MCO - ORD

£100 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 flight
£159
Typical prices: £125-£248
Frontier
Fri 7/12Wed 12/12
MCO - ORD • 1 stop
Cheapest direct flights
£186
Typical prices: £125-£251
Frontier
Fri 7/12Wed 12/12
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
+1
Expert advice
+1
Direct flights
You can fly direct with United Airlines, American Airlines, and Frontier. Average duration is 3h 14m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 92% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 19 weeks in advance save around 40% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 35% price drop
Most popular
Good to know
+1
Good to know
+1
Top stopover airports
Cheapest • Avg £210 (return)
Shortest trip • 4h 36m (one-way)
Insights
Insights
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you enjoy your trip to Chicago O'Hare Intl Airport!
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

Mon, 7 Dec - Sat, 12 Dec
Frontier Logo
12:55 - 21:42MCO  Orlando-ORD Chicago O'Hare Intl
9h 47m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
17:24 - 21:25ORD  Chicago O'Hare Intl-MCO Orlando
3h 01mdirect
£159Frontier
Mon, 7 Dec - Sat, 12 Dec
Frontier Logo
22:22 - 14:30MCO  Orlando-ORD Chicago O'Hare Intl
17h 08m2 stops San Juan Luis Munoz Marin Intl Atlanta Hartsfield-Jackson
Frontier Logo
16:00 - 00:10ORD  Chicago O'Hare Intl-MCO Orlando
7h 10m1 stop Atlanta Hartsfield-Jackson
£163Frontier
Mon, 7 Dec - Sat, 12 Dec
Frontier Logo
07:00 - 09:18MCO  Orlando-ORD Chicago O'Hare Intl
3h 18mdirect
Frontier Logo
17:24 - 21:25ORD  Chicago O'Hare Intl-MCO Orlando
3h 01mdirect
£186Frontier
Thu, 3 Dec - Sun, 6 Dec
JetBlue Logo
09:40 - 23:33MCO  Orlando-ORD Chicago O'Hare Intl
14h 53m1 stop Fort Lauderdale
JetBlue Logo
07:00 - 22:27ORD  Chicago O'Hare Intl-MCO Orlando
14h 27m1 stop Fort Lauderdale
£226JetBlue
Thu, 3 Dec - Sun, 6 Dec
JetBlue Logo
09:40 - 23:33MCO  Orlando-ORD Chicago O'Hare Intl
14h 53m1 stop Fort Lauderdale
JetBlue Logo
07:00 - 22:27ORD  Chicago O'Hare Intl-MCO Orlando
14h 27m1 stop Fort Lauderdale
£227JetBlue
Mon, 7 Dec - Wed, 9 Dec
United Airlines Logo
09:09 - 11:16MCO  Orlando-ORD Chicago O'Hare Intl
3h 07mdirect
United Airlines Logo
14:05 - 17:57ORD  Chicago O'Hare Intl-MCO Orlando
2h 52mdirect
£254United Airlines
Thu, 19 Nov - Sat, 21 Nov
United Airlines Logo
20:24 - 22:29MCO  Orlando-ORD Chicago O'Hare Intl
3h 05mdirect
United Airlines Logo
19:45 - 23:39ORD  Chicago O'Hare Intl-MCO Orlando
2h 54mdirect
£262United Airlines
Wed, 18 Nov - Sat, 21 Nov
United Airlines Logo
12:27 - 14:35MCO  Orlando-ORD Chicago O'Hare Intl
3h 08mdirect
United Airlines Logo
19:45 - 23:39ORD  Chicago O'Hare Intl-MCO Orlando
2h 54mdirect
£265United Airlines
Fri, 20 Nov - Mon, 23 Nov
United Airlines Logo
09:22 - 11:29MCO  Orlando-ORD Chicago O'Hare Intl
3h 07mdirect
United Airlines Logo
11:23 - 15:20ORD  Chicago O'Hare Intl-MCO Orlando
2h 57mdirect
£268United Airlines
Fri, 20 Nov - Mon, 23 Nov
United Airlines Logo
16:32 - 18:48MCO  Orlando-ORD Chicago O'Hare Intl
3h 16mdirect
United Airlines Logo
06:00 - 09:48ORD  Chicago O'Hare Intl-MCO Orlando
2h 48mdirect
£269United Airlines
Booking Insights

Price, demand, and travel trends for Orlando Airport to Chicago O'Hare Intl Airport flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

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

Return flights from Orlando Airport to Chicago O'Hare Intl Airport typically range from £125 to £248. The lowest price found in the past 5 days was £159 on Frontier.

