Cheap flights from Saint Thomas Island to Chicago from $280
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 11/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Fly from
Fly to
Route
Depart
Return
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
1:07 pm-9:36 pm
1 stop10h 29m
Chicago O'Hare Intl
Mon 11/9
9:06 pm-3:38 pm
1 stop16h 32m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
3:15 pm-11:30 pm
2 stops10h 15m
Chicago O'Hare Intl
Mon 11/9
9:06 pm-3:38 pm
1 stop16h 32m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
4:53 pm-8:00 am
1 stop17h 07m
Chicago O'Hare Intl
Mon 11/9
6:49 pm-1:13 pm
1 stop16h 24m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
3:15 pm-12:01 am
2 stops10h 46m
Chicago O'Hare Intl
Mon 11/9
6:49 pm-1:13 pm
1 stop16h 24m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
1:07 pm-10:30 pm
2 stops11h 23m
Chicago O'Hare Intl
Mon 11/9
9:06 pm-1:13 pm
1 stop14h 07m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
3:15 pm-11:56 pm
1 stop10h 41m
Chicago O'Hare Intl
Mon 11/9
9:06 pm-1:13 pm
1 stop14h 07m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Thu 11/5
3:15 pm-11:30 pm
2 stops10h 15m
Chicago O'Hare Intl
Tue 11/10
5:19 am-3:38 pm
1 stop8h 19m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Thu 11/5
2:18 pm-12:01 am
1 stop11h 43m
Chicago O'Hare Intl
Tue 11/10
9:06 pm-12:16 pm
2 stops13h 10m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
5:59 pm-1:44 pm
2 stops21h 45m
Chicago O'Hare Intl
Mon 11/9
7:00 am-5:08 pm
2 stops32h 08m
Saint Thomas IslandChicago
STT Saint Thomas Island Cyril E King - ORD Chicago O'Hare Intl
STTORD
Saint Thomas Island Cyril E King
Tue 11/3
5:59 pm-11:57 pm
2 stops31h 58m
Chicago O'Hare Intl
Mon 11/9
2:59 pm-4:15 pm
2 stops23h 16m
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 Thursday when prices can be found for as low as $486. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Saint Thomas Island to Chicago for around $684.
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 in the afternoon. Flights from Saint Thomas Island to Chicago during this time can be as low as $486. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $541.
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 29% 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
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
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 5h 45m 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?
As of October 2026, there is 1 operator available to choose from 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?
Based on momondo bookings for flights between Saint Thomas Island and Chicago, the leading plane model is Boeing 737 MAX 8, making up 33.33% of the total bookings. Other popular models include Airbus A319 with 33.33% and Boeing 737-800 with 33.33%.
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 | ||
|---|---|---|---|---|---|
| PriceFrom $306 | Free Cancellation | Rating 7.0 12,134 reviews |
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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.