Cheap Flights from Chicago to Anywhere

Flight FAQs

What is the cheapest premium economy flight from Chicago?

Options for some of the cheapest premium economy flights from Chicago we have found on Cheapflights are as follows:
Fly from Chicago to Guadalajara starting at $333
Fly from Chicago to New York John F Kennedy Intl Airport starting at $334
Fly from Chicago to New York LaGuardia Airport starting at $339
Fly from Chicago to New York starting at $349

Where are the cheapest places to fly to from Chicago?

Check out the cheapest flights from Chicago to embark to:
Fly from Chicago to Tampa from $34 round trip
Fly from Chicago to Orlando from $35 round trip
Fly from Chicago to Fort Lauderdale from $37 round trip
Fly from Chicago to Houston from $37 round trip
Fly from Chicago to Atlanta from $37 round trip

What is the cheapest airport to fly out of Chicago?

Chicago O'Hare Intl airport offers the cheapest routes to Belize City, from $34; whereas Chicago Midway airport is typically cheaper if you're flying to Liberia, from $62. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

What is the absolute cheapest flight from Chicago to anywhere?

Users have flown out of Chicago for as low as $10 to Milwaukee. While the price you pay depends on the airline and departure time you can expect to pay from $10 to travel from Chicago to Milwaukee. On average, users have booked flights for $977 to fly from Chicago.

What is the farthest nonstop flight from Chicago?

If flights to distant destinations are more of your preference, check pricing for Hyderabad, Auckland, and Hong Kong.

What is the cheapest first class flight from Chicago?

If you’re looking for a cheap first-class flight from Chicago consider Amarillo with prices starting at $345 you can fly first-class on a budget.

What is the shortest nonstop flight from Chicago?

For shorter trips consider Bloomington, Moline, and South Bend as potential places to explore. All can be options to fly to and are within 47 miles of Chicago.

What are popular destinations to fly to from Chicago?

A number of flights depart from Chicago everyday some of the most frequent are New York (1,593 flights per day), Detroit (796 flights per day) and Atlanta (596 flights per day).

Which airlines fly from Chicago?

For flights departing from Chicago check dates and pricing for the following: Cape Air, Peruvian, Air Serbia, Ryanair, easyJet. These airlines depart to the following popular destinations: Vienna, Decatur, Belgrade, Amsterdam, Cusco.

What are the most popular destinations to fly to from Chicago?

This month the top selected destinations from Chicago are Atlanta. Throughout the year, Atlanta, Austin, Barcelona-El Prat Airport are some of the top choices made by users flying from Chicago.