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Selected fares from Chicago to St. Thomas

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Route Information for Flights from Chicago to St. Thomas

Origin Airport IATA Code ORD
Destination Airport IATA Code STT
Flight Price $212
Distance 3,388 km

Chicago (CHI) to St. Thomas (STT)

Work or play? Either way, you're going to need a great deal on a flight to St. Thomas. Because when you eventually land, you have a city that is waiting to be explored, and that extra cash in your pocket can take your trip from "meh" to amazing. You're on the perfect page to snatch a killer deal on your upcoming flight from Chicago. Whether you call yourself a top-seeded ticket master or you're new to the jet-setting scene, read below to score the best deal on your next flight.

How can you get a great rate on tickets from CHI to STT?

Hotwire has been doing this for years, which means getting that great deal on a St. Thomas flight is easy-peasy. You'll make spending less look so very good with a little know-how.

What is the cheapest day to fly?

With the right attitude and flexibility, you can fly for less. Below are the cheapest days to fly:

  • Tuesday and Wednesday—You know how most stores are not crowded midweek? Same thing here. So, get on while the getting is good.
  • Thursday and Saturday—Get a head start on that Friday crowd. This also works on your return flight. Shorten your vacay by a day and increase your savings.
  • Monday through Thursday—If you're flying internationally, deals are often available when departing these days.

Can staying the weekend get me a cheaper ticket?

If you stay through the weekend, generally that return ticket to CHI can be cheaper since you'll be leaving earlier in the week. All those business travelers have less flexible schedules, so that means savings for you. Of course, we don't want to twist your rubber arm or anything.

Why travel during the off-peak season?

Shoulder or off-peak seasons are when most vacationers aren't flying to certain locations. So when it is chilly, most people head to warmer climates like the Caribbean, Mexico, Hawaii, etc., just like the birds (they had it figured out). But during the summer, you'll find that Europe is really popular. You may not get the ideal weather, but you'll generally get better rates and be there when it is not flocked by out of towners.

If the price is right, pick it!

There are a lot of other people that are longing for a stellar price on a flight from Chicago to St. Thomas. You could lose your chance to dial in the time and the flight you wanted.

How else can I save on my flight from Chicago to St. Thomas?

We think the Hotwire Hot Rate is one of the best deals out there, although we may be slightly biased. You'll get a great deal on a flight from Chicago (CHI) to St. Thomas (STT). You won't know the time and airline until after you book, but if you are not on a set schedule, you can save big on your flight.

Book your Chicago to St. Thomas flight today

Try these tips before you book your upcoming flight from Chicago to St. Thomas. You may have enough cash back in your hand to add something that makes this vacation extra exciting ... or you can pocket the savings and put it toward your next flight out of Chicago.

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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.