Cheap flights to Chicago

Discover Chicago

How to find cheap flights to Chicago

Looking for a cheap flight to Chicago? Whether you are flying one-way or return, here are a few tips on how to score the best price and make your flight journey as smooth as possible.

• Simply hit 'search'. We've compared flights from all major airlines and online travel agents to find the cheapest flight tickets to Chicago. And with us there are no hidden fees - what you see is what you pay.


• Flex your dates to secure the best fares for your Chicago flight. If your travel dates are flexible, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Chicago from your chosen departure location.


• Set up a Price Alert. We price check with over 1000 travel companies so you don't have to. You can easily track the price of your airline tickets to Chicago by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.


• Look for direct flights. Only interested in direct flights to Chicago? Make sure to tick 'Non-stop flights only' when performing a search. If there are direct Chicago flights available, these will appear in the results.


• Find the cheapest Business class flights to Chicago. Check the difference in price of your plane ticket to Chicago when travelling in Economy, Premium economy, Business or First class. Note that not all cabin classes are available for every destination or airline.


• Include nearby airports in your search. Widen your search for Chicago flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure and destination point and could help you save money. Right now the cheapest flight to Chicago is from Israel.


• Search for flights on the go. To get the best flight booking experience on the go, download our app and search for cheap flight tickets to Chicago when out and about.

Book a flight to Chicago with extra peace of mind

• Find flexible flights to Chicago. Your airline might be offering flexible air tickets to Chicago, which means you won't lose out if your flight has to be changed or canceled.


• Add travel cost protection. Avoid travel pitfalls and choose travel cost protection - it's available at the checkout as you book your flight to Chicago with us.


• Reduce your carbon footprint by selecting a greener Chicago flight option. To check whether there are any lower emissions flights available on your route, simply check the “only show flights with lower CO₂ emissions” box which will be available once you have moved on from this page.

Combine your flight to Chicago with hotels and car hire

Once you've secured your plane ticket to Chicago we will also help you discover the best prices and exclusive rates for hotels in or close to Chicago. Compare hundreds of car hire companies in one go so that you get the best car hire deals for your trip.

Compare Chicago air tickets with other destinations using the everywhere search

Not entirely set on flying to Chicago yet? You can easily browse other destinations by searching flights to 'Everywhere' - this will allow you to find the cheapest place to travel from your origin.