$114 Find Cheap Flights from Washington Dulles Airport to Chicago - Compare and Save

These are the earliest and latest flight times available from Washington, D.C. Dulles Intl Airport to Chicago:

• Earliest: departs at 6:10 am and lands at 8:33 am
• Latest: departs at 10:47 pm and lands at 1:10 am.

The flight takes about 2h 23m.

Two cabin classes are available on flights from Washington, D.C. Dulles Intl Airport to Chicago:

• Economy Class
• First Class

A nonstop flight from Washington, D.C. Dulles Intl Airport to Chicago takes 2h 23m, covering 572 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Round-trip flights from Washington, D.C. Dulles Intl Airport to Chicago range from $287 to $498, with an average of $371 over the past 12 months. Anything below $287 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 60% above the $371 route average. Book 5 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $245 round-trip via Orlando (MCO), compared to $380 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$80 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

Morning is the busiest departure period on Washington, D.C. Dulles Intl Airport to Chicago flights, with 43% of flights leaving in that window. Afternoon departures account for 29%, evening flights for 14%, and night flights for 14%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $215 to $1,281. That means the highest observed fare was about 6x higher than the lowest one.

One-way fares from Washington, D.C. Dulles Intl Airport to Chicago are currently lower than usual. Average one-way flight prices are about $126, which is 44% below the typical average for this route.

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates averaging $64:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Ace
• Dollar

Near Chicago Midway Airport (MDW) — daily rates averaging $84:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Flights from Washington, D.C. Dulles Intl Airport to Chicago usually depart from Washington, D.C. Dulles Intl (IAD) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

One-stop flights from Washington, D.C. Dulles Intl Airport to Chicago most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 81% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 8% of one-stop connections
• Charlotte Douglas (CLT) - 7% of one-stop connections
• Orlando (MCO) - 4% of one-stop connections

Yes. Flexible dates can save you up to 38% on flights from Washington, D.C. Dulles Intl Airport to Chicago. Saturday is the cheapest departure day at $302 round-trip on average, while Monday is the most expensive at $485, a difference of $183.

Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

Only United Airlines operates flights between Washington, D.C. Dulles Intl Airport and Chicago.

Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 11m, compared with 4h 50m via Charlotte Douglas (CLT) and 8h 23m via Atlanta Hartsfield-Jackson (ATL).

Chicago is 1 hour behind Washington, D.C. Dulles Intl Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

Among airlines operating Washington, D.C. Dulles Intl Airport to Chicago flights:

• United Airlines: offers extra legroom; offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.