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CA $152 Cheap Flights from Orlando (MCO) to Chicago (CHI)

Cheap Flights from Orlando to Chicago (MCO-CHI)

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $304 for roundtrip, for the period specified. Prices and availability are subject to change.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Find the cheapest month to fly from Orlando (MCO) to Chicago (CHI)

September is typically the cheapest month to fly

From CA $142 - CA $334 per traveller.

Book with confidence

Orlando to Chicago Flights

The easy way to book your flights from Orlando to Chicago

With Expedia, it’s simple to find and book flights to Chicago from Orlando whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 6 airlines that cover this route. There are nonstop flights to Chicago, IL, too.

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Orlando to Chicago today, tomorrow, or this week.

Save dollars with cheap flights from Orlando Intl., MCO to Chicago, IL, CHI

Sort your search results by price to find great deals on your flight from Orlando to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Orlando currently is just CA $304 rising to CA $495.

Here are more money-saving tips:

  • Fly in October when flight prices are normally at their lowest
  • Book about a month to 6 weeks before you travel for the best prices to Chicago
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!

Reasons to choose Expedia for your flight to Chicago from Orlando

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Frequently Asked Questions

How much is a flight from Orlando Intl. Airport to Chicago, IL (CHI-All Airports)?

Based on fares advertised within the last 7 days on Expedia for flights departing within the next year, round-trip flights between MCO and Chicago, IL (CHI-All Airports) start from CA $304. Book today to secure the best price for your trip. Prices and availability are subject to change. Additional terms apply.

Do I need to pay a cancellation fee if I cancel my flight from MCO to Chicago, IL (CHI-All Airports)?

This varies between airlines, as each has its own set of terms and conditions. Head to the Customer Service Portal, where there are simple instructions on how to cancel your flight online.

How do I find cheap flights from MCO to Chicago, IL (CHI-All Airports) that have flexible change policies?

Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for MCO to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.

How far is the flight from Orlando Intl. Airport (MCO) to Chicago, IL (CHI-All Airports)?

The flight distance between Orlando Intl. Airport (MCO) and Chicago, IL (CHI-All Airports) (CHI) is 1,650 kilometers. Listen to your favorite tunes or get stuck into a book and the journey will whiz by.

Which airlines fly direct from Orlando Intl. Airport (MCO) to Chicago, IL (CHI-All Airports)?

It's easy to fly directly from MCO to Chicago, IL (CHI-All Airports). Below are some of the most popular carriers that offer nonstop services on this route:

  • Southwest Airlines - (WN) with 247 monthly flights
  • United Airlines - (UA) with 173 monthly flights
  • American Airlines - (AA) with 121 monthly flights
  • Frontier Airlines - (F9) with 82 monthly flights

Are Orlando Intl. Airport to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?

Airline tickets from Orlando Intl. Airport to Chicago, IL (CHI-All Airports) are available up to a year before departure on Expedia. And although you may occasionally nab a fantastic last-minute deal, it's never a sure thing. Also, booking your flights ahead of time means you'll have more options — and you can avoid ending up with the dreaded middle seat! We regularly update our fares to bring you the biggest bargains, so check back often for all the latest specials.

Travel information

Origin airport
Orlando International Airport
Destination airport
Chicago Midway Airport
Distance
1,595 km away
Airlines serving
Frontier Airlines, Southwest Airlines, Delta
Popular airline
Frontier Airlines
Roundtrip price
CA $304
Average flight time
3 hours 35 mins
*Available to Expedia members.