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Selected fares from Chicago to St. Augustine

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

Route Information for Flights from Chicago to St. Augustine

Origin Airport IATA Code ORD
Destination Airport IATA Code MCO
Flight Price $116
Distance 1,610 km

Chicago (CHI) to St. Augustine (JAX)

Are you flying to St. Augustine for a much-needed vacation or is it about time for you to have a family reunion? Or maybe you're traveling for work? Hey, anything that gets you away from that desk is a win in our books. You're in the right spot to grab a killer rate on your upcoming flight from Chicago. Whether you are an airline aficionado or aerial amateur, read on to see how to book a too-good-to-be-true flight.

How do I get the best price on my ticket from CHI to JAX?

We've been in the game a long time, which means getting that great deal on a St. Augustine flight is easy-peasy. You'll make spending less look so very good with a few simple tips and tricks.

What is the best day of the week to book a flight?

It pays to be a weekday warrior. Tuesday and Wednesday typically have the best rates. Next, Thursday and, surprisingly, Saturday. Most like to come back on Sunday so you can save by leaving a day earlier.

What's the Saturday night stay rule?

Spending the weekend at your destination, like St. Augustine, usually means lower airfare since most people fly during this time. Good thing to tell your boss if you have a business trip -- wink-wink.

What are shoulder seasons?

There's good reason that many people travel during certain times of the year -- they want to enjoy incredible weather. Summertime is when Europe, Hawaii, and Alaska are at their most popular. Florida, New Orleans, and Southern California are the most popular in springtime. Winter is prime for Mexico and the Caribbean because of its warm weather, as well as ski and snowboard destinations like the Colorado Rockies. Who doesn't love that harvest of autumn colors? The Pacific Northwest, Northern California, and New England are popular this time of the year. 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.

If the price is right, pick it!

Airline carriers change their rates by the hour sometimes. If you peep the price you like, then book it! Unsurprisingly, you're not the only vacation-hungry person searching for a stellar deal on a ticket from Chicago to St. Augustine. You might miss out on your opportunity to get the flight and the times you want.

What is the Hotwire Hot Rate?

The Hotwire Hot Rate is for travelers who have a lot of flexibility in their travel plans. You'll get one of the best rates on your flight from Chicago (CHI) to St. Augustine (JAX). You won't know the time and airline until after you book, but it is a risk where you can reap the rewards.

Book today

Try these tips before you reserve your upcoming flight from Chicago to St. Augustine. You may have enough cash back in your hand to add something that makes this vacay extra exciting ... or you can roll that money over and put it toward your next trip 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.