Find cheap flights to Chicago
Book Cheap Flights to Chicago(Return)
Pros: Due to COVID 19 we got a 737-800 on a route that usually boasts nothing better than a 717 so everything about this flight was superior to normal runs.
Cons: I wish DL could find a way to better manage food and drinks during the COVID 19 restrictive era.
Pros: The crew was polite, responsive and friendly. The food was very good and served hot. For a flight to Japan, I thought $1,000 round trip direct from Boston was an excellent price considering you got 2 complete meals and additional snacks. Much more than I expected. Would fly Japan Airlines again.
Cons: I don't think there was much that could have been improved. The seats were as comfortable as could be expected when paying an economy price.
Good to know
Best time to beat the crowds
expected price decrease
Most popular time to fly
expected price increase
(avg. price over the last 2 weeks)
or less (return)
Top tips for finding cheap flights to Chicago
- Looking for cheap airfare to Chicago? 25% of our users found return tickets to Chicago for the following prices or less: From Melbourne $900, from Sydney Kingsford Smith $1,029, from Perth $1,238
- Book at least 1 week before departure in order to get a below-average price.
- High season is considered to be May, June and July. The cheapest month to fly to Chicago is February.
- When booking flights to Chicago, you might notice that the Chicago area is served by more than one airport. The main airports are Chicago O’Hare International Airport, which is also the biggest and the busiest, and Midway International Airport, which is smaller but closer to central Chicago. Chicago Rockford International Airport, in the northern part of Illinois, is the furthest away from Chicago and mostly functions as a cargo airport.
- Those who want to stretch and get rid of any stress after a long flight to Chicago have yoga rooms at their disposal at both Chicago O’Hare International and Chicago Midway airports. People who prefer something more active while at Chicago O’Hare International Airport can access the Hilton Athletic Club for a fee and make use of the gym or swimming pool.
- Art enthusiasts will surely appreciate Chicago O’Hare International Airport’s art exhibitions, with artworks including sculptures and paintings displayed around the airport. Make sure to see the neon tunnel called ‘The Sky is the Limit’, which is the airport’s highlight piece.
- For a fast trip from Chicago O’Hare International Airport to the city centre you can take the CTA Blue Line Train, operating 24 hours a day. Those who have a lot of luggage can choose the Go Airport Express shuttle, which will drop them off in front of their hotel.
- If you have to charge the battery on your phone after your flight to Chicago, Midway Airport boasts ‘Get Plugged In’ charging points located around the airport. The stations include a comfortable seat where you can rest while bringing your phone back to life.
FAQs - booking Chicago flights
How long is the flight to Chicago?
What is the cheapest flight to Chicago?
The cheapest airline ticket to Chicago from Australia in the last 72 hours was $1,270 return on the route Melbourne to Chicago. The most popular route is Melbourne to Chicago and the cheapest ticket found on this route in the last 72 hours was $1,270 return.
Which airlines fly to Chicago?
In general from Australia, American Airlines flies the most to Chicago.
Which Chicago airport is closest to central Chicago?
Chicago is served by 3 major airports. Chicago Midway Airport (14 kilometres) is the closest to the centre of Chicago, Chicago O'Hare Airport is 26 kilometres from the centre and Chicago Greater Rockford is 126 kilometres away from the centre. View on map.
Does Chicago O’Hare International Airport provide facilities for families?
Entertaining energetic children at Chicago O’Hare International Airport is easy thanks to a big aviation-themed play area and the ‘The Kid On The Fly’ exhibition. The airport features mother’s rooms where moms can nurse and change their babies; there are also changing stations located throughout the airport building.
Are there hotels near Chicago O’Hare International Airport?
The Hilton Chicago O’Hare Airport Hotel is located in the airport grounds and connects to the domestic terminal buildings, making it a convenient idea for those who want to get to their boarding gates in no time at all. Aloft Chicago O’Hare is located near the airport and offers free airport transfers that run every half an hour from 5am until midnight. There is also the Sheraton Chicago O’Hare with a free round-the-clock airport shuttle for guests.
Does Chicago Midway Airport offer free Wi-Fi?
You can access the Internet for free at Chicago Midway International Airport, but only for 30 minutes. Those who have to spend more time at Chicago Midway Airport and need a connection for longer can purchase a premium service.
How do I get to the city centre from Chicago Midway International Airport?
Similarly to O’Hare Airport, Chicago Midway International Airport is well connected with the public buses that stop all over the city. If you are pressed for time, opt for the CTA Orange Train, which will get you to the centre of Chicago in about 20 minutes.
How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a given destination and date is likely to change within 7 days, so travellers know whether to wait or book now.
We attempt to get accurate prices, however, prices are not guaranteed.
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