Flight schedule from Washington-DC (WAS) to Chicago (CHI)
Select a travel date in the flight schedule for the route from Washington-DC (WAS) to Chicago (CHI) and compare affordable flight deals.
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Matching outbound flights70 of 70
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- August 23 – 29, 2026
- Aug 30 – Sep 5, 2026
- September 6 – 12, 2026
- DCAMDWnonstop
- DCAMDWnonstop
- IADORDnonstop
- IADORDnonstop
- DCAORDnonstop
- DCAORD1 stopover
- DCAMDWnonstop
- DCAORDnonstop
- DCAORDnonstop
- DCAMDWnonstop
- DCAORDnonstop
- IADORDnonstop
- DCAORDnonstop
- DCAORDnonstop
- IADORDnonstop
Tips and tricks to help you find cheap flights from Washington DC to Chicago
Important flight information
Frequently Asked Questions (FAQ)
A nonstop flight from Washington-DC to Chicago typically takes around 2 hours 5 minutes. If you choose a connecting flight, allow more travel time. Typical one-stop itineraries take around 13 hours 30 minutes. For the quickest trip, a nonstop flight is usually the most comfortable choice.
Yes, there are nonstop flights from Washington-DC to Chicago, averaging around 131 to 132 flights per day, operated by, among others, United Airlines, American Airlines and Southwest. If you want to fly without a layover, it is worth filtering specifically for nonstop flights when searching.
Direct flights from Washington-DC to Chicago are operated by, among others, United Airlines, American Airlines and Southwest. Connecting flights with one stop are also available, for example with American Airlines (via Orlando). If travel time matters to you, a direct flight is usually the most convenient option. Connecting flights often give you more choice of departure times and airlines.
Nonstop flights from Washington-DC to Chicago operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
From Washington-DC to Chicago, there are on average around 131 to 132 flights per day. This usually means you have a good choice of departure times. If you are flexible, you can easily compare times, prices, and airlines.
From Washington-DC to Chicago, there are around 918 to 919 flights per week. This means you usually have connections available on several days and at various times. Beyond the price, it is worth comparing flight duration, airline, and any potential additional fees.
The earliest nonstop flight from Washington-DC to Chicago usually departs at 6:00 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in Chicago.
The last nonstop flight from Washington-DC to Chicago usually departs at 10:29 PM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.



