Book cheap flights to Chicago from 29 $

Last minute flights to Chicago

Book now before it's too late

Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.
Hong Kong Chicago
BEST
DEAL
Sun, 27 Oct HKG - ORD
Fri, 01 Nov ORD - HKG
7537$ 7382$
Prime price per passenger
Atlanta Chicago
BEST
DEAL
Wed, 06 Nov ATL - MDW
-18 %
36$ 29$
Prime price per passenger
Phoenix Chicago
BEST
DEAL
Tue, 29 Oct PHX - MDW
Thu, 31 Oct MDW - PHX
-12 %
125$ 109$
Prime price per passenger
New York City Chicago
BEST
DEAL
Mon, 21 Oct JFK - ORD
Sat, 26 Oct ORD - JFK
286$ 268$
Prime price per passenger
Singapore Chicago
BEST
DEAL
Mon, 21 Oct SIN - ORD
Fri, 25 Oct ORD - SIN
1378$ 1295$
Prime price per passenger
Singapore Chicago
BEST
DEAL
Mon, 21 Oct SIN - ORD
Fri, 25 Oct ORD - SIN
1383$ 1299$
Prime price per passenger

Popular flight routes to Chicago

SIN
Flights from Singapore to Chicago
653$ 614$
Prime price per passenger

Book your cheap flights to Chicago

About your flight to Chicago

Chicago stands out as one of the most sought-after destinations within America. Like other destinations in United States, Chicago boasts a wealth of attractions, including a captivating culture, breathtaking architecture, and rich history, all waiting to enchant travellers.

How to find cheap tickets to Chicago

Embark on your Chicago CHI adventure without breaking the bank! Timing is key when it comes to smart spending on your travels. High season is usually in highSeason, which typically brings higher prices and larger crowds. For the best deals during peak times, consider booking well in advance.

By being flexible with your travel dates and taking advantage of early booking incentives, you can maximise your savings and make the most of your Chicago experience without compromising on quality. Thus, consider also lowSeason as shoulder season for a more affordable trip with fewer tourists. Our current lowest fare is 29!

For additional savings, consider bundling a flight + hotel booking, accessing additional discounts not only for flights, but also for a variety of accommodations.

Most popular airline for Chicago

mostPopularAirline stands as the top choice for travellers heading to Chicago. Begin crafting your next escapade with eDreams, where we're dedicated to making your travel fantasies a reality. Your expedition begins now – reserve your flight today and set course for unforgettable adventures!

Fly to Chicago

If you're looking for a cheap plane ticket to Chicago then you've come to the right place! Edreams offers thousands of flights from the top standard and low cost airlines bringing you all the best deals on airfares to exciting destinations across the world. Simply enter your preferences in our super speedy search engine and select the best deal. It's that easy! Alternatively, whether you're an early bird or just looking for some holiday inspiration, Edreams customers can enjoy competitive prices on flights with our last minute deals to Chicago. Because we all love to save money!
Finally, and if that wasn't enough, we offer a range of other great products at low prices, including hotels and car hire, making preparing for your dream holiday with us a breeze. So what are you waiting for? Book your cheap flight to Chicago now and get away for less with Edreams.

Frequently asked questions about flights to Chicago

How can I find cheap flights to Chicago on eDreams?
At eDreams you will find flights from 29$ to Chicago. Thanks to the combination of various technologies, machine learning algorithms and real user searches on our platform, you will be able to choose between the different options that best suit your needs when you have to fly to Chicago.
Which airlines fly to Chicago?
Airlines flying direct from Singapore to Chicago include:
  • Volaris also operates numerous flights, some of them originating from Mexico City, Guadalajara and Cancun.
  • Frontier Airlines, with flights from Philadelphia to Chicago and Phoenix and also from Tampa.
Airlines with indirect flights to Chicago include:
  • Turkish Airlines, which flies from Singapore, Seoul or Podgorica.
  • Alaska Airlines, with flights from Las Vegas and Los Angeles, as well as from Taipei.
  • Air Canada, with flights from Tokyo, London and also Calgary.
How long before a flight to Chicago should I be at the airport?
If you want to be on time for your flight to Chicago, you should get to the airport at least two to three hours in advance. Check-ins, security controls, customs, and boarding the airplane can take some time. At eDreams, you can find the best deals for flights to Chicago departing from over 4 cities and choose from a variety of services that will improve your time at the airport and guarantee a much better travel experience, such as priority boarding and additional luggage. For more convenience, when booking your flight to Chicago with eDreams you can also add insurance or opt for a refundable fare and have a problem-free trip!
What is the name of Chicago’s airport?
Chicago is served by 1 airport[s]. O hare International Airport operates flights towards both domestic and international destinations within 4 cities, such as Orlando, Las Vegas and London, the most popular routes.
How far is Chicago’s airport from the city centre?
Chicago’s airport O hare International Airport is located 22 kms from the city centre.

Plan your trip