What's the cheapest day of the week to fly from Orlando Airport to Chicago O'Hare Intl Airport?

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Orlando Airport to Chicago O'Hare Intl Airport. It's 14% cheaper than the average day, while Monday is the most expensive, with prices 24% higher.

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

•February is the cheapest month to fly from Orlando Airport to Chicago O'Hare Intl Airport at £118 return.
•June (£244) and July (£226) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 106% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Orlando Airport to Chicago O'Hare Intl Airport the cheapest?

Flights from Orlando Airport to Chicago O'Hare Intl Airport are cheapest 19 weeks before departure. Booking in this window typically costs about 40% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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.

Key details for Orlando Airport to Chicago O'Hare Intl Airport flights

Low season

February

Cheapest flight

£100
Beat the crowds with an average 20% drop in traveller numbers.
The most popular month to fly with an average 20% increase in traveller numbers.
One-way flight from Orlando Airport to Chicago O'Hare Intl Airport

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

Flights from Orlando to Chicago: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew the route from Orlando to Chicago 
Verified travelerFlew with ITA AirwaysSept 2026
If you have a connecting flight in Chicago check which terminal it boards from and transport there asap since Chicago is a huge airport. There was a very helpful very small desk tucked away downstairs that was able to assist with getting a number of passengers on an airport shuttle. I arrived at the terminal as the connecting flight was boarding. One clue, if you don't see your flight on the screen it might be at a different terminal.
BillFlew with FrontierDec 2025
Wear comfortable clothing and make sure you layer. We went from 80o to 30o,

Your Orlando Airport to Chicago O'Hare Intl Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • What are the earliest and latest flights from Orlando Airport to Chicago O'Hare Intl Airport?

    These are the earliest and latest flight times available from Orlando Airport to Chicago O'Hare Intl Airport:

    • Earliest: departs at 05:20 and lands at 08:34
    • Latest: departs at 22:57 and lands at 02:11.

    The flight takes about 3h 14m.

  • Which cabin classes can I book on flights from Orlando Airport to Chicago O'Hare Intl Airport?

    Only Economy class is available on flights from Orlando Airport to Chicago O'Hare Intl Airport.

  • How long is a flight from Orlando Airport to Chicago O'Hare Intl Airport?

    A direct flight from Orlando Airport to Chicago O'Hare Intl Airport takes 3h 14m, covering 1,006 miles.

  • Do I need a passport to fly from Orlando Airport to Chicago O'Hare Intl Airport?

    No, a passport is not required for this domestic route, but you will need another form of identification, such as a driving licence.

  • How much should I expect to pay for a Orlando Airport to Chicago O'Hare Intl Airport flight?

    Return flights from Orlando Airport to Chicago O'Hare Intl Airport range from £125 to £248, with an average of £183 over the past 12 months. Anything below £125 counts as a good deal.

  • How expensive are last-minute Orlando Airport to Chicago O'Hare Intl Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 19% above the £183 route average. Book 19 weeks before departure for the lowest fares.

  • How much can I save by having a stopover when flying from Orlando Airport to Chicago O'Hare Intl Airport?

    On this route, direct flights are cheaper than stopover options on average. Direct fares average £185 return, compared with £210 via a stopover through Charlotte Douglas (CLT).

  • How does on-time performance compare across airlines flying from Orlando Airport to Chicago O'Hare Intl Airport?

    United Airlines is slightly above the route average for timely arrivals, while Frontier has a lower on-time arrival rate. On-time arrival rates on Orlando Airport to Chicago O'Hare Intl Airport flights are:

    • United Airlines: 92% on time
    • Frontier: 87% on time
    • American Airlines: 86% on time

    On average, flights on this route are punctual 88% of the time.

  • What is the standard checked bag allowance on flights from Orlando Airport to Chicago O'Hare Intl Airport?

    There is no standard. Checked bag policies vary by airline on this route. Most carriers charge £30–£75 for the first checked bag in Economy. Premium fares and elite status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Orlando Airport to Chicago O'Hare Intl Airport?

