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Lowest round trip fares by airline from Washington and Chicago

Cheapest prices ($39 One Way, $77 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
3.5 out of 5.0
4.4 out of 5 (17 reviews)

Located in River North, this hotel is within a 10-minute walk of Chinese Consulate, Holy Name Cathedral, and Northwestern Memorial Hospital. Museum of Contemporary ...

I didn’t like that there wasn’t a little fridge in every room or there wasn’t a coffee pot or a glass for water.
Travelodge by Wyndham Downtown Chicago
2.0 out of 5.0
3.0 out of 5 (39 reviews)

Located in The Loop, this hotel is steps from Lakefront Trail, Grant Park, and Columbia College Chicago. Art Institute of Chicago and State Street are also within ...

It was an excellent location close to everything. Staff kind and very helpful. Great experience
Motel 6 Elk Grove Village - O'Hare
2.0 out of 5.0
3.6 out of 5 (19 reviews)

Situated in Elk Grove Village, this hotel is 2.1 mi (3.3 km) from Lake Park and within 6 mi (10 km) of Rivers Casino and Rainbow Falls Waterpark. Ned Brown Forest ...

Room was very clean and neat and when asked to change the sheets they do so fast. Very friendly staff very helpfully would forsure go back again when im in town

Flights Review

Dec 29, 2019

United changed my seat and gave me the seat right next to the shitter. Need TV and power in their seats. Everything else was good.

Nov 29, 2019

Excellent Service!!!!

Oct 5, 2018

The plane was delayed due to a computer issue, but we made up the time and got to Chicago.

Sep 13, 2018

Should consider regular carry on luggage

Jul 23, 2018

Felt safe

Jun 12, 2018

The flight to Chicago was delayed, which caused me a bit of a hardship. Thank you.

Apr 17, 2018

Everything was good except my first flight was about an hour late to the destination and no one would explain why. We arrived to the destination on time but we weren't able to leave the plane for an hour and would just sit in the plane for an hour. Thank goodness I had a 1.5 hour layover otherwise I would have missed my connecting flight. Other than that, it was great service.

Apr 11, 2018

Luckily I was able to be bumped to economy plus to where I had more leg room and my own power strip. A being 6’ 5” smaller space makes for an unbearable trip

Mar 18, 2018

The gate changed after we had boarding passes and United staff was wonderful getting us on the next flight

Mar 11, 2018

Very clean airplanes

Fly From Washington to Chicago

Number of Daily Flights15
Earliest Flight Departure DateJun 7
Latest Flight Departure DateJun 7
Popular AirlinesAmerican Airlines

Cheap flights from Washington to Chicago

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.