Cheap Flights from Chicago to Orlando International

Compare Chicago to Orlando International flight deals

Find the cheapest month or even day of the year to fly to Orlando International

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Flight deals from Chicago to Orlando International

Looking for a cheap last-minute deal or the best return flight from Chicago to Orlando International Airport? If you want to travel next month, return fares start from R 2,112. Find the lowest prices on one-way and return tickets right here.

Orlando.R 454 per passenger.Departing Wed, 26 Aug.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Wed, 26 Aug, arriving in Orlando International.Price includes taxes and charges.From R 454, select.

Orlando.R 720 per passenger.Departing Fri, 3 Jul.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Fri, 3 Jul, arriving in Orlando International.Price includes taxes and charges.From R 720, select.

Orlando.R 1,039 per passenger.Departing Wed, 3 Jun.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 3 Jun, arriving in Orlando International.Price includes taxes and charges.From R 1,039, select.

Orlando.R 1,048 per passenger.Departing Tue, 15 Sep.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Tue, 15 Sep, arriving in Orlando International.Price includes taxes and charges.From R 1,048, select.

Orlando.R 1,178 per passenger.Departing Wed, 2 Sep.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Wed, 2 Sep, arriving in Orlando International.Price includes taxes and charges.From R 1,178, select.

Orlando.R 1,179 per passenger.Departing Tue, 16 Jun.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Tue, 16 Jun, arriving in Orlando International.Price includes taxes and charges.From R 1,179, select.

Orlando.R 1,227 per passenger.Departing Wed, 21 Oct.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Wed, 21 Oct, arriving in Orlando International.Price includes taxes and charges.From R 1,227, select.

Orlando.R 1,382 per passenger.Departing Wed, 11 Nov.One-way flight with American Airlines.Outbound direct flight with American Airlines departs from Chicago O'Hare International on Wed, 11 Nov, arriving in Orlando International.Price includes taxes and charges.From R 1,382, select.

Orlando.R 1,384 per passenger.Departing Wed, 27 May.One-way flight with American Airlines.Outbound direct flight with American Airlines departs from Chicago O'Hare International on Wed, 27 May, arriving in Orlando International.Price includes taxes and charges.From R 1,384, select.

Orlando.R 2,835 per passenger.Departing Tue, 15 Dec.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 15 Dec, arriving in Orlando International.Price includes taxes and charges.From R 2,835, select.

Orlando.R 2,836 per passenger.Departing Fri, 8 Jan.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Fri, 8 Jan, arriving in Orlando International.Price includes taxes and charges.From R 2,836, select.

Orlando.R 3,573 per passenger.Departing Wed, 9 Dec.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 9 Dec, arriving in Orlando International.Price includes taxes and charges.From R 3,573, select.

Orlando.R 3,581 per passenger.Departing Fri, 29 Jan.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 29 Jan, arriving in Orlando International.Price includes taxes and charges.From R 3,581, select.

Orlando.R 3,581 per passenger.Departing Mon, 5 Apr.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 5 Apr, arriving in Orlando International.Price includes taxes and charges.From R 3,581, select.

Orlando.R 3,736 per passenger.Departing Tue, 9 Feb.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 9 Feb, arriving in Orlando International.Price includes taxes and charges.From R 3,736, select.

Orlando.R 3,753 per passenger.Departing Mon, 22 Mar.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon, 22 Mar, arriving in Orlando International.Price includes taxes and charges.From R 3,753, select.

Find the cheapest month to fly from Chicago to Orlando International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Orlando International flights are currently cheapest in August.

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Direct flights from Chicago to Orlando International

Chicago to Orlando International: Alternative routes

Compare routes from Chicago to Orlando below. You may find an airport to fly into that's cheaper, faster, or easier than Orlando International.

Chicago to Orlando: Flight information

The things to know before you go.

Cheapest flight found	R 454
Cheapest month to fly	August
Average flight time	2 hrs, 44 mins
Most popular airline	Southwest Airlines
Average flights per week	587

Finding cheap flights from Chicago to Orlando International: Frequently asked questions

How much are return flights from Chicago to Orlando International?

The best price we found for a return flight from Chicago to Orlando International is R 972. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Chicago to Orlando International?

2 hours and 44 minutes is the average flight time from Chicago to Orlando International.

Which airlines fly direct from Chicago to Orlando International?

Southwest Airlines, American Airlines and United fly direct from Chicago to Orlando International.

How many flights are there a week from Chicago to Orlando International?

As of May 2026, there are 587 flights per week flying from Chicago to Orlando International.

When is the cheapest time to fly from Chicago to Orlando International?

The cheapest month to fly from Chicago to Orlando International is usually August.

Which upcoming date is cheapest to fly from Chicago to Orlando International Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Orlando International Airport on Wednesday, 26 August 2026.

Can I get a direct flight from Chicago to Orlando International Airport?

Yes – the average flight time is 2 hours and 44 minutes.

How can I find the best flight deal to Orlando International?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Orlando International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Orlando?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Orlando is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Chicago to Orlando International with?

The cheapest airline that flies to Orlando International is Frontier Airlines .

