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IL · ORD, MDW

Cheap flights to Chicago

Round trips from $72 per traveler, taxes and fees included. Compare fares from every US city, see which airlines fly nonstop, and pick the cheapest month to travel.

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We check every airline and reply with your price, including the last-minute deals that never reach public search.

Destination guide

Chicago: Big-shoulders architecture and a lakefront for everyone

Chicago is America's most connected inland hub — O'Hare and Midway between them have nonstops from nearly every US city — so fares are consistently reasonable. The lakefront, the architecture and the food make it a strong long weekend.

  • Chicago Architecture Center river cruise
  • Millennium Park and the Art Institute
  • Wrigley Field
  • The Riverwalk and Navy Pier
Read the Chicago travel guide

Flying to Chicago: common questions

Which airport should I fly into for Chicago?

Chicago is served by 2 airports: O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW). O'Hare International Airport has the most flights; the others can be cheaper on low-cost carriers and closer to some neighborhoods. Our search shows all of them so you can compare.

Which airlines fly to Chicago?

American Airlines, Delta Air Lines, United Airlines, Frontier Airlines, Sun Country Airlines and Southwest Airlines and others fly nonstop to Chicago from major US cities, with more airlines offering one-stop itineraries. Route pages list the airlines for each departure city.

How much are flights to Chicago?

Over the next three months, the lowest round-trip fare we track to Chicago is $72 per traveler including taxes and fees. Fares vary by departure city, day of week and how far ahead you book — see each route page for the cheapest month.

When is the best time to visit Chicago?

June–September is warm, with festivals almost every weekend (and the highest hotel rates). May and October are cool and cheaper; winter is cold but hotels are a bargain.

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