One Way

Popular Filters

+ 1 more

One Way Price

CAD 173 CAD 700

Duration

2 h 35 m 16 h 30 m

Stops From Chicago

Departure From Chicago

Before 6 AM

CAD 218

6 AM - 12 PM

CAD 173

12 PM - 6 PM

CAD 173

After 6 PM

CAD 179

Arrival at Orlando

Before 6 AM

CAD 173

6 AM - 12 PM

CAD 218

12 PM - 6 PM

CAD 218

After 6 PM

CAD 179

Airlines

Layover Airports

Layover Duration

1 h 1 m 10 h 30 m

Top Flights From Chicago

Chicago To Orlando Flights

Book Chicago to Orlando flight tickets at lowest price. Get best deals on your upcoming Chicago to Orlando flights only on MakeMyTrip. Also Book Orlando to Chicago Flights. Currently 19 flights flying from Chicago to Orlando. To save maximum on flight booking click on below Fare Calendar button and choose your dates.Avail Zero Cancellation for flight bookings.


Sorted By:
Departure
Duration
Arrival
Price
Frontier Airlines

CAD 173

Chicago-Midway to Orlando , 3 Apr

Frontier Airlines F9 | 2780

14:56

Fri, 3 Apr 26

Chicago-Midway, United States

02 h 06 m

18:02

Fri, 3 Apr 26

Terminal N

Atlanta, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 4026

22:45

Fri, 3 Apr 26

Terminal N

Atlanta, United States

01 h 40 m

00:25

Sat, 4 Apr 26

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

More Timing Options

CAD 179

Chicago to Orlando , 3 Apr

Frontier Airlines F9 | 1483

14:29

Fri, 3 Apr 26

Chicago, United States

03 h 20 m

16:49

Fri, 3 Apr 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 1734

17:53

Fri, 3 Apr 26

Denver, United States

03 h 51 m

23:44

Fri, 3 Apr 26

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

CAD 186

Chicago to Orlando , 3 Apr

Frontier Airlines F9 | 3135

07:30

Fri, 3 Apr 26

Terminal T5

Chicago, United States

03 h 07 m

10:37

Fri, 3 Apr 26

Terminal A

Houston, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 4978

21:05

Fri, 3 Apr 26

Terminal A

Houston, United States

02 h 28 m

00:33

Sat, 4 Apr 26

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

More Timing Options

CAD 218

Chicago-Midway to Orlando , 3 Apr

Frontier Airlines F9 | 1458

05:30

Fri, 3 Apr 26

Chicago-Midway, United States

02 h 46 m

09:16

Fri, 3 Apr 26

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

CAD 640

Chicago to Orlando , 3 Apr

Southwest Airlines WN | 4150

06:00

Fri, 3 Apr 26

Terminal T5

Chicago, United States

02 h 40 m

09:40

Fri, 3 Apr 26

Terminal A

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Orlando Address

Orlando International Airport
One Jeff Fuqua Blvd
Orlando
Florida
United States
Tel: +1-407-825-2001

Chicago Address

Chicago to Orlando Flights Information:-

Looking for Chicago to Orlando Flight? Here’s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Orlando is Orlando Airport and the IATA code for the same is ORL.
Currently, there are 3 airlines operating flights between the two destinations and approximately 19 flights take off from Chicago to Orlando every week.

Need information on Chicago to Orlando airfare?

The minimum airfare for a Chicago to Orlando flight would be 173, which may go up to 640 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for Chicago to Orlando

If you are looking for Chicago to Orlando flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are Frontier Airlines, Southwest Airlines, Spirit Airlines. Out of these, only 12 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:Frontier Airlines : 8, Southwest Airlines : 8, Spirit Airlines : 8

To board the first Chicago to Orlando flight, choose Frontier Airlines, which departs at 05:30 The last flight for this route is Southwest Airlines, departing at 21:00

Orlando Airport Information

Orlando Airport
Orlando International Airport
One Jeff Fuqua Blvd
Orlando
Florida
United States
Tel: +1-407-825-2001

About Chicago (CHI)

Chicago is a dazzling city that captivates visitors with its vibrant atmosphere and stunning architecture. For travelers from Canada, Chicago offers an array of experiences, from world-class museums to picturesque waterfront parks. The city's rich cultural heritage and dynamic arts scene make it a must-visit destination.

