Cheap Flights To Chicago

Destination Profile

Chicago mingles the gritty and the majestic. From The Loop's Art Deco skyscrapers all the way to the jalapeno-sizzling taquerias of Pilsen and the roaring baseball terraces of Wrigleyville, it's a metropolis that lurches from the grand to the lived-in with ease and enjoyment. Yes, you can see priceless paintings in the Art Institute of Chicago and be stunned by the views from the top of Willis Tower. But you can also spend days searching for grilled saganaki in Greektown or deep-pan pizzas in Little Italy. Cheap flights to Chicago typically come into either Chicago O'Hare or Midway Airport. They come from all over the United States, not to mention stacks of long-haul destinations across the Americas, Europe, Asia, and Africa.

Top sights In Chicago

Millennium Park
Millennium Park

Open-air pavilions and cutting-edge sculptures sit in the buzzing entertainment area of Millennium Park.

Willis Tower
Willis Tower

Once the tallest tower on the globe, the Willis Tower now hosts lookout points with some of the greatest views of Chicago.

Lake Michigan
Lake Michigan

Take a boat ride out to Lake Michigan to whiz past Grant Park and the see the skyline of the Windy City in all its glory.

Questions & Answers

What is the cheapest month to fly to Chicago?

Right now, July/2020 is the cheapest time of year to take a flight to Chicago.

What airlines fly direct to Chicago?

JetBlue, Delta, Southwest, Alaska Airlines, United, American Airlines, Allegiant Air, Frontier, Linear Air and Spirit Airlines have direct flights to Chicago.

What is the cheapest airline to fly to Chicago?

American Airlines is the cheapest airline that flies to Chicago.

What is the best airline to fly to Chicago?

The best airline to fly to Chicago is Iberia. For direct flights then JetBlue is best.

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