Cheap flights from Washington, D.C. to Chicago
Compare Washington, D.C. to Chicago flight deals
Find the cheapest month or even day of the year to fly to Chicago
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Flight deals from Washington, D.C. to Chicago
Looking for a cheap last-minute deal or the best round-trip flight from Washington, D.C. to Chicago? Find the lowest prices on one-way and round-trip tickets right here.Don’t miss a great deal
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Find the cheapest month to fly from Washington, D.C. to Chicago
We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Washington, D.C. to Chicago flights are currently cheapest in May.Direct flights from Washington, D.C. to Chicago
Alternative Washington, D.C. to Chicago routes
Looking for the cheapest, fastest or easiest route from Washington, D.C. to Chicago? You could fly into the following airports instead.Washington, D.C. to Chicago: Flight information
The things to know before you go.Cheapest flight found | C$79 |
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Cheapest month to fly | May |
Average flight time | 2 hrs, 10 mins |
Most popular airline | Southwest Airlines |
Average flights per week | 779 |
Finding cheap flights from Washington, D.C. to Chicago: Frequently asked questions
How to find cheap flights to Chicago from Washington, D.C.
Looking for cheap tickets from Washington, D.C. to Chicago? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.
- Simply hit "search." From Delta Air Lines to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Washington, D.C. to Chicago. And with us, there are no hidden fees – what you see is what you pay.
- Compare flight deals to Chicago from Washington, D.C. from over 1,000 providers. Then choose the cheapest plane tickets or fastest journeys.
- Flex your dates to find the best Washington, D.C.–Chicago ticket prices. If you're flexible when it comes to your travel dates, use Skyscanner's "Whole month" tool to find the cheapest month, and even day to fly to Chicago from Washington, D.C..
- Set up a Price Alert. You can easily track the fare of your cheap Washington, D.C.–Chicago flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
- Fly without stops. Only interested in direct flights between Washington, D.C. and Chicago? Make sure to tick "Direct flights only" when performing a search. If there are direct flights available on the route, these will appear in the results.
- Find the cheapest Business Class flights from Washington, D.C. and Chicago. We scour the Internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just stumble on a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
- Include nearby airports in your search. Widen your search for Washington, D.C. to Chicago flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save the next time you travel.
Combine your flight to Chicago from Washington, D.C. with hotels and car rental
Once you've secured your cheap flight ticket from Washington, D.C. to Chicago, discover the best prices and exclusive rates for hotels in Chicago or nearby. You can also compare hundreds of car rental companies at once so you get the best car rental price for your trip.
Plan the rest of your trip from Washington, D.C. to Chicago
Prices shown on this page are estimated lowest prices only. Found in the last 45 days.