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Selected fares from Orlando to Chicago

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

Route Information for Flights from Orlando to Chicago

Origin Airport IATA Code MCO
Destination Airport IATA Code ORD
Flight Price $89
Distance 1,610 km

Orlando (ORL) to Chicago (CHI)

Are you flying to Chicago 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 deal on your upcoming flight from Orlando. 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 you get the best deal on a ticket from ORL to CHI?

We've been doing this for years, which means getting that great deal on a Chicago flight is easy-peasy. You can pocket that extra cash for more than just getting from point A to point B 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. 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 holiday 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 Chicago, usually means a cheaper ticket since most people fly during this time. Of course, we don't want to twist your rubber arm or anything.

Can you save while traveling during the off-peak season?

Have good weather, will travel. For example, Europe, Hawaii, and Alaska are big hits in the summer. 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. In the autumn, 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?

There are a lot of others that are waiting an amazing rate on a ticket from Orlando to Chicago. You could miss out on your opportunity to get the flight and the times you want.

How else can I save on my flight from Orlando to Chicago?

The Hotwire Hot Rate is what makes us one of the best bargains out there. It's one of our ways to help get you a fantastic price on a flight from Orlando (ORL) to Chicago (CHI). 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 your Orlando to Chicago flight today

Try these tips before you book your next flight from Orlando to Chicago. You may have enough cash back in your wallet to add something that makes this vacay extra exciting ... or you can roll that money over and put it toward your next flight out of Orlando.

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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.