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 $260. 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 $309.

Question 2

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 3

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

Accepted Answer

As of August 2025, there are 56 flights per day flying from Chicago to Orlando. The most common time of day flights depart is 5:00PM, with 50% of flights taking off at noon.

Question 4

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 $285 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 $243 on momondo.

Question 5

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 $251. In contrast, the most expensive time of day to depart to Orlando is at noon when prices are around $302.

Question 6

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

Accepted Answer

As of August 2025, 394 flights take off from Chicago and land in Orlando each week. The most common flight departure day for this route is Thu, with 18% of weekly flights taking off on this day.

Question 7

What airlines fly to Orlando?

Accepted Answer

American Airlines, United Airlines and Frontier 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 30% of people opting to fly with this airline when traveling to Orlando. Keep in mind that there are 7 different airlines that fly to Orlando on a routine basis, so you have a few additional options to choose from.

Question 8

What is the cheapest Chicago to Orlando flight route?

Accepted Answer

Fly from Chicago Greater Rockford to Orlando Sanford Intl for the best Chicago - Orlando flight prices

Question 9

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 10

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

Accepted Answer

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

Question 11

How have Chicago to Orlando flight prices changed over time?

Accepted Answer

As of August 2025, prices for Chicago to Orlando flights are approximately 10% more expensive when compared to flights at the same time last year.

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 $188. 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 $194.

Question 13

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 14

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

Accepted Answer

Prices for flights from Chicago to Orlando refresh daily.

Question 15

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

Accepted Answer

As of August 2025, there are 7 operators available to choose from for flights from Chicago to Orlando.

Question 16

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 17

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	$38
Fastest flight time	2h 29m
Direct flights	Every day
Airports in Orlando	2 airports

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $63	Free Cancellation	Rating 6.3 8,035 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $72	Free Cancellation	Rating 5.8 3,207 reviews	Search Frontier flights
Allegiant Air	PriceFrom $119	Free Cancellation	Rating 7.2 702 reviews	Search Allegiant Air flights
Southwest	PriceFrom $157	Free Cancellation	Rating 8.0 4,245 reviews	Search Southwest flights
American Airlines	PriceFrom $180	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $196	Free Cancellation	Rating 7.9 7,981 reviews	Search Delta flights
United Airlines	PriceFrom $197	Free Cancellation	Rating 7.4 8,930 reviews	Search United Airlines flights

Cheap flights from Chicago to Orlando from $52

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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 $188. 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 $194.

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 $251. In contrast, the most expensive time of day to depart to Orlando is at noon when prices are around $302.

What is the cheapest Chicago to Orlando flight route?

Fly from Chicago Greater Rockford to Orlando Sanford Intl 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 August 2025, prices for Chicago to Orlando flights are approximately 10% more expensive when compared to flights at the same time last year.

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

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

What airlines fly to Orlando?

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

As of August 2025, there are 56 flights per day flying from Chicago to Orlando. The most common time of day flights depart is 5:00PM, with 50% of flights taking off at noon.

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

As of August 2025, 394 flights take off from Chicago and land in Orlando each week. The most common flight departure day for this route is Thu, with 18% of weekly flights taking off on this day.

When to book flights from Chicago to Orlando

Cheap Chicago to Orlando (CHI to ORL) flight deals and tips

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

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

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

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What is the most popular airline from Chicago to Orlando?

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