Cheap Flights from Chicago to Orlando from RM294

Compare Chicago to Orlando flight deals

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

Book the best Orlando fare with no extra fees

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.

Orlando.RM294 per passenger.Departing Sat, 25 Oct, returning Thu, 13 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 25 Oct, arriving in Orlando International.Inbound direct flight with Frontier Airlines departs from Orlando International on Thu, 13 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM294, select.

Orlando.RM294 per passenger.Departing Mon, 3 Nov, returning Fri, 7 Nov.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Mon, 3 Nov, arriving in Orlando International.Inbound direct flight with Frontier Airlines departs from Orlando International on Fri, 7 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM294, select.

Orlando.RM314 per passenger.Departing Sat, 25 Oct, returning Mon, 27 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 25 Oct, arriving in Orlando International.Inbound direct flight with Frontier Airlines departs from Orlando International on Mon, 27 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM314, select.

Orlando.RM325 per passenger.Departing Mon, 8 Dec, returning Fri, 12 Dec.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Mon, 8 Dec, arriving in Orlando International.Inbound direct flight with Frontier Airlines departs from Orlando International on Fri, 12 Dec, arriving in Chicago Midway.Price includes taxes and charges.From RM325, select.

Orlando.RM328 per passenger.Departing Tue, 6 Jan, returning Wed, 7 Jan.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Tue, 6 Jan, arriving in Orlando International.Inbound direct flight with Frontier Airlines departs from Orlando International on Wed, 7 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM328, select.

Orlando.RM329 per passenger.Departing Sun, 1 Feb, returning Thu, 5 Feb.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sun, 1 Feb, arriving in Orlando International.Inbound direct flight with Frontier Airlines departs from Orlando International on Thu, 5 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM329, select.

Orlando.RM349 per passenger.Departing Fri, 12 Dec, returning Wed, 7 Jan.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Fri, 12 Dec, arriving in Orlando International.Inbound direct flight with Frontier Airlines departs from Orlando International on Wed, 7 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM349, select.

Orlando.RM353 per passenger.Departing Sun, 16 Nov, returning Thu, 4 Dec.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Sun, 16 Nov, arriving in Orlando International.Inbound direct flight with Spirit Airlines departs from Orlando International on Thu, 4 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM353, select.

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 November.

Oct

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

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 found	RM294
Cheapest month to fly	October
Average flight time	2 hrs, 40 mins
Most popular airline	American Airlines
Average flights per week	527

Finding cheap flights from Chicago to Orlando: Frequently asked questions

How many airports are there in Orlando?

There are 5 airports in Orlando: Orlando International, Orlando Sanford, Daytona Beach, Lakeland, and Melbourne Orlando International.

How much are return flights from Chicago to Orlando?

The best price we found for a return flight from Chicago to Orlando is RM294. 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?

2 hours and 40 minutes is the average flight time from Chicago to Orlando.

Which airlines fly direct from Chicago to Orlando?

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

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

As of October 2025, there are 527 flights per week flying from Chicago to Orlando.

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

The cheapest month to fly from Chicago to Orlando is usually October.

Which is the cheapest airport to fly into in Orlando?

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 RM294.

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

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Orlando on Saturday, 25 October 2025.

Can I get a direct flight from Chicago to Orlando?

Yes – the average flight time is 2 hours and 40 minutes.

How can I get the best flight deal from Chicago to Orlando?

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.

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.

What’s the weather like in Orlando?

In October, the average temperature is usually around 23°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.

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

The cheapest airline that flies to Orlando is Frontier Airlines .

Travelling from Chicago to Orlando: what you need to know

Begin planning your trip by checking out the ideal departure point for your flight from Chicago to Orlando. Explore the options for setting off from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW), two of the city's main airports.
The major gateways to Orlando are Orlando International Airport (MCO) and Orlando Sanford International Airport (SFB).
Jump on a direct Chicago to Orlando flight and you'll be travelling for an average of 2 hours 40 minutes.
The timezone in Orlando is UTC-4, which is 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 departures a week to choose from. If you have things to finalize before heading off, the last flight from Chicago to Orlando is with Spirit Airlines at 21:08. Choose the first ORD to MCO departure operated by United Airlines at 05:00 to fit in more activities on your first day in Orlando.
To ensure you get on your Chicago to Orlando flight, allow plenty of time to check in and find your gate. Arriving two hours ahead of international departures and one hour before domestic flights is the standard rule.
Travelling during a peak time such as August? Major public holidays and other popular seasons can mean longer lines and delays at check-in and security. Play it safe and arrive up to four hours ahead of international flights and two hours before a domestic departure.

How to find the cheapest flights from Chicago to Orlando

RM156 is the lowest price for a one-way ticket from Chicago to Orlando. Return flights start from RM294. 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 get a direct flight from Chicago to Orlando departing from O'Hare International Airport (ORD). Start your trip at ORD and come in for landing at Orlando International Airport (MCO).
These are some of the major airlines offering direct Chicago to Orlando plane tickets with departures from ORD:
ORD is about 26 kilometres from central Chicago. If you're driving, ride-sharing or catching a cab from the centre, it'll take 35 minutes or so to get there, depending on the traffic. If you're planning to take public transport, expect the travel time to be around 55 minutes.
Need a handy hotel near O'Hare International Airport? If you're boarding an early flight from Chicago to Orlando, these accommodation options will have you moments from check-in:
Of the departures from O'Hare International Airport, 74.85% land on time at their destination.
ORD is located at 10000 West O'Hare.

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).
Book your direct Chicago to Orlando plane ticket with Southwest Airlines. This is one of the main carriers operating this route out of MDW.
You can get to MDW from the centre of Chicago in about 20 minutes by car (depending on traffic conditions). The ride by public transport takes roughly 45 minutes to travel the 14 kilometres or so.
It's your holiday, so why not enjoy another night away? Consider checking in to one of these hotels near Chicago Midway International Airport the day before your flight from Chicago to Orlando:
Chicago Midway International Airport has an on-time performance rate of 78%. This figure reflects how frequently flights that leave from this airport reach their destination on time.
MDW is located at 5700 South Cicero.

Arriving in Orlando

Orlando International Airport (MCO)

Orlando International Airport (MCO) to central Orlando takes about 20 minutes to reach by car. The centre is roughly 14 kilometres away.
The last thing you want is a long journey to your hotel if you're landing late on a flight from Chicago to Orlando. Reserve one of these accommodation options near MCO instead:
Pick up an Orlando International Airport rental car and explore Orlando and beyond with your own set of wheels. Sonic, Dollar and Budget are top providers to choose from here.
Booking your ride from Orlando International Airport about two weeks ahead can help you get the best possible rate.
MCO is situated at One Airport Boulevard.

Orlando Sanford International Airport (SFB)

Central Orlando is about 31 kilometres from Orlando Sanford International Airport (SFB). As soon as your flight from Chicago to Orlando has landed and you've made your way through the terminal, expect a drive of about 35 minutes.
You can expect the journey to take about 2 hours 5 minutes on public transport.
Dollar, Hertz and Budget make picking up an Orlando Sanford International Airport rental car easy and quick. These trusted companies are located in or around the terminal and will have you on your way in a heartbeat.
Avoid potential price surges. Booking your ride one week before your arrival at SFB can get you a lower rate.

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

When it comes to searching for somewhere to rest your head, you'll find the top stays in Orlando right here. Check out these hotels as soon as you've booked your flight from Chicago to Orlando:
Universal Orlando Resort and Universal's Islands of Adventure are just the start of the top attractions to put on your Orlando must-do list. Continue your sightseeing adventures at Lake Eola Park.

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.