Cheap Flights from Singapore to Chicago from S$ 745

Chicago is among the largest and one of the most populated cities in the United States. It is a cultural hub that offers exciting attractions ranging from high-rises, parks, art galleries, museums, zoos and more. Known as the windy city, it is the birthplace of skyscrapers which is evident when you see the city’s landscape. This most relaxed city of America offers something for everyone, from amazing live shows, legendary sports events, and delicious pizza. This vibrant city which is the hub for finance, culture, education, and commerce, attracts millions of visitors every year.

Tip: You can buy the Ventra card, which is valid for trains and buses and will save your time doing cash transactions.

Getting There

There is a total of three international airports in Chicago O'Hare International Airport, Gary/Chicago International Airport & Chicago Rockford International Airport. Among these, the O'Hare International Airport is famous and also one of the busiest airports in the world. There are very few direct flights to Chicago from Singapore. There are many connecting flights from Singapore to Chicago with more than five options every day. The flight duration is more than 19 hours, depending on the layovers. The Most popular airlines to travel to Chicago from Singapore are United Airways & Etihad Airlines.

Tip: Since there are no direct flights to Chicago, make sure that you book the tickets three months in advance.

What to See 

The Windy City Chicago has much to offer for everyone making it a perfect holiday destination for the family. The city has many excellent and unique museums. Some of the Museums that you should visit are Museum of Contemporary Art, Industry, Field Museum, Chicago History Museum, American Writer’s Museum, The Art Institute of Chicago, Museum of Science and many other smaller museums. Make sure to visit Shedd Aquarium that is home to approximately more than 30 thousand animals. Visit the Skydeck at the Willis Tower, which is the tallest spot of the city to get the 360-degree view of the city. Make sure to visit Millennium Park and take a selfie with the world-famous “The Bean”. Visit Navy Pier which is full of activities where you can take the ride on Centennial Ferris Wheel or do many water-based activities including a speedboat ride.  You can learn about some of the famous landmarks on the Architecture Boat ride. Make sure that you watch a live comedy show at one of Chicago’s legendary venues, and if you are a sports lover, then you should attend one of the professional games live in one of their stadiums.  Chicago is a world-class city for cycling and Lakefront Train is a must trail for all the cyclists.

Tip: You can take the hop on hop off bus to cover some of the famous landmarks of the city.

Eat & Stay

With a population of diverse culture, Chicago has excellent choices in terms of food. To enjoy food in the budget, make sure that you visit Streetsville that has good restaurants as well as street food joints. Wicket Park has some of the most relaxed cafes and restaurant joints. If you are looking to enjoy the nightlife, then make sure that you head to River North that has some of the best clubs and bars.

Chicago has diverse options ranging from budget hotels to luxury experience. You can look in the downtown Loop for budget options and also an ideal choice if you are going there for site seeing. Hyde Park and Lincoln Park have some excellent luxury and bouquet hotels if you are visiting Chicago for a relaxing getaway.

Make sure that you visit Magnificent Mile for shopping as it is considered as the city’s elite commercial district. You will get many mid and high-end stores where you can shop from clothes to accessories.  

Tip: Make sure that you try out the signature deep dish pizza when you are in Chicago.

Trip.com is the best place for cheap flights from Singapore as they have fantastic offers on flight bookings. You can do Singapore to Chicago flight booking and hotel booking from here so that you can enjoy your holiday stress-free.