Flights from Orlando to Chicago

Selected fares from Orlando to Chicago

Departure Arrival Travel dates Round-trip
ORL CHI Tue, Sep 1 - Thu, Sep 10 $145
ORL CHI Thu, May 14 - Tue, May 19 $177
ORL CHI Thu, Jun 4 - Tue, Jun 9 $210
ORL CHI Wed, Jun 17 - Tue, Jun 23 $263
ORL CHI Tue, Jul 28 - Tue, Aug 25 $269
ORL CHI Tue, Jul 28 - Tue, Aug 25 $286
ORL CHI Tue, Sep 15 - Tue, Sep 22 $398
ORL CHI Sat, Dec 19 - Tue, Dec 22 $596

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
Back to menu Return to top

Airports in Chicago IL, US

map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare 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
Back to menu Return to top

  

Earn up to 5% on hotels and 1% on flights - It's free!

By clicking, I agree to the terms and conditions.

Sun Mon Tue Wed Thu Fri Sat
1 2
$165
3 4
$165
5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $109

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 146 reviews

O'Hare International Airport Map

Rate Includes Breakfast

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $129

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 51 reviews

6500 South Cicero Avenue Map

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

Hotel only $118

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.7 / 5 15 reviews

6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hyatt Place Chicago Midway Airport

4 stars
Not yet reviewed

6550 S. Cicero Avenue Map

...Located just 1 mile south of Chicago International Airport, Hyatt offers a complementary 24 hour shuttle to and from the airport.... Midway Hotel Centers newest property is composed of 6 floors,... More

Hotel only $127

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 17 reviews

6540 S. Cicero Ave. Map

Free On The House hot breakfast, Wi-Fi

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

June

Cheapest weekend flights in June from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jun 19 Orlando (MCO) Chicago (ORD) Frontier Airlines $225
Earn $2.25
Return Mon, Jun 22 Chicago (ORD) Orlando (MCO) Frontier Airlines

Lowest roundtrip airfare in June from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jun 4 Orlando (MCO) Chicago (ORD) Frontier Airlines $165
Earn $1.65
Return Tue, Jun 9 Chicago (ORD) Orlando (MCO) Frontier Airlines

Best one-week trip in June from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jun 2 Orlando (MCO) Chicago (ORD) Frontier Airlines $165
Earn $1.65
Return Tue, Jun 9 Chicago (ORD) Orlando (MCO) Frontier Airlines
Back to menu Return to top

July

Cheapest weekend flights in July from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jul 10 Orlando (MCO) Chicago (ORD) Frontier Airlines $189
Earn $1.89
Return Sun, Jul 12 Chicago (ORD) Orlando (MCO) Frontier Airlines

Lowest roundtrip airfare in July from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jul 10 Orlando (MCO) Chicago (ORD) Frontier Airlines $189
Earn $1.89
Return Sun, Jul 12 Chicago (ORD) Orlando (MCO) Frontier Airlines

Best one-week trip in July from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jul 3 Orlando (MCO) Chicago (ORD) Frontier Airlines $212
Earn $2.12
Return Fri, Jul 10 Chicago (ORD) Orlando (MCO) Frontier Airlines
Back to menu Return to top

August

Cheapest weekend flights in August from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Aug 21 Orlando (MCO) Chicago (ORD) Spirit Airlines $223
Earn $2.23
Return Mon, Aug 24 Chicago (ORD) Orlando (MCO) Spirit Airlines

Lowest roundtrip airfare in August from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sun, Aug 23 Orlando (MCO) Chicago (ORD) Frontier Airlines $205
Earn $2.05
Return Sat, Aug 29 Chicago (ORD) Orlando (MCO) Frontier Airlines

Best one-week trip in August from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Aug 18 Orlando (MCO) Chicago (ORD) Spirit Airlines $213
Earn $2.13
Return Tue, Aug 25 Chicago (ORD) Orlando (MCO) Spirit Airlines
Back to menu Return to top

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

    • 17 direct flights are operating from Orlando to Chicago today.
    • Today's average time for a direct flight is 2h 56m.
    • American Airlines flight 153 (7:40 AM GMT, Boeing 737-800 Passenger) is today's earliest available flight from Orlando to Chicago.
    • American Airlines flight 1221 (7:28 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 (Frontier Airlines flight 1271, Airbus Industrie A320) takes 2h 45m.
    • Today's longest direct flight from Orlando to Chicago (United Airlines flight 1560, Boeing 737-800 Passenger) takes 3h 3m.
    • Flights from Orlando Airport (MCO) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.

Flight schedule for flights from Orlando to Chicago on Wed, May 6, 2015

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
American Airlines AA1987 MCO 5:20 AM ORD 9:06 AM 321 4hr 46min
American Airlines/US Airways AA1987/US1987 MCO 5:20 AM ORD 9:06 AM 321/321 4hr 46min
US Airways US1987 MCO 5:20 AM ORD 9:06 AM 321 4hr 46min
US Airways/American Airlines US1987/AA1987 MCO 5:20 AM ORD 9:06 AM 321/321 4hr 46min
American Airlines/American Airlines AA1383/AA1247 MCO 5:10 AM ORD 9:33 AM 738/763 5hr 23min
American Airlines/US Airways AA1383/US1247 MCO 5:10 AM ORD 9:33 AM 738/763 5hr 23min
US Airways/American Airlines US1383/AA1247 MCO 5:10 AM ORD 9:33 AM 738/763 5hr 23min
US Airways/US Airways US1383/US1247 MCO 5:10 AM ORD 9:33 AM 738/763 5hr 23min
American Airlines AA153 MCO 7:40 AM ORD 9:34 AM 738 2hr 54min
US Airways US153 MCO 7:40 AM ORD 9:34 AM 738 2hr 54min
American Airlines/American Airlines AA1987/AA1946 MCO 5:20 AM ORD 11:04 AM 321/321 6hr 44min
American Airlines/US Airways AA1987/US1946 MCO 5:20 AM ORD 11:04 AM 321/321 6hr 44min
American Airlines/American Airlines AA1982/AA1946 MCO 6:40 AM ORD 11:04 AM 321/321 5hr 24min