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Orlando to Chicago Flights

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.

Cheap flights from Orlando to Chicago

Prices are for round-trip flights per adult (taxes and fees included)

Cheapest fares highlighted below

Previous May
Next July
Sun Mon Tue Wed Thu Fri Sat
26 27 28 29 30 31 1 $347
2 $299 3 $331 4 $276 5 $276 6 $296 7 $296 8 $300
9 $314 10 $276 11 $276 12 $296 13 $276 14 $365 15 $378
16 $338 17 $281 18 $241 19 $236 20 $261 21 $281 22 $325
23 $325 24 $281 25 $276 26 $276 27 $321 28 $328 29 $333
30 1 2 3 4 5 6

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 48 hours. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

Leaving Sat, Jun 1, returning:
Sun, Jun 2
$394
Mon, Jun 3
$394
Tue, Jun 4
$347
Wed, Jun 5
$347
Sun, Jun 9
$388
Sat, Jul 6
$394
Leaving Sun, Jun 2, returning:
Mon, Jun 3
$410
Tue, Jun 4
$416
Wed, Jun 5
$299
Fri, Jun 7
$335
Fri, Jun 14
$348
Sun, Jun 30
$394
Sun, Jul 7
$405
Mon, Jul 8
$405
Leaving Mon, Jun 3, returning:
Tue, Jun 4
$351
Wed, Jun 5
$363
Thu, Jun 6
$331
Fri, Jun 7
$388
Sat, Jun 8
$351
Mon, Jun 10
$370
Mon, Jul 1
$394
Leaving Tue, Jun 4, returning:
Thu, Jun 6
$338
Fri, Jun 7
$363
Sat, Jun 8
$351
Sun, Jun 9
$297
Mon, Jun 10
$363
Thu, Jun 13
$276
Tue, Jun 25
$276
Wed, Jun 26
$316
Sat, Jul 13
$373
Sun, Jul 14
$378
Tue, Jul 16
$276
Leaving Wed, Jun 5, returning:
Thu, Jun 6
$363
Sat, Jun 8
$363
Sun, Jun 9
$276
Mon, Jun 10
$296
Thu, Jun 13
$276
Sun, Jun 16
$378
Tue, Jun 18
$316
Wed, Jun 19
$276
Wed, Jun 26
$316
Leaving Thu, Jun 6, returning:
Sat, Jun 8
$307
Sun, Jun 9
$325
Mon, Jun 10
$307
Tue, Jun 11
$307
Wed, Jun 12
$307
Thu, Jun 13
$296
Fri, Jun 14
$314
Mon, Jun 17
$307
Wed, Jun 19
$307
Sat, Jul 6
$320
Leaving Fri, Jun 7, returning:
Sun, Jun 9
$296
Mon, Jun 10
$325
Tue, Jun 11
$332
Wed, Jun 19
$323
Fri, Jul 12
$360
Leaving Sat, Jun 8, returning:
Mon, Jun 10
$311
Tue, Jun 11
$307
Wed, Jun 12
$307
Thu, Jun 13
$300
Leaving Sun, Jun 9, returning:
Mon, Jun 10
$325
Tue, Jun 11
$325
Wed, Jun 12
$314
Thu, Jun 13
$314
Sat, Jun 15
$325
Sun, Jun 16
$343
Sat, Jun 22
$410
Leaving Mon, Jun 10, returning:
Tue, Jun 11
$296
Wed, Jun 12
$296
Thu, Jun 13
$276
Fri, Jun 14
$301
Sat, Jun 15
$306
Sun, Jun 16
$325
Mon, Jun 24
$296
Leaving Tue, Jun 11, returning:
Wed, Jun 12
$296
Fri, Jun 14
$301
Sat, Jun 15
$306
Sun, Jun 16
$314
Tue, Jun 18
$296
Thu, Jun 20
$296
Tue, Jun 25
$276
Wed, Jul 10
$314
Leaving Wed, Jun 12, returning:
Sun, Jun 16
$409
Mon, Jun 17
$296
Tue, Jun 18
$296
Tue, Jun 25
$296
Leaving Thu, Jun 13, returning:
Fri, Jun 14
$301
Sat, Jun 15
$296
Sun, Jun 16
$314
Mon, Jun 17
$296
Wed, Jun 19
$276
Thu, Jun 20
$281
Sun, Jun 23
$314
Tue, Jun 25
$276
Sat, Aug 24
$323
Leaving Fri, Jun 14, returning:
Sun, Jun 16
$399
Mon, Jun 17
$381
Tue, Jun 18
$365
Fri, Jun 21
$410
Sun, Jun 23
$399
Mon, Jun 24
$381
Tue, Jun 25
$368
Wed, Jun 26
$399
Leaving Sat, Jun 15, returning:
Sun, Jun 16
$399
Mon, Jun 17
$381
Thu, Jun 20
$378
Fri, Jun 21
$465
Sat, Jun 22
$480
Leaving Sun, Jun 16, returning:
Thu, Jun 20
$343
Sun, Jun 23
$388
Mon, Jun 24
$344
Tue, Jul 16
$338
Leaving Mon, Jun 17, returning:
Wed, Jun 19
$288
Mon, Jun 24
$286
Tue, Jun 25
$281
Wed, Jun 26
$314
Leaving Tue, Jun 18, returning:
Thu, Jun 20
$241
Sun, Jun 23
$358
Mon, Jun 24
$281
Tue, Jun 25
$256
Wed, Jun 26
$296
Thu, Jun 27
$320
Fri, Jun 28
$308
Sat, Jun 29
$320
Mon, Jul 1
$281
Leaving Wed, Jun 19, returning:
Thu, Jun 20
$241
Fri, Jun 21
$332
Sun, Jun 23
$314
Mon, Jun 24
$261
Tue, Jun 25
$236
Wed, Jun 26
$276
Leaving Thu, Jun 20, returning:
Sat, Jun 22
$358
Sun, Jun 23
$325
Mon, Jun 24
$286
Tue, Jun 25
$261
Thu, Jun 27
$306
Mon, Jul 1
$293
Leaving Fri, Jun 21, returning:
Sun, Jun 23
$343
Mon, Jun 24
$306
Tue, Jun 25
$281
Fri, Jun 28
$349
Sat, Jul 6
$349
Mon, Jul 22
$306
Leaving Sat, Jun 22, returning:
Tue, Jun 25
$325
Sun, Jun 30
$349
Wed, Jul 3
$332
Leaving Sun, Jun 23, returning:
Mon, Jun 24
$325
Wed, Jun 26
$339
Thu, Jun 27
$364
Sun, Jun 30
$356
Mon, Jul 1
$363
Wed, Jul 3
$358
Leaving Mon, Jun 24, returning:
Tue, Jun 25
$281
Wed, Jun 26
$325
Thu, Jun 27
$320
Fri, Jun 28
$320
Wed, Jul 3
$314
Leaving Tue, Jun 25, returning:
Thu, Jun 27
$320
Fri, Jun 28
$320
Sat, Jun 29
$320
Sun, Jun 30
$320
Mon, Jul 1
$320
Tue, Jul 2
$276
Tue, Jul 30
$314
Leaving Wed, Jun 26, returning:
Sun, Jun 30
$338
Mon, Jul 1
$321
Tue, Jul 2
$276
Sat, Jul 6
$338
Fri, Aug 9
$281
Leaving Thu, Jun 27, returning:
Sat, Jun 29
$355
Sun, Jun 30
$355
Mon, Jul 1
$355
Tue, Jul 2
$328
Thu, Jul 4
$321
Leaving Fri, Jun 28, returning:
Sun, Jun 30
$355
Mon, Jul 1
$353
Tue, Jul 2
$328
Sun, Jul 7
$366
Leaving Sat, Jun 29, returning:
Tue, Jul 2
$333
Wed, Jul 3
$349
Fri, Jul 5
$353
Sat, Jul 6
$401
Sun, Jul 7
$355
Mon, Jul 8
$355
Tue, Jul 9
$349
June

