Cheap flights to Chicago

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Flight deals to Chicago

Looking for a cheap last-minute deal or the best round-trip flight to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

Find the cheapest time to fly to Chicago

Flexible on travel dates? Find the cheapest month – or even day – to fly to Chicago.

Airports in Chicago

Looking for the best route? There are 4 airports in and around Chicago.

Frequently asked questions

The average flight time to Chicago is 2 hours and 9 minutes. We've calculated this based on journeys from Washington, D.C..
There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
American Airlines, United, Southwest Airlines, Alaska Airlines, Qatar Airways, Envoy Air, SkyWest Airlines and Air New Zealand all fly non-stop to Chicago.
The cheapest month to fly to Chicago is usually May.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
Yes – you can fly direct to Chicago Midway Airport or Chicago O'Hare International Airport, and the average flight time is 2 hours and 24 minutes.
The best price we found for a round-trip flight to Chicago is $37. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
The cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the center of Chicago. We've found flights to this airport from $37.
After crunching the numbers on our flight calendar, we found that the cheapest date to fly to Chicago is Tuesday, May 7, 2024.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
The average temperature in Chicago in April is around 46°F. The warmest month in Chicago is typically July, which averages 80°F. The coolest month is January, with temperatures averaging 18°F. The rainiest month is August, and it usually rains the least in January.
Currently, Frontier Airlines offers the cheapest flight tickets to Chicago.

Flying to Chicago

The things to know before you go.
Cheapest flight found$37
Cheapest month to flyMay
Average flight time2 hrs, 24 mins
Most popular airlineAmerican Airlines
Average flights per week28,931

Discover Chicago

How to find cheap flights to Chicago

Finding cheap flights to Chicago is a breeze with Skyscanner. Flight prices often change, and your fare depends on travel dates, seat availability, and booking time. We've compared airfares from all top online travel agents and airlines flying to Chicago to find you the most affordable flights. With Skyscanner, there are no hidden fees – the price you see is the price you pay.

Best time to visit Chicago

The best time to visit Chicago is usually from June to August. During this time, you can expect warm weather with average temperatures ranging from 68°F to 84°F. If you prefer fewer crowds or want to save some money, you might want to think about coming during the cooler months of December to February. Just keep in mind that Chicago winters can be quite cold, with temperatures often dropping below freezing, and heavy snowfall is common.

Best time to book flights to Chicago

Looking for a cheap flight to Chicago from within the US? We recommend booking your tickets about 1-2 months in advance, as this window often offers the best deals. Don't forget to set up our Price Alert feature, which will keep an eye on ticket prices for you and let you know if they drop. This way, you're always in the know and can make your trip as cost-effective as possible.

Airports in Chicago

Chicago is home to two airports. The main hub is Chicago O'Hare International Airport, located approximately 18 miles to the northwest of the city center. Chicago Midway International Airport is situated about 10 miles to the southwest of the downtown area. Chicago O'Hare is substantially larger and manages the majority of international flights, while Midway primarily caters to domestic and regional aviation.

Top things to see and do in Chicago

Chicago has a blend of towering skyscrapers and serene parks. Willis Tower provides a panoramic view of the city, while Millennium Park is popular for strolls. Make your way to Wicker Park for unique boutiques and local creations, or wander along Navy Pier to delve into the culinary scene. If architecture interests you, the structures in the Loop are worth visiting. After touring the Art Institute and Grant Park, unwind at a diner and savor a Chicago-style hot dog or deep-dish pizza.


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