Travelling from Chicago to Orlando International Airport (MCO): What you need to know

Your trip gets off the ground at one of Chicago's main airports, Chicago O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore the options for booking a flight from Chicago to Orlando International Airport (MCO) jetting off from either of these bases.
Expect to be in the air for 2 hours 45 minutes. That's the average journey time for a direct Chicago to Orlando International Airport flight.
The timezone in Orlando is UTC-5, which is one hour ahead of Chicago. Orlando International Airport is located in Orlando.
Chicago O'Hare International Airport (ORD) to Orlando International Airport (MCO) is the most popular route. There are 111 direct weekly departures to pick from. If you have things to do before leaving, take the last flight with Spirit Airlines at 9:08pm. Go for the first ORD to MCO departure with United Airlines at 5am if you'd rather get a move on.
Get to the airport on time so you don't miss your flight from Chicago to MCO. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid any last-minute rush.
July is a busy month for travelling. If you're heading away then or around a major holiday like Thanksgiving or Christmas, be there even earlier. Aim for at least two hours ahead for domestic flights and up to four hours for international journeys.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

Chicago O'Hare International Airport (ORD) makes it easy to travel directly to your destination. Nonstop flights from Chicago to Orlando International Airport (MCO) leave from this terminal.
Numerous airlines at ORD offer direct flights from Chicago to Orlando International Airport. The most well-known include:
United is the most frequently booked airline offering flights from ORD to MCO.
The carrier with the top on-time arrival performance on this route is United.
ORD is about 27 kilometres from central Chicago. If you're catching a taxi, ride-sharing or driving from the centre, it'll take you 30 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the trip time to be around 45 minutes.
Want a leisurely start to your journey? Stay near Chicago O'Hare International Airport. Whether you're boarding an early flight from Chicago to Orlando International Airport or aren't a fan of being rushed, these hotels are just the thing:
70% of flights taking off from Chicago O'Hare International Airport reach their destination on time.
ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Prefer to leave from Chicago Midway International Airport (MDW)? Direct Chicago to Orlando International Airport (MCO) plane tickets can be booked from this popular hub.
From MDW, direct flights from Chicago to MCO are available with Southwest Airlines.
On the MDW to MCO route, Southwest Airlines is the preferred choice of many.
Among the carriers operating flights between Chicago Midway International Airport and Orlando International Airport, Frontier Airlines has the best track record for timeliness.
On public transport, you can travel from central Chicago to MDW in around 30 minutes. The airport is roughly 16 kilometres away, and making the trip by car will take approximately 25 minutes.
Got a crack-of-dawn departure? Think about staying at one of these accommodation options near Chicago Midway International Airport the day before your Chicago to MCO flight:
Chicago Midway International Airport has an on-time performance of 76%. This figure shows how frequently flights that leave from this airport land on time.
You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

The journey time to RFD from central Chicago is around 2 hours by public transport. If you're in a car, it'll take you about 1 hour 40 minutes to cover the 145 kilometres or so.
Make catching an early Chicago to Orlando International Airport flight the easiest part of your trip. Book a room at one of these hotels close to Chicago Rockford International Airport and get to your gate with plenty of time to spare:
The on-time performance rating of RFD is 71%. In simpler terms, that's how often flights departing this airport arrive at their final stop as planned.
Chicago Rockford International Airport is located at 2 Airport Cir.

About Orlando International Airport (MCO)

Have a late flight from Chicago to Orlando International Airport? Don't let it steal your sleep. Stay at one of these hotels near MCO and fast-forward to bedtime:
To get the lowest price, book your ride around two weeks in advance of your Chicago to Orlando International Airport flight.
You'll find MCO at One Airport Boulevard.

Getting from Orlando International Airport (MCO) to central Orlando

Central Orlando is around 19 kilometres from Orlando International Airport and takes about 25 minutes to reach by car. Work out your options for getting into the city, whether that's with a car hire, taxi or ride-share.
When travelling on public transport, expect a journey time of around 1 hour.

How to find the cheapest flights from Chicago to Orlando International Airport (MCO)

At the moment, R 454 is the best price we've found for a one-way ticket from Chicago to Orlando International Airport. The cheapest price for a return flight is R 972. Keep in mind fares may change due to demand at the time of booking.
To pick up cheap flights from Chicago to MCO, book early. Airlines generally offer lower prices when tickets first go on sale.
Affordable Chicago to Orlando International Airport tickets are easier to find if your travel dates are flexible. Try using the 'Whole month' tool to compare fares across every month and then fly out on the cheapest day.
You don't need to search every day to find out if fares have dropped when you create a Price Alert. We'll notify you as soon as a better deal is available on plane tickets from Chicago to MCO.
Uncover a great deal on a flight from Chicago to Orlando International Airport with the help of the filters. Pick your ideal arrival and departure times, airlines and number of stops. You can also sort your results by 'Best,' 'Cheapest' or 'Fastest.'

The best time to fly from Chicago to Orlando International Airport (MCO)

Think about the kind of experience you want when planning your trip dates. December is the quietest month to go to Orlando. March is when most people book flights from Chicago to Orlando International Airport (MCO), which may be ideal if you enjoy travelling when it's busier.
When booking your Chicago to MCO plane ticket, consider what kind of weather you prefer. July is the warmest month in Orlando, with temperatures ranging from 23ºC (73ºF) to 34ºC (93ºF).
January sees temperatures of between 7ºC (45ºF) and 23ºC (73ºF). Search for cheap tickets from Chicago to Orlando International Airport around that time if you like cooler conditions.

More about Orlando

After booking your flight from Chicago to Orlando International Airport, find a hotel that offers the right mix of comfort and location. Make one of these accommodation options your base for exploring Orlando:
You'll find plenty of things to do in Orlando when you're in the mood to sightsee. Head straight for Hogwarts followed by Universal's Islands of Adventure and Jurassic world.

Explore more of the United States

Orlando has plenty to offer, but there are so many other parts of the United States waiting to be discovered. About 209 kilometres north of Orlando, a trip to Jacksonville will keep you busy. Don't miss top attractions like St. John's Cathedral, Museum of Contemporary Art Jacksonville and The Cummer Museum of Art & Gardens.
Around 121 kilometres southwest of Orlando, Tampa is another essential stop in the United States. Experience the best of this destination with a visit to Busch Gardens Tampa, The Florida Aquarium and ZooTampa at Lowry Park.