$108 Find Cheap Flights from Reagan Washington National Airport to Chicago - Compare and Save

Among airlines operating Washington, D.C. Reagan-National Airport to Chicago flights:

• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection
• JetBlue: offers free seat selection

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

3 airlines operate flights between Washington, D.C. Reagan-National Airport and Chicago. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines
• Southwest

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

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
• American Airlines: a cabin bag and a checked bag in Economy Class
• Southwest: a cabin bag and a checked bag in Economy Class

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

Four cabin classes are available on flights from Washington, D.C. Reagan-National Airport to Chicago:

• Economy Class
• Premium Economy Class
• Business Class
• First Class

Prices vary by airline.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $208 round-trip via New York John F Kennedy Intl (JFK), compared to $324 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

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

• Boston Logan Intl (BOS) - 43% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 17% of one-stop connections
• Denver Intl (DEN) - 13% of one-stop connections
• New York John F Kennedy Intl (JFK) - 13% of one-stop connections

Boston Logan Intl (BOS) handles the largest share of one-stop connections on this route.

On the Washington, D.C. Reagan-National Airport to Chicago route, being flexible with your departure day can save you up to 16%. Saturday is the cheapest day at $299 round-trip on average, while Monday is the most expensive at $353: a $54 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

Morning is the busiest departure period on Washington, D.C. Reagan-National Airport to Chicago flights, with 42% of flights leaving in that window. Afternoon departures account for 26%, evening flights for 26%, and night flights for 6%.

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

These are the earliest and latest flight times available from Washington, D.C. Reagan-National Airport to Chicago:

• Earliest: departs at 5:54 am and lands at 8:14 am
• Latest: departs at 10:22 pm and lands at 12:42 am.

The flight takes about 2h 20m.

Last-minute fares on this route - booked within 2 weeks of departure - run 77% above the route average of $324. Book 26 weeks before departure for the lowest fares.

A nonstop flight from Washington, D.C. Reagan-National Airport to Chicago takes 2h 20m, covering 594 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.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $208 to $1,375. That means the highest observed fare was about 7x higher than the lowest one.

One-way fares from Washington, D.C. Reagan-National Airport to Chicago are currently lower than usual. Average one-way flight prices are about $144, which is 36% below the typical average for this route.

Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 07m, compared with 4h 10m via Lambert-St Louis (STL) and 4h 44m via Chicago O'Hare Intl (ORD).

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

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 from around $17:

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

Near Chicago Midway Airport (MDW) — daily rates from around $32:

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

Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

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

Round-trip flights from Washington, D.C. Reagan-National Airport to Chicago range from $269 to $420, with an average of $324 over the past 12 months. Anything below $269 counts as a good deal.

Two airlines offer in-flight Wi-Fi on Washington, D.C. Reagan-National Airport to Chicago flights:

• • American Airlines
• • JetBlue