$44 Cheap Flights from Orlando (MCO) to Chicago (ORD)

View $44 flight on Fri, Jul 25, 2025Opens in a new window

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

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Cheap Flights from Orlando to Chicago (MCO-ORD)

Prices were available within the past 7 days and start at $44 for one-way flights and $87 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando
ORD
Chicago
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Jul 24 from Orlando to Chicago, returning Tue, Jul 29, priced at $87 just found
Frontier Airlines
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando
ORD
Chicago
$92 Roundtrip, just found
$92
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jul 24 from Orlando to Chicago, returning Tue, Jul 29, priced at $92 just found
Spirit Airlines
Sat, Jul 26 - Tue, Jul 29
MCO
Orlando
ORD
Chicago
$94 Roundtrip, just found
$94
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jul 26 from Orlando to Chicago, returning Tue, Jul 29, priced at $94 just found
Frontier Airlines
Tue, Jul 22 - Wed, Jul 23
MCO
Orlando
ORD
Chicago
$96 Roundtrip, found 8 hours ago
$96
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Tue, Jul 22 from Orlando to Chicago, returning Wed, Jul 23, priced at $96 found 8 hours ago
Frontier Airlines
Thu, Jul 24 - Thu, Jul 31
MCO
Orlando
ORD
Chicago
$98 Roundtrip, found 1 hour ago
$98
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Jul 24 from Orlando to Chicago, returning Thu, Jul 31, priced at $98 found 1 hour ago
Frontier Airlines
Wed, Jul 23 - Tue, Jul 29
MCO
Orlando
ORD
Chicago
$99 Roundtrip, found 1 hour ago
$99
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Jul 23 from Orlando to Chicago, returning Tue, Jul 29, priced at $99 found 1 hour ago
Spirit Airlines
Thu, Aug 7 - Sun, Aug 10
MCO
Orlando
ORD
Chicago
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Aug 7 from Orlando to Chicago, returning Sun, Aug 10, priced at $100 just found
Southwest Airlines
Sat, Aug 16 - Wed, Aug 20
MCO
Orlando
ORD
Chicago
$157 Roundtrip, just found
$157
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Aug 16 from Orlando to Chicago, returning Wed, Aug 20, priced at $157 just found
JetBlue Airways
Thu, Oct 2 - Tue, Oct 7
MCO
Orlando
ORD
Chicago
$217 Roundtrip, just found
$217
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, Oct 2 from Orlando to Chicago, returning Tue, Oct 7, priced at $217 just found
Sun Country Airlines
Fri, Nov 14 - Mon, Nov 17
MCO
Orlando
ORD
Chicago
$283 Roundtrip, found 13 hours ago
$283
Roundtrip
found 13 hours ago
Select Sun Country Airlines flight, departing Fri, Nov 14 from Orlando to Chicago, returning Mon, Nov 17, priced at $283 found 13 hours ago

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

February is typically the cheapest month to fly

From $69 - $397 per traveler.

Graph displaying average flight prices per month

Flights from Orlando (MCO) to Chicago (ORD)
Origin airport
Orlando Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United
Roundtrip price
$87
Distance
1006 mi
Average flight time
2 hours 4 mins

Orlando to Chicago Flights

The cheapest times to fly from Orlando to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Orlando to Chicago are during the month of July. You can find some of the cheapest flights from Orlando to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Orlando to Chicago

Sunday is one of the best days to book for cheap flights from Orlando to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Orlando to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Orlando to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $44 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Orlando to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Orlando to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD) cost?
Cheap round-trip flights from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD) start from $87. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Spirit Airlines flight leaving MCO on July 22 2025 and touching down at ORD. The price was last updated on July 4 2025 and has not changed since.
What is the cheapest month to fly from MCO to ORD?
The cheapest flights from MCO to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD)?
Enjoy a seamless journey to O'Hare Intl. Airport (ORD). 4 airlines offer nonstop flights from Orlando Intl. Airport (MCO), including:

  • United Airlines
  • American Airlines
  • Spirit Airlines

What is the cheapest airline that flies from MCO to ORD?
With fares starting at $44 for a one-way flight from MCO to ORD, Spirit Airlines is currently the cheapest airline flying this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MCO on July 23 2025. Prices were last updated on July 4 2025 and have not changed since.
How many flights per day from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD)?
With an average of 12 nonstop flights departing from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD) each day, you'll be soaring through the skies in no time.
What are the most popular departure times for flights from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD)?
Flights between MCO and ORD are busiest at 9 AM. If you want a quieter trip and possibly cheaper fares, choose a departure outside the usual busy windows.
What day of the week has the most flights from MCO to ORD?
If you depart on a Friday, you'll get the biggest range of choices for flights from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD)?
Orlando Intl. Airport (MCO)'s first flight to O'Hare Intl. Airport (ORD) departs at approximately 6:00AM UTC-5. With a total journey time of 3h 10m, you'll land at around 8:10AM UTC-6.
How long does it take to fly from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD)?
Flights from MCO to ORD have an average travel time of 3 hours and 5 minutes. The distance between the two airports is 1,000 mi.
What airline has the least delays from MCO to ORD?
Consider traveling with Alaska Airlines if you'd like to fly straight from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD) without any interruptions. This carrier has the best track record for punctuality, with an on-time performance of 100%. Want real-time updates? You can keep an eye on your flight status using the Expedia App.
What is the best time to fly from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD)?
To land at O'Hare Intl. Airport (ORD) on time, opt for a flight that leaves from Orlando Intl. Airport (MCO) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Orlando Intl. Airport (MCO)?
Board a direct flight from Orlando Intl. Airport (MCO) to Chicago and land at O'Hare Intl. Airport (ORD). An alternative point of entry into the city is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD) last-minute?
Booking your flight from MCO to ORD just before your journey is generally more expensive. But if there's some wiggle room with your travel dates and times, you could grab a cheap last-minute fare.
Is it cheaper to book a MCO to ORD flight and hotel package?
You'll generally save money by booking a MCO to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. Once you've selected your preferred flights and accommodations, consider adding extras like activities, car rentals and tours.
Can I cancel or change the date of my flight from Orlando Intl. Airport (MCO) to O'Hare Intl. Airport (ORD)?
Typically, you can cancel or modify your MCO to ORD flight. However, additional fees may apply, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you need further information, head to our Customer Service portal.

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