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1. www.southwest.com › routes › flights-from-orlando-to-chicagoFlights from Orlando to Chicago (Midway) | Southwest Airlines

   www.southwest.com › routes › flights-from-orlando-to-chicago

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   Book flights from Orlando to Chicago (Midway) with Southwest Airlines®. Bundle your flight with a hotel or rental car booking and find even more savings.

2. www.kayak.com › flight-routes › Orlando-MCO$33 Cheap Flights from Orlando to Chicago (MCO - CHI) | KAYAK

   www.kayak.com › flight-routes › Orlando-MCO

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   Find flights to Chicago from $33. Fly from Orlando on Frontier, Spirit Airlines and more. Search for Chicago flights on KAYAK now to find the best deal.

3. www.skyscanner.com › routes › orlbCheap Flights from Orlando (ORL) to Chicago Midway (MDW) -...

   www.skyscanner.com › routes › orlb

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   Find the best deals on flights from Orlando (ORL) to Chicago Midway (MDW). Compare prices from hundreds of major travel agents and airlines, all in one search.

4. www.expedia.com › lp › flights$29 Cheap flights from Orlando to Chicago (MCO to ORD) - Expedia

   www.expedia.com › lp › flights

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   Book one-way or return flights from Orlando to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards! Get great 2024 flight deals from Orlando to Chicago now!

5. www.kayak.co.uk › flight-routes › Orlando-MCO£91 Cheap Flights from Orlando to Chicago (MCO - ORD) | KAYAK

   www.kayak.co.uk › flight-routes › Orlando-MCO

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   Find flights to Chicago from £91. Fly from Orlando on Delta, Sun Country Air, Southwest and more. Search for Chicago flights on KAYAK now to find the best deal.

6. www.southwest.comSouthwest Airlines | Book Flights, Make Reservations & Plan a...

   www.southwest.com

   Find low fares to top destinations on the official Southwest Airlines website. Book flight reservations, rental cars, and hotels on southwest.com.

7. www.skyscanner.net › routes › orlbCheap Flights from Orlando to Chicago Midway - Skyscanner

   www.skyscanner.net › routes › orlb

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   Compare flight deals to Chicago Midway from Orlando from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best Orlando-Chicago Midway ticket prices.