Flights
Hotels
From
To
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.

Flights
Hotels
Round-trip
One-way
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Did you mean flights from St Thomas Island to Chicago?

Flights from Chicago to St Thomas Island, US Virgin Islands Last modified: Sep 30, 2016 1:10 -04:00

TIPSave $156 by flying into San Juan instead of St Thomas Island from Chicago

Chicago to St Thomas Island Last modified: Sep 30, 2016 1:10 -04:00

We've scanned 26,216,477,370 round trip itineraries and found the cheapest flights from Chicago to St Thomas Island. Spirit & American frequently offer the best deals on Chicago to St Thomas Island flights, or select your preferred carrier below to see the cheapest days to fly.

Spirit
CHISTT
Mon 10/24
1 stop
STTCHI
Thu 11/3
1 stop
$317
Select
Spirit
CHISTT
Mon 10/24
1 stop
STTCHI
Mon 10/31
1 stop
$317
Select
Spirit
CHISTT
Tue 10/25
1 stop
STTCHI
Mon 10/31
1 stop
$317
Select
Spirit
CHISTT
Wed 10/26
1 stop
STTCHI
Tue 11/1
1 stop
$317
Select
Spirit
CHISTT
Wed 10/26
1 stop
STTCHI
Wed 11/2
1 stop
$317
Select
American
CHISTT
Mon 10/24
1 stop
STTCHI
Thu 10/27
1 stop
$338
Select
American
CHISTT
Mon 10/24
1 stop
STTCHI
Thu 11/3
1 stop
$338
Select
American
CHISTT
Sun 10/30
1 stop
STTCHI
Mon 11/7
1 stop
$338
Select
American
CHISTT
Mon 10/31
1 stop
STTCHI
Mon 11/7
1 stop
$338
Select
American
CHISTT
Mon 10/31
1 stop
STTCHI
Wed 11/9
1 stop
$338
Select
United
CHISTT
Sun 12/11
1 stop
STTCHI
Sat 12/17
1 stop
$342
Select
United
CHISTT
Sat 1/7
1 stop
STTCHI
Thu 1/12
1 stop
$342
Select

How Much is a Flight from Chicago to St Thomas Island?

We have collected flight cost data from across the web for travel from Chicago to St Thomas Island, and have found the average flight price for this trip to be $325.

Where To Buy Cheap Flights from Chicago to St Thomas Island?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we thinking FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to St Thomas Island based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to St Thomas Island?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to St Thomas Island.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $0 $427
7-14 days $0 $327
14-21 days $0 $332
21-30 days $0 $317
30-60 days $605 $317
60-90 days $375 $338
90+ days $445 $338

Cheapest Day To Fly from Chicago to St Thomas Island

We've examined 26,224,294,390 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to St Thomas Island is Monday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$317 $317 $317 $317 $340 $340 $322

Compare Flight Prices from Chicago to St Thomas Island by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to St Thomas Island flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
October Chicago St Thomas Island Spirit 10/24/16 10/31/16 1 $317
November Chicago St Thomas Island Spirit 11/1/16 11/8/16 1 $317
December Chicago St Thomas Island American 12/8/16 12/12/16 1 $338
January Chicago St Thomas Island American 1/10/17 1/11/17 1 $338
February Chicago St Thomas Island American 2/5/17 2/10/17 1 $338
March Chicago St Thomas Island American 3/8/17 3/14/17 1 $338
April Chicago St Thomas Island American 4/24/17 4/28/17 1 $338
May Chicago St Thomas Island American 5/3/17 5/8/17 1 $338

Cheap Last Minute Flights from Chicago to St Thomas Island

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to St Thomas Island. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
2 3 4 5 6 7 8
$447
9 10 11 12 13 14 15
$447 $332
16 17 18 19 20 21 22
$332 $340
23 24 25 26 27 28 29
$340 $317
30 31 1 2 3 4 5
$317 $317
6 7 8 9 10 11 12
$317

Connecting Flights vs Direct Flights from Chicago to St Thomas Island

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to St Thomas Island is $335.

The average price for direct flights from Chicago to St Thomas Island is $556.

One Way Flights vs Round Trip Flights from Chicago to St Thomas Island

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to St Thomas Island. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to St Thomas Island is not available.

The average price for round trip flights from Chicago to St Thomas Island is $335.

Chicago to St Thomas Island Flight Questions

Below are some common questions that asked about this flight route:

Question: What are the most popular connecting cities when flying from Chicago to St Thomas Island?
Answer: Miami, FL

Airlines in Chicago flying to St Thomas Island Last modified: Sep 30, 2016 1:10 -04:00Number of routes searched: 87Number of itineraries searched: 89,138

Wondering which airlines fly out of Chicago to St Thomas Island? We've gathered the average price of Chicago airlines with flights to St Thomas Island. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Chicago to St Thomas Island
Airline Connections Mon Tue Wed Thu Fri Sat Sun
United -
American BOS
American CLT
American JFK
American MCO
American MIA
JetBlue BOS
Delta ATL
Delta JFK
Spirit FLL
United EWR
United IAD
United IAH

Chicago to St Thomas Island Airports

These are the major commercial airports we're currently monitoring in Chicago and St Thomas Island. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Flights from Chicago to San Juan American, JetBlue, Delta, Spirit, United $106
Flights from Chicago to New York American, Alaska, JetBlue, Delta, Spirit, United $107
Flights from Chicago to Orlando American, JetBlue, Delta, Frontier, Spirit, United $97
Flights from Chicago to Miami American, Delta, Frontier, United $107
Flights from Chicago to Los Angeles American, Alaska, Delta, Frontier, Spirit, United, Virgin America $116
Flights from Chicago to Las Vegas American, Alaska, Delta, Frontier, Hawaiian, Spirit, United, Virgin America $97
Flights from Chicago to Atlanta American, Delta, Spirit, United $80
Flights from Chicago to Washington American, Alaska, JetBlue, Delta, United $87
Flights from Chicago to Dallas - Ft Worth American, Alaska, Delta, Spirit, United $81
Flights from Chicago to ViequesCheck Dates

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Flights from Chicago to St Croix Island American, Delta, United $331
Flights from Chicago to St Maarten American, Air Canada, JetBlue, Delta, United, WestJet $479
Flights from Chicago to Punta Cana American, Air Canada, JetBlue, British Airways, Copa, Delta, Frontier, Spirit, United, WestJet $308
Flights from Chicago to Beef IslandCheck Dates

Cheap Domestic Flights to St Thomas Island - STT

FlightsAirlineLowest Price
Flights from Indianapolis to San Juan American, Delta, United $288
Flights from Milwaukee to San Juan American, Delta, United $288
Cheap Flights from Chicago to St Thomas Island