Cheap flights from Orlando to Chicago

from as little as £311

4 nights in Chicago, departing Orlando International Airport on 09 / Jan / 2025 with JetBlue (price found 5 hours ago)

Subject to availability, prices correct of the last 24 hours
Chicago

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The Orlando / Chicago route

All 1596 km of it

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Chicago flight facts

What you need to know

Alternative flights from the UK to Chicago

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Alternative flights from Orlando

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Chicago

09 / Jan / 2025 is currently the lowest priced day of the year to fly the Orlando/Chicago route. There are around eight flights on any given week from the UK to Chicago and the cheapest month to fly right now is January.

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Key facts about Chicago

How to get cheap flights from Orlando to Chicago

Tips and advice from our flight experts

With Netflights, you can compare lots of flights to Chicago in the USA. It's free and easy. We've gone through the eight weekly flights connecting Orlando and Chicago, operated by one airlines – so you can see all your options before you book.

Did you know that Chicago has one airports? Usually, the cheapest airport to fly into is Chicago O'hare International Airport (ORD), but we've compared all the different options to help you find the best price for your dates. The cheapest airline to fly with is normally JetBlue, but keep an eye out for other options too.

To get the best price, we recommend you book in advance. Orlando International Airport is usually the cheapest airport to fly out from so, if you’re flying from there, you should be able to get a good deal.

The flight to Chicago from Orlando takes roughly 7 hrs 5 mins. If you need somewhere to stay, take a look at our hotel options – you can sometimes save even more when you book your accommodation with your flight. Even if you don’t book, the prices will give you a good indication of how much hotels cost in the USA.

Other popular destinations near Chicago

Where other people are flying to

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