Cheapest weekend flights in June from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jun 20 Orlando (MCO) Chicago (ORD) Spirit Airlines $286
Return Mon, Jun 24 Chicago (ORD) Orlando (MCO) Spirit Airlines

Lowest roundtrip airfare in June from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jun 19 Orlando (MCO) Chicago (ORD) Spirit Airlines $236
Return Tue, Jun 25 Chicago (ORD) Orlando (MCO) Spirit Airlines

Best one-week trip in June from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jun 18 Orlando (MCO) Chicago (ORD) Spirit Airlines $256
Return Tue, Jun 25 Chicago (ORD) Orlando (MCO) Spirit 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 Thu, Jul 4 Orlando (MCO) Chicago (ORD) Spirit Airlines $281
Return Mon, Jul 8 Chicago (ORD) Orlando (MCO) Spirit Airlines

Lowest roundtrip airfare in July from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jul 31 Orlando (MCO) Chicago (ORD) Spirit Airlines $236
Return Wed, Aug 7 Chicago (ORD) Orlando (MCO) Spirit Airlines

Best one-week trip in July from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jul 31 Orlando (MCO) Chicago (ORD) Spirit Airlines $236
Return Wed, Aug 7 Chicago (ORD) Orlando (MCO) Spirit 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 Thu, Aug 29 Orlando (MCO) Chicago (ORD) Spirit Airlines $236
Return Sun, Sep 1 Chicago (ORD) Orlando (MCO) Spirit Airlines

