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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, Jan 26 - Sat, Jan 31 $105
WAS CHI Tue, Nov 11 - Sat, Nov 15 $185
WAS CHI Sat, Nov 1 - Tue, Nov 4 $212
WAS CHI Thu, Oct 30 - Fri, Oct 31 $225
WAS CHI Sat, Oct 11 - Mon, Oct 13 $227
WAS CHI Tue, Oct 28 - Tue, Nov 4 $228
WAS CHI Thu, Nov 6 - Sat, Nov 8 $241
WAS CHI Sat, Sep 27 - Mon, Sep 29 $245
WAS CHI Thu, Oct 23 - Thu, Nov 6 $491
WAS CHI Wed, Nov 5 - Wed, Nov 12 $668
WAS CHI Wed, Oct 22 - Mon, Oct 27 $1,144
WAS CHI Wed, Oct 22 - Mon, Oct 27 $1,756
WAS CHI Wed, Oct 22 - Mon, Oct 27 $2,214
WAS CHI Wed, Oct 22 - Mon, Oct 27 $2,324
WAS CHI Thu, Oct 9 - Sun, Oct 12 $7,887

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
    Frontier Airlines, 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, Frontier 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
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19 20 21 22 23 24
$155
25
26 27 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 / 5 123 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 42 reviews

6500 South Cicero Avenue 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 14 reviews

6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

...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 17 reviews

6540 S. Cicero Ave. Map

Free On The HouseT hot breakfast, Wi-Fi

...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
3.7 / 5 7 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 $109

Sheraton Chicago O’Hare Airport Hotel

4 stars
4.0 / 5 109 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

October

Cheapest weekend flights in October from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Oct 30 Washington DC (IAD) Chicago (ORD) Frontier Airlines $215
Earn $2.15
Return Sat, Nov 1 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 Fri, Oct 24 Washington DC (IAD) Chicago (ORD) Frontier Airlines $155
Earn $1.55
Return Wed, Oct 29 Chicago (ORD) Washington DC (IAD) Frontier Airlines

Best one-week trip in October from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Oct 28 Washington DC (DCA) Chicago (ORD) American Airlines $227
Earn $2.27
Return Tue, Nov 4 Chicago (ORD) Washington DC (DCA) American Airlines
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November

Cheapest weekend flights in November from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Nov 22 Washington DC (IAD) Chicago (ORD) Frontier Airlines $185
Earn $1.85
Return Mon, Nov 24 Chicago (ORD) Washington DC (IAD) Frontier Airlines

Lowest roundtrip airfare in November from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Nov 15 Washington DC (IAD) Chicago (ORD) Frontier Airlines $185
Earn $1.85
Return Wed, Nov 19 Chicago (ORD) Washington DC (IAD) Frontier Airlines

Best one-week trip in November from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Nov 21 Washington DC (IAD) Chicago (ORD) Frontier Airlines $185
Earn $1.85
Return Fri, Nov 28 Chicago (ORD) Washington DC (IAD) Frontier Airlines
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December

Cheapest weekend flights in December from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Dec 12 Washington DC (IAD) Chicago (ORD) Frontier Airlines $185
Earn $1.85
Return Mon, Dec 15 Chicago (ORD) Washington DC (IAD) Frontier Airlines

Lowest roundtrip airfare in December from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Dec 13 Washington DC (IAD) Chicago (ORD) Frontier Airlines $105
Earn $1.05
Return Fri, Jan 9 Chicago (ORD) Washington DC (IAD) Frontier Airlines

Best one-week trip in December from Washington DC to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Dec 22 Washington DC (IAD) Chicago (ORD) Frontier Airlines $195
Earn $1.95
Return Mon, Dec 29 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

    • 38 direct flights are operating from Washington DC to Chicago today.
    • Today's average time for a direct flight is 2h 3m.
    • United Airlines flight 6276 (1:00 AM GMT, Embraer 175) is today's earliest available flight from Washington DC to Chicago.
    • United Airlines flight 1210 (5:00 PM GMT, Boeing 737-700 Passenger) is today's latest available flight from Washington DC to Chicago.
    • Today's shortest direct flight from Washington DC to Chicago (Frontier Airlines flight 1344, Airbus Industrie A320) takes 1h 55m.
    • Today's longest direct flight from Washington DC to Chicago (American Airlines flight 1409, Boeing 737-800 Passenger) takes 2h 10m.
    • 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, Frontier Airlines
Boeing 737-900 Passenger United Airlines, US Airways
Boeing 737-800 Passenger American Airlines, US Airways, United Airlines
Canadair Regional Jet United Airlines
Embraer RJ145 United Airlines, US Airways
Embraer 175 American Airlines, United Airlines, US Airways