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Cheap flights from Orlando to Chicago

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Cheap return flights

KAYAK's recommended return flight deals from the most popular airlines that fly from Orlando to Chicago.
American Airlines Logo
MCO-ORD
3h 01mdirect
American Airlines Logo
ORD-MCO
2h 39mdirect
American Airlines
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Qatar Airways Logo
MCO-ORD
3h 10mdirect
Qatar Airways Logo
ORD-MCO
2h 51mdirect
Qatar Airways
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Air Canada Logo
MCO-ORD
3h 05mdirect
Air Canada Logo
ORD-MCO
2h 47mdirect
Air Canada
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Japan Airlines Logo
MCO-ORD
3h 10mdirect
Japan Airlines Logo
ORD-MCO
2h 41mdirect
Japan Airlines
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Azul Logo
MCO-ORD
3h 10mdirect
Azul Logo
ORD-MCO
2h 54mdirect
Emirates Logo
MCO-ORD
3h 06mdirect
Emirates Logo
ORD-MCO
2h 53mdirect
Emirates
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Copa Airlines Logo
MCO-ORD
3h 10mdirect
Copa Airlines Logo
ORD-MCO
2h 47mdirect
Copa Airlines
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GOL Logo
MCO-ORD
3h 16mdirect
GOL Logo
ORD-MCO
2h 39mdirect
SWISS Logo
MCO-ORD
3h 07mdirect
SWISS Logo
ORD-MCO
2h 59mdirect
Air New Zealand Logo
MCO-ORD
3h 05mdirect
Air New Zealand Logo
ORD-MCO
2h 47mdirect
Air New Zealand
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United Airlines Logo
MCO-ORD
3h 05mdirect
United Airlines Logo
ORD-MCO
2h 45mdirect
United Airlines
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Allegiant Air Logo
SFB-RFD
2h 46mdirect
Allegiant Air Logo
RFD-SFB
2h 33mdirect
Allegiant Air
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Alaska Airlines Logo
MCO-ORD
3h 01mdirect
Alaska Airlines Logo
ORD-MCO
2h 39mdirect
Alaska Airlines
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Frontier Logo
MCO-ORD
3h 08mdirect
Frontier Logo
ORD-MCO
2h 53mdirect
Frontier
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Cathay Pacific Logo
MCO-ORD
3h 06mdirect
Cathay Pacific Logo
ORD-MCO
2h 38mdirect
Cathay Pacific
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Southwest Logo
MCO-ORD
3h 00mdirect
Southwest Logo
ORD-MCO
2h 40mdirect
Southwest
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Royal Jordanian Logo
MCO-ORD
3h 01mdirect
Royal Jordanian Logo
ORD-MCO
2h 43mdirect
Royal Jordanian
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Iberia Logo
MCO-ORD
3h 10mdirect
Iberia Logo
ORD-MCO
2h 38mdirect
Iberia
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ANA Logo
MCO-ORD
3h 10mdirect
ANA Logo
ORD-MCO
2h 52mdirect
Brussels Airlines Logo
MCO-ORD
3h 07mdirect
Brussels Airlines Logo
ORD-MCO
2h 58mdirect
Brussels Airlines
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Lufthansa Logo
MCO-ORD
3h 06mdirect
Lufthansa Logo
ORD-MCO
2h 58mdirect
Lufthansa
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Spirit Airlines Logo
MCO-ORD
3h 04mdirect
Spirit Airlines Logo
ORD-MCO
2h 43mdirect
Spirit Airlines
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British Airways Logo
MCO-ORD
3h 06mdirect
British Airways Logo
ORD-MCO
2h 38mdirect
British Airways
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See travel insights to Chicago from

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 to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Orlando, with most prices found around R2 540. If you are unable to visit Chicago during the month of September, then departing from Orlando during the month May is also very affordable. Most momondo users find prices during this month for around R2 807.

What is the cheapest Orlando to Chicago flight route?

Fly from Orlando to Chicago O'Hare Intl for the best Orlando - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Orlando when booking 13 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around R4 212 when searching 13 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Orlando for as low as R2 941 on momondo.

What cabin class options are available on Orlando to Chicago flights?

There are 2 cabin classes available to choose from on Orlando to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Orlando to Chicago flight prices changed over time?

As of April 2025, prices for Orlando to Chicago flights are approximately 14% more expensive when compared to flights at the same time last year.

When to book flights from Orlando to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Orlando to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Orlando to Chicago (ORL to CHI) 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?

    A flight from Orlando to Chicago will travel around 1585,7 km.

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

    Prices for flights from Orlando to Chicago are refreshed on a daily basis.

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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 travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's licence and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted 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 helps you find the best flight between Orlando and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Price alerts on flights to Chicago from Orlando are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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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