Flights from Orlando to Chicago

Selected fares from Orlando to Chicago

Departure Arrival Travel dates Round-trip
ORL CHI Wed, Dec 2 - Tue, Dec 8 $97
ORL CHI Tue, Oct 6 - Tue, Oct 20 $97
ORL CHI Tue, Oct 6 - Tue, Oct 20 $138
ORL CHI Tue, Jul 28 - Tue, Aug 4 $139
ORL CHI Wed, Jul 22 - Mon, Jul 27 $144
ORL CHI Wed, Jul 29 - Tue, Aug 4 $186
ORL CHI Wed, Sep 9 - Tue, Sep 15 $418
Sun Mon Tue Wed Thu Fri Sat
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$97
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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Save more with Chicago Flight + Hotel packages

Orlando and Chicago airports and terminals

Airports in Orlando FL, US

map of airports in Orlando
  • 1

    Orlando Airport (MCO)

    Distance from City Center: 14.5 miles

    Carriers for flights from MCO to CHI

    Carriers
    American Airlines, Frontier Airlines, Spirit Airlines, US Airways, United Airlines
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Airports in Chicago IL, US

map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare International Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from ORL to ORD

    Terminal Carriers
    Terminal 1 United Airlines
    Terminal 3 American Airlines, Frontier Airlines, Spirit Airlines, US Airways
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Featured Chicago Airport Hotels

From $99

Hilton Chicago O'Hare Airport

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Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

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Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

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Hilton Garden Inn Chicago/Midway Airport

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6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

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Hampton Inn Chicago-Midway Airport

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August

Cheapest weekend flights in August from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Aug 28 Orlando (MCO) Chicago (ORD) Frontier Airlines $138
Earn $1.38
Return Sun, Aug 30 Chicago (ORD) Orlando (MCO) Frontier Airlines

Lowest roundtrip airfare in August from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Aug 26 Orlando (MCO) Chicago (ORD) Spirit Airlines $97
Earn $0.97
Return Tue, Sep 1 Chicago (ORD) Orlando (MCO) Spirit Airlines

Best one-week trip in August from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Aug 26 Orlando (MCO) Chicago (ORD) Spirit Airlines $97
Earn $0.97
Return Wed, Sep 2 Chicago (ORD) Orlando (MCO) Spirit Airlines
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September

Cheapest weekend flights in September from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Sep 11 Orlando (MCO) Chicago (ORD) Frontier Airlines $138
Earn $1.38
Return Mon, Sep 14 Chicago (ORD) Orlando (MCO) Frontier Airlines

Lowest roundtrip airfare in September from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Sep 22 Orlando (MCO) Chicago (ORD) Spirit Airlines $97
Earn $0.97
Return Tue, Sep 29 Chicago (ORD) Orlando (MCO) Spirit Airlines

Best one-week trip in September from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Sep 22 Orlando (MCO) Chicago (ORD) Spirit Airlines $97
Earn $0.97
Return Tue, Sep 29 Chicago (ORD) Orlando (MCO) Spirit Airlines
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October

Cheapest weekend flights in October from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Oct 30 Orlando (MCO) Chicago (ORD) United Airlines $125
Earn $1.25
Return Mon, Nov 2 Chicago (ORD) Orlando (MCO) United Airlines

Lowest roundtrip airfare in October from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Oct 7 Orlando (MCO) Chicago (ORD) Spirit Airlines $97
Earn $0.97
Return Tue, Oct 20 Chicago (ORD) Orlando (MCO) Spirit Airlines

Best one-week trip in October from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Oct 6 Orlando (MCO) Chicago (ORD) Spirit Airlines $97
Earn $0.97
Return Tue, Oct 13 Chicago (ORD) Orlando (MCO) Spirit Airlines
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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.

Interesting facts about flights from Orlando to Chicago

    • 15 direct flights are operating from Orlando to Chicago today.
    • Today's average time for a direct flight is 2h 58m.
    • American Airlines flight 153 (7:03 AM GMT, McDonnell Douglas MD-80) is today's earliest available flight from Orlando to Chicago.
    • American Airlines flight 1660 (7:30 PM GMT, Boeing 737-800 Passenger) is today's latest available flight from Orlando to Chicago.
    • Today's shortest direct flight from Orlando to Chicago (American Airlines flight 153, McDonnell Douglas MD-80) takes 2h 52m.
    • Today's longest direct flight from Orlando to Chicago (American Airlines flight 54, McDonnell Douglas MD-80) takes 3h 4m.
    • Flights from Orlando Airport (MCO) to Midway Airport (MDW), O'Hare International Airport (ORD) are available for this route.