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

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

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.

Mon, Jan 12 - Mon, Jan 19
BWI
Baltimore
ORD
Chicago
$68 Roundtrip, found 2 hours ago
$68
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Jan 12 from Baltimore to Chicago, returning Mon, Jan 19, priced at $68 found 2 hours ago
Wed, Jan 14 - Mon, Jan 19
DCA
Washington
ORD
Chicago
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jan 14 from Washington to Chicago, returning Mon, Jan 19, priced at $100 found 1 day ago
Wed, Jan 14 - Mon, Jan 19
DCA
Washington
ORD
Chicago
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jan 14 from Washington to Chicago, returning Mon, Jan 19, priced at $100 found 1 day ago
Tue, Jan 20 - Thu, Jan 22
BWI
Baltimore
ORD
Chicago
$101 Roundtrip, found 3 hours ago
$101
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Jan 20 from Baltimore to Chicago, returning Thu, Jan 22, priced at $101 found 3 hours ago
Mon, Jan 12 - Mon, Jan 19
DCA
Washington
MDW
Chicago
$105 Roundtrip, found 2 hours ago
$105
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Mon, Jan 12 from Washington to Chicago, returning Mon, Jan 19, priced at $105 found 2 hours ago

Fly From Washington to Chicago

Origin
Washington
Destination
Chicago
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular 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.

Flights from Cities near Washington

Flights to Cities near Chicago

Other Flights to Chicago

Other Flights from Washington

*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.