Cheap Flights from Orlando (MCO) to Chicago (ORD)

View AU$138 flight on Fri, 5 Dec. 2025Opens in a new window

Popular airlines from Orlando International Airport (MCO) to Chicago O'Hare International Airport (ORD)

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Cheap Flights from Orlando (MCO) to Chicago (ORD)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, 14 Oct. - Tue, 21 Oct.
MCO
Orlando
ORD
Chicago
AU$272 Return, found 20 hours ago
AU$272
Return
found 20 hours ago
Select American Airlines flight, departing Tue, 14 Oct. from Orlando to Chicago, returning Tue, 21 Oct., priced at AU$272 found 20 hours ago
American Airlines
Fri, 5 Dec. - Fri, 12 Dec.
MCO
Orlando
ORD
Chicago
AU$276 Return, found 5 days ago
AU$276
Return
found 5 days ago
Select American Airlines flight, departing Fri, 5 Dec. from Orlando to Chicago, returning Fri, 12 Dec., priced at AU$276 found 5 days ago
American Airlines
Tue, 14 Oct. - Tue, 21 Oct.
MCO
Orlando
ORD
Chicago
AU$319 Return, found 20 hours ago
AU$319
Return
found 20 hours ago
Select American Airlines flight, departing Tue, 14 Oct. from Orlando to Chicago, returning Tue, 21 Oct., priced at AU$319 found 20 hours ago
American Airlines
Fri, 5 Dec. - Fri, 12 Dec.
MCO
Orlando
ORD
Chicago
AU$322 Return, found 5 days ago
AU$322
Return
found 5 days ago
Select American Airlines flight, departing Fri, 5 Dec. from Orlando to Chicago, returning Fri, 12 Dec., priced at AU$322 found 5 days ago
American Airlines
Fri, 5 Dec. - Fri, 12 Dec.
MCO
Orlando
ORD
Chicago
AU$331 Return, found 5 days ago
AU$331
Return
found 5 days ago
Select American Airlines flight, departing Fri, 5 Dec. from Orlando to Chicago, returning Fri, 12 Dec., priced at AU$331 found 5 days ago
United
Tue, 14 Oct. - Tue, 21 Oct.
MCO
Orlando
ORD
Chicago
AU$341 Return, found 20 hours ago
AU$341
Return
found 20 hours ago
Select United flight, departing Tue, 14 Oct. from Orlando to Chicago, returning Tue, 21 Oct., priced at AU$341 found 20 hours ago
American Airlines
Tue, 14 Oct. - Tue, 21 Oct.
MCO
Orlando
ORD
Chicago
AU$342 Return, found 20 hours ago
AU$342
Return
found 20 hours ago
Select American Airlines flight, departing Tue, 14 Oct. from Orlando to Chicago, returning Tue, 21 Oct., priced at AU$342 found 20 hours ago
American Airlines
Fri, 5 Dec. - Fri, 12 Dec.
MCO
Orlando
ORD
Chicago
AU$345 Return, found 5 days ago
AU$345
Return
found 5 days ago
Select American Airlines flight, departing Fri, 5 Dec. from Orlando to Chicago, returning Fri, 12 Dec., priced at AU$345 found 5 days ago
Delta
Tue, 14 Oct. - Tue, 21 Oct.
MCO
Orlando
ORD
Chicago
AU$457 Return, found 20 hours ago
AU$457
Return
found 20 hours ago
Select Delta flight, departing Tue, 14 Oct. from Orlando to Chicago, returning Tue, 21 Oct., priced at AU$457 found 20 hours ago
Alaska Airlines
Fri, 12 Sep. - Sat, 13 Sep.
MCO
Orlando
ORD
Chicago
AU$1,358 Return, found 1 day ago
AU$1,358
Return
found 1 day ago
Select Alaska Airlines flight, departing Fri, 12 Sep. from Orlando to Chicago, returning Sat, 13 Sep., priced at AU$1,358 found 1 day ago

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

February is typically the cheapest month to fly

From AU$108 - AU$561 per traveller.

Graph displaying average flight prices per month

Flight from Orlando to Chicago route information
Origin airport
Orlando Intl.
Destination airport
O'Hare Intl.
Return price
AU$272
Distance
1610 km
Average flight time
2 hours 1 min

Your quick guide to flights from Orlando to Chicago

Pick up great flights from Orlando to Chicago

With Expedia, you have your pick of flights a day with 20 airlines covering flights from Orlando to Chicago. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Orlando to Chicago that take around hours.

Find cheap flights from Orlando to Chicago

From the great flight deals with prices currently ranging from AU$272 to AU$1,358, you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Orlando to Chicago around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Chicago is normally in October.

Reasons to book your flight from Orlando to Chicago with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Orlando to Chicago across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Chicago right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Frequently asked questions

How much is a flight from Orlando Intl. Airport to O'Hare Airport?
Round-trip flights from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD) start from AU$272. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year — book today to avoid missing out. 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 O'Hare Intl. Airport (ORD)?
Most flights can be cancelled online, but every airline has its own set of terms and conditions. If you do decide to cancel your flight, visit our Customer Service Portal and follow the instructions.
How do I find cheap flights from Orlando Intl. Airport to O'Hare Airport 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 Orlando Intl. Airport to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD)?
The flight distance between MCO (MCO) and ORD (ORD) is 1 600 kilometres. Work your way through your travel song playlist or finish that novel and the journey will zip by.
Which airlines fly direct from MCO to ORD?
Whether you need a return or one-way flight, you'll have your choice of airlines that will take you straight from Orlando Intl. Airport (MCO) to ORD. These are some of the most popular ones:

  • United Airlines - (UA) with 173 monthly flights
  • American Airlines - (AA) with 121 monthly flights
  • Spirit Airlines - (NK) with 60 monthly flights
  • Southwest Airlines - (WN) with 30 monthly flights

Are MCO to ORD flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can sometimes score a bargain, with some super cheap airfares from Orlando Intl. Airport to O'Hare Airport appearing a few weeks before the departure date. If you'd rather plan ahead, Expedia compares and updates the best flight deals continuously — as early as a year in advance in some cases. It does depend on the carrier though, as not every airline releases prices so far in advance.

Explore a world of travel with Expedia

Chicago Flight Deals

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