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Lowest round trip fares by airline from Washington and Chicago

Cheapest prices ($34 One Way, $68 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

4 out of 5
19 East Ohio Street, Chicago, IL
The price is $114 per night from May 29 to May 30
$114
per night
May 29 - May 30
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.6/10 Good! (1,016 reviews)
Stay @ Freehand
"Stay was okay for a night !"

Reviewed on May 25, 2024

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
The price is $124 per night from May 29 to May 30
$124
per night
May 29 - May 30
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
6.4/10 (1,676 reviews)
"The front desk staff were very helpful. The breakfast served was varied and tasty. The room was quite small but it was modern & convenient."

Reviewed on May 26, 2024

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
The price is $63 per night from May 29 to May 30
$63
per night
May 29 - May 30
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,179 reviews)
"Awesome place"

Reviewed on May 24, 2024

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
44
Earliest Flight Departure Date
Jun 4
Latest Flight Departure Date
Jun 5
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.