Cheap flights from Orlando to Chicago

1 adult
Tue 24/5
Tue 31/5

Flight information for Orlando to Chicago

Find info about flight duration, direct flights, and airports for your flight from Orlando to Chicago

Fastest flight time

2h 41m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Chicago

3 airports
The fastest flight from Orlando to Chicago takes 2h 41m
Direct flights go from Orlando to Chicago on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. Airlines offering direct flights are: Allegiant Air and American Airlines.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Orlando to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Orlando to Chicago?


The cheapest time of year to fly to Chicago from Orlando is August. The most expensive is October.

How far in advance should you book Orlando to Chicago flights?

13 days before

The cheapest time to buy a flight from Orlando to Chicago is approximately 13 days to departure

  • How far is Orlando to Chicago by plane?

    The straight-line distance from Orlando to Chicago is 1585.7 km.

Why use momondo?

Finding the right flight to Chicago from Orlando is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

momondo does allow users to show only those flights to Chicago from Orlando which offer a flexible booking policy as well as other useful filters and features.

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Orlando to Chicago.

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Orlando and alert you when they change.

Here's why travellers choose to use momondo
Flexible Travel
momondo understands the need for flexibility and we have a filter specifically for flights with no change fees.
Expert Insights
Data driven insights designed to help you find a great flight deal. From the cheapest time to depart to how far in advance to book.
Price Alerts
Track the price of your preferred flight route and be notified when it changes.