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Flights to Chicago from Washington DC

Cheap flights from Washington DC to Chicago from £145. Washington DC (United States) - Chicago (United States) return flights from £285. From 29/10/2026 (Thursday) - 02/11/2026 (Monday). Check for the dates with the lowest prices and find the cheapest rates.

Round-trip flights from Washington DC to Chicago

Cheapest round-trip flights from Washington DC to Chicago

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Direct flights from Washington DC to Chicago

Book direct flights from Washington DC to Chicago for a smooth journey.

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Cheap flights from Ronald Reagan Washington National Airport to Chicago

Find cheap flights from Ronald Reagan Washington National Airport to Chicago now.

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Flights to Chicago with top airlines

Washington DC to Chicago flight information

DEPARTING FROM:
Ronald Reagan Washington National Airport, more
ARRIVING IN:
Midway International Airport, more
AIRLINES:
American Airlines, Frontier Airlines, more
AVG FLIGHT TIME:
2h 51m

More information about flights to Chicago from Washington DC

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FAQs Washington DC to Chicago flights

FAQs

  • Can I combine different airlines on the same trip?

    Of course. We offer you the possibility of booking with more than 400 airlines so that you can find the cheapest fare or the most convenient combination: outbound flight with one airline and return flight with another.

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    In 1998, lastminute.com was one of the first online travel agencies. Currently, we are selling over 380,000 flights per year – and working hard on bringing travellers wherever they want to go.

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  • How long does a flight take between Washington DC and Chicago?

    The flight from Washington DC to Chicago has a duration of 2h 51m.

  • What are the cheapest flights from Washington DC to Chicago?

    The cheapest one-way flight costs £145 flying with Southwest Airlines and the cheapest return flight costs £285 with Southwest Airlines.

  • How many airports are there in the city of Washington DC?

    Washington DC has 3 airport: WAS - All airports, Ronald Reagan Washington National Airport, Washington Dulles International Airport.

  • How many airports does Chicago have?

    There are 3 airports in Chicago: CHI - All airports, Chicago O'Hare International Airport, Midway International Airport

  • Which Chicago airport is the most central?

    The most central airport is Midway International Airport, 13.6km.

  • Which airlines have flights from Washington DC to Chicago?

    There are 4 airlines with flights from Washington DC to Chicago; Those that offer lower prices are JetBlue Airways (£273).

  • Schedules of the first and last flight from Washington DC to Chicago

    The first flight from Washington DC to Chicago is at 21:58 and the last flight departs at 08:48.