One Way

Popular Filters

+ 1 more

One Way Price

SGD 272 SGD 600

Duration

2 h 30 m 22 h 30 m

Stops From Chicago

Departure From Chicago

Before 6 AM

SGD 523

6 AM - 12 PM

SGD 304

12 PM - 6 PM

SGD 304

After 6 PM

SGD 272

Arrival at Orlando

Before 6 AM

SGD 298

6 AM - 12 PM

SGD 272

12 PM - 6 PM

SGD 304

After 6 PM

SGD 292

Alliances & Airlines

Oneworld

(5)

SkyTeam

(1)

Star Alliance

(1)

Layover Airports

+ 1 more

Layover Duration

1 h 39 m 16 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

SGD 272

Chicago to Orlando , 15 Jun

Frontier Airlines F9 | 1483

21:48

Mon, 15 Jun 26

Terminal T5

Chicago, United States

03 h 06 m

23:54

Mon, 15 Jun 26

Denver, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 4646

06:00

Tue, 16 Jun 26

Denver, United States

03 h 47 m

11:47

Tue, 16 Jun 26

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Allegiant Air

SGD 292

Rockford to Sanford , 15 Jun

Allegiant Air G4 | 1278

19:53

Mon, 15 Jun 26

Rockford, United States

02 h 35 m

23:28

Mon, 15 Jun 26

Sanford, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

SGD 298

Chicago to Orlando , 15 Jun

Delta Air Lines DL | 2740

18:22

Mon, 15 Jun 26

Terminal T5

Chicago, United States

02 h 16 m

21:38

Mon, 15 Jun 26

Terminal S

Atlanta, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 1562

23:25

Mon, 15 Jun 26

Terminal S

Atlanta, United States

01 h 34 m

00:59

Tue, 16 Jun 26

Terminal B

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

SGD 304

Chicago to Orlando , 15 Jun

Frontier Airlines F9 | 2145

07:20

Mon, 15 Jun 26

Chicago, United States

04 h 16 m

09:36

Mon, 15 Jun 26

Las Vegas, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 1876

21:51

Mon, 15 Jun 26

Las Vegas, United States

04 h 39 m

05:30

Tue, 16 Jun 26

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

SGD 321

Chicago to Orlando , 15 Jun

Frontier Airlines F9 | 3044

16:59

Mon, 15 Jun 26

Terminal T5

Chicago, United States

03 h 02 m

21:01

Mon, 15 Jun 26

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

SGD 332

Chicago to Orlando , 15 Jun

American Airlines AA | 3176

18:45

Mon, 15 Jun 26

Terminal T3

Chicago, United States

02 h 51 m

22:36

Mon, 15 Jun 26

Terminal B

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

SGD 333

Chicago to Orlando , 15 Jun

American Airlines AA | 835

06:59

Mon, 15 Jun 26

Terminal T3

Chicago, United States

03 h 13 m

11:12

Mon, 15 Jun 26

Miami, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 2092

13:40

Mon, 15 Jun 26

Miami, United States

01 h 15 m

14:55

Mon, 15 Jun 26

Terminal B

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

SGD 356

Chicago to Orlando , 15 Jun

United Airlines UA | 2120

06:02

Mon, 15 Jun 26

Terminal T1

Chicago, United States

02 h 43 m

09:45

Mon, 15 Jun 26

Terminal B

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

SGD 357

Chicago-Midway to Orlando , 15 Jun

Southwest Airlines WN | 2820

18:35

Mon, 15 Jun 26

Chicago-Midway, United States

02 h 35 m

22:10

Mon, 15 Jun 26

Terminal A

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

SGD 385

Chicago-Midway to Orlando , 15 Jun

Southwest Airlines WN | 5061

09:40

Mon, 15 Jun 26

Chicago-Midway, United States

02 h 40 m

13:20

Mon, 15 Jun 26

Terminal A

Orlando, United States

BAGGAGE : CHECK INCABIN

Information not available

Chicago to Orlando Flights Information:-

Looking for Chicago to Orlando Flight? Hereโ€™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 6 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 272, which may go up to 581 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 Allegiant Air, American Airlines, Delta Air Lines, Frontier Airlines, Southwest Airlines, United 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:Allegiant Air : 1, American Airlines : 1, Delta Air Lines : 1, Frontier Airlines : 1, Southwest Airlines : 1, United Airlines : 1

