
$39 Cheap flight deals from Orlando (ORL) to Chicago (CHI)
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This Weekend's Flight Deals from Orlando to Chicago
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $39 One Way, $79 Round Trip from Orlando to Chicago
Prices starting at $79 for return flights and $39 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.
Chicago economy flight packages

Motel 6 Elk Grove Village, IL - O'Hare
May 27 - May 29
Orlando (MCO) to Chicago (ORD)
Chicago (ORD) to Orlando (MCO)
Reviewed on Dec 19, 2024

Regal Inn - Chicago O'Hare Airport
May 27 - May 29
Orlando (MCO) to Chicago (ORD)
Chicago (ORD) to Orlando (MCO)
Reviewed on Dec 1, 2024

Springhill Suites by Marriott Chicago Elmhurst/Oakbrook Area
May 27 - May 29
Orlando (MCO) to Chicago (ORD)
Chicago (ORD) to Orlando (MCO)
Reviewed on Mar 10, 2025
More About Flying To Chicago from Orlando
Route Information for Flights from Orlando to Chicago
Origin Airport IATA Code | ORL |
---|---|
Destination Airport IATA Code | CHI |
Distance | 1006 mi |
Direct Flight Airlines | American Airlines, Qatar Airways, JAL, Air Canada, Austrian, Emirates, Copa Airlines, Swiss, Air New Zealand, United Airlines, Gol, Alaska Airlines, Frontier Airlines, Cathay Pacific, Southwest Airlines, Royal Jordanian, Iberia, ANA, Brussels Airlines, Lufthansa, Spirit Airlines, British Airways |
Earliest Flight Arrival | 12:04PM UTC |
Latest Flight Arrival | 3:32AM 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.
Frequently asked questions
Flights to Chicago
- New York to Chicago
- Houston to Chicago
- Dallas to Chicago
- Toronto to Chicago
- Phoenix to Chicago
- Los Angeles to Chicago
- Orlando to Chicago
- Las Vegas to Chicago
- San Francisco to Chicago
- Detroit to Chicago
- Washington to Chicago
- New Orleans to Chicago
- Kansas City to Chicago
- Montreal to Chicago
- Sacramento to Chicago
- Hartford to Chicago
- London to Chicago
- Paris to Chicago
- Harrisburg - Hershey to Chicago
- Rome to Chicago
Flights from Orlando
- Orlando to New York
- Orlando to Chicago
- Orlando to Atlanta
- Orlando to Toronto
- Orlando to London
- Orlando to Houston
- Orlando to Washington
- Orlando to Dallas
- Orlando to Phoenix
- Orlando to Fort Lauderdale
- Orlando to Paris
- Orlando to Detroit
- Orlando to Charlotte
- Orlando to Los Angeles
- Orlando to New Orleans
- Orlando to Hartford
- Orlando to Montreal
- Orlando to Atlantic City
- Orlando to San Francisco
- Orlando to Kansas City
Top Trending
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. 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.