Cheap Flights from Chicago to Orlando

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Flight deals from Chicago to Orlando

Looking for a cheap last-minute deal or the best return flight from Chicago to Orlando? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Orlando

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

Direct flights from Chicago to Orlando

Alternative Chicago to Orlando routes

Looking for the cheapest, fastest or easiest route from Chicago to Orlando? You could fly into the following airports instead.

Chicago to Orlando: Flight information

The things to know before you go.
Cheapest flight foundR 771
Cheapest month to flyApril
Average flight time2 hrs, 41 mins
Most popular airlineSouthwest Airlines
Average flights per week523

Finding cheap flights from Chicago to Orlando: Frequently asked questions

There are 5 airports in Orlando: Orlando International, Orlando Sanford, Daytona Beach, Lakeland, and Melbourne Orlando International.
The best price we found for a return flight from Chicago to Orlando is R 1,438. 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.
2 hours and 40 minutes is the average flight time from Chicago to Orlando.
Southwest Airlines, American Airlines and United fly direct from Chicago to Orlando.
As of February 2025, there are 520 flights per week flying from Chicago to Orlando.
The cheapest month to fly from Chicago to Orlando is usually February 2025.
If you're flying from Chicago, the cheapest airport near Orlando is Orlando International – which is 12.9 km away from the centre of Orlando. We've found flights into this airport from R 1,438.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Orlando on Tuesday, 8 April 2025.
Yes – the average flight time is 2 hours and 40 minutes.
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 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.
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.
In February, the average temperature is usually around 17°C. August is typically the warmest month in Orlando, when it usually averages around 31°C. You can expect the least rain in November. The coldest month is January, with temperatures averaging 9°C. The rainiest month is June.
The cheapest airline that flies to Orlando is Frontier Airlines .

Flying from Chicago to Orlando: what you need to know

  • Kick off your travels at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore your options for booking a flight from Chicago to Orlando jetting off from either of these.

  • Orlando International Airport (MCO) and Orlando Sanford International Airport (SFB) are the key hubs in Orlando.

  • 2 hours 41 minutes is the average journey time for a direct flight from Chicago to Orlando. Operating on the UTC-4 timezone, Orlando is 1 hour ahead of Chicago.

  • With 110 weekly flights between the two airports, O'Hare International Airport (ORD) to Orlando International Airport (MCO) is the busiest route. Board the first flight from Chicago to Orlando with Spirit Airlines at 05:20. If you prefer to get more out of your day before jetting off, the latest flight from ORD to MCO is with Frontier Airlines at 20:02.

  • To ensure you get on your flight from Chicago to Orlando, allow plenty of time for things like check-in and baggage drop. Turning up two hours ahead of international departures and an hour before domestic flights is the general rule.

  • Longer lines at security and check-in are more likely if you're flying during high season, so give yourself some extra breathing space. A good rule of thumb for peak times? Get there up to four hours early for international flights and at least two hours for domestic departures.

  • For a flight within United States, you won't need a visa or passport. However, you'll have to bring some form of identification, like an ID card or driver's licence. Once you've booked cheap flights from Chicago to Orlando, make sure your ID is up to date.

Flying from Chicago

O'Hare International Airport (ORD)

  • If you're looking for a direct flight from Chicago to Orlando, they're available from O'Hare International Airport (ORD). Fly from ORD to Orlando International Airport (MCO) in one seamless trip.

  • Top carriers that offer direct flights from Chicago to Orlando departing ORD include:

  • Consider adding a stopover to potentially save money on your flight from Chicago to Orlando. Simply uncheck 'Direct flights only' when searching for departures from O'Hare International Airport. Break up the journey at one of these popular options:

    • Cincinnati/Northern Kentucky Airport (CVG)

    • Quad City International Airport (MLI)

    • Central Illinois Regional Airport (BMI)

  • Located around 40 kilometres from the centre of Chicago, ORD can be reached in approximately 35 minutes by car, depending on traffic. The same journey by public transport is roughly 54 minutes.

  • In search of a handy hotel close to O'Hare International Airport? If you've booked an early flight from Chicago to Orlando, these stays will have you moments from your departure lounge:

Chicago Midway International Airport (MDW)

  • Consider booking your direct flight from Chicago to Orlando out of Chicago Midway International Airport (MDW). Nonstop connections from MDW will take you to Orlando International Airport (MCO).

  • Catch your direct flight from Chicago to Orlando with Frontier Airlines. This is one of the main airlines operating this route out of MDW.

  • Visit friends or family or just take a moment to recharge with a stopover. If you'd like to break up your flight from Chicago to Orlando, check out these options when taking off from O'Hare International Airport:

    • Cincinnati/Northern Kentucky Airport (CVG)

    • Quad City International Airport (MLI)

    • Central Illinois Regional Airport (BMI)

  • MDW is around 19 kilometres from central Chicago. It takes 21 minutes or so to get to the airport driving from the city centre. Public transport takes roughly 46 minutes.

  • You're off on holiday, so why not enjoy an extra night away from home? Think about checking in to one of these hotels near Chicago Midway International Airport the day before your flight from Chicago to Orlando:

Arriving in Orlando

Orlando International Airport (MCO)

Orlando Sanford International Airport (SFB)

  • The centre of Orlando is approximately 48 kilometres from Orlando Sanford International Airport (SFB). Once your flight from Chicago to Orlando has touched down and you've made your way to arrivals, the drive should be around 36 minutes.

  • You can also travel by public transport, which will take approximately 2 hours and 3 minutes.

  • There are some cosy hotels where you can make a pit stop near SFB. Tuck yourself in after your flight from Chicago to Orlando at one of these well-located options:

How to find the cheapest flights from Chicago to Orlando

  • The lowest price we've found for a one-way ticket from Chicago to Orlando is R 771. For a return flight on this route, the best price is R 1,438. Depending on when and how early you book, these fares can change.

  • Score cheap tickets from Chicago to Orlando by booking 9 months ahead. Based on our research, that's the sweet spot for bagging a bargain.

  • Schedule your trip for May. That's the cheapest month for tickets from Chicago to Orlando. If your travel dates are flexible, use the 'Whole month' tool to see the cheapest price across each month.

  • Create a Price Alert for cheap tickets from Chicago to Orlando. There's no need to check back in every day to see if prices have fallen. We'll tell you when the price changes.

  • Use filters to find your ideal trip. To see the 'Cheapest,' 'Best' or 'Fastest' flights from Chicago to Orlando, use the 'Sort by' tool. You can also filter results by arrival and departure times, airline, and number of stops.

Best time to go to Orlando

  • July is the most popular month for flights from Chicago to Orlando. To skip the crowds, go to Orlando in May.

  • Before locking in your flight from Chicago to Orlando, consider the kind of weather you prefer. July is the warmest month in Orlando, with temperatures ranging from 23ºC to 34ºC.

  • January has average temperatures of between 7ºC and 23ºC. Search for cheap tickets from Chicago to Orlando sometime then if you want to travel when it's cooler.

More about Orlando

Complete your Orlando trip with a car rental

  • Browse our range of car rentals once you've found your hotel and cheap flight from Chicago to Orlando. Whether you're looking for a compact ride, roomy sedan or something with all the extras, you can easily compare companies in one go to get the best deal.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.