Cheap flights from Washington DC Washington Dulles International Airport to Chicago

Q: What are the cheapest airlines?

Alaska Airlines. These airlines usually offer the cheapest flights from Washington DC Washington Dulles International Airport to Chicago.

Q: What airlines fly indirectly?

Alaska Airlines. These airlines fly from Washington DC Washington Dulles International Airport to Chicago, but you’ll have at least one layover.

Q: How long is the flight?

11 hrs 5 mins. This is the shortest flight time from Washington DC Washington Dulles International Airport to Chicago.

from as little as £533

20 nights in Chicago, departing Washington DC Washington Dulles International Airport on 14 / Jul / 2025 with Alaska Airlines (price found 44 hours ago)

Subject to availability, prices correct of the last 24 hours

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Cheap return flights from Washington DC Washington Dulles International Airport to Chicago

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The Washington DC Washington Dulles International Airport / Chicago route

All 927 km of it

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Chicago flight facts

What you need to know

What are the cheapest airlines?

Alaska Airlines

These airlines usually offer the cheapest flights from Washington DC Washington Dulles International Airport to Chicago.

What airlines fly indirectly?

Alaska Airlines

These airlines fly from Washington DC Washington Dulles International Airport to Chicago, but you’ll have at least one layover.

How long is the flight?

11 hrs 5 mins

This is the shortest flight time from Washington DC Washington Dulles International Airport to Chicago.

Alternative flights from Washington DC Washington Dulles International Airport to Chicago

You might find cheaper flights nearby

Chicago O'hare International Airport from Washington DC Washington Dulles International Airport

from £533 pp

Find flights

14 / Jul / 2025 is currently the lowest priced day of the year to fly the Washington DC Washington Dulles International Airport/Chicago route. There are around five flights on any given week from the UK to Chicago and the cheapest month to fly right now is July.

Not suitable? Try running another search or viewing all cheap flight deals.

Key facts about Chicago

Currency

United States dollar

Language

English

Timezone

6 hrs behind GMT

How to get cheap flights from Washington DC Washington Dulles International Airport to Chicago

Tips and advice from our flight experts

We've gathered all the available flights from Washington DC Washington Dulles International Airport to Chicago on your chosen dates. Generally, the most popular airlines are Alaska Airlines. Alaska Airlines is the most popular, but that doesn’t mean they're the best choice for your travel dates.

There are five flights from Washington DC Washington Dulles International Airport to or via Chicago every week, with the journey taking 11 hrs 5 mins on average. Chicago O'hare International Airport is consistently the cheapest airport to fly into, but it's best to check all your options – it won't necessarily be the cheapest airport on your chosen dates.

You can fly to Chicago from £533. But, if you adjust your search to incorporate other airports near Washington DC Washington Dulles International Airport, this figure may drop – your search currently only covers flights from Washington DC Washington Dulles International Airport.

Booking a flight to Chicago with Netflights is easy. You can search by month to see the cheapest day of the week to fly. Plus, you can add accommodation and car hire to your booking.