    The Airbus A321neo family is used most often on this route, operated mainly by United Airlines and Frontier. Other aircraft seen on the route include Boeing 737-800 variants.

  • How are flight departures from Orlando Airport to Chicago O'Hare Intl Airport spread across the day?

    Morning is the busiest departure period on Orlando Airport to Chicago O'Hare Intl Airport flights, with 44% leaving in that window. Afternoon departures account for 32%, Evening flights for 18%, and Night flights for 6%.

  • Which airlines offer Wi-Fi on Orlando Airport to Chicago O'Hare Intl Airport flights?

    American Airlines is the only airline on the Orlando Airport to Chicago O'Hare Intl Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Orlando Airport to Chicago O'Hare Intl Airport looking right now?

    One-way fares from Orlando Airport to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about £121, which is 7% below the typical average for this route.

  • Which car hire options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car hire companies, with daily rates starting from around £48 for economy cars. Top options include:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

  • Which airports can I use when flying from Orlando Airport to Chicago O'Hare Intl Airport?

    Flights from Orlando Airport to Chicago O'Hare Intl Airport usually depart from Orlando (MCO) and arrive at Chicago O'Hare Intl (ORD).

  • What time of day has the fewest delays on flights from Orlando Airport to Chicago O'Hare Intl Airport?

    Morning flights have the fewest delays on this route, while night departures tend to have the most.

  • At what point is a flight considered delayed on the route from Orlando Airport to Chicago O'Hare Intl Airport?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Orlando Airport to Chicago O'Hare Intl Airport route, 13% of flights were delayed in the past three months, with delays averaging 2h 33m.

  • Which airports do connecting flights from Orlando Airport to Chicago O'Hare Intl Airport pass through?

    One-stop flights from Orlando Airport to Chicago O'Hare Intl Airport most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) – 59% of one-stop connections
    • New York John F Kennedy Intl (JFK) – 24% of one-stop connections
    • Charlotte Douglas (CLT) – 12% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) – 3% of one-stop connections

  • Can I save money by using flexible dates for flights from Orlando Airport to Chicago O'Hare Intl Airport?

    Yes. Flexible dates can save you up to 31% on flights from Orlando Airport to Chicago O'Hare Intl Airport. Thursday is the cheapest departure day at £158 return on average, while Monday is the most expensive at £229, a difference of £70.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • Which airlines fly from Orlando Airport to Chicago O'Hare Intl Airport?

    3 airlines operate flights between Orlando Airport and Chicago O'Hare Intl Airport. The airlines offering direct flights on this route include:

    • United Airlines
    • American Airlines
    • Frontier

  • How much time can I save by choosing a different stopover airport from Orlando Airport to Chicago O'Hare Intl Airport?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time of 4h 36m, compared to 6h 13m via Charlotte Douglas (CLT) and 6h 13m via Minneapolis St Paul (MSP).

  • What is the time difference between Orlando Airport and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 1 hour behind Orlando Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Grant Park, Magnificent Mile, and United Center. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Orlando Airport to Chicago O'Hare Intl Airport flights?

    Among airlines operating Orlando Airport to Chicago O'Hare Intl Airport flights:

    • Frontier: offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Orlando Airport to Chicago O'Hare Intl Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Frontier: a cabin bag and a checked bag in Economy class
    • United Airlines: a cabin bag and a checked bag in Economy class
    • American Airlines: a cabin bag and a checked bag in Economy class

    Baggage allowance can vary by ticket type, cabin class, route, and airline, so always check the fare details before booking.

Your guide to booking Orlando Airport to Chicago O'Hare Intl Airport flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Monday. On this route, Thursday flights average £158, about £70 less than Monday fares (31% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 19 weeks before you fly. On this route, that window historically saves about 40% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Orlando Airport to Chicago O'Hare Intl Airport trip for February. Fares historically average £118 return in that month – typically £126 less than the most expensive month, which is June (based on the last 12 months).
  • For the best chance of arriving on time, fly with United Airlines. Over the past three months, 92% of United Airlines flights from Orlando Airport to Chicago O'Hare Intl Airport arrived on time, slightly above the route average of 87%. When flights on this route arrive late, they're delayed by an average of 2h 33m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.

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