Cheap flights from Washington (WAS) to Chicago (CHI)

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Lowest round trip fares by airline from Washington and Chicago

Cheapest prices ($48 One Way, $96 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

3.5 out of 5
19 East Ohio Street, Chicago, IL, 60611
The price is $65 per night from Dec 22 to Dec 23
$65
per night
Dec 22 - Dec 23
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
3.9/5 Very Good! (1,001 reviews)
"Staff there are Nice people"

Reviewed on Nov 23, 2022

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL, 60605
The price is $84 per night from Dec 4 to Dec 5
$84
per night
Dec 4 - Dec 5
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and a 24-hour front desk. Our guests praise the breakfast and the restaurant in ...
3/5 (1,046 reviews)
"Was in town for a conference, and for the value, this hotel has everything you need. Location was very close to attractions, I was able to walk to most things. it wasn’t the nicest interior, the bathroom sink was small, and the bed was a little stiff. But if you’re ok with that it’s worth the price. ..."

Reviewed on Nov 30, 2022

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL, 60007
The price is $45 per night from Dec 19 to Dec 20
$45
per night
Dec 19 - Dec 20
Stay at this business-friendly motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
4/5 Very Good! (1,003 reviews)
"Awesome!"

Reviewed on Nov 30, 2022

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Washington to Chicago

Origin Washington
Destination Chicago
Number of Daily Flights 41
Earliest Flight Departure Date Dec 10
Latest Flight Departure Date Dec 11
Popular Airlines United Airlines

Cheap flights from Washington DC to Chicago

Washington Dulles International Airport (IAD) is located about 26 miles outside of Washington, D.C. in Chantilly, Virginia. The airport has its own 16-mile access freeway, which can be reached from I-95 and I-66. Public transit services also have routes stopping at IAD.

Flights from IAD to Chicago O’Hare International Airport (ORD) take two hours with no stops. ORD is accessible to the Metra, the “L” train and suburban bus services. O’Hare is located northwest of Chicago between I-294 and I-90, which both connect to the city.

Attractions and tips

Chicago is a huge city, offering professional baseball, Grant Park, the Museum of Contemporary Art and more. Visitors must try the city’s pizza at the top places like Marie’s, Vito & Nick’s, or Coalfire.

The Lincoln Park Zoo is great for families and those seeking outdoor fun. Visitors must stop by Millennium Park to see the famed Bean, a giant mirrored bean sculpture that was the most popular tourist attraction in the entire city of Chicago 2007.

Chicago is known as the Windy City, so a jacket might be nice unless it’s summer. The city’s climate varies significantly, so it is best to check the weather before your trip. Visitors to Chicago can stay in the many upscale Airport Hotels or downtown.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.