Cheap flights from Chicago to anywhere

This month, the top selected destinations from Chicago are Athens, Boston, Atlanta. Throughout the year, Boston, Atlanta, Athens are some of the top choices made by users flying from Chicago.

The cheapest routes to Toronto can be found at Chicago O'Hare Intl airport from C$ 288. While Chicago Midway airport is usually cheaper if your destination is Toronto with prices starting at C$ 328. Reference our flight search to find the best deals in real time.

According to our data, users have found Frontier, Spirit Airlines, and American Airlines to have the cheapest round-trip prices from Chicago. Some of the destinations and prices are as follows: Frontier flights from Chicago to Atlanta Hartsfield-Jackson (C$ 60). Spirit Airlines flights from Chicago to Cancun (C$ 92). American Airlines flights from Chicago to New Delhi Indira Gandhi Intl (C$ 109).

Consider Milwaukee, South Bend, and Bloomington if you prefer a quick journey with a short flight time. These locations are all within 108 km of Chicago

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

From Chicago you can expect to find greater availability for the following destinations: New York (1,877 flights per day), Detroit (922 flights per day) and Los Angeles (647 flights per day).

Check out the cheapest flights from Chicago to embark to:
Travel from Chicago to Calgary from C$ 288 round trip
Travel from Chicago to Toronto from C$ 328 round trip
Travel from Chicago to Vancouver from C$ 336 round trip
Travel from Chicago to Montreal from C$ 358 round trip

For flights departing from Chicago check dates and pricing for the following: Alaska Airlines, Frontier, Volaris, WestJet, Spirit Airlines. These airlines depart to the following popular destinations: Mexico City, Atlanta, Edmonton, Cancún, Seattle.

At the present moment the cheapest month to fly from Chicago is currently January; with August being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

Those who are seeking the cheapest fare on flights departing from Chicago would be wise to consider leaving during Sunday evenings 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.

The price you pay for your flight from Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 46 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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.

Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago, users can toggle the no change fees filter when performing a flight search.

Of course! You can now track prices for flights from Chicago and get an alert from Cheapflights when they change. Click the bell icon next to the flight deals above and provide your email address to set up price alerts.