Lowest roundtrip airfare in August from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Aug 19 Orlando (MCO) Chicago (ORD) Spirit Airlines $236
Return Thu, Aug 22 Chicago (ORD) Orlando (MCO) Spirit Airlines

Best one-week trip in August from Orlando to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Aug 6 Orlando (MCO) Chicago (ORD) Spirit Airlines $236
Return Tue, Aug 13 Chicago (ORD) Orlando (MCO) Spirit Airlines
Back to menu Return to top
Airports in Orlando FL, US
map of airports in Orlando
  • 1

    Orlando Airport (MCO)

    Distance from City Center: 14 miles

    Carriers for flights from MCO to CHI

    Carriers
    AirTran Airways, American 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

    Carriers for flights from ORL to MDW

    Carriers
    AirTran Airways
  • 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 US Airways, United Airlines
    Terminal 3 American Airlines
Back to menu Return to top
Aircraft Options

Aircraft options between Orlando and Chicago

Equipment Carrier
Boeing 717 AirTran Airways
Boeing 737-700 Passenger AirTran Airways, United Airlines, US Airways
Boeing 757-200 Passenger US Airways, United Airlines
Boeing 757-300 Passenger United Airlines
Boeing 737-900 Passenger United Airlines, US Airways
Airbus Industrie A319 US Airways, United Airlines
Boeing 737-800 Passenger United Airlines, American Airlines, US Airways
McDonnell Douglas MD-80 American Airlines
McDonnell Douglas MD-83 American Airlines
Airbus Industrie A320 US Airways, United Airlines
Back to menu Return to top

More to explore for Orlando to Chicago

Flight facts

    • 13 direct flights are operating from Orlando to Chicago today.
    • Today's average time for a direct flight is 2h 53m.
    • United Airlines flight 1091 (1:00 AM GMT, Boeing 737-800 Passenger) is today's earliest available flight from Orlando to Chicago.
    • AirTran Airways flight 396 (3:15 PM GMT, Boeing 737-700 Passenger) is today's latest available flight from Orlando to Chicago.
    • Today's shortest direct flight from Orlando to Chicago (AirTran Airways flight 396, Boeing 737-700 Passenger) takes 2h 45m.
    • Today's longest direct flight from Orlando to Chicago (American Airlines flight 593, McDonnell Douglas MD-80) takes 3h 5m.
    • Flights from Orlando Airport (MCO) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.

Cheap airline tickets from Orlando to Chicago

Airline Departure Arrival Travel dates Round-trip
airline logo Spirit Airlines ORL CHI Tue, Dec 17 - Mon, Dec 30 $236
airline logo United Airlines ORL CHI Thu, Sep 5 - Mon, Sep 9 $276
airline logo American Airlines ORL CHI Thu, Sep 5 - Mon, Sep 9 $276
airline logo AirTran Airways ORL CHI Mon, Aug 26 - Sat, Aug 31 $278
Delta Airlines Delta Air Lines ORL CHI Thu, Nov 7 - Mon, Nov 11 $291
airline logo US Airways ORL CHI Thu, Sep 5 - Mon, Sep 9 $292
airline logo Frontier Airlines ORL CHI Wed, Sep 11 - Tue, Sep 17 $376
airline logo Sun Country Airlines ORL CHI Tue, Jul 2 - Tue, Jul 9 $466
airline logo JetBlue Airways ORL CHI Thu, Sep 12 - Mon, Sep 16 $506
airline logo Alaska Airlines ORL CHI Tue, Sep 24 - Mon, Sep 30 $656

Daily flight schedule for Sat, May 25, 2013

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
United Airlines UA1249 MCO 6:00 AM ORD 7:57 AM 73G 2hr 57min
American Airlines AA153 MCO 7:05 AM ORD 9:00 AM M80 2hr 55min
United Airlines UA399 MCO 8:00 AM ORD 9:55 AM 320 2hr 55min
US Airways US6101 MCO 8:00 AM ORD 9:55 AM 320 2hr 55min
AirTran Airways FL150 MCO 9:55 AM MDW 11:45 AM 717 2hr 50min
American Airlines AA1697 MCO 11:30 AM ORD 1:20 PM M80 2hr 50min
United Airlines UA1553 MCO 11:54 AM ORD 1:50 PM 739 2hr 56min
United Airlines UA1103 MCO 3:11 PM ORD 5:11 PM 739 3hr 0min
American Airlines AA593 MCO 3:10 PM ORD 5:15 PM M80 3hr 5min
AirTran Airways FL587 MCO 4:25 PM MDW 6:10 PM 717 2hr 45min
United Airlines UA1733 MCO 4:36 PM ORD 6:35 PM 739 2hr 59min
American Airlines AA1221 MCO 7:25 PM ORD 9:20 PM M80 2hr 55min
AirTran Airways FL396 MCO 8:15 PM MDW 10:00 PM 73G 2hr 45min