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The above table shows the trend of Chicago to Orlando airfare with airlines operating on the route.  You accept fares are non-warranted and subject to change as fares in the aviation industry are dynamic – based on demand and supply. The fare comprises base fare, fuel surcharges, airline/airport taxes, and our service fee.

Search, Compare and Book Flights from Chicago to Orlando

Use our highly secured flight booking engine to find a list of cheap flights from Chicago to Orlando with multiple carriers. Cheapfaremart is an ASTA-certified travel company. The acronym ASTA stands for the American Society of Travel Agents. Doing business ethically, Cheapfaremart has become a household and recommended brand in the travel industry.

We give you the control over our flight booking engine to help you find a flight from CHI’s airport located nearest to your residence or office. Customize your flight search with the available filters to make your departure and arrival timing suitable to you or your family. If you are signed up with a reward program of any airlines and want to travel with that only, search flight options with those airlines.

Airports in Chicago Handling Departure Fights to Orlando

1. O’Hare International Airport (IATA: ORD, ICAO: KORD)

Popularly referred to as O’Hare Airport, Chicago O’Hare, or simply O’Hare, ORD is an international airport located on the far Northwest Side of Chicago, Illinois, 14 miles (23 km) northwest of the Loop business district. The airport is the focus city for Frontier and Spirit Airlines, which are leading Low-Cost Carrier in the United States and Latin America. You have an advantage in booking cheap flights to Florida from Chicago.

2. Chicago Midway International Airport (IATA: MDW, ICAO: KMDW)

This airport served Chicago as the primary airport until O’Hare International Airport came into operation in 1955. MDW is eight miles (13 km) from the Loop on the southwest side of Chicago. Chicago is Southwest’s largest focus city; hence, you may expect a cheap flight to Orlando from Chicago.

Airport in Orlando Handling Arrival Flights from CHI

1. Orlando International Airport (IATA: MCO, ICAO: KMCO)

The airport has approximately 83 arrivals in a week from Chicago with American, Delta, and JetBlue airlines. MCO is a major public airport located six miles (10 km) southeast of Downtown Orlando. Nonstop flights from JFK Airport to MCO are available.

2. Daytona Beach International Airport (DAB / KDAB)

Daytona Beach International Airport is a county-owned airport located three miles (5 km) southwest of Daytona Beach. The airport has domestic flights from Daytona Beach, Florida and is 53 miles from Orlando, FL. Most of the arrivals from Chicago are with American airlines.

How Long is the Flight to Orlando from Chicago?

A nonstop flight from New York to Orlando takes around two and a half hours. The flight distance between the two cities is 985 miles/1584 km. If you opt for a connecting flight, check at the layover time as that will exceed your total travel time.

Departure-Arrival Airport

Flight Distance

Flight Time


1,005 miles/1618 km

2 hours, 10 minutes


947 miles/1524 km

2 hours, 24 minutes


962 miles/1548 km

2 hours, 25 minutes


990 miles/1593 km

2 hours, 9 minutes

Note: The flight distance and flight time are tentative. You should check with your airlines to have the precise information.

How to Book Cheap Flights from Chicago to Orlando?

Though we try our best to help you book cheap flight tickets to Orlando, you may apply some rules of thumb to save incredibly on your ticket purchase.

1. Travel on a weekday

Orlando is a favorite weekend getaway. Demand for a weekend flight ticket surges automatically, giving airlines the opportunity to make good of the chance. If yours is an extended holiday to Orlando, it’s better to opt for a midweek flight on a Thursday or Friday.

2. Travel in odd hours

Considering the not-so-long flight duration, it won’t be a tough job to travel late night or early morning. Choose redeye flights to Orlando to plan your travel and save big on your ticket purchase.

3. Identify the best month to travel

Seasons make a big difference in the aviation industry when it comes to determining fares. Always avoid moving in months with festivals or events like Thanksgiving, Christmas, New Year, Valentine Day, President’s Day, etc. In case, you aim any particular festival or event time, book your ticket at least a month ahead of the departure date.

4. Be realistic in your approach

Don’t wait for some unreasonable or unexpected flight deal to come on your way. If you think a particular fare to Orlando from Chicago is cheaper than the average fare on the route, you should lock the fare immediately.

Confirm your cheap flight from Chicago to Orlando Florida now. Get in touch with us over the phone anytime, if you want us to do it for you. We are available 24 hours a day and 7 days a week.

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