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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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lastminute.com offers flexibility services for purchase at the time of your booking. These services entitle you to change or cancel your flights without handling fee.**Flexibility services are available on selected flights only. Please read our T&Cs for more information.

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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 3h 36m.

What are the cheapest flights from Washington DC to Chicago?

The cheapest one-way flight costs £98 flying with JetBlue Airways and the cheapest return flight costs £163 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 Sun Country Airlines (£372).

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

The first flight from Washington DC to Chicago is at 17:24 and the last flight departs at 17:24.

Cheap flights from Washington DC to Chicago

Fly smart, spend less

Flights to Chicago from Washington DC

Cheap flights from Washington DC to Chicago from £98. Washington DC (United States) - Chicago (United States) return flights from £163. From 04/08/2026 (Tuesday) - 05/08/2026 (Wednesday). Check for the dates with the lowest prices and find the cheapest rates.

Direct flights from Washington DC to Chicago

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

03 Aug - 06 Aug • 3 nights

03 Aug - 06 Aug • 3 nights

26 Jun - 03 Jul • 7 nights

20 Jul - 24 Jul • 4 nights

20 Jul - 24 Jul • 4 nights

Flights from Washington DC to Chicago one way

Find one-way flights from Washington DC to Chicago at great prices.

14 Jul

13 Jul

17 Jul

17 Jul

19 Jul

19 Jul

Cheapest flights from Washington DC to Chicago

Get the cheapest flights from Washington DC to Chicago today.

21 Sept - 24 Sept • 3 nights

20 Jul - 24 Jul • 4 nights

03 Aug - 06 Aug • 3 nights

03 Aug - 06 Aug • 3 nights

03 Aug - 06 Aug • 3 nights

03 Aug - 06 Aug • 3 nights

Cheap flights from Ronald Reagan Washington National Airport to Chicago

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

21 Sept - 24 Sept • 3 nights

20 Jul - 24 Jul • 4 nights

03 Aug - 06 Aug • 3 nights

20 Jul - 24 Jul • 4 nights

03 Aug - 06 Aug • 3 nights

26 Jun - 03 Jul • 7 nights

Cheap flights from Washington Dulles International Airport to Chicago

Find cheap flights from Washington Dulles International Airport to Chicago now.

28 Jun - 05 Jul • 7 nights

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:

3h 36m

More information about flights to Chicago from Washington DC

Information about flights from Washington to Chicago

Greetings! Welcome to the lastminute.com’s travel website for low cost flights. If you are looking for a low cost flight Washington-Chicago , you are in the right place! Your are click away from confirming your flight Washington-Chicago.

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FAQs Washington DC to Chicago flights

FAQs

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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