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CA $167 Cheap Flights from Orlando (MCO) to Chicago (ORD)

View CA $167 flight on Sat, Sep 5, 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 CA $167 for one-way flights and CA $334 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Aug 15 - Mon, Aug 17
MCO
Orlando
ORD
Chicago
CA $334 Roundtrip, found 4 days ago
CA $334
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Aug 15 from Orlando to Chicago, returning Mon, Aug 17, priced at CA $334 found 4 days ago
American Airlines
Sat, Aug 22 - Mon, Aug 24
MCO
Orlando
ORD
Chicago
CA $335 Roundtrip, found 6 days ago
CA $335
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Aug 22 from Orlando to Chicago, returning Mon, Aug 24, priced at CA $335 found 6 days ago
American Airlines
Sat, Aug 15 - Mon, Aug 17
MCO
Orlando
ORD
Chicago
CA $348 Roundtrip, found 4 days ago
CA $348
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Aug 15 from Orlando to Chicago, returning Mon, Aug 17, priced at CA $348 found 4 days ago
American Airlines
Tue, Sep 15 - Thu, Sep 17
MCO
Orlando
ORD
Chicago
CA $348 Roundtrip, found 4 days ago
CA $348
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 15 from Orlando to Chicago, returning Thu, Sep 17, priced at CA $348 found 4 days ago
American Airlines
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando
ORD
Chicago
CA $349 Roundtrip, found 6 days ago
CA $349
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Nov 7 from Orlando to Chicago, returning Sat, Nov 14, priced at CA $349 found 6 days ago
Delta
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando
ORD
Chicago
CA $350 Roundtrip, found 6 days ago
CA $350
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Nov 7 from Orlando to Chicago, returning Sat, Nov 14, priced at CA $350 found 6 days ago
American Airlines
Thu, Oct 15 - Fri, Oct 30
MCO
Orlando
ORD
Chicago
CA $355 Roundtrip, found 2 days ago
CA $355
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Oct 15 from Orlando to Chicago, returning Fri, Oct 30, priced at CA $355 found 2 days ago
Sun Country Airlines
Thu, Oct 15 - Fri, Oct 30
MCO
Orlando
ORD
Chicago
CA $422 Roundtrip, found 2 days ago
CA $422
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Thu, Oct 15 from Orlando to Chicago, returning Fri, Oct 30, priced at CA $422 found 2 days ago
United
Thu, Sep 10 - Tue, Sep 15
MCO
Orlando
ORD
Chicago
CA $490 Roundtrip, found 1 day ago
CA $490
Roundtrip
found 1 day ago
Select United flight, departing Thu, Sep 10 from Orlando to Chicago, returning Tue, Sep 15, priced at CA $490 found 1 day ago
JetBlue Airways
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando
ORD
Chicago
CA $542 Roundtrip, found 3 hours ago
CA $542
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Sat, Aug 22 from Orlando to Chicago, returning Tue, Aug 25, priced at CA $542 found 3 hours ago

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from CA $610
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $610

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

February is typically the cheapest month to fly

From CA $82 - CA $211 per traveller.

Frequently asked questions

How much does a flight from Orlando, FL (MCO) to Chicago, IL (ORD) cost?
You can find cheap one-way flights from CA $167 and cheap return flights from CA $334 MCO to ORD with Expedia. One-way flights typically cost between CA$207 and CA$893. 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) to Chicago, IL (ORD)?
The cheapest months to fly from Orlando, FL (MCO) to Chicago, IL (ORD) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
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.
What is the cheapest airline that flies from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
American Airlines is one of the cheapest airlines offering nonstop return flights from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.), with tickets starting from around CA$281 for flights that can be booked for departure within the next year. Sun Country Airlines offers one of the cheapest connecting return flights from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) starting from CA$554. These prices are per adult for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Orlando, FL (MCO) to Chicago, IL (ORD)?
To find a cheap flight from Orlando, FL (MCO) to Chicago, IL (ORD), 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) to Chicago, IL (ORD)?
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-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs around 5:00 AM. This service is operated by American Airlines. Please note that this is a seasonal service, active only in July. An early departure like this can be great for maximizing your time in Chicago. To compare early flights on Expedia, select 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.)?
A nonstop flight from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically takes around 3 hours 18 minutes. This route covers a distance of about 1,621 kilometers. If you opt for a flight with one stop, your travel time will be longer, usually around 6 hours 48 minutes. Flights with two or more stops will take even longer, typically around 8 hours 48 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.
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-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) 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.
What airports do you fly into for Chicago, IL (ORD) from Orlando, FL (MCO)?
If you're planning to travel to Chicago from Orlando Intl. (MCO), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Seattle - Tacoma Intl. (SEA), Portland Intl. (PDX), or Charlotte-Douglas Intl. (CLT) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) 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-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.) 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) to Chicago, IL (ORD)?
If you booked your Orlando, FL (MCO) to Chicago, IL (ORD) 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
Roundtrip price
CA $334
Distance
1610 km
Average flight time
2 hours 8 mins

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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 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., 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 O'Hare Intl., ORD 

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 $334 rising to CA $542.  

Here are more money-saving tips: 

  • Fly in August 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.

Orlando to Chicago Flights

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