Latest deals
Insights
FAQs
Price Alerts

Cheap flights from Orlando to Chicago

1 adult
0 bags
'This year, momondo is the #1 place for airfares on the internet.'
Voted the Winner of Europe's Best Travel App 2023
Save money when you book flights with momondo
Big names, great deals
Big names, great deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customise your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Find the cheapest flights from Orlando to Chicago

Cheap return flights

These are some of the best return flight deals from Orlando to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Orlando to Chicago.

Cheap last-minute flights

Planning a quick getaway from Orlando to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals from Orlando to Chicago

Find recent round-trip train or bus tickets from Orlando to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
MCO-ORD
3h 10mdirect
ORD-MCO
2h 44mdirect
American Airlines
Find Deal
MCO-ORD
3h 16mdirect
ORD-MCO
2h 43mdirect
Qatar Airways
Find Deal
MCO-ORD
3h 16mdirect
ORD-MCO
2h 51mdirect
Air Canada
Find Deal
MCO-ORD
3h 10mdirect
ORD-MCO
2h 50mdirect
Japan Airlines
Find Deal
MCO-ORD
3h 05mdirect
ORD-MCO
2h 43mdirect
MCO-ORD
3h 13mdirect
ORD-MCO
2h 47mdirect
Emirates
Find Deal
MCO-ORD
3h 13mdirect
ORD-MCO
2h 51mdirect
Copa Airlines
Find Deal
MCO-ORD
2h 58mdirect
ORD-MCO
2h 44mdirect
MCO-ORD
3h 04mdirect
ORD-MCO
2h 40mdirect
MCO-ORD
3h 16mdirect
ORD-MCO
2h 51mdirect
Air New Zealand
Find Deal
MCO-ORD
3h 03mdirect
ORD-MCO
2h 51mdirect
United Airlines
Find Deal
SFB-RFD
2h 58mdirect
RFD-SFB
2h 29mdirect
Allegiant Air
Find Deal
MCO-ORD
3h 10mdirect
ORD-MCO
2h 44mdirect
Alaska Airlines
Find Deal
MCO-ORD
3h 19mdirect
ORD-MCO
2h 59mdirect
Frontier
Find Deal
MCO-ORD
3h 07mdirect
ORD-MCO
2h 49mdirect
Cathay Pacific
Find Deal
MCO-ORD
3h 05mdirect
ORD-MCO
2h 45mdirect
Southwest
Find Deal
MCO-ORD
3h 10mdirect
ORD-MCO
2h 50mdirect
Royal Jordanian
Find Deal
MCO-ORD
3h 17mdirect
ORD-MCO
2h 43mdirect
Iberia
Find Deal
MCO-ORD
3h 16mdirect
ORD-MCO
2h 56mdirect
MCO-ORD
3h 04mdirect
ORD-MCO
2h 48mdirect
Brussels Airlines
Find Deal
MCO-ORD
3h 03mdirect
ORD-MCO
2h 40mdirect
Lufthansa
Find Deal
MCO-ORD
3h 08mdirect
ORD-MCO
2h 50mdirect
Spirit Airlines
Find Deal
MCO-ORD
3h 02mdirect
ORD-MCO
2h 43mdirect
British Airways
Find Deal
MCO-ORD
3h 10mdirect
American Airlines
Find Deal
MCO-ORD
3h 16mdirect
Qatar Airways
Find Deal
MCO-ORD
3h 16mdirect
Air Canada
Find Deal
MCO-ORD
3h 10mdirect
Japan Airlines
Find Deal
MCO-ORD
3h 05mdirect
MCO-ORD
3h 04mdirect
Austrian Airlines
Find Deal
MCO-ORD
3h 13mdirect
Emirates
Find Deal
MCO-ORD
3h 13mdirect
Copa Airlines
Find Deal
MCO-ORD
2h 58mdirect
MCO-ORD
3h 04mdirect
MCO-ORD
3h 16mdirect
Air New Zealand
Find Deal
MCO-ORD
3h 03mdirect
United Airlines
Find Deal
SFB-RFD
2h 58mdirect
Allegiant Air
Find Deal
MCO-ORD
3h 10mdirect
Alaska Airlines
Find Deal
MCO-ORD
3h 19mdirect
Frontier
Find Deal
MCO-ORD
3h 07mdirect
Cathay Pacific
Find Deal
MCO-ORD
3h 05mdirect
Southwest
Find Deal
MCO-ORD
3h 10mdirect
Royal Jordanian
Find Deal
MCO-ORD
3h 17mdirect
Iberia
Find Deal
MCO-ORD
3h 16mdirect
MCO-ORD
3h 04mdirect
Brussels Airlines
Find Deal
MCO-ORD
3h 03mdirect
Lufthansa
Find Deal
MCO-ORD
3h 08mdirect
Spirit Airlines
Find Deal
MCO-ORD
3h 02mdirect
British Airways
Find Deal

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?

February. The cheapest time of year to fly to Chicago from Orlando is February. The most expensive is June.

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

50 days before. The cheapest time to buy a flight from Orlando to Chicago is approximately 50 days to departure

How many flights depart from Orlando to Chicago on average per day?

As of November 2024, 23 flights take off from Orlando and land in Chicago each day. The most common flight departure time for this route is 16:00, with 45% of daily flights taking off in the afternoon.

How many flights depart from Orlando to Chicago on average per week?

162 flights are operational weekly from Orlando to Chicago as of November 2024. The most popular departure day for this route is Sunday, with 35% of flights per week taking off on this day.

How have Orlando to Chicago flight prices changed over time?

As of November 2024, prices for Orlando to Chicago flights are approximately 17% cheaper when compared to flights at the same time last year.

Cheap Orlando to Chicago flight deals and tips

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

Direct flights

None
There are no direct flights from Orlando to Chicago. There are no popular flight routes from Orlando to Chicago.

  • How far is Orlando to Chicago by plane?

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

  • When did momondo last update prices for flights from Orlando to Chicago?

    Prices for flights from Orlando to Chicago were last updated today.

  • How old do you have to be to fly from Orlando to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from Orlando to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's licence and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Orlando to Chicago?


Why use momondo?

Why should I use momondo to find a flight deal from Orlando to Chicago?

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.

Can I find flights from Orlando to Chicago with flexible booking policies on momondo?

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.

How can momondo help me find flights from Orlando to Chicago?

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.

I’m not ready to book a flight from Orlando to Chicago right now. Can momondo alert me if prices change?

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.


An easier way to manage your Chicago trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Fri 8/11
Fri 15/11
Email me momondo's favourite deals

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago