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Selected fares from Chicago to Orlando

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

Route Information for Flights from Chicago to Orlando

Origin Airport IATA Code MDW
Destination Airport IATA Code MCO
Flight Price $118
Distance 1,585 km

Chicago (CHI) to Orlando (ORL)

What did you say?! A trip to Orlando! You'll be needing a flight from Chicago. We suppose you could ride a bicycle for most of it, but you probably are on a bit of a time crunch. Fortunately, you found us. We can get you an amazing rate on your next flight from CHI to ORL.

How do you get the best deal on a ticket from CHI to ORL?

We've been doing this for years, so we know a couple ways to get the best rate on your flight to Orlando. You'll make spending less look so very good 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. So, get on while the getting is good.
  • 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.

What's the Saturday night stay rule?

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 schedules, so that means savings for you. 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 to warmer places like the Caribbean, Mexico, Hawaii, etc., just like our feathered friends. But in the summer, you'll find that Europe gets busy. If you want lower airfare and avoid the crowds, travel when everyone else isn't.

Is that the lowest price?

Airline carriers change their rates seemingly by the minute. If you find the price you like, then book it! There are a lot of other people that are seeking a great deal on a flight from Chicago to Orlando. You could miss out on your opportunity 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 can get a fantastic price on your flight from Chicago (CHI) to Orlando (ORL). You won't know the time and airline until after you book, but if you are not on a set schedule, you can save big on your flight.

Book your Chicago to Orlando flight today

Try these tips before you reserve your next flight from Chicago to Orlando. You may have enough cash back in your wallet to add something that makes this holiday extra exciting ... or you can pocket the savings 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.