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Washington DC to Chicago Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Washington DC to Chicago

Departure Arrival Travel dates Round-trip
WAS CHI Mon, Sep 15 - Wed, Sep 17 $105
WAS CHI Mon, Sep 15 - Wed, Sep 17 $175
WAS CHI Wed, Aug 27 - Tue, Sep 2 $197
WAS CHI Wed, Aug 27 - Tue, Sep 2 $197
WAS CHI Sat, Aug 23 - Tue, Aug 26 $214
WAS CHI Sun, Aug 24 - Wed, Aug 27 $214
WAS CHI Thu, Aug 21 - Tue, Aug 26 $217
WAS CHI Mon, Sep 29 - Wed, Oct 1 $228
WAS CHI Wed, Sep 17 - Fri, Sep 19 $663
WAS CHI Fri, Oct 24 - Mon, Oct 27 $1,634

Washington DC and Chicago airports and terminals

Airports in Washington DC DC, US
map of airports in Washington DC
  • 1

    Reagan National Airport (DCA)

    Distance from City Center: 3 miles

    Terminals and carriers for flights from DCA to CHI

    Terminal Carriers
    Terminal B American Airlines, US Airways, United Airlines
  • 2

    Dulles Airport (IAD)

    Distance from City Center: 22.3 miles

    Carriers for flights from IAD to CHI

    Carriers
    US Airways, United Airlines
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Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from WAS to ORD

    Terminal Carriers
    Terminal 1 US Airways, United Airlines
    Terminal 2 US Airways, United Airlines
    Terminal 3 American Airlines, US Airways
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Cheap flights from Washington DC to Chicago

Sun Mon Tue Wed Thu Fri Sat
1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19
$197
20 21
$197
22 23
$197
24 25 26 27
$197
28 29 30
31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $139

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 165 reviews

O'Hare International Airport Map

Park & Fly - Includes up to 3 nights valet parking

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $137

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 68 reviews

6500 SOUTH CICERO AVE Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

Hotel only $144

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.6 / 5 22 reviews

6530 S. Cicero Avenue Map

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hotel only $135

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 30 reviews

6540 S. Cicero Ave. Map

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

Hotel only $179

Chicago Marriott Midway

3 stars
3.6 / 5 11 reviews

6520 South Cicero Avenue Map

Rate includes breakfast

...WiFi-equipped guest rooms at our Chicago Midway Airport hotel are recently renovated and offer soundproof windows, 32" flat-screen TVs and room service.... Perfect for business travel and... More

Hotel only $99

Sheraton Chicago O’Hare Airport Hotel

4 stars
4.0 / 5 147 reviews

6501 N. Mannheim Road Map

Save 40% on your stay

...Complimentary shuttle service to and from O'Hare Airport is available 24 hours a day.... Our all-suite hotel is conveniently located minutes from O'Hare International Airport, Donald E. Stephens... More

August

Cheapest weekend flights in August from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Aug 21 Washington DC (DCA) Chicago (ORD) United Airlines $204
Earn $2.04
Return Mon, Aug 25 Chicago (ORD) Washington DC (DCA) United Airlines

Lowest roundtrip airfare in August from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Aug 19 Washington DC (IAD) Chicago (ORD) United Airlines $197
Earn $1.97
Return Fri, Aug 22 Chicago (ORD) Washington DC (IAD) United Airlines
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September

Cheapest weekend flights in September from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Sep 19 Washington DC (IAD) Chicago (ORD) Frontier Airlines $105
Earn $1.05
Return Sat, Sep 20 Chicago (ORD) Washington DC (IAD) Frontier Airlines

Lowest roundtrip airfare in September from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Sep 15 Washington DC (IAD) Chicago (ORD) Frontier Airlines $105
Earn $1.05
Return Wed, Sep 17 Chicago (ORD) Washington DC (IAD) Frontier Airlines
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October

