May 24 - Thu, May 29
STT
St. Thomas
ORD
Chicago
$317 Roundtrip, found 3 days ago
$317
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, May 24 from St. Thomas to Chicago, returning Thu, May 29, priced at $317 found 3 days ago
Thu, Jun 5 - Sun, Jun 8
STT
St. Thomas
ORD
Chicago
$322 Roundtrip, found 2 days ago
$322
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jun 5 from St. Thomas to Chicago, returning Sun, Jun 8, priced at $322 found 2 days ago
Sat, May 24 - Thu, May 29
STT
St. Thomas
ORD
Chicago
$337 Roundtrip, found 3 days ago
$337
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, May 24 from St. Thomas to Chicago, returning Thu, May 29, priced at $337 found 3 days ago
Fri, May 23 - Thu, May 29
STT
St. Thomas
ORD
Chicago
$342 Roundtrip, found 1 day ago
$342
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, May 23 from St. Thomas to Chicago, returning Thu, May 29, priced at $342 found 1 day ago

More About Flying To Chicago from St. Thomas

Route Information for Flights from St. Thomas to Chicago

Origin Airport IATA Code
STT
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

St. Thomas to Chicago

Orbitz has your best deals on St. Thomas to Chicago flights. From guaranteed low prices to cutting-edge mobile tools, the perfect trip begins on Orbitz.
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Frequently asked questions

Are there non-stop flights from St. Thomas to Chicago?
United Airlines flies directly from St. Thomas to Chicago, so all you have to do is kick back and relax until you arrive at ORD.
What is the shortest flight from St. Thomas to Chicago?
With the flight from Cyril E. King Airport to ORD taking a minimum of 5 hours and 37 minutes, you’ll have enough time to kick back and enjoy the experience. Treat yourself to an in-flight wine or two and settle into your seat with an engrossing movie or book.
What airlines fly from St. Thomas to Chicago most frequently?
United Airlines offers the most flights along this route. This leading air carrier operates 4 flights from St. Thomas to Chicago each month.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.