One Way

Popular Filters

+ 1 more

One Way Price

SGD 264 SGD 400

Duration

2 h 45 m 25 h 30 m

Stops From Orlando

Departure From Orlando

Before 6 AM

SGD 293

6 AM - 12 PM

SGD 271

12 PM - 6 PM

SGD 326

After 6 PM

SGD 264

Arrival at Chicago

Before 6 AM

SGD 264

6 AM - 12 PM

SGD 293

12 PM - 6 PM

SGD 297

After 6 PM

SGD 271

Alliances & Airlines

Oneworld

()

SkyTeam

(2)

Star Alliance

(5)

Layover Airports

+ 1 more

Layover Duration

1 h 0 m 18 h 30 m

Top Flights From Chicago

Orlando to Chicago Air Canada

Lowest fare from Orlando to Chicago on 09 Jun - ₹


Cheap International Orlando to Chicago Air Canada air tickets at MakeMyTrip India. Best Deals at Lowest fares guaranteed on flights from Orlando to Chicago by Air Canada International Travel. Check Air Canada booking, International Flight number, Flight status, Schedules online from Orlando to Chicago.Also book Chicago to Orlando Air Canada flights tickets online.Avail Zero Cancellation for flight bookings.
Sorted By:
Departure
Duration
Arrival
Price
Frontier Airlines

SGD 264

Orlando to Chicago , 9 Jun

Frontier Airlines F9 | 3913

18:30

Tue, 9 Jun 26

Orlando, United States

05 h 16 m

20:46

Tue, 9 Jun 26

Las Vegas, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 2146

23:20

Tue, 9 Jun 26

Las Vegas, United States

03 h 47 m

05:07

Wed, 10 Jun 26

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

More Timing Options

SGD 271

Orlando to Chicago , 9 Jun

Frontier Airlines F9 | 1417

07:00

Tue, 9 Jun 26

Orlando, United States

02 h 47 m

08:47

Tue, 9 Jun 26

Houston, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 3136

21:58

Tue, 9 Jun 26

Houston, United States

02 h 50 m

00:48

Wed, 10 Jun 26

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

SGD 280

Orlando to Chicago , 9 Jun

Frontier Airlines F9 | 2791

21:01

Tue, 9 Jun 26

Orlando, United States

03 h 18 m

23:19

Tue, 9 Jun 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

SGD 282

Orlando to Chicago , 9 Jun

United Airlines UA | 486

11:35

Tue, 9 Jun 26

Terminal B

Orlando, United States

02 h 30 m

14:05

Tue, 9 Jun 26

Cleveland, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 1673

18:05

Tue, 9 Jun 26

Cleveland, United States

01 h 39 m

18:44

Tue, 9 Jun 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

SGD 293

Orlando to Chicago-Midway , 9 Jun

Delta Air Lines DL | 1548

05:30

Tue, 9 Jun 26

Terminal B

Orlando, United States

01 h 31 m

07:01

Tue, 9 Jun 26

Terminal S

Atlanta, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 1063

09:09

Tue, 9 Jun 26

Terminal S

Atlanta, United States

02 h

10:09

Tue, 9 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

SGD 297

Orlando to Chicago , 9 Jun

United Airlines UA | 1105

06:30

Tue, 9 Jun 26

Terminal B

Orlando, United States

02 h 45 m

09:15

Tue, 9 Jun 26

Terminal A

Newark, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 1525

10:24

Tue, 9 Jun 26

Terminal A

Newark, United States

02 h 42 m

12:06

Tue, 9 Jun 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

SGD 326

Orlando to Chicago-Midway , 9 Jun

Southwest Airlines WN | 2835

08:00

Tue, 9 Jun 26

Terminal A

Orlando, United States

02 h 50 m

09:50

Tue, 9 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

SGD 349

Orlando to Chicago-Midway , 9 Jun

Southwest Airlines WN | 2560

07:10

Tue, 9 Jun 26

Terminal A

Orlando, United States

02 h 50 m

09:00

Tue, 9 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

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.

Orlando Address
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

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

• Currency: The US Dollar (USD) is used in Chicago.
• Language: English is the primary language.
• Safety: Chicago is generally safe for tourists, but stay vigilant in crowded areas.
• 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.

Chicago Address

About Air Canada

Air Canada, the largest airline and flag carrier of Canada is headquartered in Montreal and most convenient mode of traveling in today's world. It originated from the Canadian federal government's 1936 creation of Trans-Canada Airlines (TCA), which began operating its first transcontinental flight routes in 1938.In year 1965 the name Trans Canada Airline was renamed as Air Canada. Due to providing best services to passengers it has been Best International Airline in North America by Sky Trax.