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 July.

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 foundP4,180
Cheapest month to flyJuly
Average flight time2 hrs, 39 mins
Most popular airlineSouthwest Airlines
Average flights per week531

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 P4,180. 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 41 minutes is the average flight time from Chicago to Orlando.
Southwest Airlines, American Airlines and Alaska Airlines fly direct from Chicago to Orlando.
As of May 2025, there are 1,581 flights per week flying from Chicago to Orlando.
The cheapest month to fly from Chicago to Orlando is usually July.
If you're flying from Chicago, the cheapest airport near Orlando is Orlando Sanford – which is 30.0 km away from the centre of Orlando. We've found flights into this airport from P4,180.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Orlando on Friday, 4 July 2025.
Yes – the average flight time is 2 hours and 41 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 May, the average temperature is usually around 26°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 Allegiant Air .

Travelling from Chicago to Orlando: what you need to know

  • Begin your trip planning by checking out the ideal departure point for your flight from Chicago to Orlando. Explore your options for leaving from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW), two of the city's main airports.

  • The chief entry points to Orlando are Orlando International Airport (MCO) and Orlando Sanford International Airport (SFB).

  • Book a direct Chicago to Orlando flight and you'll be travelling for an average of 2 hours 40 minutes.

  • Orlando's timezone is UTC-4, making Orlando one hour ahead of Chicago.

  • O'Hare International Airport (ORD) to Orlando International Airport (MCO) is the most popular route that connects these two cities. There are 94 flights a week to choose from. If you have things to do before leaving, the last flight from Chicago to Orlando is with Frontier Airlines at 20:02. Go for the first ORD to MCO departure operated by Spirit Airlines at 05:20 to make the most of your arrival in Orlando.

  • Leave plenty of time to get on your Chicago to Orlando flight. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Getting away during a peak month like August? Busy periods (like Thanksgiving, Christmas and spring break) can add an hour at check-in and security. Be extra safe and arrive up to four hours before international flights and two hours before a domestic departure.

How to find the cheapest flights from Chicago to Orlando

  • P2,102 is the lowest price for a one-way ticket from Chicago to Orlando. Return flights start from P4,180. These fares may change based on demand.

  • Book two months before you travel. Pricing trends show that this is the ideal window for finding cheap Chicago to Orlando flights.

  • Organise your trip for May. That's the best month for scoring a great bargain on plane tickets from Chicago to Orlando. If you're open to different travel dates, use the 'Whole month' tool to find the cheapest price across each month.

  • You don't need to check back in every day to find out if fares have dropped when you create a Price Alert. We'll tell you the moment a better deal is available on cheap flights from Chicago to Orlando.

  • Choose your ideal departure and arrival times, number of stops and airlines with the filters. Or sort your Chicago to Orlando flight results by 'Fastest,' 'Best' or 'Cheapest.'

Flying from Chicago

O'Hare International Airport (ORD)

  • You can catch a direct flight from Chicago to Orlando taking off from O'Hare International Airport (ORD). Start your journey at ORD and land at Orlando International Airport (MCO).

  • Direct Chicago to Orlando plane tickets are available from a variety of airlines at ORD. Cruise the skies with one of these carriers:

  • Located around 26 kilometres from the centre of Chicago, ORD can be reached in about 35 minutes by car (depending on traffic). The journey on public transport will take roughly 55 minutes.

  • After a hassle-free start to your break? Stay near O'Hare International Airport. Whether you've booked an early flight from Chicago to Orlando or just don't want to be rushed, these hotels are just the thing:

  • 74.85% of flights taking off from O'Hare International Airport land at their destination on time.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can take a direct flight from Chicago to Orlando out of Chicago Midway International Airport (MDW). Begin your travels at MDW and step off the plane at Orlando International Airport (MCO).

  • Southwest Airlines offers direct Chicago to Orlando plane tickets from MDW. Book your preferred aisle (or window) seat and get to your destination in one go.

  • MDW is around 14 kilometres from central Chicago. It takes 20 minutes or so to get to the airport if you're driving from the city centre. Public transport takes roughly 45 minutes.

  • You're off on holiday, so why not spend an extra night away from home? Consider staying at one of these hotels near Chicago Midway International Airport the day before your flight from Chicago to Orlando:

  • Looking at how often flights stay on schedule, Chicago Midway International Airport has an on-time arrival performance of 77.88%.

  • MDW is located at 5700 South Cicero.

Arriving in Orlando

Orlando International Airport (MCO)

Orlando Sanford International Airport (SFB)

  • As soon as your flight from Chicago to Orlando has arrived, you can get to the city centre in about 35 minutes by car. Central Orlando is approximately 31 kilometres from Orlando Sanford International Airport (SFB).

  • Travelling by public transport will take about 2 hours 5 minutes.

  • Dollar, Hertz and Budget make collecting an Orlando Sanford International Airport rental car quick and easy. These suppliers are located in or around the terminal and will have you on your way in a heartbeat.

  • Don't pay more than you need to. Booking your ride one week before your arrival at SFB will help you stay within budget.

Best time to go to Orlando

  • May is the quietest month for flights from Chicago to Orlando, while July is the most popular. Choose the ideal time to visit Orlando based on whether you want a lively atmosphere or a more laid-back vibe.

  • The warmest month in Orlando is July, with temperatures ranging between 23ºC (73ºF) and 34ºC (93ºF). Lock in your Chicago to Orlando ticket then if this is the type of weather you enjoy.

  • January sees average temperatures of between 7ºC (45ºF) and 23ºC (73ºF). Look for cheap flights from Chicago to Orlando around that time if you like travelling in cooler conditions.

More about Orlando

Explore more of United States

  • You've seen Orlando, now it's time to discover other parts of United States. Travel about 209 kilometres north to Jacksonville to tick off its must-visit sights. From Jacksonville Zoo and Gardens to The Cummer Museum of Art & Gardens and Friendship Fountain, there's plenty to keep you busy.

  • If you want to check out another corner of United States, head for Miami, about 338 kilometres south of Orlando. Wynwood Walls, Vizcaya Museum and Gardens and American Airlines Arena are among the biggest draws.

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