Question 1

What is the cheapest day to depart on your flight to Orlando?

Accepted Answer

Our data shows that Tuesday is the least expensive day to fly to Orlando. Tickets to fly out on this day can be as low as $245. On the other hand, Sunday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $285.

Question 2

What day of the week experiences the fewest flight delays on this route?

Accepted Answer

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Question 3

Which airline has the best punctuality record on Chicago to Orlando flights?

Accepted Answer

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 14% of their flights experiencing any sort of delay.

Question 4

Can stopping save me money on Chicago to Orlando flights?

Accepted Answer

No. A direct flight is the cheapest option for a flight between Chicago to Orlando.

Question 5

How many flights depart from Chicago to Orlando on average per day?

Accepted Answer

As of February 2026, there are 56 flights per day flying from Chicago to Orlando. The most common time of day flights depart is 6:00PM, with 42% of flights taking off at noon.

Question 6

What airlines fly to Orlando?

Accepted Answer

American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to Orlando from Chicago according to our data. American Airlines is the first choice among our users, with 28% of people opting to fly with this airline when traveling to Orlando. Keep in mind that there are 8 different airlines that fly to Orlando on a routine basis, so you have a few additional options to choose from.

Question 7

How far in advance should I book a flight to Orlando?

Accepted Answer

You are more likely to see cheaper flights to Orlando from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Orlando for around $267 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando from Chicago for as low as $227 on momondo.

Question 8

What is the cheapest airline that flies from Chicago to Orlando?

Accepted Answer

Spirit Airlines, Frontier, and Southwest are the most popular carriers operating from Chicago to Orlando

Question 9

How have Chicago to Orlando flight prices changed over time?

Accepted Answer

As of February 2026, prices for Chicago to Orlando flights are approximately 13% cheaper when compared to flights at the same time last year.

Question 10

What is the cheapest Chicago to Orlando flight route?

Accepted Answer

Fly from Chicago O'Hare Intl to Orlando for the best Chicago - Orlando flight prices

Question 11

What is the cheapest time of day to depart on your flight to Orlando?

Accepted Answer

The cheapest time of day to fly to Orlando is in the afternoon when flights can be purchased for as low as $235. In contrast, the most expensive time of day to depart to Orlando is at noon when prices are around $284.

Question 12

What is the cheapest month to fly to Orlando?

Accepted Answer

The month of August is, on average, the cheapest month to fly to Orlando from Chicago, with most prices found around $174. If you’re not able to fly to Orlando in August, then September is your next best option. Flight prices from Chicago to Orlando during September average around $197.

Question 13

How many flights depart from Chicago to Orlando on average per week?

Accepted Answer

As of February 2026, 398 flights take off from Chicago and land in Orlando each week. The most common flight departure day for this route is Fri, with 19% of weekly flights taking off on this day.

Question 14

What is the most punctual flight time for Chicago to Orlando flights?

Accepted Answer

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Question 15

How often are flights from Chicago to Orlando delayed?

Accepted Answer

Historically, on average around 17% of flights between Chicago and Orlando have experienced a delay on any given week. The average delay length over the past 12 months has been 149 minutes.

Question 16

What cabin class options are available on Chicago to Orlando flights?

Accepted Answer

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.

Question 17

Which airlines fly direct from Chicago to Orlando?

Accepted Answer

When booking a flight from Chicago to Orlando, you can find several direct flights that depart from Chicago O'Hare International Airport (ORD) and land at Orlando International Airport (MCO). American, United, and Southwest all offer non-stop options. Southwest offers direct flights from Chicago Midway International Airport (MDW) to MCO. From ORD to MCO, you can find a flight with one stop on American with that stop in cities such as Charlotte, Washington, Philadelphia, or Miami. Delta offers one-stop flights that stop in Atlanta. Spirit offers one-stop flights that stop in either Atlanta or Myrtle Beach.  Southwest offers one-stop flights from MDW to MCO with stops in cities such as Kansas City, Pittsburgh, St Louis, Fort Lauderdale, Nashville, Baltimore, Columbus, or Albany. If you want to land at the Orlando Sanford International Airport (SFB), you will have to book a two-stop flight on airlines such as Allegiant Air and Frontier and departing from MDW or a lesser known Chicago airport, Chicago Rockford International Airport (RFD), located about 68 miles to the northwest of Chicago.

What is the best way to get in and out of airports in Chicago and Orlando?

From Union Sation in Chicago at the intersection of Jackson & Canal, you can catch a bus for terminal 2 of Chicago O'Hare International Airport (﻿ORD) that leaves twice every day. You can also take the Chicago Transit (CTA) Blue Line subway to ORD for a 42-minute ride that leaves the Monroe-Blue station approximately every 10 minutes. Taxis, shuttles, town cars, and cars through ride apps are other available options. To get from the Chicago city center to Midway International Airport (MDW), you can take the CTA Orange Line subway from the Adams / Wabash station, a ride that lasts approximately 23 minutes and departs approximately every 15 minutes. You can also take a CTA line 62 bus from the station at State & Harrison to MDW. To get from Orlando International Airport (MCO) into Orlando, you can board a Lynx Central Florida transport bus #11 or #51. It will go from the Oia Transfer Center at MCO to the Lynx Central Station in Orlando. The ride takes approximately 41 minutes. Taxis, cars, and shuttles take about 18 minutes. To get from Orlando Sanford International Airport (SFB) into Orlando city center, you will need to take a taxi, a ride app car, or a rental car, which you can get at SFB.

