Map

Cheap Flights to Chicago

How to find cheap flights to Chicago

Searching cheap flights to Chicago? Although there are no direct flights from Israel, on Skyscanner.co.il you can browse for the best bargains on this route. We will show you cheap flights to Chicago from hundreds of airlines and online travel agents on the dates that you have selected.

You can lower the cost of your tickets to Chicago even more by selecting “whole month” instead of choosing specific dates. We will show you the cheapest offers available on the web on every day of the selected month.

Even if you are not flexible, you can find cheap flights to Chicago by using our Price Alert feature. Pick the dates of your trip, and we will send you an email whenever the price changes, free of charge. You can register for as many alerts as you wish and cancel at any time.

Airports in Chicago

O’Hare International Airport (ORD): The majority of the flights from Ben Gurion Airport arrive at O’Hare International Airport, located 27 km northwest of central Chicago. O’hare airport has four terminals: 1, 2, 3 and 5: most international flights arrive into Terminal 5. If you are connecting from another US destination, check in advance into which terminal are you arriving.

There are several public transportation ways to get from O'Hare International Airport to the city. The Chicago Transit Authority (CTA) is the most economical option. O’Hare Blue Line train station is located in the lower level of Terminal 2. Passengers may also utilize the Metra and Pace Bus routes. Car rental agencies including Alamo, Avis, Dollar, Enterprise, and Hertz provide a shuttle service from outside Terminal 5. Alternatively, you can rent a car. Compare prices on Skyscanner Car Rental.

Chicago Midway (MDW): If you are connecting via another US airport and your last leg is operated by an American low-cost airline (such as Southwest), there is a chance that your cheap flights to Chicago will land here. You can reach the city by the Chicago Transit Authority's "L" trains. The Orange Line runs to downtown Chicago and the Loop in approximately 25 minutes. There are many CTA bus routes to the surrounding areas. If you plan to travel by car, compare prices on Skyscanner Car Rental.

When to visit Chicago

The summers in Chicago are warm, and the winters are freezing. Between June and August the temperatures are between 27 to above 30 during the day, and from December to February the nights are well below zero, -8 to -11 in average. This is also when the tickets get really cheap. However, if you are flexible and planning ahead, you can find cheap tickets to Chicago for April, May, September, and October, which are the best months for your trip. It is still warm, there are several festivals, and the city is not too crowded.

What to see and do in Chicago

Chicago is a real American city that celebrates the diversity of its people, culture, and architecture. Absorb yourself in Chicago's famous jazz and blues scene. Buddy Guy’s bar is a must-visit place for a night of authentic live music.

Other must-see places include Sears Tower, Lake Michigan and Lincoln Park. As Chicago has the largest public transport system in America you won’t have to be on your feet too long. You can get a day pass for $10, 3-day for $20, and if you are in town for a week, it’ll cost you only $28.

Chicago is home to huge shopping malls and department stores, a foodie’s paradise, and at night you have countless options for dining and drinking institutes. When many other cities are falling asleep for the winter, in Chicago you can go ice skating outdoors, and there are even street festivals in February.

Found cheap flights to Chicago? Now it’s time to compare accommodation on Skyscanner Hotels.

This information is correct as of October 2017

Cheapest flights to Chicago from...

Images by Getty

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.