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£88 Cheap Flights from Orlando (MCO) to Chicago (ORD)

View £88 flight on Wed, 19 Aug 2026Opens 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 and start at £88 for one-way flights and £191 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Sat, 5 Sept - Sat, 12 Sept
MCO
Orlando
ORD
Chicago
£191 Return, found 21 hours ago
£191
Return
found 21 hours ago
Select JetBlue Airways flight, departing Sat, 5 Sept from Orlando to Chicago, returning Sat, 12 Sept, priced at £191 found 21 hours ago
Delta
Thu, 5 Nov - Mon, 23 Nov
MCO
Orlando
ORD
Chicago
£202 Return, found 4 days ago
£202
Return
found 4 days ago
Select Delta flight, departing Thu, 5 Nov from Orlando to Chicago, returning Mon, 23 Nov, priced at £202 found 4 days ago
JetBlue Airways
Sat, 5 Sept - Wed, 9 Sept
MCO
Orlando
ORD
Chicago
£207 Return, found 6 hours ago
£207
Return
found 6 hours ago
Select JetBlue Airways flight, departing Sat, 5 Sept from Orlando to Chicago, returning Wed, 9 Sept, priced at £207 found 6 hours ago
Delta
Mon, 5 Oct - Thu, 22 Oct
MCO
Orlando
ORD
Chicago
£214 Return, found 4 days ago
£214
Return
found 4 days ago
Select Delta flight, departing Mon, 5 Oct from Orlando to Chicago, returning Thu, 22 Oct, priced at £214 found 4 days ago
JetBlue Airways
Sat, 5 Sept - Wed, 9 Sept
MCO
Orlando
ORD
Chicago
£221 Return, found 6 hours ago
£221
Return
found 6 hours ago
Select JetBlue Airways flight, departing Sat, 5 Sept from Orlando to Chicago, returning Wed, 9 Sept, priced at £221 found 6 hours ago
Delta
Thu, 5 Nov - Wed, 25 Nov
MCO
Orlando
ORD
Chicago
£225 Return, found 4 days ago
£225
Return
found 4 days ago
Select Delta flight, departing Thu, 5 Nov from Orlando to Chicago, returning Wed, 25 Nov, priced at £225 found 4 days ago
Delta
Sun, 25 Oct - Mon, 26 Oct
MCO
Orlando
ORD
Chicago
£226 Return, found 1 day ago
£226
Return
found 1 day ago
Select Delta flight, departing Sun, 25 Oct from Orlando to Chicago, returning Mon, 26 Oct, priced at £226 found 1 day ago
American Airlines
Mon, 19 Oct - Fri, 30 Oct
MCO
Orlando
ORD
Chicago
£247 Return, found 4 days ago
£247
Return
found 4 days ago
Select American Airlines flight, departing Mon, 19 Oct from Orlando to Chicago, returning Fri, 30 Oct, priced at £247 found 4 days ago
United
Sun, 25 Oct - Mon, 26 Oct
MCO
Orlando
ORD
Chicago
£248 Return, found 1 day ago
£248
Return
found 1 day ago
Select United flight, departing Sun, 25 Oct from Orlando to Chicago, returning Mon, 26 Oct, priced at £248 found 1 day ago
Alaska Airlines
Tue, 6 Oct - Sat, 10 Oct
MCO
Orlando
ORD
Chicago
£442 Return, found 5 days ago
£442
Return
found 5 days ago
Select Alaska Airlines flight, departing Tue, 6 Oct from Orlando to Chicago, returning Sat, 10 Oct, priced at £442 found 5 days ago

Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city centre is 16 minutes. Flights from £283
MDW
Midway Intl.
CheapestClosest
Average driving time to city centre16 min
Flights from £283

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

December is typically the cheapest month to fly

From £53 - £139 per traveller.

Frequently asked questions

How much does a flight from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find cheap one-way flights from £88 and cheap return flights from £191 MCO to ORD with Expedia. One-way flights typically cost between £110 and £475. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when MCO to ORD ticket fares go up or down.
What is the cheapest month to fly from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you're looking for the cheapest time to fly from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.), August is typically your best bet. You can expect average return fares around £170 during this month. August often sees lower prices as the peak summer travel season winds down, and families are preparing for the new school year, leading to reduced demand. Other budget-friendly months to consider for this route include February and September.
Which airlines fly direct from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are 5 airlines offering direct flights from Orlando International Airport (MCO) to Chicago O'Hare International Airport (ORD). Here are the top carriers:
  • United operates 62 direct flights from MCO to ORD every week.
  • American Airlines operates 43 direct flights from MCO to ORD every week.
  • Southwest Airlines operates 21 direct flights from MCO to ORD every week.
  • Spirit Airlines operates 18 direct flights from MCO to ORD every week.
  • Frontier Airlines operates 9 direct flights from MCO to ORD every week.
How do I find cheap flights from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveler to traveler. If you like to fly early, American Airlines offers early morning flights. If price is the most important factor, Frontier Airlines typically offers the lowest fares. Delta offers the most daily flights from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find around 20 nonstop flights per day from Orlando International Airport (MCO) to O'Hare International Airport (ORD). For even more choices, look at flights that include layovers, as there are approximately 163 connecting flights per day. Some common connection points include Hartsfield-Jackson Atlanta International Airport (ATL), Charlotte-Douglas International Airport (CLT), and Seattle - Tacoma International Airport (SEA).
What is the earliest flight from Orlando, FL (MCO) to Chicago, IL (ORD)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from Orlando, FL (MCO) to Chicago, IL (ORD). To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find the most flights from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) on a Thursday, with around 128 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include American Airlines, Delta, and United. Flight schedules are fairly consistent throughout the week, so you'll have a good selection of flights no matter which day you choose.
What are the most popular departure times for flights from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Orlando Intl. (MCO) to O'Hare Intl. (ORD) are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, Frontier Airlines and Delta, offer flights during this window. Many travellers prefer these early flights as they allow you to arrive at your destination with plenty of time to start your day.
How long does it take to fly from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Direct flights from MCO to ORD usually take about 3 hours 20 minutes, traveling roughly 1,621 kilometers. If you opt for a connecting flight, expect to add around 3 hours 30 minutes to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Yes, you can fly business class or first class between MCO and ORD. Airlines that offer business class service on this route include:
  • Frontier Airlines
  • Delta
First class cabins are available on:
  • Alaska Airlines
  • Spirit Airlines
  • Delta
  • United
  • American Airlines
How do I earn miles on a Orlando, FL (MCO) to Chicago, IL (ORD) flight with Expedia?
It's easy to earn miles on a Orlando, FL (MCO) to Chicago, IL (ORD) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Orlando, FL (MCO) to Chicago, IL (ORD) at the last minute?
Typically, booking a last minute flight from Orlando, FL (MCO) to Chicago, IL (ORD) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Orlando, FL (MCO) to Chicago, IL (ORD) flight and hotel package?
Securing a Orlando, FL (MCO) to Chicago, IL (ORD) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Orlando Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, JetBlue Airways, United
Return price
£191
Distance
1610 km
Average flight time
2 hours 8 mins

Book with confidence

Compare flights from Orlando to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Orlando to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Orlando Intl. to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Orlando Intl. (MCO) to O'Hare Intl. (ORD)

The easiest way to view the best deals on flights from Orlando to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Orlando Intl. to O'Hare Intl. start at just £191 and range up to £442.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Orlando and Chicago
  • booking your flight during September, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Orlando to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Orlando Intl. to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Orlando to Chicago easily and book with confidence

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*Available to Expedia members.