Cheapest weekend flights in October from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Oct 2 Washington DC (IAD) Chicago (ORD) Frontier Airlines $105
Earn $1.05
Return Sat, Oct 4 Chicago (ORD) Washington DC (IAD) Frontier Airlines

Lowest roundtrip airfare in October from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Oct 22 Washington DC (IAD) Chicago (ORD) Frontier Airlines $105
Earn $1.05
Return Sat, Oct 25 Chicago (ORD) Washington DC (IAD) Frontier Airlines
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Flying from Washington DC to Chicago

The Best DC Airports

Before you call airlines looking for flights from Washington, DC, you should check with Orbitz.com. The two major airports in DC are Washington Dulles International Airport and Ronald Reagan Washington National Airport. Alaska Airlines, US Airways, and Frontier Airlines handle domestic flights from Ronald Reagan, while Virgin America, ExpressJet Airlines, and Colgan Air operate out of Washington Dulles. Ronald Reagan is only three miles from the downtown area, and Washington Dulles is 26 miles from downtown.

Long-Term Parking Options

The five parking lots at Ronald Reagan offer daily and hourly parking rates, and the airport charges $20 per day for parking in the long-term lots. The economy lot only charges $12 per day, but this lot is open and uncovered. Washington Dulles has two long-term parking lots that charge $17 per day and one economy lot that charges $10 per day. For $30, you can use valet parking.

Public Transportation Choices

The Metrorail and Metrobus make at least one stop at each airport every day. The stops are clearly marked around the city, and you can find maps that help you find the correct line. Taxis are not as low cost as the public transportation options because the drivers charge a pickup fee, baggage fee, fee per mile, and a fee for any time that the driver must wait.

Places to Eat

Both airports offer a range of dining options. Washington Dulles is home to Dulles to Go, Five Guys, Subway, and Wendy's, while Ronald Reagan has Dunkin' Donuts, Euro Cafe, and Jerry's Subs & Pizza. Once you have something to eat, you can browse through the sales at some of the shops surrounding the restaurants. If you want to enjoy your vacation, use Orbitz.com to look for flights from Washington DC.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Interesting facts about flights from Washington DC to Chicago

    • 41 direct flights are operating from Washington DC to Chicago today.
    • Today's average time for a direct flight is 2h 3m.
    • United Airlines flight 3784 (1:00 AM GMT, Canadair Regional Jet 700) is today's earliest available flight from Washington DC to Chicago.
    • American Airlines flight 4259 (5:05 PM GMT, Embraer 175) is today's latest available flight from Washington DC to Chicago.
    • Today's shortest direct flight from Washington DC to Chicago (American Airlines flight 4259, Embraer 175) takes 1h 50m.
    • Today's longest direct flight from Washington DC to Chicago (United Airlines flight 5268, Embraer 175) takes 2h 15m.
    • Flights from Dulles Airport (IAD), Reagan National Airport (DCA) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.

Aircraft options between Washington DC and Chicago

Equipment Carrier
Boeing 767-300 Passenger US Airways, United Airlines
Embraer 170 United Airlines, US Airways
Boeing 737-700 Passenger United Airlines, US Airways
Boeing 757-200 Passenger United Airlines, US Airways
Boeing 757-300 Passenger United Airlines
Boeing 777 United Airlines, US Airways
Airbus Industrie A319 United Airlines, US Airways
Embraer RJ135/RJ140/RJ145 United Airlines, US Airways
McDonnell Douglas MD-80 American Airlines, US Airways
Canadair Regional Jet 700 United Airlines, US Airways, American Airlines
McDonnell Douglas MD-83 American Airlines, US Airways
Airbus Industrie A320 United Airlines, US Airways
Boeing 737-900 Passenger United Airlines, US Airways
Boeing 737-800 Passenger American Airlines, United Airlines, US Airways
Canadair Regional Jet United Airlines
Embraer RJ145 United Airlines, US Airways
Embraer 175 American Airlines, US Airways, United Airlines