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Selected fares from Chicago to Maui

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

Route Information for Flights from Chicago to Maui

Origin Airport IATA Code ORD
Destination Airport IATA Code OGG
Flight Price $527
Distance 6,685 km

Chicago (CHI) to Maui (OGG)

Whether you are traveling for business or pleasure, you're going to need a great deal on a flight to Maui. Because when you finally 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 in the perfect spot to get a killer rate on your upcoming flight from Chicago. Whether you label yourself an expert at navigating the friendly skies or only have a few trips under your wing, read on to see how to book a too-good-to-be-true flight.

How can you get a great rate on tickets from Chicago to Maui?

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

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

Just like a yogi, it pays to be flexible. Those middle children of the work week, Tuesday and Wednesday, typically have the best rates. Next, Thursday and, surprisingly, Saturday. Most people like to come back on Sunday so you can save by leaving a day earlier.

Can staying the weekend get me a cheaper ticket?

Spending the weekend at your destination, like Maui, usually means lower airfare since most people fly during this time. Of course, we don't want to twist your rubber arm or anything.

Why travel during the off-peak season?

Off-peak and shoulder seasons are when most people aren't traveling to certain locations. So when it's cold, most people head off to warmer places like the Caribbean, Mexico, Hawaii, etc., just like our feathered friends. But in the summer months, you'll find that Europe is really popular. If you want to save and avoid the crowds, travel when everyone else isn't.

Jump on that great rate

Airlines change their rates seemingly by the minute. If a price you want pops up, then grab it! There are a lot of others that are looking for a great price on a ticket from Chicago to Maui. You might lose your chance to dial in the time and the flight you wanted.

Are there any other ways to save on my flight to Maui?

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 ticket to Maui from Chicago. You won't find out 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 Maui. You may have enough cash back in your wallet to add something that makes this holiday extra awesome ... or you can roll that money over 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.