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Fares from $34 One Way, $75 Round Trip from Orlando to Chicago

Prices starting at $75 for return flights and $34 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Hotels In Top Chicago Neighborhoods

Near North Side
234 hotels

Kinzie Hotel

4.0 out of 5.0
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$97

The Loop
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$86

South Loop
143 hotels

Congress Plaza Hotel

3.5 out of 5.0
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Stay Near Exciting Chicago Attractions

More About Flying To Chicago from Orlando

Flights from Orlando to Chicago - Frequently Asked Questions

Are there non-stop flights from Orlando to Chicago?

You can fly directly from Orlando, FL Airport (MCO-Orlando Intl.) to Chicago, IL Airport (ORD-O'Hare Intl.), so get set to kiss those time-consuming flight connections goodbye. Enjoy a worry-free trip on one of the 4 airlines that'll take you straight to your destination. Top options include:

  • American Airlines
  • United Airlines
  • Frontier Airlines
  • Spirit Airlines
What is the shortest flight from Orlando to Chicago?

It can be as a short and sweet as 2 hours and 57 minutes. If you think your vacation hours should be spent 'vacationing' rather than flying, you'll enjoy the trip from Orlando, FL Airport (MCO-Orlando Intl.) to Chicago, IL Airport (ORD-O'Hare Intl.).

What airlines fly from Orlando to Chicago most frequently?

Here are the four carriers that fly the most frequently between Orlando and Chicago. Discover which one fits your needs: American Airlines - (AA) with 82 flights every month United Airlines - (UA) with 82 flights every month Frontier Airlines - (F9) with 27 flights every month Spirit Airlines - (NK) with 20 flights every month

Route Information for Flights from Orlando to Chicago

Origin Airport IATA CodeORL
Destination Airport IATA CodeCHI
Distance1006 mi
Direct Flight AirlinesAmerican Airlines, Qatar Airways, Alaska Airlines, Frontier Airlines, SAS, ANA, Volaris, Lufthansa, SWISS, Air New Zealand, United Airlines, Spirit Airlines
Earliest Flight Arrival2:09PM UTC
Latest Flight Arrival9:43PM UTC

Flights from Orlando to Chicago

Orlando International Airport

Locating cheap flights from Orlando can be simple with Orbitz.com. The site allows travelers to search a variety of airlines at one time in order to locate the best deals on tickets. Orlando International Airport is located just nine miles southeast of downtown Orlando on Airport Boulevard. Forty-three airlines serve the Orlando International Airport, including AirTran, Continental, United and World Atlantic. Orbitz.com provides air tickets for the majority of these airlines, which is perfect for travelers on a budget.

Parking at Orlando International Airport

Orlando International Airport offers a variety of parking options. The short-term cell phone lot is free for dropping off and picking up passengers. Garage and lot parking is available for both short-term and long-term use and is charged by the day. Valet parking is available for an additional charge and they offer car detailing at a flat rate.

Transportation to the Airport

Orbitz.com can provide information on rental cars in the area. Rental fees may vary depending on the vehicle that you rent. Metered taxi services are available, and many hotels offer free shuttle services to and from the airport. Limos are available to rent by the hour, and the local bus is available for a flat fee depending on your location of origin.

Restaurants at Orlando International

Orlando International Airport offers a variety of options for travelers that want to grab a snack or a meal before boarding the flight. Restaurants include Krispy Kreme and Starbucks, which features a variety of gourmet coffees and pastries. Orbitz.com is perfect for travelers looking for cheap flights from Orlando.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.