Popular Filters
+ 1 more
One Way Price
Duration
Stops From Chicago
Departure From Chicago
SGD 300
SGD 274
SGD 265
Arrival at Orlando
SGD 360
SGD 274
SGD 300
SGD 265
Alliances & Airlines
Oneworld
(1)
SkyTeam
(7)
Star Alliance
(1)
Layover Airports
Layover Duration
Top International Route Airlines
Top Intl Austrian Airlines Routes
Top Flights From Chicago
Top Airlines
Other Route Airlines
Chicago to Orlando Austrian Airlines
Lowest fare from Chicago to Orlando on 29 Jun - ₹
SGD 265
Rockford to Sanford , 29 Jun
Allegiant Air G4 | 2836
19:48
Mon, 29 Jun 26
Rockford, United States
02 h 35 m
23:23
Mon, 29 Jun 26
Sanford, United States
BAGGAGE : CHECK INCABIN
Information not available
SGD 274
Chicago to Orlando , 29 Jun
Frontier Airlines F9 | 3241
09:10
Mon, 29 Jun 26
Chicago, United States
02 h 47 m
11:57
Mon, 29 Jun 26
Dallas/Fort Worth, United States
BAGGAGE : CHECK INCABIN
Information not available
Frontier Airlines F9 | 2886
19:51
Mon, 29 Jun 26
Dallas/Fort Worth, United States
02 h 53 m
23:44
Mon, 29 Jun 26
Orlando, United States
BAGGAGE : CHECK INCABIN
Information not available
SGD 300
Chicago to Orlando , 29 Jun
Delta Air Lines DL | 1264
05:30
Mon, 29 Jun 26
Terminal T5
Chicago, United States
02 h 04 m
08:34
Mon, 29 Jun 26
Terminal S
Atlanta, United States
BAGGAGE : CHECK INCABIN
Information not available
Delta Air Lines DL | 1658
09:25
Mon, 29 Jun 26
Terminal S
Atlanta, United States
01 h 32 m
10:57
Mon, 29 Jun 26
Terminal B
Orlando, United States
BAGGAGE : CHECK INCABIN
Information not available
SGD 312
Chicago to Orlando , 29 Jun
Delta Air Lines DL | 1247
06:35
Mon, 29 Jun 26
Terminal T5
Chicago, United States
02 h 06 m
09:41
Mon, 29 Jun 26
Terminal S
Atlanta, United States
BAGGAGE : CHECK INCABIN
Information not available
Delta Air Lines DL | 664
10:25
Mon, 29 Jun 26
Terminal S
Atlanta, United States
01 h 35 m
12:00
Mon, 29 Jun 26
Terminal B
Orlando, United States
BAGGAGE : CHECK INCABIN
Information not available
SGD 334
Chicago to Orlando , 29 Jun
American Airlines AA | 2067
06:50
Mon, 29 Jun 26
Terminal T3
Chicago, United States
02 h 44 m
10:34
Mon, 29 Jun 26
Terminal B
Orlando, United States
BAGGAGE : CHECK INCABIN
Information not available
SGD 348
Chicago to Orlando , 29 Jun
United Airlines UA | 284
06:00
Mon, 29 Jun 26
Terminal T1
Chicago, United States
02 h 40 m
09:40
Mon, 29 Jun 26
Terminal B
Orlando, United States
BAGGAGE : CHECK INCABIN
Information not available
SGD 360
Chicago-Midway to Orlando , 29 Jun
Southwest Airlines WN | 2815
05:10
Mon, 29 Jun 26
Chicago-Midway, United States
02 h 30 m
08:40
Mon, 29 Jun 26
Terminal A
Orlando, United States
BAGGAGE : CHECK INCABIN
Information not available
SGD 385
Chicago-Midway to Orlando , 29 Jun
Southwest Airlines WN | 2817
08:00
Mon, 29 Jun 26
Chicago-Midway, United States
02 h 35 m
11:35
Mon, 29 Jun 26
Terminal A
Orlando, United States
BAGGAGE : CHECK INCABIN
Information not available
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 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 AirportOne Jeff Fuqua Blvd
Orlando
Florida
United States
Tel: +1-407-825-2001
About Austrian Airlines
Austrian Airlines is Austria’s largest airline as well as flag carrier of Austria and is assumed to be a low cost air carrier. It is headquartered in the grounds of Vienna International Airport in Schwechat. It was established as Österreichische Luftverkehrs AG through the merger of Air Austria and Austrian Airways and began operations on 30 September 1957. The domestic service by this airline was launched on 1 May 1963 and it began transatlantic services on 1 April 1969 with a Vienna via Brussels to New York service in co-operation with Sabena. The first Jet Airliner, “Sud Aviation Caravelle” was ordered by Austrian Airlines on 18 February 1963 and this Jet Airliner started to operate from 1973. Austrian Airlines started to standardize its fleet in a short period of time in favor of 9 Douglas DC-9-32. These Douglas serve for many years on short and medium-haul flights. In year 1977, it became the first Customer for the DC-9-80 (or McDonnell Douglas MD-80) along with Swissair.
