MCO - ORD

£82 Find Cheap Flights from Orlando to Chicago – Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest return fare
£142
Typical prices: £122-£224
Frontier
Thu 15/10Mon 19/10
MCO - ORD • Direct
Cheapest direct flights
£221
Typical prices: £123-£225
United Airlines
Sat 10/10Tue 13/10
MCO - ORD • Direct
Advice from real travellers
AA Basic Economy means late boarding and no seat assignment until check-in.
AA Main Cabin Extra adds early boarding; BA economy includes a cabin bag.
Expert advice
Expert advice
Expert advice
Expert advice
Direct flights
You can fly direct with American Airlines, Frontier, and United Airlines. Average duration is 3h 11m
Direct flights
Direct flights
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Direct flights
Direct flights
+1
Avoid delays
Most punctual • 91% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 13% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 31% price drop
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
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We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Orlando to Chicago (MCO-ORD)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Orlando to Chicago

Thu, 15 Oct - Mon, 19 Oct
Frontier Logo
05:20 - 07:31MCO  Orlando-ORD Chicago O'Hare Intl
3h 11mdirect
Frontier Logo
06:30 - 16:23ORD  Chicago O'Hare Intl-MCO Orlando
8h 53m1 stop Denver Intl
£142Frontier
Thu, 15 Oct - Mon, 19 Oct
Frontier Logo
12:52 - 18:31MCO  Orlando-ORD Chicago O'Hare Intl
6h 39m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
19:44 - 08:08ORD  Chicago O'Hare Intl-MCO Orlando
11h 24m1 stop Atlanta Hartsfield-Jackson
£155Frontier
Sun, 25 Oct - Sun, 1 Nov
Frontier Logo
05:20 - 07:31MCO  Orlando-ORD Chicago O'Hare Intl
3h 11mdirect
Frontier Logo
13:06 - 00:02ORD  Chicago O'Hare Intl-MCO Orlando
9h 56m1 stop Houston George Bush Intcntl
£162Frontier
Wed, 9 Dec - Sat, 12 Dec
JetBlue Logo
18:50 - 23:33MCO  Orlando-ORD Chicago O'Hare Intl
5h 43m1 stop Fort Lauderdale
JetBlue Logo
14:59 - 22:08ORD  Chicago O'Hare Intl-MCO Orlando
6h 09m1 stop Fort Lauderdale
£189JetBlue
Fri, 16 Oct - Tue, 27 Oct
JetBlue Logo
18:25 - 23:30MCO  Orlando-ORD Chicago O'Hare Intl
6h 05m1 stop Fort Lauderdale
JetBlue Logo
13:00 - 22:59ORD  Chicago O'Hare Intl-MCO Orlando
8h 59m1 stop Boston Logan Intl
£193JetBlue
Sun, 25 Oct - Sun, 1 Nov
Frontier Logo
06:07 - 09:21MCO  Orlando-ORD Chicago O'Hare Intl
28h 14m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
19:50 - 10:08ORD  Chicago O'Hare Intl-MCO Orlando
13h 18m1 stop Atlanta Hartsfield-Jackson
£204Frontier
Thu, 15 Oct - Mon, 19 Oct
Frontier Logo
23:00 - 22:39MCO  Orlando-ORD Chicago O'Hare Intl
24h 39m2 stops San Juan Luis Munoz Marin Intl Philadelphia
Frontier Logo
10:26 - 17:21ORD  Chicago O'Hare Intl-MCO Orlando
5h 55m1 stop Atlanta Hartsfield-Jackson
£211Frontier
Sat, 10 Oct - Tue, 13 Oct
United Airlines Logo
12:35 - 14:40MCO  Orlando-ORD Chicago O'Hare Intl
3h 05mdirect
United Airlines Logo
14:30 - 18:28ORD  Chicago O'Hare Intl-MCO Orlando
2h 58mdirect
£221United Airlines
Tue, 22 Dec - Mon, 28 Dec
Sun Country Air Logo
19:30 - 10:08MCO  Orlando-ORD Chicago O'Hare Intl
15h 38m1 stop Minneapolis St Paul
Sun Country Air Logo
19:40 - 10:24ORD  Chicago O'Hare Intl-MCO Orlando
13h 44m1 stop Minneapolis St Paul
£226Sun Country Air
Sun, 25 Oct - Sun, 1 Nov
Frontier Logo
06:25 - 09:21MCO  Orlando-ORD Chicago O'Hare Intl
27h 56m2 stops Cleveland Hopkins Intl Atlanta Hartsfield-Jackson
Frontier Logo
19:50 - 08:10ORD  Chicago O'Hare Intl-MCO Orlando
11h 20m1 stop Atlanta Hartsfield-Jackson
£229Frontier
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.

How much is a return flight from Orlando Airport to Chicago O'Hare Intl Airport?

Flight prices are below average for this route right now.

Flights to Chicago O'Hare Intl Airport from Orlando Airport usually cost between £148 and £247 in October.
The lowest price found in the past 5 days was £142 on Frontier (15 Oct–19 Oct).

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

The cheapest month for flights from Orlando Airport to Chicago O'Hare Intl Airport is January, where tickets cost £130 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is £282 and £224 respectively.

Can I save money by flying with a stopover from Orlando Airport to Chicago O'Hare Intl Airport?

Yes, flying with a stopover may cost you more time, but you can also save money on the route, with a 1 stop stopover the cheapest option at £161 on average.

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

To get a below average price on the flight from Orlando Airport to Chicago O'Hare Intl Airport, you should book around 3 weeks before departure, which saves you about 13% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Expert advice

Expert advice for your flight from Orlando to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Gabriel Leigh

Gabriel Leigh

Expert on Finnair

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.

Marisa Garcia

Marisa Garcia

Expert on Iberia

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.

Jessica Macdonald

Jessica Macdonald

Expert on Lufthansa

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.

Duncan Madden

Duncan Madden

Expert on British Airways

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.

Stefanie Waldek

Stefanie Waldek

Expert on ORD and MCO

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.

Good to know - Cheap tickets from Orlando to Chicago

Low season

January

Cheapest flight

£82
Best time to beat the crowds (31% less expensive on average)
Most popular time to fly (20% 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

FAQs for booking Orlando to Chicago flights

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

    In the last 5 days, the lowest price for a flight from Orlando Airport to Chicago O'Hare Intl Airport was £82 for a one-way ticket and £142 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, JetBlue, 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.

  • 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 Chicago or less round-trip.

Prefer to fly direct from Orlando to Chicago?

 
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,United Airlines

American Airlines,Frontier, +1 more

Tuesday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Wednesday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Thursday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Friday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Saturday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Sunday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

See more direct flights

Direct returns

Chicago O'Hare Intl to Orlando

Monday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Tuesday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Wednesday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Thursday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Friday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Saturday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

Sunday

American Airlines,Frontier,United Airlines

American Airlines,Frontier, +1 more

See more direct flights

More options for your flight from Orlando to Chicago

Complete your trip to Chicago with a hotel stay or car hire