Cheap flights from Chicago to anywhere

For the current month, the most popular flights from Chicago are Atlanta, Boston, Athens. Boston, Atlanta, Athens are the most popular locations from Chicago year round.

According to our data, users have found American Airlines, Volaris, and United Airlines to have the cheapest round-trip prices from Chicago. Some of the destinations and prices are as follows: American Airlines flights from Chicago to New York ($237). Volaris flights from Chicago to Mexico City Benito Juarez ($394). United Airlines flights from Chicago to Las Vegas Harry Reid Intl ($514).

We've found Milwaukee, South Bend, and Bloomington as options for shorter direct flights within 108 km of Chicago. These locations can be great options for travelers looking to go somewhere and back quickly.

If flights to distant destinations are more of your preference, check pricing for Hong Kong, Taipei City, and New Delhi.

Chicago offers frequent flights to New York (1,877 flights per day), Detroit (922 flights per day) and Los Angeles (647 flights per day).

View the cheapest flight destinations from Chicago:
Fly from Chicago to Sydney from $1,521 round trip

When flying from Chicago check dates and pricing for the following: American Airlines, Air Canada, Icelandair, Volaris, United Airlines. As they depart for the following popular destinations: Paris, Mexico City, Brisbane, New York, Las Vegas.

Currently, the cheapest month for flights from Chicago is February. The most expensive month for flights is December. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

Those who are seeking the cheapest fare on flights departing from Chicago would be wise to consider leaving during Friday mornings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Tuesday afternoons when fares are usually the most expensive.

The best time to book flights from Chicago is 28 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Cheapflights helps you search for flights from Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Chicago.

Yes! Cheapflights helps users easily find flights from Chicago with no change fees.

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