Cheap flights from Chicago to Orlando from $42
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Orlando departing on 7/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Spirit Airlines flights from Chicago to Orlando Airport
Our best Spirit Airlines deals on Chicago to Orlando Airport flight tickets
Frontier flights from Chicago to Orlando Airport
Our best Frontier deals on Chicago to Orlando Airport flight tickets
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How to get the cheapest flight ticket from Chicago to Orlando Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Orlando Airport?
The cheapest month to fly to Orlando Airport from Chicago is in September. Flight prices, which tend to average around $235, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Orlando Airport from Chicago during July instead. Flights to Orlando Airport in July, while not as cheap as those in September, still average around $237.
What is the cheapest day to depart on your flight to Orlando Airport?
The cheapest day to depart from Chicago to Orlando Airport is on a Tuesday. Travelers who choose to depart for Orlando Airport on a Tuesday will often find tickets for as low as $263. The most expensive day to fly to Orlando Airport is Monday, with ticket prices averaging around $320.
What is the cheapest time of day to depart on your flight to Orlando Airport?
In the afternoon is the cheapest time of day to fly from Chicago to Orlando Airport when you can find flight prices for as low as $245. Flying to Orlando Airport in the afternoon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $308.
What is the cheapest Chicago to Orlando flight route?
Fly from Chicago Midway to Orlando for the best Chicago - Orlando flight prices
How far in advance should I book a flight to Orlando Airport?
You are more likely to see cheaper flights to Orlando Airport from Chicago when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Orlando Airport for around $295 when searching 4 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando Airport from Chicago for as low as $246 on momondo.
What cabin class options are available on Chicago to Orlando flights?
There are 4 cabin classes available to choose from on Chicago to Orlando flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Chicago to Orlando Airport flights?
You could potentially save up to 7% on your flight if you consider stops on a Chicago to Orlando Airport flight.
How have Chicago to Orlando Airport flight prices changed over time?
As of June 2025, prices for Chicago to Orlando Airport flights are approximately 9% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Chicago to Orlando?
Spirit Airlines, American Airlines, and Southwest are the most popular carriers operating from Chicago to Orlando
What airlines fly to Orlando Airport?
American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Orlando Airport from Chicago according to our data. American Airlines is the first choice among our users, with 29% of people opting to fly with this airline when traveling to Orlando Airport. Keep in mind that there are 6 different airlines that fly to Orlando Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Orlando Airport on average per day?
As of June 2025, there are 57 flights per day flying from Chicago to Orlando Airport. The most common time of day flights depart is 11:00AM, with 48% of flights taking off at noon.
How many flights depart from Chicago to Orlando Airport on average per week?
As of June 2025, there are 401 flights per week flying from Chicago to Orlando Airport. The most common day of the week flights depart is Thu, with 18% of flights taking off on this day.
When to book flights from Chicago to Orlando Airport
Cheap Chicago to Orlando Airport (CHI to MCO) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Orlando Airport
How far is Chicago to Orlando by plane?
Chicago and Orlando are 993.7 mi apart from one another. 2h 30m is a normal flight duration for this route.
When did momondo last update prices for flights from Chicago to Orlando Airport?
Prices for flights from Chicago to Orlando Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago to Orlando Airport?
The number of operators available for flights from Chicago to Orlando Airport is 6 as of June 2025.
How old do you have to be to fly from Chicago to Orlando Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Orlando Airport.
What documentation or ID do you need to fly to Orlando Airport?
The required travel and health documents for your Orlando Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Orlando Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to Orlando Airport?
Based on momondo bookings for flights between Chicago and Orlando Airport, the leading plane model is Airbus A321neo, making up 19.08% of the total bookings. Other popular models include Airbus A320neo with 13.89%, Boeing 737-800 with 11.84%, and Airbus A321-100/200 with 9.77%.
What is the most popular airline from Chicago to Orlando Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Orlando Airport is Frontier (31% of total bookings). The next most popular airlines are United Airlines (25%), American Airlines (22%), and Spirit Airlines (12%).
Best airlines flying from Chicago to Orlando Airport
Compare and see reviews for airlines that fly from Chicago to Orlando Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $75 | Free Cancellation | Rating 5.9 3,295 reviews | |||
| PriceFrom $87 | Free Cancellation | Rating 6.3 8,052 reviews | |||
| PriceFrom $178 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $192 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $196 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $214 | Free Cancellation | Rating 8.0 4,287 reviews |
Southwest Flights From Chicago to Orlando Airport
Across 64 Southwest flights from Chicago to Orlando Airport this week, the average price was $394, with the best Southwest deals starting from $214 round-trip. 4,287 users have rated Southwest on momondo, with an average score of 8.0/10.
United Airlines Flights From Chicago to Orlando Airport
The best United Airlines deal for Chicago to Orlando Airport flight tickets found on momondo in the last 72 hours was $192, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $380 round-trip. United Airlines operates 36 flights out of Chicago into Orlando Airport in an average week, so prices vary by time and availability. 8,790 United Airlines reviews by users on momondo have scored the airline at 7.4/10.
Traveling to a place near Orlando?
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Why should I use momondo to find a flight deal from Chicago to Orlando?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Orlando. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Chicago to Orlando with flexible booking policies on momondo?
Yes. All flights to Orlando from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Chicago to Orlando?
momondo provides multiple filters to help you find the best flight to Orlando from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Chicago to Orlando right now. Can momondo alert me if prices change?
Price alerts on flights to Orlando from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.