MCO - ORD

£37 Find Cheap Flights from Orlando to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to Chicago departing on 11/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Orlando to Chicago (MCO-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Orlando to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Orlando to Chicago

Tue, 14 Oct - Tue, 21 Oct
Spirit Airlines Logo
15:53 - 17:53MCO-ORD
3h 00mdirect
Spirit Airlines Logo
06:00 - 09:44ORD-MCO
2h 44mdirect
£74Spirit Airlines
Find Deal
Wed, 29 Oct - Wed, 5 Nov
Spirit Airlines Logo
14:26 - 16:23MCO-ORD
2h 57mdirect
Spirit Airlines Logo
06:05 - 09:48ORD-MCO
2h 43mdirect
£74Spirit Airlines
Find Deal
Fri, 26 Sep - Sun, 28 Sep
Spirit Airlines Logo
19:50 - 21:58MCO-ORD
3h 08mdirect
Spirit Airlines Logo
06:30 - 10:13ORD-MCO
2h 43mdirect
£85Spirit Airlines
Find Deal
Wed, 29 Oct - Wed, 5 Nov
Logo
20:59 - 00:43MCO-ORD
28h 44m1 stop
Logo
06:05 - 09:48ORD-MCO
2h 43mdirect
£94
Find Deal
Wed, 29 Oct - Wed, 5 Nov
Frontier Logo
15:05 - 17:12MCO-ORD
27h 07m1 stop
Frontier Logo
07:20 - 05:44ORD-MCO
21h 24m1 stop
£106Frontier
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Tue, 14 Oct - Tue, 21 Oct
United Airlines Logo
18:18 - 20:23MCO-ORD
3h 05mdirect
United Airlines Logo
14:15 - 18:06ORD-MCO
2h 51mdirect
£116United Airlines
Find Deal
Thu, 16 Oct - Sun, 19 Oct
United Airlines Logo
07:15 - 09:21MCO-ORD
3h 06mdirect
United Airlines Logo
07:13 - 11:07ORD-MCO
2h 54mdirect
£117United Airlines
Find Deal
Thu, 9 Oct - Tue, 14 Oct
Southwest Logo
15:50 - 17:55MCO-ORD
3h 05mdirect
Southwest Logo
06:00 - 09:35ORD-MCO
2h 35mdirect
£124Southwest
Find Deal
Thu, 9 Oct - Mon, 13 Oct
United Airlines Logo
12:19 - 14:25MCO-ORD
3h 06mdirect
United Airlines Logo
17:58 - 21:50ORD-MCO
2h 52mdirect
£130United Airlines
Find Deal
Thu, 9 Oct - Sat, 11 Oct
Southwest Logo
15:50 - 17:55MCO-ORD
3h 05mdirect
Southwest Logo
15:10 - 18:50ORD-MCO
2h 40mdirect
£132Southwest
Find Deal

Everything you should know

Our travellers' advice
AI-generated summary based on content written by travel experts
AA's Main Cabin Extra offers early boarding perks.
Expect long security queues at Orlando Airport.
Expert advice
Expert advice
Expert advice
Expert advice
When to book
2 weeks
in advance
Our data shows that travellers who book at least 2 weeks in advance save around 32% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 14% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest return fare
£74
Overall average: £144
Spirit Airlines
Tue 14/10Tue 21/10
MCO - ORD • Direct
Cheapest one-way flight
£37
Typical prices: £66-144
Spirit Airlines
Wed 11/2
MCO - ORD • Direct
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Expert advice

Expert advice for your flight from Orlando to Chicago

 
Snippets provided in this section are AI-generated based on a summarisation of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

AA's Main Cabin Extra offers early boarding and free drinks for a small fee.


AA's Basic Economy includes late boarding and no seat assignment until check-in.

Read more about American Airlinesby Harriet Baskas
Finnair

Finnair's Economy Comfort offers extra legroom for a small additional charge.


Finnair's Wi-Fi is available on most aircraft, with reasonable speeds and pricing.

Read more about Finnairby Gabriel Leigh
Iberia

Iberia's Euro-business class offers more legroom with blocked middle seats.


Iberia's Wi-Fi is available on most flights, with global coverage for basic messaging.

Read more about Iberiaby Marisa Garcia
Lufthansa

Lufthansa's Economy Light is ideal for short trips without checked luggage.


Lufthansa offers free messaging for Miles & More members on short-haul flights.

Read more about Lufthansaby Jessica Macdonald
British Airways

BA offers free water and snacks in economy, enhancing short-haul comfort.


BA's economy fares include a cabin bag, avoiding surprise fees unlike budget carriers.

Read more about British Airwaysby Duncan Madden
Airports
MCO

MCO has long security queues; consider booking MCO Reserve for a timeslot in an expedited queue, available up to seven days before your flight.

