Cheap flights from Orlando to Chicago

Choose between Southwest Airlines, American Airlines, or United Airlines to find the best price

Travelers usually depart from Orlando International, Orlando Sanford International, Orlando railway station, Orlando, or Orlando-International Outlet when they travel from Orlando to Chicago. Book your trip to arrive at O Hare International, Chicago Midway International, Chicago Rockford International, Chicago Downtown Greyhound Station, or Chicago Union Station. The distance between Orlando and Chicago is 1621 km. The most popular airlines for this route are Southwest Airlines, American Airlines, United Airlines, Delta Air Lines, and Allegiant Air. Orlando and Chicago have 208 direct flights per week.

Weekly flights

MondayTuesdayWednesdayThursdayFridaySaturdaySunday
Number of flights52252939-3231

Fly direct with

Frontier Airlines on Mondays, Thursdays, Fridays, and Sundays.

Spirit Airlines on Mondays, Thursdays, Fridays, and Sundays.

Allegiant Air on Thursdays, and Sundays.

American Airlines on Mondays, Tuesdays, Thursdays, Fridays, Saturdays, and Sundays.

United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Southwest Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Royal Jordanian on Mondays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Check-in for a flight from Orlando to Chicago

NameCarrier codeIATA CodePassport needed during bookingAirport check-in closesOnline check-in available
Southwest AirlinesSWAWNNoUnknownOpens 1 days before flight
Closes 1 hours before flight
American AirlinesAALAAYesUnknownNo
United AirlinesUALUAYesUnknownOpens 1 days before flight
Closes 1 hours before flight
Delta Air LinesDALDLYesUnknownOpens 1 days before flight
0
Allegiant AirAAYG4No4 min before flightOpens 1 days before flight
Closes 0.75 hours before flight

Frequently asked questions

How long does it take to travel from Orlando to Chicago?

A one-way nonstop (direct) flight between Orlando and Chicago takes around 2.9 hours.

What is the flight distance between Orlando and Chicago?

The flight distance between Orlando and Chicago is 1621 km.

What airlines offer nonstop (direct) flights between Orlando and Chicago?

Several carriers operate flights between Orlando and Chicago. Airlines offering nonstop (direct) flights include American Airlines, Royal Jordanian, United Airlines, Allegiant Air, Spirit Airlines, Southwest Airlines, Frontier Airlines.

What are the most popular routes to and from Orlando?

Travelers frequently search for route combinations, such as Orlando and Los Angeles International, Newark Liberty International, Dallas/Fort Worth International, Luis Muñoz Marín International, Baltimore–Washington International, O Hare International, Charlotte Douglas International, Philadelphia International, Cleveland Hopkins International, Pittsburgh International, Indianapolis International.

What are the most popular routes to and from Chicago?

Travelers frequently search for route combinations, such as Chicago and Miami International, McCarran International, Orlando International, Fort Lauderdale–Hollywood International, Denver International, Hartsfield–Jackson Atlanta International, Dallas/Fort Worth International, Logan International, Tampa International, San Diego International, Minneapolis–Saint Paul International.

Which airports are there in Orlando?

Orlando is mainly served by Orlando International. But there are other airports nearby, including Orlando Sanford International, Orlando Executive.

What airports are near Orlando?

The main airport in Orlando is Orlando International. It is also served by Tampa International, Southwest Florida International, St. Pete–Clearwater International, Jacksonville International, Sarasota–Bradenton International, Punta Gorda, Palm Beach International, Daytona Beach International, Gainesville Regional, Orlando Melbourne International.

What airports are near Chicago?

The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, Dane County Regional, General Wayne A. Downing Peoria International, South Bend International, Central Illinois Regional, Quad City International, Fort Wayne International, Muskegon County, Kalamazoo/Battle Creek International.

What buses and trains depart from Orlando?

A number of bus and train companies depart from Orlando, including Megabus bus, Amtrak train.

Is it possible to combine flights, buses, and trains in one itinerary when traveling between Orlando and Chicago?

What is Virtual Interlining and how do I use it?

Which airlines fly between Orlando and Chicago?

When's the best time to travel between Orlando and Chicago?

What flights operate between Orlando and Chicago?

How many airports are there near Orlando?

How many airports are there near Chicago?

Is it possible to reach Orlando by bus or train?

What time do nonstop (direct) flights between Orlando and Chicago depart?

What time do nonstop (direct) flights between Orlando and Chicago arrive?

What time do flights between Orlando and Chicago depart?

What time do flights between Orlando and Chicago arrive?

Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.

Find the best connection from Orlando to Chicago

Search, compare, and book flights, trains, or buses to get there.

Search flights, trains & buses