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Selected fares from Chicago to Jacksonville

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

Route Information for Flights from Chicago to Jacksonville

Origin Airport IATA Code MDW
Destination Airport IATA Code JAX
Flight Price $142
Distance 1,359 km

Chicago (CHI) to Jacksonville (JAX)

Whether you are traveling for business or pleasure, you're going to need a great deal on a flight to Jacksonville. 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 get an awesome deal on your next flight from Chicago. Whether you label yourself an expert at navigating the friendly skies 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 Chicago to Jacksonville?

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

Which days of the week are cheapest to fly?

Going with the flow can pay dividends when it comes to getting an affordable flight. Tuesday and Wednesday typically have the best rates. Next, Thursday and, surprisingly, Saturday. Most like to fly back on Sunday so you can save by leaving a day earlier.

Why are flights cheaper if you stay over the weekend?

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 itineraries, so that means savings for you. We're all for that!

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 cold, most people head off to warmer places like the Caribbean, Mexico, Hawaii, etc., just like our feathered friends. But during the summer months, you'll find that Europe is really popular. If you want lower airfare and avoid the crowds, travel when everyone else isn't.

If the price is right, pick it!

Airlines change their rates often. If a price you like pops up, then pick it. You're not the only vacation-hungry person longing for a terrific price on a ticket from Chicago to Jacksonville. You may lose your chance to dial in the time and the flight you wanted.

Are there any other ways to save?

We think the Hotwire Hot Rate is one of the best deals out there, although we may be slightly biased. You'll get one of our best rates on your ticket to Jacksonville 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 your flight today

At Hotwire we'll do our best to help you save on your upcoming flight to Jacksonville. Use our guide to help you land that unreal deal. And if you are feeling lucky (and you always will be) click on the Hotwire Hot Rate for unbelievable savings. So say "So long" to Chicago and "Hi" to Jacksonville.

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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.