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Selected fares from Chicago to Santiago de los Caballeros

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

Route Information for Flights from Chicago to Santiago de los Caballeros

Origin Airport IATA Code ORD
Destination Airport IATA Code STI
Flight Price $379
Distance 2,975 km

Chicago (CHI) to Santiago de los Caballeros (POP)

What did you say?! A trip to Santiago de los Caballeros! You will definitely need a ticket to Santiago de los Caballeros then. Well, unless you'd rather hoof it. And although we agree walking is great exercise, you probably want to get there before the year ends. Luckily, you found us. Hotwire can get you a great deal on your ticket from CHI to POP.

How do I get the best price on my ticket fromChicago to Santiago de los Caballeros?

Hotwire has been doing this for years, so we know a couple ways to get the best deal on your flight to Santiago de los Caballeros. You'll make spending less look so very good with a few simple tips and tricks.

Which days of the week are cheapest 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. Most people opt to depart at the beginning or end of the week.
  • 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.

Why are flights cheaper if you stay over the weekend?

Spending the weekend at your destination, like Santiago de los Caballeros, usually means a cheaper ticket since most people fly during this time. Good thing to tell your boss if you have a business trip -- wink-wink.

Why travel during the off-peak season?

It's all about going to a place when its weather is at its best. Summertime is when Europe, Hawaii, and Alaska are at their most popular. Florida, New Orleans, and Southern California are the most popular in springtime. Feeling the bitter cold? Well, the Caribbean Islands and Mexico can warm you up. Unless you're a ski bum -- then places like Colorado will be your winter wonderland. In the fall, Northern California, the Pacific Northwest, and New England draw visitors. If you can plan your trip around these peak seasons, you'll not only save money, but you'll typically avoid the crowds. Win-win in our books.

Is that the lowest price?

Airline carriers change their rates often. If you discover the price you like, then pick it. You're not the only flier waiting an amazing rate on a ticket from Chicago to Santiago de los Caballeros. You could miss out on your opportunity to get the flight and the times you like.

Are there any other ways to save on my flight to Santiago de los Caballeros?

If you prioritize cost over everything else, then the Hotwire Hot Rate is for you. You'll get a great deal on your ticket to Santiago de los Caballeros from Chicago. You won't find out the time and airline until after you book, but with a little risk you can get huge savings.

Book today

We are all about you saving as much as you can on your next flight from Chicago to Santiago de los Caballeros. Use our guide to get you that unreal rate. And if you are feeling lucky (and you always will be) snag the Hotwire Hot Rate for unbelievable savings. So say "Goodbye" to Chicago and "Hello" to Santiago de los Caballeros.

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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.