What are the benefits of the different airports in Chicago and Orlando?

Chicago O'Hare International Airport (ORD) is Chicago's primary airport, and therefore it offers more flight options when it comes to departure and arrival times, airlines, cost, flight duration, number of stops, and duration of layovers. However, ORD is such a large airport that it can be confusing and downright exhausting to navigate. While Midway International Airport (MDW) has fewer flight options, if you can find a flight that departs from this smaller airport, it can save you the hassle of dealing with the crowds and sheer size of ORD. Orlando International Airport (MCO) is the primary airport in Orlando and, in fact, it is the largest airport in the state of Florida. Most flights that you book to Orlando will come to this airport, which has the advantages of the most flight options and number of services and amenities. If you find that rare flight that lands at Orlando Sanford International Airport (SFB), you can enjoy the advantages of a smaller airport, namely, calmer, quieter convenience, less walking through the corridors, and less traffic to deal with.

Which cities can you get to from the Orlando airports?

On the opposite side of Orlando from MCO and SFB, you can visit Walt Disney World Resort, practically a small city unto itself. From MCO, you can take the free shuttle, the Disneyland Magical Express. SFB also offers a shuttle service to Disneyland, but there is a charge based on the number of people. Cape Canaveral is about an hour east of MCO. From MCO, you can take a taxi, a shared shuttle bus, or a private shuttle to Port Canaveral. Shared shuttles are the most convenient options from SFB.

Question 18

When did momondo last update prices for flights from Chicago to Orlando?

Accepted Answer

Prices for flights from Chicago to Orlando refresh daily.

Question 19

How many operators does momondo search for flights from Chicago to Orlando?

Accepted Answer

As of February 2026, there are 8 operators available to choose from for flights from Chicago to Orlando.

Question 20

How old do you have to be to fly from Chicago to Orlando?

Accepted Answer

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Orlando.

Question 21

What documentation or ID do you need to fly to Orlando?

Accepted Answer

The travel and health documents required for your trip to Orlando can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Orlando. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best Price Found	$75
Fastest flight time	2h 30m
Direct flights	Mon, Tue, Wed, Thu, Sat and Sun
Airports in Orlando	2 airports

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $35	Free Cancellation	Rating 6.3 8,396 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $63	Free Cancellation	Rating 5.7 3,051 reviews	Search Frontier flights
Delta	PriceFrom $98	Free Cancellation	Rating 7.9 8,132 reviews	Search Delta flights
Allegiant Air	PriceFrom $104	Free Cancellation	Rating 7.2 708 reviews	Search Allegiant Air flights
Southwest	PriceFrom $151	Free Cancellation	Rating 8.0 4,271 reviews	Search Southwest flights
American Airlines	PriceFrom $166	Free Cancellation	Rating 7.2 11,212 reviews	Search American Airlines flights
United Airlines	PriceFrom $168	Free Cancellation	Rating 7.4 9,231 reviews	Search United Airlines flights
JetBlue	PriceFrom $196	Free Cancellation	Rating 7.2 2,892 reviews	Search JetBlue flights

Cheap flights from Chicago to Orlando from $52

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 3/3. 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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What is the cheapest month to fly to Orlando?

The month of August is, on average, the cheapest month to fly to Orlando from Chicago, with most prices found around $174. If you’re not able to fly to Orlando in August, then September is your next best option. Flight prices from Chicago to Orlando during September average around $197.

What is the cheapest day to depart on your flight to Orlando?

What is the cheapest time of day to depart on your flight to Orlando?

The cheapest time of day to fly to Orlando is in the afternoon when flights can be purchased for as low as $235. In contrast, the most expensive time of day to depart to Orlando is at noon when prices are around $284.

What is the cheapest Chicago to Orlando flight route?

Fly from Chicago O'Hare Intl to Orlando for the best Chicago - Orlando flight prices

How far in advance should I book a flight to Orlando?

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 flights?

No. A direct flight is the cheapest option for a flight between Chicago to Orlando.

How have Chicago to Orlando flight prices changed over time?

As of February 2026, prices for Chicago to Orlando flights are approximately 13% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago to Orlando?

Spirit Airlines, Frontier, and Southwest are the most popular carriers operating from Chicago to Orlando

What airlines fly to Orlando?

How often are flights from Chicago to Orlando delayed?

Historically, on average around 17% of flights between Chicago and Orlando have experienced a delay on any given week. The average delay length over the past 12 months has been 149 minutes.

What is the most punctual flight time for Chicago to Orlando flights?

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Orlando flights?

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 14% of their flights experiencing any sort of delay.

How many flights depart from Chicago to Orlando on average per day?

As of February 2026, there are 56 flights per day flying from Chicago to Orlando. The most common time of day flights depart is 6:00PM, with 42% of flights taking off at noon.

How many flights depart from Chicago to Orlando on average per week?

As of February 2026, 398 flights take off from Chicago and land in Orlando each week. The most common flight departure day for this route is Fri, with 19% of weekly flights taking off on this day.

When to book flights from Chicago to Orlando

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