Cheap flights from Chicago to anywhere

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

Chicago O'Hare Intl airport offers the cheapest routes to Ahmedabad from ₹ 55,121. Chicago Midway airport is a great option if you're flying to New Delhi from ₹ 83,767. Our top recommendation is to be generally flexible with your dates of travel for the best rates.

According to our data, users have found Spirit Airlines, Frontier, and American Airlines to have the cheapest round-trip prices from Chicago. Some of the destinations and prices are as follows: Spirit Airlines flights from Chicago to Dallas/Fort Worth (₹ 5,120). Frontier flights from Chicago to Dallas/Fort Worth (₹ 5,298). American Airlines flights from Chicago to New Delhi Indira Gandhi Intl (₹ 6,999).

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).

Here are some of the cheapest flight destinations from Chicago:
Fly from Chicago to Mumbai from ₹ 55,121 round trip
Fly from Chicago to Bengaluru from ₹ 60,633 round trip
Fly from Chicago to New Delhi from ₹ 62,136 round trip
Fly from Chicago to Ahmedabad from ₹ 62,972 round trip
Fly from Chicago to Kochi from ₹ 63,723 round trip

For flights departing from Chicago check dates and pricing for the following: Alaska Airlines, Air Canada, Frontier, JetBlue, Spirit Airlines. These airlines depart to the following popular destinations: Dallas, New York, Toronto, Seattle.

February is currently the cheapest month to fly from Chicago. At this moment in time August is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

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

Booking 84 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Deals for flights from Chicago are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago for you. Better yet — we are completely free to use.

Need flexible booking options for your flight from Chicago ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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