Book Cheap Flight Tickets from Orlando (ORL) to Chicago (CHI)
Grab the cheap flight deals on your next flight with Crystal Travel!

As a traveler, whether you're booking your first flight or your 100th, you need to choose an airline that suits your budget, as well as that lands at your destination in the shortest amount of time. Besides being affordable, security is often a major concern for travelers, which is why you can get cheap flights from Orlando to Chicago with us. 

Providing low-cost flights from the industry's best airlines is one of Crystal Travel's goals. With our dynamic search engine, users can find the best deals and offers from their favorite airlines, whether they fly in the economy or business class. With IATA and ASTA protection, we can offer you a safe and secure flight ticket booking option. 

About Orlando

There is something magical and fun about this place. Every year, visitors come from around the world to see Disney's majestic and royal Walt Star World. Whether you're young, old, or anything in between, everyone will find something here to enjoy. 

About Chicago

It is a cultural destination that has a plethora of museums, tourist attractions, nature centers, as well as an active nightlife.  Visitors from around the world eat their hearts out at Chicago's annual food festivals to sample Chicago's delicious cuisine.

Cheap Flights from Orlando to Chicago

Click on the Origin Airport of your choice to unlock various flight deals

FAQs on Orlando to Chicago Flights
1. Which airlines fly directly from Orlando to Chicago?

Airlines that fly directly from Orlando to Chicago are:

  • Frontier
  • American Airlines
  • United Airlines 
  • Southwest Airlines
  • Spirit Airlines


Crystal Travel offers the finest deals on these popular airlines, allowing you to select what best fits your budget.

2. I’m booking a non-stop/direct flight to Chicago from Orlando. Which airport do I choose?

Chicago is served by two airports, where all the flights from Denver can land. The airports are:

  • O'Hare International Airport (ORD)
  • Chicago Midway International Airport (MDW)


You can choose amongst the airports at your convenience.

All the flights will depart from Orlando International Airport (MCO)  the only international airport in Orlando.
3. What is the duration of the flight between MCO and CHI?
It takes 2 hours, and 53 minutes to fly from Orlando to Chicago. On board, you'll spend 2 hours, 24 minutes. A flight from Orlando to Chicago is a distance of 1005 miles.
4. Which airline has the least delayed flights from Orlando to Chicago?
Delays on flights are caused by a variety of circumstances, including technical issues and weather conditions. American Airlines and Frontier, on the other hand, offer the least delayed flights from Orlando to Chicago.
5. Which is the cheapest day of the week to fly from Orlando to Chicago?
When it comes to finding cheap flights from Orlando to Chicago, Mondays and Tuesdays are the best days. If you use our dynamic flight search engine, you can find cheap tickets as well.
6. Do I need to pay any fees or charges for canceling my flight from MCO to CHI?
Many airlines have changed their cancellation rules after the covid breakout. You can contact our customer care assistance for more information on this or visit the airline's official website since each airline has its own cancellation policy.
7. Do airlines offer sleeping areas to passengers traveling from Orlando to Chicago?
Comfortable sleeping lounges are established at Orlando International Airport (MCO) for travelers to enjoy some solitude while flying. O'Hare International Airport features complimentary resting recliners for passengers.
8. Am I allowed to carry food/eatables on my flight to Chicago?
As per the TSA rules, you are allowed to carry food/eatables in your carry-on or checked baggage as long as it is solid and well packed. Passengers are not allowed to carry liquid, semi-liquid, and gel items.
9. What is the baggage allowance on a flight from Orlando to Chicago?
Most airlines allow travelers to check 20kg or 23kg of baggage per person. The maximum dimensions for checked luggage are 90cm x 75cm x 43cm on average. The maximum weight for hand luggage brought into the cabin should be 7kg, and cabin baggage dimensions should be 23cm x 36cm x 56cm.
10. I lost my baggage during my flight to Chicago from Orlando, how can I recover it?

In case you lost your baggage during a flight, here are a few steps you can take to recover it.

  • Contact the airlines immediately. Airlines are responsible for any lost, damaged, or delayed baggage. They have a system to track and identify bags' location.
  • Request for delivery to your address or accommodation till it's found.
  • Request for the baggage fee reimbursement
  • Keep all the receipts of incidental expenses.


Most airlines take 24 hours to 5 days to declare that the baggage is lost. In case your baggage is lost, airlines will compensate you for your bag and its content. For more information, you can check the airline and government policies or contact travel experts.

11. What are the latest offers available with Crystal Travel on flights to Chicago?
Crystal Travel does have a variety of offers on flights to Chicago. With only a few clicks, you may uncover some of the most recent deals for your vacation using our vast search engine. Subscribe to our newsletter and follow us on social media to stay up to speed on the latest airline fares and offers.
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