$111 Find Cheap Flights from Orlando to Chicago - Compare and Save

These are the earliest and latest flight times available from Orlando Airport to Chicago:

• Earliest: departs at 5:20 am and lands at 8:29 am
• Latest: departs at 10:57 pm and lands at 2:06 am.

The flight takes about 3h 09m.

Four cabin classes are available on flights from Orlando Airport to Chicago:

• Economy Class
• Premium Economy Class
• Business Class
• First Class

Prices vary by airline.

A nonstop flight from Orlando Airport to Chicago takes 3h 09m, covering 994 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Round-trip flights from Orlando Airport to Chicago range from $163 to $343, with an average of $245 over the past 12 months. Anything below $163 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 17% above the $245 route average. Book 19 weeks before departure for the lowest fares.

On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $247 round-trip, compared to $280 via a layover through Charlotte Douglas (CLT).

United Airlines is slightly above the route average for timely arrivals, while American Airlines has a lower on-time arrival rate. On-time arrival rates on Orlando Airport to Chicago flights are:

• United Airlines: 92% on time
• American Airlines: 86% on time
• Frontier: 85% on time

Overall, flights on this route are punctual 82% of the time on average.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

Morning is the busiest departure period on Orlando Airport to Chicago flights, with 41% of flights leaving in that window. Afternoon departures account for 32%, evening flights for 23%, and night flights for 4%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $203 to $1,470. That means the highest observed fare was about 7x higher than the lowest one.

Two airlines offer in-flight Wi-Fi on Orlando Airport to Chicago flights:

• American Airlines
• JetBlue

Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

One-way fares from Orlando Airport to Chicago are currently lower than usual. Average one-way flight prices are about $150, which is 15% below the typical average for this route.

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates averaging $64:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Ace
• Dollar

Near Chicago Midway Airport (MDW) — daily rates averaging $84:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Flights from Orlando Airport to Chicago usually depart from Orlando (MCO) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

Morning flights have the fewest delays on this route, while night departures tend to have the most.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Orlando Airport to Chicago route, 18% of flights were delayed in the past 3 months, with delays averaging 2h 31m.

One-stop flights from Orlando Airport to Chicago most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 77% of one-stop connections
• New York John F Kennedy Intl (JFK) - 10% of one-stop connections
• Charlotte Douglas (CLT) - 5% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 3% of one-stop connections

Yes. Flexible dates can save you up to 28% on flights from Orlando Airport to Chicago. Thursday is the cheapest departure day at $219 round-trip on average, while Monday is the most expensive at $301, a difference of $82.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

4 airlines operate flights between Orlando Airport and Chicago. The airlines offering nonstop flights on this route include:

• United Airlines
• Southwest
• American Airlines
• Frontier

Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 41m, compared with 6h via Chicago O'Hare Intl (ORD) and 6h 13m via Charlotte Douglas (CLT).

Chicago is 1 hour behind Orlando Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

Among airlines operating Orlando Airport to Chicago flights:

• Frontier: offers free seat selection
• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• Frontier: a cabin bag and a checked bag in Economy Class
• United Airlines: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Economy Class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Chicago O'Hare International Airport has several options for renting a vehicle. Rental car companies are located in the Multi-Modal Facility (MMF), which passengers can reach from the terminals via the Airport Transit System (ATS).

No, terminal access is restricted at all times to ticketed passengers, people assisting passengers, badged employees and others with legitimate airport business.

Yes, complimentary services for travelers with reduced mobility are available at both MCO and ORD. Wheelchair assistance and other arrangements are handled through the airline and MCO advises contacting the airline in advance. Passengers who request assistance in advance must identify themselves to airline personnel on arrival at the airport or at the gate to receive it. At ORD, wheelchair assistance must be arranged directly with the airline.

O'Hare International Airport (ORD) has a few lounge areas provided by various airlines. The United Polaris lounge is available for international premium cabin travelers only.