Read more about MCOby Stefanie Waldek
ORD

Take the CTA Blue Line train from ORD to downtown Chicago in about 45 minutes, avoiding traffic delays.

Read more about ORDby Stefanie Waldek
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, The Points Guy, and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Gabriel Leigh

Gabriel Leigh

Expert on Finnair

Gabriel Leigh

Gabriel Leigh

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Read more
Marisa Garcia

Marisa Garcia

Expert on Iberia

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialising in airline interiors and regulations. 10 years ago, she pivoted to journalism. She shares her insights in leading aviation, travel and business publications and on her site, FlightChic.

Read more
Jessica Macdonald

Jessica Macdonald

Expert on Lufthansa

Jessica Macdonald

Jessica Macdonald

Currently based in Scotland after living in South Africa and the United States, Jessica has been writing travel and aviation content for more than 10 years. She regularly contributes to Travel + Leisure and TripSavvy, and has had work published by Condé Nast Traveller and The Independent. She has travelled to more than 50 countries across six continents.

Read more
Duncan Madden

Duncan Madden

Expert on British Airways

Duncan Madden

Duncan Madden

Duncan is a freelance travel writer, copywriter and book author in constant search of travel stories and the perpetual sensation of being on holiday. He’s never happier than when on a dusty trail in search of empty waves or ducking under the piste tape in search of snowbound solitude. British born, living in Germany, but happiest heading for the horizon. His first book, Found in Translation, explores the etymologies and stories of country names around the world and is out now.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on ORD and MCO

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or out at sea, likely en route to Antarctica or the Arctic.

Read more
Booking Insights

KAYAK's insights & trends for Orlando to Chicago flights

Get data-powered insights and trends into flights from Orlando to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Orlando to Chicago?

The average price of all round-trip flights from Orlando Airport to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chicago on a Wednesday and more expensive on a Friday. On your return trip to Orlando, you should consider flying back on a Friday, and avoid Sundays for better deals.

What is the cheapest month to fly from Orlando Airport to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Orlando Airport to Chicago O'Hare Intl Airport is September, where tickets cost £139 (return) on average. On the other hand, the most expensive months are March and April, where the average cost of round-trip tickets is £203 and £192 respectively.

How far in advance should I book a flight from Orlando Airport to Chicago O'Hare Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Orlando Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Orlando Airport to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure, which saves you about 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Find deals

Good to know - Cheap tickets from Orlando to Chicago

Low seasonJanuary
Cheapest flight£37
Best time to beat the crowds (10% less expensive on average)
Most popular time to fly (10% more expensive on average)
Flight from Orlando to Chicago

When to book flights from Orlando to Chicago

Are your dates flexible? Find out the best times to travel from Orlando to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Orlando to Chicago flights

  • What is the cheapest flight from Orlando Airport to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Orlando Airport to Chicago O'Hare Intl Airport was £50 for a one-way ticket and £100 for a return.

  • Which airports will I be using when flying from Orlando to Chicago?

    On your way to Chicago, you’ll fly out from Orlando. You’ll be landing at Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Orlando to Chicago?

    American Airlines, Alaska Airlines, and Hawaiian Airlines offer inflight Wi-Fi service on the Orlando to Chicago flight route.

  • Which aircraft models fly most regularly from Orlando to Chicago?

    The Airbus A321neo is the aircraft model that flies most regularly on the Orlando to Chicago flight route.

  • Which airline alliances offer flights from Orlando to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Orlando and Chicago, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Orlando to Chicago?

    There are direct flights from Orlando to Chicago on a daily basis.

  • How does KAYAK find such low prices on flights from Orlando to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Orlando to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Orlando to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Orlando is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Orlando to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to Orlando with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Orlando to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Orlando up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Orlando Airport to Chicago O'Hare Intl Airport

  • Looking for a cheap flight from Chicago to Orlando? 25% of our users found flights on this route for £101 or less one-way.

Prefer to fly direct from Orlando to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Orlando to Chicago O'Hare Intl.
Find which airlines fly direct from Orlando Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Orlando to Chicago O'Hare Intl

Monday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Tuesday

American Airlines, Southwest, Spirit Airlines, +2 more

American Airlines, Southwest, +3 more

Wednesday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Thursday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Friday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Saturday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Sunday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

See more direct flights

Direct returns

Chicago O'Hare Intl to Orlando

Monday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Tuesday

American Airlines, Southwest, Spirit Airlines, +2 more

American Airlines, Southwest, +3 more

Wednesday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Thursday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Friday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Saturday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Sunday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

See more direct flights

Everything you need to know for your flight from Orlando to Chicago

Information on your arrival and departure airports

Orlando (MCO)
O'Hare Intl (ORD)

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