To board the first Chicago to Orlando flight, choose Southwest Airlines, which departs at 05:10 The last flight for this route is Frontier Airlines, departing at 21:48

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 dynamic city that offers a blend of modernity and rich cultural heritage, making it an exciting destination for travelers from Singapore. Known for its stunning skyline, vibrant arts scene, and diverse neighborhoods, Chicago promises a variety of experiences that cater to all interests. Whether you're exploring world-class museums, indulging in deep-dish pizza, or strolling along the scenic Lake Michigan, Chicago has something for everyone.

Best Time to Visit

For Singapore travelers, the best time to visit Chicago is during the spring (April to June) and fall (September to October) when the weather is pleasant and the city is bustling with activities. Summers are warm and ideal for outdoor festivals, while winters can be quite cold and snowy, offering a magical winter wonderland experience.

Getting There

Chicago is well-connected to Singapore with direct flights from Changi Airport (SIN) to O'Hare International Airport (ORD). Major airlines such as Singapore Airlines and United Airlines offer flights to Chicago, making it convenient for travelers. Ensure you have a valid visa for entry into the United States, and check for any travel advisories before booking your trip.

Where to Stay

Chicago offers a range of accommodations to suit different budgets. For luxury stays, consider hotels in the Magnificent Mile area, such as the Peninsula Chicago or the Four Seasons Hotel. Budget travelers can find affordable options in neighborhoods like River North and Lincoln Park.

Must-See Places & Experiences

โ€ข Millennium Park: Home to the iconic Cloud Gate sculpture (The Bean) and beautiful gardens.
โ€ข Art Institute of Chicago: Renowned for its impressive collection of art from around the world.
โ€ข Navy Pier: A lively entertainment hub with rides, restaurants, and stunning lake views.
โ€ข Willis Tower Skydeck: Offers breathtaking views of the city from its observation deck.
โ€ข Museum Campus: Includes the Field Museum, Shedd Aquarium, and Adler Planetarium.

Local Transportation

Getting around Chicago is easy with its extensive public transportation system. The 'L' trains and buses operated by the Chicago Transit Authority (CTA) connect various parts of the city. Taxis and rideshare services like Uber and Lyft are also widely available.

Food & Dining

Chicago is a culinary paradise with a diverse food scene. Don't miss trying the famous deep-dish pizza at Giordano's or Lou Malnati's. For fine dining, Alinea offers an unforgettable experience. Explore the ethnic neighborhoods for authentic cuisines, such as Chinatown for dim sum and Pilsen for Mexican delicacies.

Practical Travel Tips

โ€ข Currency: The US Dollar (USD) is used in Chicago.
โ€ข Language: English is the primary language.
โ€ข Safety: Chicago is generally safe for tourists, but stay vigilant in crowded areas.
โ€ข Apps: Download the CTA app for public transport info and Yelp for restaurant reviews.

Start planning your trip and get your tickets booked from MakeMyTrip.com. The website offers you a host of services such as hotel deals, flight deals, and holiday packages. You have the freedom to book cheap flight tickets to Chicago and hotels to any destination in the world according to your budget and need.

Important Information about Chicago to Orlando Flight

Lowest Fare to Travel with Date SGD undefined- 15 Jun
Total flights from Chicago to Orlando in a week 19 Flights
First Flight Southwest Airlines, departs at 05:10
Last FlightFrontier Airlines, departs at 21:48
Non-Stop Flights from Chicago to Orlando12
Airport Name & codes of Chicago & Orlando Chicago Midway Intl, Chicago-CHI, Orlando Airport,Orlando-ORL

Chicago Address

About Orlando (ORL)

Rightly called as the โ€˜Theme Park Capital of the World,โ€™ 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 Disneyโ€™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.

Orlando Address

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

Frequently Asked Questions - Chicago to Orlando Flights

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.

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.

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.

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.

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.

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.

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.