Flights to Chicago

Cheap Flights to Chicago

Compare flights to Chicago O'Hare and Midway. Review schedules, connections and fares to find the best fit for your trip.

Plan your trip to Chicago

Chicago is known for its architecture, lakefront, museums, deep-dish pizza and sports. It is one of the largest cities in the United States and a major business and convention destination.

The city has two main airports. O'Hare International (ORD) is a hub for United Airlines and American Airlines, while Midway International (MDW) is closer to downtown and a major base for Southwest Airlines.

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Chicago

Chicago travel facts

Main airports

O'Hare International (ORD) and Midway International (MDW).

Airlines

ORD is a hub for United and American. MDW is a major Southwest Airlines base.

Best time to visit

Late spring to early fall. Winters are cold and can bring snow delays.

Getting downtown

The CTA Blue Line serves O'Hare and the Orange Line serves Midway.

Things to do in Chicago

  • Walk through Millennium Park and see Cloud Gate
  • Visit the Art Institute of Chicago
  • Take an architecture boat tour on the Chicago River
  • Go up Willis Tower or 360 Chicago
  • Spend an afternoon at Navy Pier
  • Watch a game at Wrigley Field

Tips for booking

  • Compare ORD and MDWSearch both airports. Midway is closer to downtown and O'Hare has more international routes.
  • Plan for winter weatherLeave extra connection time between December and March.
  • Check convention datesLarge events can raise fares and hotel prices.
  • Review baggage rulesAllowances vary by airline and fare type.

Frequently asked questions

Which Chicago airport should I fly into?

O'Hare (ORD) has the most routes, including international flights. Midway (MDW) is closer to downtown and mainly serves domestic flights.

How do I get from O'Hare to downtown Chicago?

The CTA Blue Line train runs between O'Hare and downtown. Taxis, rideshares and shuttles are also available.

What does the airport code CHI mean?

CHI is a city code that covers all Chicago airports. Searching with CHI shows flights to both O'Hare and Midway.

Are flights to Chicago affected by winter weather?

Snow and storms can cause delays in winter. Choosing longer connection times can help reduce the risk of missed flights.

Need help booking?

Our travel agents can help you compare options and complete your reservation, 24/7.

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Fares, schedules and availability are set by the airlines and may change. Check entry requirements for your destination before you travel.