Best Time to Visit

The ideal time to visit Chicago is during the spring (April to June) and fall (September to November) when the weather is pleasant, and the city is alive with festivals. Summers can be warm and bustling, while winters are cold and snowy, perfect for those who enjoy winter sports.

Getting There

Chicago is served by two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). There are numerous flights to Chicago from Canada, including direct flights from Toronto, Vancouver, and Montreal. Ensure you have a valid passport and check visa requirements before booking your flight. Airlines such as Air Canada and United Airlines offer cheap flights to Chicago, making it accessible for Canadian travelers.

Where to Stay

Chicago boasts a wide range of accommodation options to suit all budgets. For luxury, consider staying in the Magnificent Mile area, home to upscale hotels and designer boutiques. Budget travelers can find affordable options in neighborhoods like Lincoln Park and Wicker Park. The Loop, Chicago's downtown area, is ideal for tourists wanting to be close to major attractions.

Must-See Places & Experiences

Chicago is renowned for its iconic landmarks and cultural institutions. Don't miss:
• The Art Institute of Chicago
• Millennium Park and the famous Cloud Gate sculpture
• Navy Pier, offering entertainment and stunning lake views
• Museum Campus, home to the Field Museum, Shedd Aquarium, and Adler Planetarium
• The Magnificent Mile for shopping
• Willis Tower Skydeck for breathtaking city views

Local Transportation

Chicago's public transportation system is efficient and easy to navigate. The Chicago Transit Authority (CTA) operates buses and trains that connect the city and suburbs. Taxis and ride-sharing services like Uber and Lyft are readily available. For a scenic option, consider renting a bike and exploring the city's extensive bike paths.

Food & Dining

Chicago's culinary scene is diverse and delicious. Be sure to try local specialties such as deep-dish pizza, Chicago-style hot dogs, and Italian beef sandwiches. The city offers a variety of dining options, from Michelin-starred restaurants to casual eateries. Recommended spots include:
• Lou Malnati's Pizzeria for deep-dish pizza
• Portillo's for Chicago-style hot dogs
• Alinea for an upscale dining experience

Practical Travel Tips

• Currency: The US Dollar (USD)
• Language: English
• Safety: Chicago is generally safe, but be aware of your surroundings and avoid less populated areas at night
• Useful Apps: Download the CTA Transit app for public transport information and OpenTable for restaurant reservations

Start planning your trip and book your Chicago flight today. With so much to offer, Chicago is a city that promises unforgettable experiences for Canadian travelers.

About Orlando (ORL)

Rightly called as the ‘Theme Park Capital of the World,’ Orlando is a city in the Orange County of the state of Florida. It boasts of a wide collection of theme parks that make it one of the most admired recreational destinations in the world. Adorned with the graceful presence of Lake Eola, this city is best known for the Walt Disney World Resort, which attracts millions of visitors year-round. On a trip to Orlando, travellers can visit the theme parks of Magic Kingdom and Disney’s Hollywood Studios to take pleasure in a number of fantasy rides, interactive exhibits and fun-filled activities in the Walt Disney World Resort. Downtown Disney is an entertainment and shopping resort that must not be missed by tourists when they are travelling Orlando. Universal Orlando is another resort here, which features a number of theme parks where visitors get to learn and explore, indulge in fun and recreation, and experience a sense of adventure, all at the same time and same place. Besides these, there are also a lot to explore in the downtown area, including a number of historic and cultural attractions. To experience the magic of Disney come alive, there can be no better place than this city. Tourists can grab one of the many exciting and affordable packages from MakeMyTrip to travel around this city conveniently.

Frequently Asked Questions - Chicago to Orlando Flights

Can I find cheap accommodation near to airport when travelling from Chicago to Orlando?

There are several accommodation options available near the Orlando Airport. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.

How do MakeMyTrip finds the lowest available dare for flights from Chicago to Orlando?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.

Is there a way to make flexible departure date bookings for your Chicago to Orlando flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Chicago to Orlando. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.

What is the best time to book cheap flight tickets from Chicago to Orlando?

To get cheap flight tickets from Chicago to Orlando, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from Chicago (CHI) to Orlando (ORL) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

Is passport mandatory to travel from Chicago to Orlando?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.

Which airlines offer cheapest airfare from Chicago to Orlando?

There is no set pricing for airlines to offer cheap flight fare from Chicago to Orlando. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from Chicago to Orlando.

Can I cancel my ticket from Chicago to Orlando without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.