Flight Routes from Washington DC to Chicago

Compare cheap outbound and return flights from Washington-DC (WAS) to Chicago (CHI) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€324
Fastest flight
non-stop flights
907x / week
Flight distance
958 km
Time difference
Airports in Washington-DC
  1. Dulles International Airport, DC
  2. Ronald Reagan National Airport, VA
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL
Most popular airlines
  1. United AirlinesUnited Airlines
  2. American AirlinesAmerican Airlines
  3. Southwest AirlinesSouthwest Airlines

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.

offers
Active filtersnone
Matching outbound flights71 of 71
fromto
dep.arr.
durationstopovers
  1. September 6 – 12, 2026
  2. September 13 – 19, 2026
  3. September 20 – 26, 2026
    1. DCAMDW
      nonstop
      1. Southwest Airlines
    2. DCAMDW
      nonstop
      1. Southwest Airlines
    3. IADORD
      nonstop
      1. United Airlines
    4. IADORD
      nonstop
      1. United Airlines
    5. IADORD
      nonstop
      1. United Airlines
    6. IADORD
      nonstop
      1. United Airlines
    7. DCAORD
      nonstop
      1. United Airlines
    8. DCAORD
      nonstop
      1. American Airlines
    9. DCAORD
      1 stopover
      1. American Airlines
    10. DCAMDW
      nonstop
      1. Southwest Airlines
    11. DCAORD
      nonstop
      1. American Airlines
    12. DCAORD
      nonstop
      1. United Airlines
    13. DCAMDW
      nonstop
      1. Southwest Airlines
    14. IADORD
      nonstop
      1. United Airlines
    15. DCAORD
      nonstop
      1. United Airlines

      Tips and tricks to help you find cheap flights from Washington DC to Chicago

      Favorite airline: United Airlines
      United Airlines is the most popular airline for flights from Washington-DC to Chicago.
      United Airlines
      61 %
      Delta
      13 %
      American Airlines
      11 %
      Cheapest weekday: Friday
      Cheap flights on this route are operated on Friday.
      Direct flights are the cheapest connection
      Flights with a stopover are on average $24.00 more expensive than direct flights.
      non stop flight
      1 stop
      02h 16min
      03h 50min
      $158
      $182
      The favorite connection is non-stop
      Flights from Washington-DC to Chicago are most often booked as a direct flight.
      Route
      bookings
      Direct flights
      02h 16min, from $158
      70 %
      1 stopover Boston Logan International Airport, MA
      05h 18min, from $1,843
      8 %
      1 stopover Detroit Metropolitan Wayne County Airport, MI
      03h 50min, from $182
      7 %

      Useful information about the flight from Washington DC to Chicago

      Flights from Washington to Chicago

      With between 30 and 40 flights a day, the flight route from Washington (WAS) to Chicago (CHI) is always full of travlers of many different kinds. The direct flight takes about 2 hours, covering a distance of 699 miles. Non-stop flights are provided by American Airlines, United Airlines and Southwest.

      Cheap flights from Washington to Chicago

      The cheapest way of getting to Chicago would be to book as early as possible. Be sure to compare prices online first to secure the best deal.

      Destination Chicago

      Passengers have a few options when it comes to the Chicago airports - Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), West Chicago Du Page (DPA) etc. O' Hare is quite popular with with passengers, owed in part by the efficiency of its ground transpot system. One can get downtown using the local trains (CTA) or by road using the Interstate highways I-90, I-190. and I-294.

      Important flight information

      Frequently Asked Questions (FAQ)

      How long is the flight from Washington-DC to Chicago?
      A nonstop flight from Washington-DC to Chicago typically takes around 2 hours 5 minutes. This makes the nonstop service the fastest and most convenient way to travel between Washington-DC and Chicago. It is worth checking flight times when searching, as they can vary by airline and travel date.
      Are there nonstop flights from Washington-DC to Chicago?
      Yes, there are nonstop flights from Washington-DC to Chicago, averaging around 129 to 130 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.
      Which airlines fly from Washington-DC to Chicago?
      Direct flights from Washington-DC to Chicago are operated by, among others, United Airlines, American Airlines and Southwest. These flights take you to Chicago nonstop, making them especially practical for short trips or weekend getaways. It is still worth comparing departure times and airline policies, as baggage rules and fees can vary.
      On which days are there nonstop flights from Washington-DC to Chicago?
      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.
      How many flights are there per day from Washington-DC to Chicago?
      From Washington-DC to Chicago, there are on average around 129 to 130 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.
      How many flights per week are there from Washington-DC to Chicago?
      From Washington-DC to Chicago, there are around 904 to 905 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.
      When does the first flight from Washington-DC to Chicago depart?
      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.
      When does the last flight from Washington-DC to Chicago depart?
      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.

      Discover more flights around Washington-DC and Chicago

      Departure airport Airport Washington-DC (WAS)
      Arrival airport Airport Chicago-IL, all airports (CHI)
      Destination country Flights to United States
      Departure airport - Destination country Washington-DC - United States